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Wireless Internet
Air conditioning
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Heated pool
Private indoor pool
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Private tennis court
Cot available
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Shared outdoor pool (unheated)
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81 beach rentals

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Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 1 minutes

Match: Boat available Sea view

All filters match

Price per night from

$267

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 23 minutes

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$390

Luxury Village Townhouse w/ Gulf and Beach Views

Siesta Key townhouse

2 bedrooms
2 bathrooms

sleeps 8

“A wonderful home in an equally wonderful location.” The home provides a truly enjoyable family situation. The quality of the furnishings is very nice, the living space is very well maintained and clean and my interaction with the owner was always timely and courteous. My wife and I shared the home with our 14 year old granddaughter during our stay and the quiet enjoyment of the pool and the easy 1-2 minute walk to the Gulf of Mexico and the 5 minute walk to the heart of Siesta Key Village made the location hard to beat. Except for our day trips no car was needed. This is our second stay in the home and we will look to reserving it for our next visit. There were absolutely no disappointments only wonderful experiences.

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$659

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Sea view, Boat available

1 of 2 filters match

Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Sea view, Boat available

1 of 2 filters match

Price per night from

$490

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Sea view, Boat available

1 of 2 filters match

Price per night from

$490

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$301

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$230

Costal Surfside Swank 302: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$514

Crescent Condos; by Beachside Management

Siesta Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$514

Direct Beachfront Delight: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$240

Beach House Residence - Penthouse; by Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$434

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Sea view, Boat available

1 of 2 filters match

Price per night from

$345

Bird of Paradise at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Sea view, Boat available

1 of 2 filters match

Price per night from

$490

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$272

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$285

Three bedroom house directly on beach with gulf vi

Siesta Key house

3 bedrooms
4 bathrooms

sleeps 7

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$402

Another Day in Paradise

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 1 minutes

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$545

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$904

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$278

Midnight Cove #714 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$144

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$144

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$344

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 5

“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.

1 of 2 match: Boat available, Sea view

1 of 2 filters match

Price per night from

$601