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Wireless Internet
Air conditioning
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Pets allowed
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Beach or lakeside relaxation
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109 houses

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Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$458

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$258

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

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

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$278

****Walk to Beach-5min! Waterfront Canal! Private Pool~spa~Kayaks, Bikes!

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

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$454

Buena Vida: By Beachside Management

Siesta Key house

4 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$515

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$344

Siesta Key Waterfront Estate heated Pool Privacy!

Siesta Key house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$717

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$131

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

5 bedrooms
5 bathrooms

sleeps 11

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Price per night from

$550

Amazing views, 11th flr, On the beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$410

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$263

Two bedroom, two bath condo by Siesta Key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$459

Sand Castle Suites - The Starfish

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$205

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$272

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

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$272

BEAUTY ON THE BEACH! Crescent Arms 601S FULL FRONT VIEW

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$315

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$178

Condo in Paradise - Gorgeous Upscale Beachfront- Best Ground Floor Location A106

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$320

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$338

A Tide that Binds Us - 600: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$378

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$274

Once Upon a Tide: By Beachside Management

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$401

Beach Walk: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$515

A Tide That Binds Us - 602: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$492

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

3 bedrooms
3 bathrooms

sleeps 9

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$458

A Somewhere Is Here - Changes in Attitude: By Beachside Management

Siesta Key apartment

3 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$412

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

4 bedrooms
4 bathrooms

sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

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Price per night from

$515

Newly discounted rates! Gorgeous one bedroom across from beach, near village!

Siesta Key condo

1 bedroom
1 bathroom

sleeps 3

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

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$246

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

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Price per night from

$190

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

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Price per night from

$266

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

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$115

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

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Price per night from

$109

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms
5 bathrooms

sleeps 14

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Price per night from

$1,000

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

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Price per night from

$501