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340 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: Pool or snooker table Swimming pool

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Price per night from

$267

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$183

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

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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Price per night from

$246

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.

Match: Pool or snooker table Swimming pool

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Price per night from

$516

Beachfront Condo Siesta Key

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

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Price per night from

$454

Bird of Paradise at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$490

* SUPER SPECIAL RATES at Harbor Towers *

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 56 minutes

Match: Pool or snooker table Swimming pool

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Price per night from

$114

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Pool or snooker table

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Price per night from

$490

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Pool or snooker table

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Price per night from

$490

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Pool or snooker table

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Price per night from

$490

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swimming pool, Pool or snooker table

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Price per night from

$230

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Pool or snooker table

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Price per night from

$490

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Pool or snooker table

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Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Pool or snooker table

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Price per night from

$490

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: Swimming pool, Pool or snooker table

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Price per night from

$905

#1 Beach - "Super Clean" - 2 Level Townhouse - 1400sf 2Br/2.5 Bth- 5 Star Rating

Siesta Key condo

2 bedrooms
3 bathrooms

sleeps 6

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$435

Siesta Key Gulf View Condo

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$448

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Key condo

2 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$340

Siesta Key vaca rental

Siesta Key condo

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$230

Frangi Pani at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$490

Best of both worlds! Fish in bay or go to beach!

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“Modern place in an awesome location” My family really enjoyed our time at this place. It was very clean, a convenient end unit, and close to the beautiful beach. Having the Intracoastal and pool was great, too. Being fully stocked and 2 TVs was a welcome surprise. Thanks for a great stay!

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$229

4 minute flip flop walk to the beach! Starfish 2/2

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$339

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$929

Beach Vacation rental

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$247

Siesta Key/Derby Bay

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$287

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 2 hours 0 minutes

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$1,005

Condo wOcean view on Siesta

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$402

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

7 bedrooms
3 bathrooms

sleeps 15

Responds fast! avg. 2 hours 0 minutes

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$2,857

Siesta Key Villa

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$333

Updated 4/2 pool home, 5 Mins to Siesta Key

Siesta Key house

4 bedrooms
2 bathrooms

sleeps 9

Responds fast! avg. 1 hour 26 minutes

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$327

Beachfront Getaway in Siesta Key

Siesta Key townhouse

1 bedroom
1 bathroom

sleeps 4

“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.

1 of 2 match: Pool or snooker table, Swimming pool

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Price per night from

$224