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Holiday Rentals and Holiday Rentals in Siesta Key, FL
Holiday Rentals
USA
Florida (FL)
Siesta Key
Crescent Arms Holiday Rentals
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Internet or Wifi (1,099)
Air Conditioning (1,092)
Grill (952)
Washer/Dryer (887)
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Suitability
Kid friendly (1,100)
Pet friendly (256)
Smoking allowed (13)
Elder access (6)
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Property type
Condominium/Apartment (703)
Holiday Rental House (428)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (240)
Boat Available (58)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Siesta Beach
Crescent Beach
Turtle Beach
Siesta Farmers Market
Shell Beach
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1,131 rental
in Siesta Key.
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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LUXURY HOUSE BY THE CANAL , Pets welcome ��.
5 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment! 100 steps
18 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 7
Match:
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Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
9 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
3 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Siesta Key Bay Front Beauty
16 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Cozy Siesta Key studio 5 minute walk to Village
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
Match:
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The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca
1 review
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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As seen on
Siesta Key Serenity At The Palm Bay Club
96 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
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Top Rated Gulf Side, Steps from Beach, Great Amenities 2 pools, tennis, hot tub
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Oceanfront/Beachfront Condo in Premier Complex - Y Building
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
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Village Breeze III - Heated Pool, Private Patio, Village and Beach!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 7
Match:
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As seen on
Perfectly Remodeled Townhome, Steps From the Private Beach
11 reviews
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 5
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Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach.
3 reviews
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
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Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
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Bright & Beachy - Steps to the water!
6 reviews
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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As seen on
Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!
9 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
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Steps to Private Beach & Heated Pool, 2 Level Townhome, Private Entry, Open
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Gertrude's Village House - in the Top Location on the Island, Private Patio
1 review
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
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Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!
7 reviews
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 10
Match:
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As seen on
Private Beach Palm Bay Club on Siesta Key, Bay Sunrises, Heated Pools/Hot tub
3 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
New Rental W/ SK Beach Across the Street, Renovated, Pond Views, Garage
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
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Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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"Safe & Clean" - Hibiscus Suite only 60 steps to the Siesta Key Public Beach -
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
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As seen on
Location 1 Bdrm Cottage 1 Block from Beach and 2 Blocks from Siesta Village
3 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Beach front complex W/PRIVATE BEACH , 3 Pools, Renovated & Charming, Patio
4 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Less than 5-minutes from the beach-
Holiday Rental House
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6 bedrooms
8 bathrooms
Sleeps 16
Match:
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As seen on
Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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As seen on
Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
6 reviews
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Breathtaking Stunning Decor steps to private beach 3 night min any day of week
7 reviews
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
In the Heart of Siesta Key Village and Steps to the #1 Beach
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.
6 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Spacious Updated Condo Just 2 Blocks to Siesta Key Beach
5 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Palm Bay Club Siesta Key Newley renovated !
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Unit 22- 1 Bedroom 1 Bathroom Condominium With Gulf Views
3 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
153 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
The Sand Dollar -Sunset Beach Resort
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Spectacular Siesta Key Beachfront Condo, Sarasota Surf & Racquet Club
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Hoppy's Beach-View Siesta Key - Spacious 3BR,Beach/Ocean Views,Private Elevator
4 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
3 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Just Another Day in Paradise
1 review
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Budget Friendly Beachside Vacation Rental with Private Beach Access
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
ON THE BEACH Palm Bay club 5th floor with open lanai, sunsets and ocean views
9 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Private Beachfront on Siesta Key
4 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Steps to the ⭐ Beach, Short Walk to the Village
2 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
The Big Orange 3BR (Manatee) Unwind in the heart of Siesta Beach!
7 reviews
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Las Ventanas 117 4BR - A one-of-a-kind Resort like setting in the heart of Siest
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 13
Match:
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As seen on
Newly renovated condo with premium features on Siesta Key
98 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Siesta Key - Midnight Cove #211
13 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Casa Van Lopik (Canal) - Large Bohemian with Tiki-Bar, Balconies, and Tropical P
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 12
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