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Siesta Key Vacation Rentals

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922 rentals in Siesta Key.
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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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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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Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!, vacation rental in Siesta Key

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CHATEAU du SOLEIL         10% DISCOUNT Dec 5-19, vacation rental in Siesta Key

CHATEAU du SOLEIL 10% DISCOUNT Dec 5-19

4 bedrooms
3 bathrooms
Sleeps 11
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
Match: Sleeps
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Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save 10% to 25% per Week*, vacation rental in Siesta Key

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bright & Beachy - Steps to the Water!, vacation rental in Siesta Key

Bright & Beachy - Steps to the Water!

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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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
Match: Sleeps
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Beachfront Getaway in Siesta Key, vacation rental in Siesta Key

Beachfront Getaway in Siesta Key

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Newly discounted rates! Gorgeous one bedroom across from beach, near village!, vacation rental in Siesta Key

Newly discounted rates! Gorgeous one bedroom across from beach, near village!

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Siesta Villa Coralline, vacation rental in Siesta Key

Siesta Villa Coralline

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6, vacation rental in Siesta Key

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

2 bedrooms
2 bathrooms
Sleeps 6
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Location. 3 bedroom cottage block from beach and two blocks from Siesta Village, vacation rental in Siesta Key

Location. 3 bedroom cottage block from beach and two blocks from Siesta Village

3 bedrooms
3 bathrooms
Sleeps 8
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Siesta Key Inn 1Br/1B Pineapple Palm #2D, vacation rental in Siesta Key

Siesta Key Inn 1Br/1B Pineapple Palm #2D

1 bedroom
1 bathroom
Sleeps 4
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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 4
Match: Sleeps
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Stunning 2 Bedroom/ 2 Bath by Siesta Key Beach, Sunlight Sensation!!, vacation rental in Siesta Key

Stunning 2 Bedroom/ 2 Bath by Siesta Key Beach, Sunlight Sensation!!

2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key Beach Cottages on Crescent, vacation rental in Siesta Key

Siesta Key Beach Cottages on Crescent

2 bedrooms
2 bathrooms
Sleeps 6
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Beach Walk Townhouse, vacation rental in Siesta Key

Beach Walk Townhouse

3 bedrooms
3 bathrooms
Sleeps 6
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New remodel. Steps to Siesta Beach! Poolside,1st flr. Near Siesta Village- Save!, vacation rental in Siesta Key

New remodel. Steps to Siesta Beach! Poolside,1st flr. Near Siesta Village- Save!

2 bedrooms
1 bathroom
Sleeps 4
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Siesta Beach Zen Den, vacation rental in Siesta Key

Siesta Beach Zen Den

1 bedroom
1 bathroom
Sleeps 4
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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

1 bedroom
1 bathroom
Sleeps 4
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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
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Excelsior- 102 G-great Gulf side location!- 1 WEEK MIN RENTAL, vacation rental in Siesta Key

Excelsior- 102 G-great Gulf side location!- 1 WEEK MIN RENTAL

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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
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
Match: Sleeps
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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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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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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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Beach Road - Tropea, vacation rental in Siesta Key

Beach Road - Tropea

1 bedroom
1 bathroom
Sleeps 4
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Private Beach on Siesta Key, Bay Sunrises, Heated Pools/Hot tub, Tennis, Fitness, vacation rental in Siesta Key

Private Beach on Siesta Key, Bay Sunrises, Heated Pools/Hot tub, Tennis, Fitness

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Siesta Beachside Bliss !, vacation rental in Siesta Key

Siesta Beachside Bliss !

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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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
Match: Sleeps
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Chinaberry 911 at Midnight Cove Siesta Key, FL., vacation rental in Siesta Key

Chinaberry 911 at Midnight Cove Siesta Key, FL.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Firethorn 320 at Midnight Cove Siesta Key, FL., vacation rental in Siesta Key

Firethorn 320 at Midnight Cove Siesta Key, FL.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Doveplum 121 at Midnight Cove Siesta Key, vacation rental in Siesta Key

Doveplum 121 at Midnight Cove Siesta Key

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Firethorn 312 at Midnight Cove Siesta Key, vacation rental in Siesta Key

Firethorn 312 at Midnight Cove Siesta Key

2 bedrooms
2 bathrooms
Sleeps 4
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
Match: Sleeps
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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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LAST MINUTE PRICE!!  BEACH OPEN!!   SIESTA KEY , PRIVAT POOL !, vacation rental in Siesta Key

LAST MINUTE PRICE!! BEACH OPEN!! SIESTA KEY , PRIVAT POOL !

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Shells Villa - Next to Beach & Village, vacation rental in Siesta Key

The Shells Villa - Next to Beach & Village

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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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
Match: Sleeps
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Incredible beach view!, vacation rental in Siesta Key

Incredible beach view!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Paradise!  Remodeled 2 bedroom 2 bathroom with incredible views, vacation rental in Siesta Key

Paradise! Remodeled 2 bedroom 2 bathroom with incredible views

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
Match: Sleeps
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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
Match: Sleeps
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Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price, vacation rental in Siesta Key

Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private 4 Bedroom Single Family Coastal Home w/Pool 1 Block to Siesta Key Beach, vacation rental in Siesta Key

Private 4 Bedroom Single Family Coastal Home w/Pool 1 Block to Siesta Key Beach

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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View World-famous Siesta Beach from Lanai!  Closest Condo Complex to the Beach, vacation rental in Siesta Key

View World-famous Siesta Beach from Lanai! Closest Condo Complex to the Beach

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pet friendly Home- Blocks from World Famous Siesta Key Beach, vacation rental in Siesta Key

Pet friendly Home- Blocks from World Famous Siesta Key Beach

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Siesta Key,  beach front condo on America's #1 Beach!  2 BR,  2 Bath, Sleeps 6, vacation rental in Siesta Key

Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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