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Pet Friendly Holiday Rentals in Clearwater

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    ₹ 13,729 Average
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    ₹ 0₹ 65,000+
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    Travellers to Clearwater are booking July dates now. Secure your holiday home today, and have the perfect trip.
    81 Matching Rentals in ClearwaterView all 554 rentals
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    506 Harborview Grande1 / 28
    (13)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nature lovers dream just minutes to all the beaches, Tampa St.Pete / Clearwater airports, convention centers, & the Raymond James & Tropicana stadiums. Enjoy a private tropical creek with deep water pool, large sun deck, sandy beach with fire pit, and spectacular views. The family-friendly...
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    Clearwater, Florida 33759
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Bayside 21 - Clearwater Beach Waterfront Condo1 / 39
    (10)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2016
    Fantastic place to stay, slightly of main street. Quiet, comfortable,clean. within walking distance to beach, great restaurants ,shopping. beautiful views from balcony. I will...
    Reviewed 27 June 2016
    The owner thought of everything to make your stay "easy" which included a sewing kit and a first aid kit. I loved the location due to it being away from the hustle and...
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    About this property
    This Beautiful waterfront studio is set up like a 1 bedroom with a heavy privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the living-room and third floor...
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    Clearwater, Florida 33767
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    CLEARWATER BAY CLUB VILLA 2 SPECIAL PRICING1 / 14
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Waterfront
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2017
    Toby the owner was awesome, unit exactly what we expected. Clean and quite. Away from hussle and bussle, but close enough to walk to the action if you want. The bay was...
    Reviewed 10 April 2017
    Condo is in good shape and close to the beach. Renter is very helpful and accessible. I highly recommend this condo or anything offered by this renter.
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    About this property
    Beautifully appointed 2 bedroom villas direct waterfront with full kitchens and dining rooms. Enjoy the spectacular views of sunrise from your bedroom , living room or veranda !!Direct waterfront property with docks and large deck for outside dining, fishing, paddelboarding etc.Two bedroom units...
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First Floor Beach Block Pet Friendly Beach Apartment, 5 blocks to Pier 60 This daily rental property offers privacy, private entrance, first floor, pets and children welcome. Perfect for two couples or a family. Enjoy quality amenities like, Samsung Smart Stainless Steel appliances, tile floor,...
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Hideaway Cottage/3bedroom/ sleep 10 /pets ok/beach, Call for Availability1 / 34
    (7)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Grill
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Patio
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2015
    We had my daughter's first birthday here. We planned on being out on the deck for the party but the hideaway was the perfect size for everyone. The staff was great and it really...
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    About this property
    Hideaway Large Beach Apartment sleep up to 10 Guests (7 is standard occupancy) with Two Queen Beds,one Full Bed, children's bunk beds , and full size sleeper sofa. Great value for large family or two families with children and pet .. This is not an upscale fancy Condo, but for way less than...
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    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
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    207 Harborview Grande1 / 28
    (14)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Terrace
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2016
    We had a very nice stay at this condo. Plenty of room and privacy for everyone. Well stocked with towels, and misc. items. The renters were great to deal with. Close to the beach!
    Reviewed 8 July 2014
    Beautiful condo! Very spacious and private! Within walking distance to everything you need, beach, pier 60, restaurants, shops, and the marina yet it was very quite inside...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! 3 bedroom Luxury Waterfront Vacation Home at Clearwater Beach, FL This luxury waterfront...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    404 Harborview Grande1 / 28
    (9)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2017
    We just stayed here for a week after Christmas. The condo is very spacious (and dog friendly!) and the views are lovely. Clearwater Beach is very busy, so the condo is nice...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Luxury Harborview Grande Condo in Clearwater Beach -3 bedroom, 2 bath Florida vacation rental...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Waterfront
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Satellite TV
    • Balcony
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront, (no alligators in salt water), 2 patios with water view, gaze to the Gulf of Mexico, 100 year old native Florida trees, fish & birds will entertain you. This 1/3 acre waterfront property has three homes, a taste of Ole' Florida, great spot for Family Reunions. The living rooms have...
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    The Hideout:Charming Studio Apartment1 / 46
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Patio
    • Parking
    • Air Conditioning
    • DVD Player
    • Grill
    • Porch
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    Vicky's super amazing guide book was super amazing.It saved me a lot of time & was very accurate. A perfect spot for me & my small dog for a week.I highly recommend the...
    Reviewed 16 April 2017
    Loved it! It was an amazing stay! Recommend for sure! No complaints. It was like a home away from home.
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    About this property
    The Hideout is a charming studio apartment that sits towards the back of the building. It has private patio, large bathroom and separate kitchen. Plenty of onsite parking. 4-1/2 miles to Clearwater Beach and 1 miles to delightful downtown Dunedin. It sleeps two but you can squeeze in a folding...
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    Location Information
    Clearwater, Florida 33755 1410
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
    • DVD Player
    • Grill
    • Balcony
    • Central Heating
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a restored real beach house just 100 steps to the beach. High end remodel of classic 1925 Duplex house. Hawaii wood floors, Designer Professional Series Stainless steel appliance. Galley kitchen with granite tops, beaded pine cabinets. Still feels like a classic beach house and just steps...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    904 Papaya,   Mandalay Beach Club1 / 31
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Hot Tub
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Beachfront Vacation Condo on Clearwater Beach, FL - 2 bedroom/2 bath / Monthly Minimum Rentals Only / Background and Credit Checks Required. This Luxury Mandalay Beach Club Vacation Home is located directly on Clearwater Beach. A true rare find! Enjoy breathtaking sunsets of the Gulf of...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Cottage in Clearwater1 / 45
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Shared Garden
    • Outdoor Dining Area
    • Air Conditioning
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 April 2015
    The cottage was exactly as pictured and the owner was very quick to respond to all of our needs in the booking process. Check in was simple and the cottage was clean. My only...
    Reviewed 21 September 2014
    Very cute little cottage. Close to the beach.Perfect for one or couple looking to be out of typical hotel scene. Lovely garden and surroundings.Would definitely rebook.
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    About this property
    Charming cottage in a quiet neighborhood near many attractions. 5 miles from Clearwater Beach and 1 miles to delightful downtown Dunedin! Full kitchen-Stove, fridge, sink, microwave. Generously stocked with cookware and servingware. The cottage has it's own private driveway with room for...
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    403 Papaya,   Mandalay Beach Club1 / 31
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Balcony
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    5 stars (and more) for the unit, 0 star (and less) for the rental agencyWe stayed from July 25 to Aug. 25 in this condo. It's hard to describe how everything was great: the...
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    About this property
    2 bedroom, 2 bath Luxury Beachfront Condo on Clearwater Beach, FL / Monthly Rentals Only / Background and Credit Check Required. This luxury Mandalay Beach Club condo is located directly on Clearwater Beach. Enjoy breathtaking sunset views of Pier 60 from your private balcony. Sit poolside or relax...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    403 Harborview Grande1 / 28
    (10)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Terrace
    • Wi-Fi
    • Hot Tub
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2016
    Stayed here with my husband and children for a week in October. The condo was lovely, updated, within walking distance to restaurants, shops and beaches. on our last day we saw...
    Reviewed 14 August 2016
    We arrived mid-day Sunday and appreciated the spacious accommodations. However, Monday' mornining's shower provided NO water pressure and upon unloading the dishwasher found...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Luxury 403 Harborview Grande Waterfront Condo in Clearwater Beach - 3 bedroom, 2 bath Florida...
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Garden Apartment-Spacious and Inviting Studio1 / 40
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
    • Balcony
    • Patio
    • Satellite TV
    • Washer
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 January 2017
    Spent 4 nights in this adorable cottage. Perfect oasis and totally unexpected. Close to Pinellas Trail, shopping, beaches, and downtown Dunedin. Vicki is the perfect hostess...
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    About this property
    Plenty of room to relax and enjoy your Florida vacation. Private entrance with your own patio. The kitchen comes stocked with dishes, coffee maker, utensils, pots & pans, cook top burners, toaster oven, microwave, fridge with freezer. It also comes with basic seasonings, creamer, sugar and enough...
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    Location Information
    Clearwater, Florida 33755
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Furnished  Pool Cottage, nr. Gulf , airport1 / 14
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2016
    The bed is in the loft and you have to climb a ladder to get to the bed. That was the only problem if you have bad knees, The pool was very nice and the surroundings.
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    About this property
    Unique, private, NEW furnished designer Cottage by pool, with deck, high ceilings, loft bedroom, bathroom, living and dining room,wifi and satelite tv, teak floors, skylights, gazebo, outdoor dining, firepit with loft bedroom, teak floors, skylights, great views, private entrance and parking....
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    Location Information
    Clearwater, Florida 33764
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a stunning view, from literally every area of this luxury beach front condo! Set between the Gulf of Mexico and Clearwater Bay, this grand resort overlooking Clearwater Beach should be your next vacation destination. This 2 “Master Suite” bedroom, 2.5 bath luxury condo sits on the front of the...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Garden
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This adorable Florida vacation rental is perfect for your next beach vacation. This home is one of our favorite vacation rentals in Florida.The Golden Coast Cottage Florida Vacation Home features 6 bedrooms and 4 bathrooms - comfortably sleeping up to 22. Upon entering this adorable beach vacation...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 22
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    Cozy Cottage Clearwater1 / 15
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2017
    Sharon and John were wonderful hosts. The cottage was immaculate and well equipped. The bed was very comfortable. We especially enjoyed our morning coffee on the front, private...
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    About this property
    Centrally Located in a Beautiful Part of Clearwater, Florida minutes from the coast and award winning beaches. The Cottage offers a Fully Equipped kitchen with Full size appliances. Also included is High speed wireless internet and Brand New Flat Screened TV's. There is a separate bedroom with a...
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    BEAUTIFUL CONDO CLOSE TO CLEARWATER BEACH1 / 19
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Satellite TV
    • Internet Access
    • Balcony
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We would highly recommend this condo, Jack and Lisa were great!We were just missing a few pots and pans, other then that, they had everything there.We are definitely returning...
    Reviewed 28 April 2016
    This condo is in a great location! We spent lots of time at the beautiful pool and found when we did want to go out, it was easy to get around. There is a great pub (Abe's...
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    About this property
    Enjoy your vacation in our fully furnished one bedroom condo, sleeps 4 comfortably. Washer & dryer in unit. Internet & cable TV. This first floor gem is in a quiet gated well manicured community with resort style pool, gym and club house. Near Clearwater Beach, Pier 60, golf courses and lots of...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Parking
    • Private Garden
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quaint home on a quiet street is just a few miles from award winning Clearwater Beach and the always fun downtown Dunedin. The Bay Queen has an old style Florida feel to it. It features a screened in covered porch, fireplace and gorgeous wood floors. It's many windows, ceiling fans and...
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Satellite TV
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    • Housekeeping Included
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom Renovated Beach Cottage, Beach Bungalow, Luxury Beach Cabin,B&B ( free breakfast for 2, daily one week guests ) Lemon Cottage is cute as a button. With no streets to cross you are just 300 steps to the beach, and 5 blocks walk to Famous Pier 60. Enjoy a Classic Beach Cottage with...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater Beach Splendor - Weekly Beach Rental1 / 21
    (20)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    We had a total of 10 adults and 2 small children! It was perfect for us!!! Enjoyed everything about it from the big white swing to the awesome pool in the back. Would definitely...
    Reviewed 18 June 2014
    We chose this house on it's location and that the minimum stay was only 2 nights. We were able to check in early and enjoy the pool and beach only 3 blocks away. Quiet...
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    About this property
    CLEARWATER BEACH SPLENDOR Weekly Rental - Pool Home (Heated During Winter Months) CLICK ON THE PICTURE BELOW TO SEE BEACH HOUSE VIDEO! CHECK OUT THIS AMAZING 360 - 3D VERSION OF THIS BEAUTIFUL BEACH HOUSE. CLICK ON THE FOLLOWING LINK...STEP RIGHT IN! 360 HOME TOUR The Clearwater Beach Splendor is...
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    Location Information
    Clearwater, Florida 33767 1134
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
    • Patio
    • Grill
    • Waterfront
    • Internet Access
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a large beach apartment for way less than the condos on the sand Designer decorated large spacious beach apartment. One flight up. 1:00 check in, late check when available. Not a condo but cool high end beach apartment. New remodel with granite counter tops, wood cabinets, dishwasher,...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Internet Access
    • Terrace
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SERENITY ON CLEARWATER BEACH Vacation Rental Unit 3 Enjoy this nicely furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, This 3 bedroom, 2.5 bath town home is beautifully decorated with large expansive and comfortable living areas. The...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, sleep 8, Pet OK, Classic Beach House, Beach side, Hot Tub1 / 40
    (9)Average
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • DVD Player
    • Balcony
    • Wi-Fi
    • Washer
    • Hot Tub
    • Grill
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2015
    Steps away from beach. Staff very attentive and want guests to have a good time. It is like having your own older beach cottage, things are not brand new but had a great time.
    Reviewed 4 May 2015
    As I read a few of the negative reviews on this place it makes me wonder why people go to the beach if they are going to complain about sand in their house. BEACH=SAND. Anyway...
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    About this property
    This Classic Beach House features Tommy Bahama British Colonial style furniture. Large walk in kitchen with 18 foot long granite tops, Maytag dishwasher, stainless steel fridge. All hardwood floors. Interesting well decorated 1925 beach house. Third house from the sand on a street with...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Corner Cottage, 120 steps to the beach, Historic Beach House, sleeps  5, Pets ok1 / 29
    (34)Very good
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2016
    We had so much fun at corner cottage. It was just the right size for our family, and so close to the beach. We walked to the beach each morning and evening, and let the kids nap...
    Reviewed 13 March 2015
    We really enjoyed our time at the beach cottages. We were literally steps away from the beach in the Tommy Bahama suite. Also very close to local establishments to get some food...
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    About this property
    Beach lovers have enjoyed Clearwater Cottages since the 1920;s. The Corner Cottage is steps from the beach with no streets to cross. 2015 remodel with granite countertops, Stainless steel appliances, cute and cozy. Feature high vaulted ceilings with hand made wood beams, and original hand made...
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning luxury condo on the #1 Beach in America This 2,700-square-foot luxurious 3BR, 4BA condominium, located in the Clearwater Beach Hyatt Regency Resort & Spa, sits on the edge of an award-winning, pristine white sand beach and offers stunning views of the Gulf of Mexico. Enjoy spectacular...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
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    Pet friendly
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    Smoking allowed
    About this property
    Looking for a relaxing vacation? Then cast away your worries and come stay at our lovely Castaway Cottage! Newly renovated, we have paid special attention to every detail that will help you relax and unwind, Florida style. Decorated in delightful blues and greens, our vacation rental is sure to...
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Hot Tub
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Restored Beach Cottage, daily rentals, Private wood deck Tropical Backyard Just remodeled 1925 beach cottage 100 steps from the beach. Pink Dolphin Cottage features Samsung Smart Stainless Steel appliances, granite countertops with white beaded pine cabinets. Families have enjoyed these cute...
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Beach Retreat   Weekly Beach Rental1 / 56
    (4)Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    Reviewed 10 December 2014
    What a wonderful spot for a large or extended family's with three separate living areas, a pool and only steps from Clearwater Beach.
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    BEACH RETREAT Weekly Rental - Pool Home WOW! This beautiful 4-BR, 3-BA Beach Cottage plus 2 separate 2BR units is gathered around a beautifully landscaped pool/back yard retreat! This unique Triplex offers wonderful accommodations for that long awaited family vacation! Our Florida Tropics is just...
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    Location Information
    Clearwater, Florida 33767 1037
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is located in Indian Rocks Beach, FL, it walking distance to various local attractions and the jolly trolley stops nearby. This Florida Beach Rental features 6 bedrooms and 4 full bathrooms, it comfortably sleeps 22. The bedroom layout goes as followed: There are two master bedrooms...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 22
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The 'Little House' is right around the corner from many Big City amenities but tucked away to be able to relax. The Beach, hospitals, public safety, pharmacies, grocery stores, and restaurants are all minutes away. The house feels larger than its actual size due to all of the open living space....
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    Location Information
    Clearwater, Florida 33764
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
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    About this property
    Great Value for familiy, 2 adults , up to 4 kids and pets, Beach side , 1925 Real Beach Cottage just 200 steps to the sand, Clearwater Beach, 5 blocks walk to Pier 60, in quiet historic part of Clearwater Beach called Clearwater Cottages, where there are several beach houses. 2016 remodel White...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Cozy Corner Upper Unit1 / 20
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    Reviewed 2 January 2013
    First impression was that it was really small. Not really true. It was large enough for 3 adults, it was very comfortable. The space was adequate and was very private and...
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    COZY CORNER - UPPER UNIT Pool Home - Weekly Rental A perfect compliment to the Beach Retreat and just as beautifully decorated. Enjoy the charm of this tropical beach apartment! Nestled in the quiet residential neighborhood of North Clearwater Beach you are only 1 block over to the white sands and...
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    Location Information
    Clearwater, Florida 33767 1037
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Terrace
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your next vacation just steps away from the sugar white sands of Clearwater Beach - the Serendipity house & cottage is located in the north part of the island within easy walking distance to all of the restaurants, bars & shops. Pier 60 is a 10 minute walk either along the streets or beach....
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Beachside Villa - Weekly Beach Rental1 / 13
    (14)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2015
    Let me start by first saying that Jennifer, the lady that helped me book this place, is a very helpful, and kind lady! Now, the place it self ... when we drove up to it, just...
    Reviewed 21 July 2015
    Before we arrived the management company called and said the pool had been shocked and would be available for use the next day at 11a.m. Upon arrival it was VERY CLEAR the pool...
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    About this property
    BEACHSIDE VILLA Weekly Rental This beach house is right across the street from the beautiful white sands and crystal blue waters of world renowned CLEARWATER BEACH! You can have fun in the Gulf of Mexico or enjoy cooking out. Our Beachside Villa is the perfect place to relax and unwind and create...
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    Location Information
    Clearwater, Florida 33767 1421
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
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    • Waterfront
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront property (no alligators in salt water), 2 patios - one at waters edge, the other on the west side with water view. Free use of 16' canoe and bikes. Explore the beach islands a few minutes away, dolphin will follow canoes. Cycle along the waters edge, quiet residential streets or 40 miles...
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ENDLESS SUMMER Monthly Rental - Pool Home The Kipling Plaza Beach House is an inviting pool home. Filled with vibrant colors this home offers spacious accommodations for that long awaited vacation! This beach house has been decorated and furnished with very cool retro accents. The Kipling Plaza...
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    Location Information
    Clearwater, Florida 33767 1116
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cozy Corner (Lower)1 / 15
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2015
    We booked this place to spend Christmas with our son who is living near Tampa. Checkin was easy with electronic key system. We had to ask for more towels when we checked in but...
    Reviewed 31 July 2014
    I stayed here for 4 nights with my girlfriend and 2 friends. We were impressed from the moment we arrived. It is even better than in the pictures and it is very well kept and...
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    COZY CORNER - LOWER UNIT Pool Home - Weekly Rental This charming 2-BR unit opens directly into a beautifully landscaped back yard retreat, and can be rented on its own or as a perfect compliment to the Beach Retreat. Enjoy the charm of this beautifully decorated tropical beach apartment! Nestled in...
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    Location Information
    Clearwater, Florida 33767 1037
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely Beach house in the Mandalay Subdivision. 100 steps to the sugar sands of Clearwater beach. Walking your dog on a leach is allowed on the beach. This is extremely rare for this area. 3 bedroom and 2 bath single family home with a 2 car attached garage. Recently furnished and decorated with a...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Bitchin' Beach House1 / 20
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Start enjoying your vacation as soon as you arrive. We have taken great steps to insure your "home away from home" is well designed & equipped for your needs. 2 Bedroom, 1 Bath full home with private yard. Walking distance to downtown Clearwater, marina, & Coachmen Park. Accommodates up to 4...
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    LUXURIOUS TROPICAL PENTHOUSE SUITE # 707 WATER  AND BEACH  VIEWS, 3 BEDS 2 BATH,1 / 39
    (36)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Balcony
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    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2017
    There were 4 adults, my two grandchildren, ages 2 and 5, and our dog in our party that stayed in #707. It was amazing! Phil and David were wonderful to work with and answered...
    Reviewed 23 January 2017
    Extended family stayed in this condo while attending the wedding of our daughter at Shepherd's Beach Resort (across the street). The group included five adults and two small...
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    About this property
    Quality /Affordability / LUXURY. Please note, that a Percentage of My Rental Income is Donated to Breast Cancer Research and Make A Wish Foundation . TripAdvisor is delighted to award Harbor View Grande Suite # 707 with a 2017 Certificate of Excellence....
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turned off by noisy concrete condos with stairs and bad parking? If so, this single-story cottage complete with a large outdoor space is ideal for you! Nestled in a quaint and quiet, residential neighborhood, Bertie's Nest is completely new inside and is the perfect place for turn-key, comfortable...
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With 2 bedrooms and 2 bathrooms, this adorable vacation rental is perfect for the next vacation you have been planning! From 8 to 30 guests, you may rent up to 4 different units to accommodate your large party or wedding. With the bay across the street and the beach just a short walk away, it is...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Island Time - Weekly Beach Rental1 / 33
    (13)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Reviewed 10 November 2016
    Great spot walk to the beach, housed 9 people comfortably. House was clean, it is obvious that the owner is making upgrades. I certainly would recommend this property.
    Reviewed 31 March 2015
    Great access to all that Clearwater has to offer but away from the hustle and bustle. Very convenient access to uncrowded beach. House worked well for sharing between 3...
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    ISLAND TIME - POOL HOME Weekly Rental "UNDER NEW OWNERSHIP" The Island Time beach house is your own secluded private island getaway. Walk across the street and you are on the pristine white sand of Clearwater Beach. Yes, it really is approximately 30 seconds to the beach! Swim in the Gulf of Mexico...
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    Location Information
    Clearwater, Florida 33767 1101
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    FIVE PALMS SUITE 204 Enjoy water views from the front and back of this upstairs unit, which also overlooks the pool. Newly renovated kitchen with granite and all new appliances, new Tommy Bahama furniture and new bathroom with walk-in Rain Shower. Plus, new tile floor throughout. Sleeps up to four...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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