We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Siesta Key, FL

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 247 Rentals in Siesta Key
loading...
Sort by
From
₹19,101
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 12
44 photos Details
Reviews (4) Make Enquiry
From
₹74,518
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
Reviews (1) Make Enquiry
From
₹6,083
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
14 photos Details
Reviews (4) Make Enquiry
Also consider
Steps to #1 Beach and Siesta Key Village
1 Bedroom, sleeps 4
₹8,151 - ₹11,254 / night
Charming Tropical Setting Just One Block From The White Sands Of Siesta Key Beach!
2 Bedrooms, sleeps 4
₹5,840 - ₹8,699 / night
Fabulous Condo in Front of Siesta  Public Beach!
2 Bedrooms, sleeps 6
₹7,421 - ₹11,193 / night
Palm Bay Club  Private Beach 3 min. - Pool, jacuzi
2 Bedrooms, sleeps 6
₹9,125 - ₹16,424 / night
From
₹3,467
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
12 photos Details
Reviews (2) Make Enquiry
From
₹88,205
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (2) Make Enquiry
From
₹17,945
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
24 photos Details
Reviews (1) Make Enquiry
From
₹6,083
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
18 photos Details
Reviews (3) Make Enquiry
From
₹5,840
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
Reviews (1) Make Enquiry
Get the List
From
₹188,576
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
23 photos Details
Reviews (2) Make Enquiry
From
₹6,996
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
14 photos Details
Reviews (3) Make Enquiry
From
₹57,789
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (2) Make Enquiry
From
₹8,212
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
25 photos Details
Reviews (2) Make Enquiry
From
₹13,383
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (3) Make Enquiry
From
₹4,806
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details
Reviews (11) Make Enquiry
From
₹8,820
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (5) Make Enquiry
From
₹11,254
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
38 photos Details
Reviews (14) Make Enquiry
From
₹7,421
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
22 photos Details
Reviews (7) Make Enquiry
From
₹8,151
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
20 photos Details
Reviews (30) Make Enquiry
From
₹16,485
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
28 photos Details
Reviews (1) Make Enquiry
From
₹9,733
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (10) Make Enquiry
From
₹10,098
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (31) Make Enquiry
From
₹7,604
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (10) Make Enquiry
From
₹11,558
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (9) Make Enquiry
From
₹6,083
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
22 photos Details
Reviews (29) Make Enquiry
From
₹9,976
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
37 photos Details
Reviews (16) Make Enquiry
From
₹12,774
Per Night
9 Bedrooms, 9 Bathrooms, Sleeps 24
20 photos Details
Reviews (40) Make Enquiry
From
₹9,733
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (10) Make Enquiry
From
₹11,558
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 8
Booking
12 photos Details
Reviews (17) Make Enquiry
From
₹10,402
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (13) Make Enquiry
From
₹12,166
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (1) Make Enquiry
From
₹12,105
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (11) Make Enquiry
From
₹6,083
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
26 photos Details
Reviews (29) Make Enquiry
From
₹30,415
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
15 photos Details
Reviews (2) Make Enquiry
From
₹17,945
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
15 photos Details
Reviews (1) Make Enquiry
From
₹2,981
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
15 photos Details
Reviews (7) Make Enquiry
From
₹55,782
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
12 photos Details
Reviews (1) Make Enquiry
From
₹9,125
Per Night
5 Bedrooms, 1 Bathroom, Sleeps 20
18 photos Details
Reviews (7) Make Enquiry
From
₹13,018
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
31 photos Details
Reviews (21) Make Enquiry
From
₹12,774
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (36) Make Enquiry
From
₹4,562
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (6) Make Enquiry
Go to map view
Book Online(106)
Use filters to find the best results!

Suitability

  • Wheelchair access (50)
  • Elder access (132)
  • Suitable for children (165)
  • Pet friendly (48)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (235)
  • Internet (235)
  • Other outdoor space (198)
  • Parking (187)
  • Washer/Dryer (171)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Siesta Key Vacation Rentals

Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

Lions, Tigers & Circuses

When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

Gardens & Aquariums

Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

Locomotives & Science

Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

History & Baseball

From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.