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Pet Friendly Holiday Rentals in Osprey

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    The following rentals are within 15 kilometres of Osprey, Florida.

    From
    ₹4,465
    / Night
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    1 / 11
    5 of 5 stars (2) Excellent
    Nokomis
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    From
    ₹12,757
    / Night
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    1 / 25
    4 of 5 stars (1) Very good
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    From
    ₹6,378
    / Night
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    1 / 18
    5 of 5 stars (1) Excellent
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    From
    ₹44,330
    / Week
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    1 / 26
    5 of 5 stars (1) Excellent
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    On the Sarasota County register of historic homes, and built in 1925, this charming 550 square foot one bedroom, one bath Mediterranean-revival cottage is the guest house behind the property owner's home, and is one of a block of three vintage vacation resort properties the owner calls... View all property information
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    5 of 5 stars Reviewed 8 October 2010
    This is really a charming cottage and I definitely felt like I was in "Old Florida" when I stayed there. The location is very quiet and unassuming and only minutes from Venice...
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    From
    ₹70,162
    / Week
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    1 / 17
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor... View all property information
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    From
    ₹76,540
    / Month
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    1 / 19
    Nokomis
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    I AM TAKING BOOKINGS FOR SUMMER 2015 RIGHT NOW. PLEASE NOTE THAT I ONLY RENT BY THE MONTH NOT WEEKLY OR DAILY. I'VE POST A NEW LOWER RATE TO ENTICE YOU FOR A SUMMER BEACH VACATION. . Two bedroom two bath home with beautiful garden yard. Large, airy rooms with terrazzo floors throughout. Ceiling... View all property information
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    From
    ₹10,907
    / Night
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    1 / 42
    5 of 5 stars (7) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality... View all property information
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    5 of 5 stars Reviewed 28 March 2015
    This was my husband's and my first time at Siesta Key. We absolutely loved it!!!! The house was perfect for us and our two dogs. It was very roomy, had a completely fenced...
    5 of 5 stars Reviewed 10 March 2015
    House is beautiful, owners are available and great, location is perfect. This was a great vacation for our entire family. The house is located just a few miles from the Village...
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    From
    ₹6,378
    / Night
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    1 / 25
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This home has been newly renovated and updated for a truly wonderful vacation getaway. 2 renovated and updated bathrooms, kitchen with granite counter tops with breakfast bar, stainless steal appliances, and 3 bedrooms. The 3rd bedroom has a trundle bed and doubles as an office space or reading... View all property information
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    5 of 5 stars Reviewed 1 November 2014
    Our family of 4, including an 11 and 7 year old, had a perfectly balanced vacation at this home! We were able to enjoy the gorgeous pool, which kept the kiddos entertained while...
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    From
    ₹11,162
    / Night
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    1 / 17
    Lido Key
    2 Bedrooms / 5 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Bright & sunny Key West like beach cottage with two bedrooms, 2 baths, very private, fenced yard (pets ok) hardwood and tile floors throughout, huge covered lanai, sleeps four plus sleeper couch in private room. Washer, dryer, eating bar. 2 Blocks to Ritz Carlton Beach House, one block to Lido... View all property information
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    From
    ₹7,144
    / Night
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    1 / 17
    5 of 5 stars (2) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Villa Grande is a light, bright and sunny split-design single family home which is located just minutes away from the popular Sharky's restaurant, downtown Venice and several fabulous beaches. A single story home, it is fully updated with ceramic tile floors throughout and features a split design... View all property information
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    From
    ₹55,811
    / Week
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    1 / 11
    5 of 5 stars (1) Excellent
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers a very large open layout with plenty of space for entertaining. In the back this vacation rental home... View all property information
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    From
    ₹6,697
    / Night
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    1 / 24
    5 of 5 stars (3) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Breezy Villa is located only ten minutes away from popular Sharky`s on the Pier restaurant, the Venice Fishing Pier and four blocks from the beach. It has been recently updated and features two bedrooms and two baths with a brand new porcelain tile floor throughout the home. Breezy Villa... View all property information
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    5 of 5 stars Reviewed 2 January 2015
    We enjoyed are stay at the Breezy Villa, and would definitely stay again. The place was spotless and well cared for. The location is decent, and you can get to pretty much...
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    From
    ₹79,730
    / Week
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    1 / 21
    5 of 5 stars (25) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (25) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short... View all property information
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    5 of 5 stars Reviewed 5 March 2015
    This is a great vacation spot with a beautiful pool and not too far from a gorgeous beach! Kathy was very helpful and prompt in answering questions we had while we were there...
    5 of 5 stars Reviewed 22 July 2014
    My family's vacation at Siesta Key was wonderful at this residence. It was well appointed with everything you would need for a great vacation. The location was perfect, just close...
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    From
    ₹60,594
    / Week
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    1 / 15
    4.5 of 5 stars (3) Very good
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Relax and enjoy your vacation on Venice Island in this spacious, single-family home, located in Venice Island. Only 2 blocks to the beach, one mile to downtown shops, restaurants and the 27-hole public golf course with views of the gulf. Visit the many beaches, parks or take the kids to Disney... View all property information
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    4 of 5 stars Reviewed 8 February 2012
    We really enjoyed our stay in this house over Thanksgiving - plenty of space for the toddler, teen, and older folks to spread out, cook, eat, and generally enjoy ourselves. We...
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    From
    ₹542,161
    / Month
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    1 / 23
    Siesta Key
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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    From
    ₹10,843
    / Night
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    1 / 20
    5 of 5 stars (4) Excellent
    Venice
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Luxury living, walk/bike trail to town or beach along inland waterway. In small gated community with use of pool-tennis-exercise facilities. Professionally decorated with style and comfort. A king size suite, a queen size suite and an office/den fitted with a trundle bed. Easy access to... View all property information
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    5 of 5 stars Reviewed 21 May 2014
    Comfortable and stylish with a handy screened in porch and a well-appointed kitchen, this was a great find. The house is immaculately maintained, and the owner provides precise...
    4 of 5 stars Reviewed 5 August 2011
    I had a family reunion at this resident. We enjoyed the homey feeling and closness of all the attractions such as the beach, restraunts, shopping, fishing, boating and proxemity...
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    From
    ₹18,816
    / Night
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    1 / 15
    5 of 5 stars (1) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy the beach view from the Beach Tree or Beach View Suite located in beautiful Siesta Key Village in Sarasota, Florida. Lounge in a hammock under sweeping coconut trees and listen to the peaceful sounds of the ocean, the Gulf of Mexico and dream away looking into the blue Florida sky. The... View all property information
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    5 of 5 stars Reviewed 14 June 2012
    Take lots and lots of water and apply sunblock very often
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    From
    ₹22,324
    / Night
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    1 / 18
    5 of 5 stars (1) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    BEACH FRONT :Wander out 100 yards to the gorgeous white sand beaches of the Gulf of Mexico and only one block to SIESTA KEY VILLAGE! Our gorgeous three bedroom two bath beach-house is a one-of-a-kind private home with amazing water views from the private patio, (grilling on the patio: awesome!)... View all property information
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    5 of 5 stars Reviewed 4 January 2015
    My family and I had a wonderful week of beach front living with home away from home amenities. Quiet area of the island but close to all the excitement! Highly recommend this...
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    ₹38,270
    / Week
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    1 / 33
    4 of 5 stars (1) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Fully renovated Vacation Home is located in the heart of South Venice City, The property situated in a safe and quite neighborhood, which is fenced around for privacy. It has a spacious interior with an open concept living room, kitchen and dining area, including three large bedrooms and two... View all property information
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    From
    ₹87,703
    / Week
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    1 / 20
    Siesta Key
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle... View all property information
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    From
    ₹17,859
    / Night
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    1 / 24
    4.5 of 5 stars (24) Very good
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (24) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our Top Location, Gertrude's Village House! Named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled between the best beaches, shopping and... View all property information
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    4 of 5 stars Reviewed 9 April 2015
    My husband and I and another couple stayed at Gertrude's for 4 days. It is an excellent location on a lovely street a few minutes walk away to the beautiful white sand beach, and...
    4 of 5 stars Reviewed 4 November 2014
    The location was perfect being so close to the village which had everything; restaurants and shopping. No pet fees - another plus. Everything was great except the bathrooms and...
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    From
    ₹14,032
    / Night
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    1 / 22
    4.5 of 5 stars (13) Very good
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Van Lopik (jardin), our garden facing suite, is a large 3BR home perfectly located between the best beaches, shopping dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches were most... View all property information
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    3 of 5 stars Reviewed 13 April 2015
    Great location; but kitchen and bathrooms need to be updated/renovated. All carpet was absolutely stained and filthy; needs to be replaced asap. House shares courtyard with 2...
    5 of 5 stars Reviewed 1 October 2014
    Daniel was amazing! Great service. The house is amazing! Very clean, we were a group of 7, and the house is pretty big! Walking distance to the beach, groceries stores and...
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    From
    ₹17,859
    / Night
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    1 / 24
    5 of 5 stars (14) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Van Lopik (c), our canal facing suite, is a large 3BR home perfectly located 1.5 blocks away from the best beaches, shopping, dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches... View all property information
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    5 of 5 stars Reviewed 11 February 2015
    We thoroughly enjoyed our stay at Casa Van Lopik. Daniel was more than gracious and easy to work with. Quickly returning messages and very accommodating. Upon arrival we were...
    5 of 5 stars Reviewed 7 October 2014
    This beautiful beach rental was perfect for ten friends for a wedding weekend! You can walk to all the restaurants which was a plus! Daniel with Gertrude rentals was incredibly...
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    From
    ₹7,335
    / Night
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    1 / 16
    4 of 5 stars (2) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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    From
    ₹8,228
    / Night
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    1 / 9
    Nokomis
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Stay in a one-of a-kind tropical home on a private road featuring your own heated, lagoon style pool with running waterfall. Bring your significant other, the whole family, your buddies for a week of fishing, or all the girlfriends for a week with your BFF's. The master bedroom has a queen size... View all property information
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    From
    ₹9,568
    / Night
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    1 / 23
    4 of 5 stars (1) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Wonderful 3 bedroom beach & pool home recently fully remodeled, located on a quiet street with few neighbors surrounded by palm tree groves. A double car garage to keep those vehicles cool and spacious driveway. Newly resurfaced/tiled in-ground Gunite swimming pool. The private pool is located... View all property information
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    4 of 5 stars Reviewed 4 September 2014
    This townhouse is roomy with plenty of beds for a large group. It is located in the center of town close to everything especially the outlet stores. Has all the comforts of home.
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    ₹7,335
    / Night
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    1 / 24
    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Location! Location! Location! Walk out the door and stroll onto one of the most beautiful beaches in America! This luxurious villa sleeps up to 6 people. The villa has been newly remodeled with granite counter tops, new bathrooms and bedrooms and screened in lanai with chairs and cocktail tables.... View all property information
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    5 of 5 stars Reviewed 9 April 2015
    We stayed here and this was our first time to Venice. This unit worked out so well for us. Easy parking, walk to the beach (with lifeguards) and main strip (Venice Ave.) Many...
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    4 of 5 stars (2) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Dishwasher
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    • Safe
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful 1926 Italian Villa in Downtown Venice Fl. Four blocks from Venice Ave full of shopping and eateries and 1/2 miles from the scenic 17 miles of Venice Beach. The home is beautifully restored with new kitchen and appliances and bathroom fixtures. Three bedrooms and 2.5 baths. Two Queens... View all property information
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    3 of 5 stars Reviewed 14 April 2015
    The owners were very friendly and easy to work with. We requested an ironing board and a second set of keys and she delivered. The property is ideally located within walking...
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    5 of 5 stars (17) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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    5 of 5 stars Reviewed 14 April 2014
    Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
    5 of 5 stars Reviewed 13 January 2014
    My wife and I had a very pleasant stay here. The property is very well maintained and very convenient to everything including the beaches and Siesta Key Village. We especially...
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    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
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    • Air Conditioning
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    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    Furnished 3 bedroom, den, 2 bath, two-car garage. Large pool and spa – great entertainment home! Perfectly located in the gated, prestigious Sawgrass community of Venice with views of lakes. Near the championship Waterford, Capri Isles and Calusa Lakes golf courses. Adjacent to a woodland... View all property information
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    4 of 5 stars (1) Very good
    Siesta Key
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    • ?
    About this property
    This luxury Siesta Key vacation rental was built on the Grand Canal in 2005 and offers 3 bedrooms plus bonus room with 3 full baths. Its great location gives it access to Siesta key beach and Siesta Key village yet secluded enough for you to relax and enjoy the peace and quiet; no thru traffic... View all property information
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    5 of 5 stars (7) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Plenty of room for all of your family and friends! This beautiful Siesta Key home was redone and upgraded throughout in July, 2011, and the folks who have stayed there have loved it! New wood floors, new furniture, new beds, new TV's, new linens, new towels, new kitchen items, new patio... View all property information
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    5 of 5 stars Reviewed 24 July 2014
    Great house with many extras. Pool was clean and was solar heated to perfection. Pulled right into our private garage situated in a nice neighborhood. Enjoyed the bedroom set up...
    5 of 5 stars Reviewed 11 August 2013
    We stayed in the house for a week. This is an amazing house in a great location. Management company was awesome. Communication was easy and response to questions or concerns were...
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    4.5 of 5 stars (4) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
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    5 of 5 stars Reviewed 15 April 2015
    My husband and I rented the condo for a week with three teenage boys and had a fantastic time. We have been to Siesta Key before but the location to the beach, restaurants, and...
    5 of 5 stars Reviewed 15 June 2014
    We really enjoyed our stay at Sandy Toes , the location was perfect , just a walk to one if the best beaches in the world. Just a short walk to restaurants and shopping in the...
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    ₹38,270
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    5 of 5 stars (8) Excellent
    Siesta Key
    Studio / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Our favorite location on Siesta Key, The Siesta Key Village Studio, an accommodating ground floor one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one block to your beach, appropriately named “Sunset... View all property information
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    4 of 5 stars Reviewed 26 December 2013
    We stayed at this little villa for 4 nights during our 1st Anniversary vacation. It's in an ideal spot right between the beach and the local restaurants. Absolutely perfect room...
    4 of 5 stars Reviewed 27 September 2013
    The location of The Studio can't be beat. One block over from a relaxed area of restaurants bars and shops and easy walking to the beach. A little bit of noise from The Oyster...
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    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the attractions that are nearby. Culture, Arts... View all property information
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    4.5 of 5 stars (11) Very good
    Siesta Key
    4 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one half mile from the village. Features... View all property information
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    5 of 5 stars Reviewed 16 January 2015
    Spent last week there with my spouse, my 2 brothers and their wives. House had everything we needed. It is well cared-for. I especially liked the fact that we could walk to the...
    5 of 5 stars Reviewed 12 January 2015
    Family members from Indiana, Massachusetts, Virginia and Florida got together for an amazing week in Siesta key. The Palm Island House was perfect for 12 of us. We had friends...
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    5 of 5 stars (33) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
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    5 of 5 stars Reviewed 5 May 2015
    Absolutely wonderful place to spend your vacation. The home has all the comforts of home. Location is great, beach is fabulous and only a short walk to the Village.
    5 of 5 stars Reviewed 22 April 2015
    Our tenth year on the Key and our second at this home. A great place to stay if your idea of relaxing is being able to walk to beach and village in a well appointed and maintained...
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    ₹11,481
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    4.5 of 5 stars (20) Very good
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - Available on a 1st come basis! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is... View all property information
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    5 of 5 stars Reviewed 23 February 2015
    We stayed in the 2 bedroom unit which is so,spacious. Large eat-in kitchen, very large living area, beautiful hardwood floors throughout and plenty of towels, including beach...
    5 of 5 stars Reviewed 11 December 2014
    I made last minute plans to leave the northeast for some sunshine on my birthday and landed at the Old Man & The Sea. There I found the ideal combination of peace and quiet with...
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    ₹8,930
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    4.5 of 5 stars (11) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located just one marlin’s length (5 steps) from... View all property information
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    4 of 5 stars Reviewed 19 April 2015
    1. The beach is on walking distance. There is a sandy path across the street that takes you to the beach. The distance between the unit and the beach is about 300-400 yards...
    5 of 5 stars Reviewed 5 December 2014
    Loved being here. It is so quiet and so close to the beach. Just follow the path and cross the street and you are on the beach. Everything you need is there waiting for you. Shops...
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    Venice
    1 Bedroom / 1 Bathroom / Sleeps 1
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    • Air Conditioning
    • Dishwasher
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    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Great house - newly tiled, freshly painted, very clean. It has everything you need, just show up and relax. The street is very quiet so there's no traffic noise. There is an empty lot across the street which increases the privacy. The back yard is completely fenced with privacy fencing. There's a... View all property information
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    5 of 5 stars (2) Excellent
    Venice
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    NOT AVAILABLE through 2017 Beautifully decorated for the Christmas Holidays Snowbirds-You will never want to leave this 1925 renovated house which has it all! WIRELESS INTERNET and HD TVs. Listed in the National Register of Historic places. This cozy cottage is located blocks over the bridge... View all property information
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    ₹7,973
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    3.5 of 5 stars (10) Average
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (10) Make Enquiry
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Ping Pong Table
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    Banana Bay Club Resorts offers vacation rentals on Siesta Key off the coast of sunny and beautiful Sarasota, Florida! 13 Villas only a 2 minute walk from the beach! Studios up to 4BR's! We rent daily, weekly or monthly and there is no minimum stay, except for weekends, holidays and springtime... View all property information
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    5 of 5 stars Reviewed 9 April 2015
    We had an amazing time at this location, a short walk to the beach which is beautiful. and a long walk or short drive to the Village. We drove and we were able to find parking...
    1 of 5 stars Reviewed 13 February 2015
    When we first walked in the door the place smelled musty. There wasn't any heat and it went down to the 40's a night. There wasn't a dish washer. There wasn't cable TV. There...
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    ₹18,816
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    2.5 of 5 stars (2) Poor
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks.... View all property information
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    4 of 5 stars Reviewed 26 September 2014
    This was our second stay at Sand Box and we have booked for April 2015. All staff were very friendly and went out of their way to make us feel at home. Property was very clean and...
    1 of 5 stars Reviewed 3 January 2012
    The staff are unprofessional and extremely rude. We travel all the time and have never been treated so horribly. I would not suggest staying at this place. Also, the dogs are...
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    ₹5,039
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    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Comfortable, clean,pet-friendly fully furnished home in quiet neighborhood just 5-20 minutes to many beautiful gulf beaches. Includes 2 cable tv's, internet, phone, ADT alarm system, and garage. Master br has king sized bed. Other br has 2 twin and there is a sofa bed in Florida room. Private shady... View all property information
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    ₹27,108
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    Siesta Key
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    This is one of the nicest rental properties that you will find on Siesta Key! It has views that are to die for of the bay looking east, south and north to Downtown skyline plus it has some Gulf of Mexico views looking west. All rooms in the house have something special to admire and enjoy. There... View all property information
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    ₹12,438
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    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida. Pink Mango Patio Cottage are surrounded by Bougainvilleas, Passion fruits and coconut palms, located in beautiful Key West style... View all property information
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    ₹14,606
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    Siesta Key
    3 Bedrooms / 4 Bathrooms / Sleeps 7
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Tiffany Sands is a group of 9 townhouses directly on Crescent Beach. Our beach house is a stand alone unit(unattached). We have full gulf views with 2 decks facing the Gulf of Mexico. It is a spacious 1,800 sq. ft. and newly decorated with a fully appointed kitchen, plus 3 1/2 baths and a 1 car... View all property information
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    ₹9,568
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    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Two 2 BR / 2 bath beautifully furnished units with fully equipped kitchens, cable TV, WiFi, and washer/dryer. Relax by the pool, stroll to shopping and dining in the Village, or enjoy an afternoon at Siesta Beach only a short stroll away! Pets welcome. Beds: 1 Queen Bed, 2 Twin Beds View all property information
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    ₹11,800
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    1 / 1
    Siesta Key
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Newly remodeled -Queen Murphy Bed -Convenience Kitchen -Laundry Facilities on site -Patio / Grill -VCR/DVD -WiFi -Microwave NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks. Visit our site to see more photos and descriptions:... View all property information
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    ₹4,784
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    1 / 9
    Venice
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    2 Bedroom fully remodeled beach house. South Venice Beach is at end of our street with fully inclusive private ferry to take you on a 5 minute ride across the inter-coastal to our association private beach. Ferry pass included, as are umbrella, beach chairs, cooler and water toys! Miles of... View all property information
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