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Siesta Key Beach Rentals

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1000 rentals in Siesta Key.
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WE LIKE BLUE, SIESTA BLUE! 2 BED BAYSIDE CONDO ON SIESTA KEY, vacation rental in Siesta Key

WE LIKE BLUE, SIESTA BLUE! 2 BED BAYSIDE CONDO ON SIESTA KEY

2 bedrooms
1 bathroom
Sleeps 4
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Newly Renovated Beach House on canal * 5 minute walk to village and beach, vacation rental in Siesta Key

Newly Renovated Beach House on canal * 5 minute walk to village and beach

3 bedrooms
2 bathrooms
Sleeps 8
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WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY, vacation rental in Siesta Key

WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY

2 bedrooms
2 bathrooms
Sleeps 4
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Top Floor Oceanfront View Of The #1 Beach In The USA! - Beautiful Decor!, vacation rental in Siesta Key

Top Floor Oceanfront View Of The #1 Beach In The USA! - Beautiful Decor!

1 bedroom
1 bathroom
Sleeps 3
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Newly renovated condo with premium features on Siesta Key, vacation rental in Siesta Key

Newly renovated condo with premium features on Siesta Key

2 bedrooms
2 bathrooms
Sleeps 6
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BEST HOUSE ON SIESTA - Sleeps 24+ - Heated Private Pool w/ Slide, Spa, Gratto,, vacation rental in Siesta Key

BEST HOUSE ON SIESTA - Sleeps 24+ - Heated Private Pool w/ Slide, Spa, Gratto,

8 bedrooms
8 bathrooms
Sleeps 24
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Best Location - luxury villa with pool, very close to beach and restaurants!, vacation rental in Siesta Key

Best Location - luxury villa with pool, very close to beach and restaurants!

2 bedrooms
3 bathrooms
Sleeps 4
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Fantastic Beachfront Condo, at Surf & Racquet Resort on Siesta Key Beach, vacation rental in Siesta Key

Fantastic Beachfront Condo, at Surf & Racquet Resort on Siesta Key Beach

2 bedrooms
2 bathrooms
Sleeps 6
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Palm Oasis - Relax in Comfort - 1 rental per calendar month, vacation rental in Siesta Key

Palm Oasis - Relax in Comfort - 1 rental per calendar month

4 bedrooms
3 bathrooms
Sleeps 10
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2 MINUTE WALK TO SIESTA BEACH!! (really)  1 MINUTE TO POOL.  GREAT VALUE!!!, vacation rental in Siesta Key

2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!

2 bedrooms
1 bathroom
Sleeps 5
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Siesta Key/Derby Bay, vacation rental in Siesta Key

Siesta Key/Derby Bay

3 bedrooms
2 bathrooms
Sleeps 6
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Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun, vacation rental in Siesta Key

Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun

1 bedroom
1 bathroom
Sleeps 4
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Siesta Key Villa A - Only 150 yards to Crescent Beach and heated pool!, vacation rental in Siesta Key

Siesta Key Villa A - Only 150 yards to Crescent Beach and heated pool!

2 bedrooms
1 bathroom
Sleeps 4
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Siesta Key Villa B - Only 150 yds. to Crescent Beach and heated pool!, vacation rental in Siesta Key

Siesta Key Villa B - Only 150 yds. to Crescent Beach and heated pool!

2 bedrooms
1 bathroom
Sleeps 4
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Cathy's Crescent Condos-Siesta Key,  FL GULF FRONT, vacation rental in Siesta Key

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

2 bedrooms
2 bathrooms
Sleeps 6
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Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 9% to 25% per Week*, vacation rental in Siesta Key

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 9% to 25% per Week*

2 bedrooms
2 bathrooms
Sleeps 4
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Siesta Key Inn 1Br/1B Sabal Palm #1A, vacation rental in Siesta Key

Siesta Key Inn 1Br/1B Sabal Palm #1A

1 bedroom
1 bathroom
Sleeps 4
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Super Cute, Super Clean Large One Bedroom - Fully Remodeled!, vacation rental in Siesta Key

Super Cute, Super Clean Large One Bedroom - Fully Remodeled!

1 bedroom
1 bathroom
Sleeps 4
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1 Bedroom/ 1 Bath Condo Steps From Siesta Key Sand with Pool Access-Gulf Holiday, vacation rental in Siesta Key

1 Bedroom/ 1 Bath Condo Steps From Siesta Key Sand with Pool Access-Gulf Holiday

1 bedroom
1 bathroom
Sleeps 4
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Steps From Siesta Key Beach! 1BR w/ Heated Pool, vacation rental in Siesta Key

Steps From Siesta Key Beach! 1BR w/ Heated Pool

1 bedroom
1 bathroom
Sleeps 4
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Siesta Key Old Florida Cottage, Great Location at a Great Price, vacation rental in Siesta Key

Siesta Key Old Florida Cottage, Great Location at a Great Price

1 bedroom
1 bathroom
Sleeps 2
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GULF FRONT ON #1 Beach! Siesta Dunes (by owner), vacation rental in Siesta Key

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet and Comfortable Condo Near Turtle Beach, vacation rental in Siesta Key

Quiet and Comfortable Condo Near Turtle Beach

2 bedrooms
2 bathrooms
Sleeps 5
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4 Bedroom with Gulf View Siesta Key FL Beach Fun, vacation rental in Siesta Key

4 Bedroom with Gulf View Siesta Key FL Beach Fun

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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A Siesta Tropical Retreat - Island Pool Oasis -super close to Village & #1 beach, vacation rental in Siesta Key

A Siesta Tropical Retreat - Island Pool Oasis -super close to Village & #1 beach

3 bedrooms
2 bathrooms
Sleeps 9
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Charming Siesta Key Village  Unbeatable Location, vacation rental in Siesta Key

Charming Siesta Key Village Unbeatable Location

1 bedroom
1 bathroom
Sleeps 4
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Siesta Key Vacation Townhouse directly across the street from #1 Beach in the US, vacation rental in Siesta Key

Siesta Key Vacation Townhouse directly across the street from #1 Beach in the US

2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key - Sarasota, Super Cute One Bedroom, Steps to the Beach!, vacation rental in Siesta Key

Siesta Key - Sarasota, Super Cute One Bedroom, Steps to the Beach!

1 bedroom
1 bathroom
Sleeps 4
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Aloha Kai - 2 beautful unit and close to pool!, vacation rental in Siesta Key

Aloha Kai - 2 beautful unit and close to pool!

2 bedrooms
2 bathrooms
Sleeps 4
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CONTACT US FOR GREAT APRIL AND  MAY DISCOUNTS!, vacation rental in Siesta Key

CONTACT US FOR GREAT APRIL AND MAY DISCOUNTS!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach, vacation rental in Siesta Key

Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach

1 bedroom
1 bathroom
Sleeps 4
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Best Deals on Siesta Key, vacation rental in Siesta Key

Best Deals on Siesta Key

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Direct Gulf-Front / End Unit Fisherman's Cove A201, vacation rental in Siesta Key

Direct Gulf-Front / End Unit Fisherman's Cove A201

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Deluxe 3-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village, vacation rental in Siesta Key

Deluxe 3-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village

3 bedrooms
3 bathrooms
Sleeps 8
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Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key, vacation rental in Siesta Key

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

3 bedrooms
2 bathrooms
Sleeps 8
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Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated, vacation rental in Siesta Key

Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dolphin Bungalow - Courtyard View, vacation rental in Siesta Key

Dolphin Bungalow - Courtyard View

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sandy Toes Town Home, vacation rental in Siesta Key

Sandy Toes Town Home

3 bedrooms
3 bathrooms
Sleeps 6
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Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Ground Floor, vacation rental in Siesta Key

Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Ground Floor

2 bedrooms
2 bathrooms
Sleeps 6
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2 BR, 2 Bath, Siesta Key Village Condo with Pool, vacation rental in Siesta Key

2 BR, 2 Bath, Siesta Key Village Condo with Pool

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Studio Apartment - Separate, Private Entrance - Walk to Siesta Village, vacation rental in Siesta Key

Private Studio Apartment - Separate, Private Entrance - Walk to Siesta Village

0 bedrooms
1 bathroom
Sleeps 2
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Seaside Villas Unit 3BR 5241, vacation rental in Siesta Key

Seaside Villas Unit 3BR 5241

3 bedrooms
3 bathrooms
Sleeps 8
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Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale, vacation rental in Siesta Key

Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale

2 bedrooms
2 bathrooms
Sleeps 6
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Crescent Beach - 2 Bedroom - Beachfront Condo Complex - Heated Pool, vacation rental in Siesta Key

Crescent Beach - 2 Bedroom - Beachfront Condo Complex - Heated Pool

2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key Luxurious Beachfront Condo, vacation rental in Siesta Key

Siesta Key Luxurious Beachfront Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachwalk - Siesta Key Beach - 3BR Townhouse - Heated Pool - upscale, vacation rental in Siesta Key

Beachwalk - Siesta Key Beach - 3BR Townhouse - Heated Pool - upscale

3 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Crescent Beach on Siesta Key One of the, vacation rental in Siesta Key

Beautiful Crescent Beach on Siesta Key One of the

2 bedrooms
2 bathrooms
Sleeps 4
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Peaceful Haven on Siesta Key with Beach Access, vacation rental in Siesta Key

Peaceful Haven on Siesta Key with Beach Access

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking Full Gulf Views Steps From The White Sands Of Siesta Key Beach, vacation rental in Siesta Key

Breathtaking Full Gulf Views Steps From The White Sands Of Siesta Key Beach

2 bedrooms
2 bathrooms
Sleeps 4
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FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!, vacation rental in Siesta Key

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!

2 bedrooms
2 bathrooms
Sleeps 6
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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.
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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.