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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Sarasota Holiday Homes

Siesta Key Island Rentals
Exterior

Siesta Key Island Rentals

3.0 star property
9.4 out of 10, Exceptional, (43)
"Quiet neighborhood, clean and well maintained property, responsive management."
The price is £243
includes taxes & fees
14 Aug - 15 Aug
Siesta Key Island Rentals
Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great Location !!"
Tropical Villas of Venice Beach
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
Beach nearby, sun-loungers, beach towels

1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House

10.0 out of 10, Exceptional, (103)
"We loved our stay! There was plenty of room for our large e"
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
Outdoor pool, a heated pool

Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (1)
"We loved this house. We celebrated a cousins 50th birthday and had so much fun. The location is close to all restaurants and beach. The golf cart was so fun to use. The house is nicely stocked with necessary items, pool noodles and toys. There was everything needed for the beach.The most important part was the owners were very responsive to all questions. We look forward to coming and staying here again."
Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Property grounds

~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

9.8 out of 10, Exceptional, (11)
"We loved our time here and can’t wait to book it for next year!"
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
Siesta Heron Suites & Villas
Paradise Beach- 8 bedroom on the beach
On the beach

Paradise Beach- 8 bedroom on the beach

Paradise Beach- 8 bedroom on the beach
Open Water Home with lots of dolphin and manatee sightings. Boat docking.
Dining

Open Water Home with lots of dolphin and manatee sightings. Boat docking.

9.6 out of 10, Exceptional, (132)
"It was a perfect little spot! My family and I loved it!"
Open Water Home with lots of dolphin and manatee sightings. Boat docking.
Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street
Beach nearby

Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street

9.6 out of 10, Exceptional, (68)
"Great Location and wonderful place to stay. Very Clean."
Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street
Oceanfront home
Outdoor pool, a heated pool

Oceanfront home

9.8 out of 10, Exceptional, (81)
"This property is awesome. Sergiy was super responsive. Location is great, close to everything for convenience. We are big walkers so the neighborhood was tough to get any walks in. But we made some amazing memories. "
The price is £331
includes taxes & fees
23 Aug - 24 Aug
Oceanfront home
Main House + Guest House | Hot Tub | Heated Pool | 5 King Beds | IMG | Generatio
Fridge, microwave, oven, stovetop

Main House + Guest House | Hot Tub | Heated Pool | 5 King Beds | IMG | Generatio

10.0 out of 10, Exceptional, (4)
"We were in town for a funeral and were lucky to find this place. It was a great house to allow family to be able to come together and spend time together, but also to have some time to yourself. 10/10 would stay there again if in the area."
Main House + Guest House | Hot Tub | Heated Pool | 5 King Beds | IMG | Generatio
Across the street from the Beach, restaurants, free wifi.
Beach towels

Across the street from the Beach, restaurants, free wifi.

9.6 out of 10, Exceptional, (160)
"House is a great spot, just know there are a lot of stairs and street is very busy. Communication was excellent with the Manager of the property. House is well stocked and great beach chairs, umbrella and wagon. "
Across the street from the Beach, restaurants, free wifi.
POOL and New Spa!! Private outdoor living with grill, tv, and refrigerator.
Beach nearby, sun-loungers, beach towels

POOL and New Spa!! Private outdoor living with grill, tv, and refrigerator.

9.8 out of 10, Exceptional, (283)
"This place has it all, great communication with the owner, wonderful location across the street from beach, shops, restaurants. Very clean property with pool and all the beach amenities you’ll need for your families. Can’t wait to come back!! "
POOL and New Spa!! Private outdoor living with grill, tv, and refrigerator.
This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.
Beach nearby, beach towels

This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.

9.8 out of 10, Exceptional, (179)
"Clean, well-appointed, many extras - nice pool; close to beach, food, perfect for family with young kids or adult group. Quiet neighborhood.Very timely and available communication, good visitor info available. "
This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.
Beach pool House Family Vacation Home.
Beach nearby, sun-loungers, beach towels

Beach pool House Family Vacation Home.

9.8 out of 10, Exceptional, (225)
"This is our second time in 4 years staying here. Overall we had a great time, great location on the island and within walking distance to everything. The pool is a nice! Property owner is very responsive and takes care of any issues you have with your stay. "
Beach pool House Family Vacation Home.
Private Home Directly on Siesta Key Beach!
On the beach

Private Home Directly on Siesta Key Beach!

10.0 out of 10, Exceptional, (3)
"The home was beautiful and well equipped and management was quick to respond to any questions that we had. Direct access to a gorgeous beach was definitely the highlight!! "
Private Home Directly on Siesta Key Beach!
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
Dining

GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!

10.0 out of 10, Exceptional, (89)
"Enjoyed ourselves "
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Sun-loungers, beach towels

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

9.2 out of 10, Wonderful, (26)
"What a beautiful propertyNicely decorated. Very convenient with 4 bedrooms all in one floor The peacocks are a nice touch. Access to the beach is very close with parking. The whole area is beautifulHighly recommended "
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Beach nearby, sun-loungers, beach towels

Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

9.6 out of 10, Exceptional, (133)
"we had a good stay"
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Bungalow w/ Heated Pool by Downtown & Beaches
Property grounds

Bungalow w/ Heated Pool by Downtown & Beaches

10.0 out of 10, Exceptional, (34)
"Wonderful family set up. The hosts are great and the house is well equipped. The pool is lovely and a beautiful setting, especially in the evening. The house is in an historical area and parks and groceries are in walking distance (under a mile). We would stay there again."
Bungalow w/ Heated Pool by Downtown & Beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sarasota Hotel Reviews

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Helpful staff. Room was very nice and comfortable."
Dianna 1-night trip
Posted 17 hours ago
Spark by Hilton Sarasota Siesta Key Gateway