Rentals Featuring: live theater

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44 Properties Returned
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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.

2 Bedrooms
2½ Baths
Sleeps 4

Type: Condominium
Area: Siesta Key

Spacious condo with beautiful water views from balconies. Access to heated pool, fishing pier, tennis court, club house and picnic area overlooking the waterway.

1 Bedroom
1 Bath
Sleeps 4

Type: Apartment
Area: Siesta Key

Walk to the beach from this spacious one bedroom apartment. Walk or ride a bicycle to Siesta Key Village for restaurants and shopping.

3 Bedrooms
2 Baths
Sleeps 8

Type: House
Area: Main Land

Sarasota home just 5 minutes to Siesta Key, 10 minutes to downtown shopping and restaurants, and access to community boat dock.

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

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: Siesta Key

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

4 Bedrooms
3½ Baths
Sleeps 8

Type: House
Area: Siesta Key

Beautiful pool home on a secluded lot with the best entertaining space we have. Walking distance to beach access and easy access on and off the key.

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.

3 Bedrooms
2 Baths
Sleeps 6

Type: House
Area: Main Land

This is a well appointed sarasota home with heated pool located just a 2.3 miles to Siesta Key and its beautiful beaches. Spacious updated living inside and out

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
1 Bath
Sleeps 6

Type: Condominium
Area: Anna Maria Island

Stay at your own piece of tropical paradise by the beach and centrally located on Anna Maria Island. Surround by palm trees and lush vegetation and only a short walk to the soft sands of the Gulf Of Mexico. Your perfect beach vacation in paradise is here!

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.

2 Bedrooms
2½ Baths
Sleeps 6

Type: Townhouse
Area: Siesta Key

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

 

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