Beginning of main content

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.


Vacation Rentals in Siesta Key

Estimated price for 1 night/2 adults

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5.0 6717 Sara Sea Circle, Siesta Key, FL
$127
4.6/5 (2243 reviews)

Overall it was really nice, had some issue with the room but manager resolved the issue, would recommend and come again... It's best for kids... Room's are small...

Reviewed on Jun 2, 2020
Situated near the beach, this Siesta Key aparthotel is by the ocean and within walking distance of Point of Rocks, Crescent Beach, and Siesta Key Marina. Local ...
Captiva Beach Resort
Captiva Beach Resort
2.0 out of 5.0 6772 Sara Sea Circle, Siesta Key, FL
$121
4.3/5 (599 reviews)

The place is newly renovated very nice, love the simplicity of it but comfortable. I didn’t give full 5 coz you cannot close the shower It’s halfway open so the water splashes next to the floor & gets too wet. Also I reserved 2 double beds I end up w/ one & a sofa bed. I didn’t wanna complain coz ...

Reviewed on May 15, 2020
Nestled on the beach, this Siesta Key condo building is just steps from Crescent Beach and Siesta Key Public Beach. Turtle Beach and Siesta Key Marina are also ...
Beach Club at Siesta Key by RVA
Beach Club at Siesta Key by RVA
3.5 out of 5.0 6732 Sarasea Circle, Siesta Key, FL
4.5/5 (559 reviews)

The staff are the most personal and friendliest group I have ever dealt with! They took care of a few minor problems for us right away. If I get a chance to travel back this way I will definitely rent this unit again. Thanks for the memories! From: “Thelma & Louise”

Reviewed on Mar 23, 2020
Situated by the ocean, this condo building is steps from Crescent Beach and Siesta Key Public Beach. Turtle Beach and Siesta Key Marina are also within 3 mi ...
Siesta Key Beachside Villas
Siesta Key Beachside Villas
4.0 out of 5.0 124 Columbus Blvd, Siesta Key, FL
$125
4.3/5 (426 reviews)

Room was great, clean and provided beach chairs, cooler, coffee, water. Not very big, but perfect for what we needed. Who wants to be in a room when you can walk right to the beach and all the restaurants and stores!! Free bike rental was nice!! Loved all the lighting at night and the tropical music, ...

Reviewed on May 19, 2020
This villa is located in Siesta Key (Siesta Key Village), close to the beach, Siesta Key Public Beach, Lido Beach, and Siesta Key Marina. Local attractions also ...
Hyatt Residence Club Sarasota, Siesta Key Beach
Hyatt Residence Club Sarasota, Siesta Key Beach
3.5 out of 5.0 915 Seaside Drive, Siesta Key, FL
$689
4.7/5 (44 reviews)

Ease of entry and entire visit. Felt welcome and location was perfect

Reviewed on Mar 30, 2020
Nestled on the beach, this Siesta Key aparthotel is just steps from Crescent Beach and Siesta Key Public Beach. Turtle Beach and Siesta Key Marina are also within ...
Bianco Sands by Beachside Management
Bianco Sands by Beachside Management
3.5 out of 5.0 1126 Point of Rocks Road, Unit 1108 to 1128, Siesta Key, FL
4.0/5 (34 reviews)

We loved the place; it was neatly decorated and clean. The walk to the beach was about 5 min. They provide chairs and towels that you can take with you. Restaurants and shops are a walking distance

Reviewed on May 25, 2020
Situated near the beach, this condo resort is within a 15-minute walk of Siesta Key Public Beach and Siesta Key Marina. Turtle Beach is 1.9 mi (3 km) away.
Crescent Street Villas By Beachside Mgt
Crescent Street Villas By Beachside Mgt
3.5 out of 5.0 1126 Crescent Street, Siesta Key, FL
4.4/5 (11 reviews)

Loved the pool and cabana area. Just wish there was something to clean out the pool and clean off the sidewalks from the tree debris. Thankful to the owners for providing a beach cart, however our side of the condo was old and broken. We again appreciated all of the dishware that was provided, just ...

Reviewed on Aug 3, 2019
Situated near the beach, this condo building is within a 5-minute walk of Crescent Beach and Siesta Key Public Beach. Turtle Beach and Siesta Key Marina are ...
The Ringling Beach House
The Ringling Beach House
3.5 out of 5.0 523 Beach Road, Siesta Key, FL
4.5/5 (61 reviews)

Too much noise coming from the AC unit. I think what disappointed me was the misleading ad. For the price, I could have reserved a better place to stay. I just did not want to argue with mgmnt simply because I was exhausted from all the travel. The pics online doesn’t really reflect what was delivered. ...

Reviewed on Jul 12, 2019
Situated near the airport, this apartment building is 0.1 mi (0.1 km) from Siesta Key Public Beach and 2.3 mi (3.8 km) from Siesta Key Marina. Crescent Beach ...
The Inn On Siesta Key
The Inn On Siesta Key
3.5 out of 5.0 515 Beach Road, Siesta Key, FL
4.9/5 (40 reviews)

Absolutely nothing I can say negative towards this property or the managers ..….. one of the all time best Inn's we've ever stayed at...…… super clean, friendly, close to everything ……… just unbelievably exceptional !!!

Reviewed on May 25, 2020
Offering direct access to the beach, this Siesta Key cottage is 0.1 mi (0.1 km) from Siesta Key Public Beach and 2.4 mi (3.8 km) from Siesta Key Marina. Crescent ...
Map

Vacation Rentals in Siesta Key

Search for Vacation Rentals in Siesta Key on Expedia.com! You can easily find your home rentals, villas, short-term apartments for rent in Siesta Key using one of the methods below: 

  • View our selection of featured home rentals in Siesta Key
  • Use the map to find apartments and other vacation rentals in the Siesta Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on vacation rentals in Siesta Key while they last

Look no further and take a look at our great range of rental properties in Siesta Key!

Other types of properties in Siesta Key you may be interested in

Estimated price for 1 night/2 adults

Tropical Beach Resorts

Tropical Beach Resorts

6717 Sara Sea Circle, Siesta Key, FL
  • Free Cancellation
  • Reserve now, pay when you stay
3.5 out of 5.0
 
 

Tropical Beach Resorts$127

Jun 8 - Jun 9

Tropical Beach Resorts$127
Captiva Beach Resort

Captiva Beach Resort

6772 Sara Sea Circle, Siesta Key, FL
  • Free Cancellation
  • Reserve now, pay when you stay
2.0 out of 5.0
 
 

Captiva Beach Resort$121

Jun 7 - Jun 8

Captiva Beach Resort$121