Vacation Rentals Property Search | Rent Siesta Key

Search
Below you will find the properties currently available according to the search criteria you have entered. As the number of properties may be limited during a certain period, such as peak season (February - April), we recommend starting by entering your travel dates only, seeing what's available, and narrowing your search from there with area and amenities selections.

You may still find yourself falling in love with several different properties. Great news! Click the heart icon on any listings you would like to save as your favorites and review them later by clicking the “My Favorites” link. From the My Favorites page, you will be able to email yourself the list as well as anyone else who can assist you in choosing the right property for your vacation.
Below you will find the properties currently available according to the search criteria you have entered. As the number of properties may be limited during a certain period, such as peak season (February - April), we recommend starting by entering your travel dates only, seeing what's available, and narrowing your search from there with area and amenities selections.You may still find yourself falling in love with several different properties. Great news! Click the heart icon on any listings...Read More
76 Properties Returned
Page: 1 of 6  

List Grid

Page Navigation

76 Properties Returned
1 of 6 Pages
2 Bedrooms
2 Baths
Sleeps 6

Type: Condominium
Area: Anna Maria Island

Renovated duplex located within walking distance of Holmes Beach on Anna Maria Island. Walk or bicycle to nearby restaurants and shopping.

2 Bedrooms
2 Baths
Sleeps 6

Type: House
Area: Main Land

Newly renovated 2 bedroom and 2 bathroom home located only 2 miles from the #1 Siesta Key Beach and only minutes from all the shops and restaurants Gulf Gate of Sarasota has to offer. This home is the ideal spot to stay for your next trip to paradise!

2 Bedrooms
3 Baths
Sleeps 7

Type: Townhouse
Area: Siesta Key

Looking to hit Siesta Key's white sand beaches? this is the spot for you. Located just a couple 100 feet from the private access beach and heated community pool.

3 Bedrooms
2 Baths
Sleeps 6

Type: House
Area: Main Land

Sarasota water front home with dock and pool located minutes to shopping, restaurants, and beaches. Amazing sunsets included.

4 Bedrooms
3½ Baths
Sleeps 10

Type: Townhouse
Area: Siesta Key

Walk to Siesta Key beach from this large town home located at the center of Siesta Key. Offers heated pool and elevator access within the home.

4 Bedrooms
3 Baths
Sleeps 10

Type: House
Area: Siesta Key

boater's paradise! A spacious canal front pool home with boat and jet ski lift located minutes to Siesta Key Village and beaches.

3 Bedrooms
2½ Baths
Sleeps 6

Type: Condominium
Area: Siesta Key

There is plenty of space for you and your guests at this large two story condo. Enjoy the master bedroom balcony overlooking the lush tropical landscape.

2 Bedrooms
2½ Baths
Sleeps 6

Type: House
Area: Main Land

Enjoy this updated pool home nestled among tranquil tropical landscaping on a quiet street just minutes to Siesta Key, downtown Sarasota, and more.

2 Bedrooms
2½ Baths
Sleeps 6

Type: Townhouse
Area: Siesta Key

Upscale town home features a private heated pool in a quiet neighborhood just around the corner from shopping, restaurants, bars, and beaches.

4 Bedrooms
2½ Baths
Sleeps 8

Type: House
Area: Siesta Key

Key West style home with heated pool and hot tub located minutes to Siesta Key Village and beaches. Offers large private backyard.

2 Bedrooms
2 Baths
Sleeps 6

Type: Condominium
Area: Anna Maria Island

Renovated duplex located within walking distance of Holmes Beach on Anna Maria Island. Walk or bicycle to nearby restaurants and shopping.

2 Bedrooms
1 Bath
Sleeps 5

Type: Condominium
Area: Anna Maria Island

Perfectly located only steps to the soft sand beaches of Anna Maria Island, and just around the corner from the many restaurants and shops of the popular historic Bridge Street. This 2 bedroom and 1 bathroom unit with a pool is the ideal beach getaway.

2 Bedrooms
2 Baths
Sleeps 6

Type: Condominium
Area: Siesta Key

Visit the beach, stay on the beach! Beachfront condo on Siesta Key Beach with large balcony overlooking Siesta Key with heated pool.

2 Bedrooms
2 Baths
Sleeps 6

Type: Condominium
Area: Siesta Key

Spacious vacation rental just a short walk to the beach and with a heated swimming pool. Walk or bicycle to restaurants, bars, grocery store, and more.

 

List Grid
Search Result Page Navigation: