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Siesta Key Vacation Rentals

VacationRentalDirect.com has found 12 Siesta Key Vacation Rentals that match your search criteria. Your results can be sorted by price, bedrooms, type of unit and whether the unit is pet friendly or not. All Siesta Key cottages, homes and vacation rentals are presented by their respective owners or managers.


Please click on the photos or links below to view the property details, then contact the owner directly (via the phone number or property inquiry button on each listing).

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Siesta Key Beach Cottages, Sarasota, Florida
Siesta Key, Florida

Charming Floridian tropical garden beach cottages located at Siesta Key Beach. 2 mile stretch of fine white powdery sand, pristine Gulf of Mexico water, breathtaking sunsets. One hour to Tampa, two hours to Orlando.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Cottage 1 1 Yes $500 to $1800

Siesta Key Waterfront Condo
Siesta Key, Florida

Beautiful view from every room, step out your Lanai and watch the boats go by. Just out your front door 20 steps to lovely heated pool. Stroll to white powder sand of Siesta Key Beach, fantastic sunsets, pristine Gulf of...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $798 to $1109

Siesta Key Turtle Beach Waterfront, Boat Dock
Siesta Key, Florida

Siesta Key Waterfront Condo with you boat docked right outside your door, lovely views from everyroom.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $500 to $1000

Large 2 Bedroom 2 Bath on the Beach
Siesta Key, Florida

Beautifully appointed and updated condo at House of the Sun. Very large master bedroom, king size bed and private bathroom. Second bedroom has new twin beds. amentites: 3 TV's, VCR, DVD,Washer and Dryer in the unit, ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $805 to $1250

2 bedroom 1 and 1/2 bathroom.
Siesta Key, Florida

We are located 1 drive hour below Tampa, Florida. The address is 1113 Moonmist Drive Sarasota, Florida.However the condo is actually located on Siesta Key Island. The condo is a 2 bedroom with 1 and 1/2 baths.It has been...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $600 to $2800

$200 Savings Certificate Siesta Key Condo
Siesta Key, Florida

In order to test the effectiveness of advertising on this site for a very limited time I am offering a $200 discount coupon. This property you must see so take the tour at http://www.siestakeyheaven.com
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $700 to $1700

Crystal Sands 702-Completely Renovated Oceanfront
Siesta Key, Florida

Completely renovated oceanfront condo on world famous Cresecent Beach, Siesta Key, Florida. Three 42" plasmas with hi-def cable TV, stereo, DVD/VCR combos in all rooms.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1235 to $1795

Crystal Sands 504-Completely Renovated Oceanfront
Siesta Key, Florida

Completely renovated oceanfront condo on world famous Cresecent Beach, Siesta Key, Florida. Three (3) 42" plasmas with hi-def cable TV, stereo, DVD/VCR combos in all rooms.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1235 to $1795

Crystal Sands 408-Completely Renovated Oceanfront
Siesta Key, Florida

Completely renovated oceanfront condo on world famous Cresecent Beach, Siesta Key, Florida. Three (3) TV's, stereo, DVD/VCR combos in all rooms.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1235 to $1795

Crystal Sands 107-Completely Renovated Oceanfront
Siesta Key, Florida

Completely renovated oceanfront condo on world famous Cresecent Beach, Siesta Key, Florida. Three 42" plasmas with hi-def cable TV, stereo, DVD/VCR combos in all rooms.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1235 to $1795

Midnight Cove II 127 - Boat slip no charge!
Siesta Key, Florida

This beautiful 2 bedroom condo is directly on the intracoastal waterway on Siesta Key in Sarasota, Florida. Rental includes at no additional charge free usage of a boat slip located just steps away from your condo.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $631 to $977

2 BR/ 2 Bath Condo on Gulf Side @ Peppertree Bay
Siesta Key, Florida

Two bedroom / two bath fully furnished updated condo located on Gulf side of Peppertree Bay complex on Siesta Key. 1,100 square feet unit with full kitchen and all amenities. Indoor parking under unit with a 1 ½ c...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $700 to $1150


Learn More About Siesta Key

Siesta Key has a lot to offer all visitors to the area. Below you will find writings from other Siesta Key vacation rental owners about the area they know best! It's a great way to learn first hand about the Siesta Key region and all that it has to offer!

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