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335 houses

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Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$171

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$142

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$256

Riverfront Tropical Paradise W/ Private Island-Newly Updated Listing

Braden River house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$252

Oceanfront home

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$688

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

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Price per night from

$149

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

1 bedroom
1 bathroom

sleeps 2

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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 57 minutes

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Price per night from

$194

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$448

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

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$194

Sarasota Waterfront and Marina Community with Tikki Bar and Grill

North Sarasota condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$103

120 Steps to the Beach with beach gear included!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$425

Buttonwood 442

Gulf Gate Estates condo

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$290

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

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 56 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

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Price per night from

$483

Banana Cabana: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$240

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$234

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$286

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

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$285

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$436

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

Lido Key villa

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$184

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

Siesta Key condo

3 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$904

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

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

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

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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!!

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Price per night from

$144