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Beach or lakeside relaxation
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783 houses

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The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

1 bedroom
1 bathroom

sleeps 2

Match: Rental types Kettle Sauna Staffed property

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Price per night from

$344

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, Kettle, Sauna, Staffed property

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Price per night from

$903

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, Kettle, Sauna, Staffed property

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Price per night from

$453

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, Kettle, Sauna, Staffed property

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Price per night from

$514

* SUPER SPECIAL RATES at Harbor Towers *

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 56 minutes

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

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Price per night from

$114

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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

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Price per night from

$178

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, Sauna, Staffed property

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Price per night from

$209

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

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

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Price per night from

$436

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 7

Responds fast! avg. 2 hours 9 minutes

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

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Price per night from

$194

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

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

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Price per night from

$149

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

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

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

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Price per night from

$482

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

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

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Price per night from

$234

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

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

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Price per night from

$229

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

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

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Price per night from

$1,032

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

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

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

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Price per night from

$178

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!!

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

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Price per night from

$144

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

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

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Price per night from

$144

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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

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Price per night from

$284

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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

2 of 4 filters match

Price per night from

$337

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom
1 bathroom

sleeps 4

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

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Price per night from

$430

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

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

2 of 4 filters match

Price per night from

$114

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

Lido Key villa

2 bedrooms
1 bathroom

sleeps 6

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

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Price per night from

$184

Zilli Tower 503

Longboat Key condo

1 bedroom
1 bathroom

sleeps 6

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

2 of 4 filters match

Price per night from

$343

Zilli Ocean Front 201 & Suite

Longboat Key condo

1 bedroom
1 bathroom

sleeps 6

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

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Price per night from

$297

Zilli Ocean Front 202 & Suite

Longboat Key condo

1 bedroom
1 bathroom

sleeps 6

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

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Price per night from

$297

Steps to your private Siesta Key beach for your ideal vacation or staycation

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

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

2 of 4 filters match

Price per night from

$276

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

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

2 of 4 filters match

Price per night from

$492

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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

2 of 4 filters match

Price per night from

$178

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.

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

2 of 4 filters match

Price per night from

$189

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

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

2 of 4 filters match

Price per night from

$117

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.

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

2 of 4 filters match

Price per night from

$115