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879 houses

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

Match: Rental types Freezer Kettle Staffed property

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Price per night from

$150

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

1 bedroom
1 bathroom

sleeps 2

Match: Rental types Freezer Kettle Staffed property

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Price per night from

$345

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 7

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$194

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$230

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$484

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$235

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$431

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

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

Siesta Key condo

3 bedrooms
4 bathrooms

sleeps 8

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$905

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

2 bedrooms
1 bathroom

sleeps 6

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$184

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$178

Zilli Ocean Front 202 & Suite

Longboat Key condo

1 bedroom
1 bathroom

sleeps 6

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Price per night from

$309

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$285

Zilli Tower 503

Longboat Key condo

1 bedroom
1 bathroom

sleeps 6

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Price per night from

$344

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$114

Luxury Resort Sleeps 26!

Palma Sola house

8 bedrooms
5 bathrooms

sleeps 26

Responds fast! avg. 3 hours 39 minutes

3 of 4 match: Kettle, Rental types, Freezer, Staffed property

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Price per night from

$2,295

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!

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$454

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.

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$516

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.

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$190

Florida Ocean Front Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$624

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.

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$115

* SUPER SPECIAL RATES at Harbor Towers *

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$114

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$746

Beach to Bay Tropical Oasis! 2Bed/2Bath Longboat Key Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$153

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$117

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Freezer, Kettle, Staffed property

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Price per night from

$178

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

2 of 4 match: Rental types, Kettle, Freezer, Staffed property

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Price per night from

$194

Buttonwood 442

Gulf Gate Estates condo

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Kettle, Freezer, Staffed property

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Price per night from

$290

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Kettle, Freezer, Staffed property

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Price per night from

$286

Banana Cabana: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Kettle, Freezer, Staffed property

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Price per night from

$240

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

2 bedrooms
2 bathrooms

sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

2 of 4 match: Rental types, Kettle, Freezer, Staffed property

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Price per night from

$209