Rentals Featuring: festivals

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45 Properties Returned
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3 Bedrooms
3 Baths
Sleeps 7

Type: House
Area: Siesta Key

Spacious home with three suites, heated pool, and private backyard located just minutes to Siesta Key Village and beaches.

2 Bedrooms
2 Baths
Sleeps 6

Type: Condominium
Area: Siesta Key

Enjoy peace and quiet at this unit located on a tranquil lakefront property nestled among Siesta Key's tropical landscape.

New Property
2 Bedrooms
1½ Baths
Sleeps 6

Type: House
Area: Main Land

Spacious vacation home located on and overlooking Philippi Creek in Sarasota, and only minutes from all the beaches on Siesta Key.

1 Bedroom
1 Bath
Sleeps 4

Type: Condominium
Area: Siesta Key

Great for no more than 4 with quick and easy beach access and heated pool in great location. Walk or bicycle to restaurants, bars, grocery store, and more.

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.

1 Bedroom
1 Bath
Sleeps 4

Type: Condominium
Area: Siesta Key

Skip the traffic and stay at this unit. Steps to the beach with heated pool. Walk or bicycle to restaurants, bars, grocery store, and more.

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.

Studio
1 Bath
Sleeps 4

Type: Apartment
Area: Siesta Key

Stay across from Siesta Key Beach at this striking little unit. Great for up to 4 people. Walk or bike to Siesta Key Village for restaurants and shopping.

2 Bedrooms
2 Baths
Sleeps 5

Type: Condominium
Area: Anna Maria Island

Central location on Anna Maria Island and walking distance to Holmes beach, grocery store, restaurants and more.

3 Bedrooms
2½ Baths
Sleeps 6

Type: House
Area: Siesta Key

Located just 1 block to Siesta Key beach and offers lots of open space, solar heated pool, and private backyard.

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.

2 Bedrooms
2 Baths
Sleeps 6

Type: Condominium
Area: Siesta Key

Wonderful spacious lakefront two bedroom studio style with private patio great for a romantic and quiet get-a-way for a couple or up to 6 persons.

3 Bedrooms
2 Baths
Sleeps 6

Type: House
Area: Siesta Key

Enjoy this island home just 250 meters from the beach with private heated pool. Take a bicycle or free island ride to restaurants, bars, and more.

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.

 

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