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Siesta Key Beach Rentals

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5 mi
1602 rentals in Siesta Key.
#1 Beach - 'Super Clean' - 2 Level Townhouse - 1400sf 2Br/2.5 Bth- 5 Star Rating, vacation rental in Siesta Key
#1 Beach - 'Super Clean' - 2 Level Townhouse - 1400sf 2Br/2.5 Bth- 5 Star Rating, vacation rental in Siesta Key
#1 Beach - 'Super Clean' - 2 Level Townhouse - 1400sf 2Br/2.5 Bth- 5 Star Rating, vacation rental in Siesta Key

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

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets, vacation rental in Siesta Key
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets, vacation rental in Siesta Key
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets, vacation rental in Siesta Key

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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LUXURY HOUSE BY THE CANAL , Pets welcome ��., vacation rental in Siesta Key
LUXURY HOUSE BY THE CANAL , Pets welcome ��., vacation rental in Siesta Key
LUXURY HOUSE BY THE CANAL , Pets welcome ��., vacation rental in Siesta Key

LUXURY HOUSE BY THE CANAL , Pets welcome ��.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Vacation rental, vacation rental in Siesta Key
Beach Vacation rental, vacation rental in Siesta Key
Beach Vacation rental, vacation rental in Siesta Key

Beach Vacation rental

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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White Sands Village - Unit 112, vacation rental in Siesta Key
White Sands Village - Unit 112, vacation rental in Siesta Key
White Sands Village - Unit 112, vacation rental in Siesta Key

White Sands Village - Unit 112

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key
Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key
Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key

Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment! 100 steps

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key

Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach, vacation rental in Siesta Key
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach, vacation rental in Siesta Key
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach, vacation rental in Siesta Key

Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Siesta Key Bay Front Beauty, vacation rental in Siesta Key
Siesta Key Bay Front Beauty, vacation rental in Siesta Key
Siesta Key Bay Front Beauty, vacation rental in Siesta Key

Siesta Key Bay Front Beauty

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Grand Canal Front 3BR/3bath, Pool/Hot Tub, Walk to Beach & Siesta Village, vacation rental in Siesta Key
Grand Canal Front 3BR/3bath, Pool/Hot Tub, Walk to Beach & Siesta Village, vacation rental in Siesta Key
Grand Canal Front 3BR/3bath, Pool/Hot Tub, Walk to Beach & Siesta Village, vacation rental in Siesta Key

Grand Canal Front 3BR/3bath, Pool/Hot Tub, Walk to Beach & Siesta Village

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Siesta Key studio 5 minute walk to Village, vacation rental in Siesta Key
Cozy Siesta Key studio 5 minute walk to Village, vacation rental in Siesta Key
Cozy Siesta Key studio 5 minute walk to Village, vacation rental in Siesta Key

Cozy Siesta Key studio 5 minute walk to Village

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca, vacation rental in Siesta Key
The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca, vacation rental in Siesta Key
The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca, vacation rental in Siesta Key

The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Siesta Key Serenity At The Palm Bay Club, vacation rental in Siesta Key
Siesta Key Serenity At The Palm Bay Club, vacation rental in Siesta Key
Siesta Key Serenity At The Palm Bay Club, vacation rental in Siesta Key

Siesta Key Serenity At The Palm Bay Club

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Top Rated Gulf Side, Steps from Beach, Great Amenities 2 pools, tennis, hot tub, vacation rental in Siesta Key
Top Rated Gulf Side, Steps from Beach, Great Amenities 2 pools, tennis, hot tub, vacation rental in Siesta Key
Top Rated Gulf Side, Steps from Beach, Great Amenities 2 pools, tennis, hot tub, vacation rental in Siesta Key

Top Rated Gulf Side, Steps from Beach, Great Amenities 2 pools, tennis, hot tub

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Oceanfront/Beachfront Condo in Premier Complex - Y Building, vacation rental in Siesta Key
Oceanfront/Beachfront Condo in Premier Complex - Y Building, vacation rental in Siesta Key
Oceanfront/Beachfront Condo in Premier Complex - Y Building, vacation rental in Siesta Key

Oceanfront/Beachfront Condo in Premier Complex - Y Building

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfectly Remodeled Townhome, Steps From the Private Beach, vacation rental in Siesta Key
Perfectly Remodeled Townhome, Steps From the Private Beach, vacation rental in Siesta Key
Perfectly Remodeled Townhome, Steps From the Private Beach, vacation rental in Siesta Key

Perfectly Remodeled Townhome, Steps From the Private Beach

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach., vacation rental in Siesta Key
Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach., vacation rental in Siesta Key
Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach., vacation rental in Siesta Key

Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!, vacation rental in Siesta Key
Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!, vacation rental in Siesta Key
Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!, vacation rental in Siesta Key

Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bright & Beachy - Steps to the water!, vacation rental in Siesta Key
Bright & Beachy - Steps to the water!, vacation rental in Siesta Key
Bright & Beachy - Steps to the water!, vacation rental in Siesta Key

Bright & Beachy - Steps to the water!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!, vacation rental in Siesta Key
Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!, vacation rental in Siesta Key
Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!, vacation rental in Siesta Key

Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Steps to Private Beach & Heated Pool, 2 Level Townhome, Private Entry, Open, vacation rental in Siesta Key
Steps to Private Beach & Heated Pool, 2 Level Townhome, Private Entry, Open, vacation rental in Siesta Key
Steps to Private Beach & Heated Pool, 2 Level Townhome, Private Entry, Open, vacation rental in Siesta Key

Steps to Private Beach & Heated Pool, 2 Level Townhome, Private Entry, Open

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gertrude's Village House - in the Top Location on the Island, Private Patio, vacation rental in Siesta Key
Gertrude's Village House - in the Top Location on the Island, Private Patio, vacation rental in Siesta Key
Gertrude's Village House - in the Top Location on the Island, Private Patio, vacation rental in Siesta Key

Gertrude's Village House - in the Top Location on the Island, Private Patio

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key
Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key
Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key

Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Best of both worlds! Fish in bay or go to beach!, vacation rental in Siesta Key
Best of both worlds! Fish in bay or go to beach!, vacation rental in Siesta Key
Best of both worlds! Fish in bay or go to beach!, vacation rental in Siesta Key

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Beach Palm Bay Club on Siesta Key, Bay Sunrises, Heated Pools/Hot tub, vacation rental in Siesta Key
Private Beach Palm Bay Club on Siesta Key, Bay Sunrises, Heated Pools/Hot tub, vacation rental in Siesta Key
Private Beach Palm Bay Club on Siesta Key, Bay Sunrises, Heated Pools/Hot tub, vacation rental in Siesta Key

Private Beach Palm Bay Club on Siesta Key, Bay Sunrises, Heated Pools/Hot tub

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Rental W/ SK Beach Across the Street,  Renovated, Pond Views,  Garage, vacation rental in Siesta Key
New Rental W/ SK Beach Across the Street,  Renovated, Pond Views,  Garage, vacation rental in Siesta Key
New Rental W/ SK Beach Across the Street,  Renovated, Pond Views,  Garage, vacation rental in Siesta Key

New Rental W/ SK Beach Across the Street, Renovated, Pond Views, Garage

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!, vacation rental in Siesta Key
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!, vacation rental in Siesta Key
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!, vacation rental in Siesta Key

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

Condo/Apartment
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 -, vacation rental in Siesta Key
"Safe & Clean"  - Hibiscus Suite only 60 steps to the Siesta Key Public Beach -, vacation rental in Siesta Key
"Safe & Clean"  - Hibiscus Suite only 60 steps to the Siesta Key Public Beach -, vacation rental in Siesta Key

"Safe & Clean" - Hibiscus Suite only 60 steps to the Siesta Key Public Beach -

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Location 1 Bdrm Cottage  1 Block from Beach and 2 Blocks from Siesta Village, vacation rental in Siesta Key
Location 1 Bdrm Cottage  1 Block from Beach and 2 Blocks from Siesta Village, vacation rental in Siesta Key
Location 1 Bdrm Cottage  1 Block from Beach and 2 Blocks from Siesta Village, vacation rental in Siesta Key

Location 1 Bdrm Cottage 1 Block from Beach and 2 Blocks from Siesta Village

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beach front complex W/PRIVATE BEACH , 3 Pools, Renovated & Charming,  Patio, vacation rental in Siesta Key
Beach front complex W/PRIVATE BEACH , 3 Pools, Renovated & Charming,  Patio, vacation rental in Siesta Key
Beach front complex W/PRIVATE BEACH , 3 Pools, Renovated & Charming,  Patio, vacation rental in Siesta Key

Beach front complex W/PRIVATE BEACH , 3 Pools, Renovated & Charming, Patio

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-30 of 1,602

Siesta Key Vacation Rentals
Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.
Lions, Tigers & Circuses
When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.
Gardens & Aquariums
Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.
Locomotives & Science
Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.
History & Baseball
From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.