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Holiday Rentals in Sarasota

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
3363 rentals in Sarasota.
Charming Private Studio in Historic Downtown Area, holiday rental in Sarasota
Charming Private Studio in Historic Downtown Area, holiday rental in Sarasota
Charming Private Studio in Historic Downtown Area, holiday rental in Sarasota

Charming Private Studio in Historic Downtown Area

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Siesta Beach House - 105, holiday rental in Sarasota
Siesta Beach House - 105, holiday rental in Sarasota
Siesta Beach House - 105, holiday rental in Sarasota

Siesta Beach House - 105

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH, holiday rental in Sarasota
The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH, holiday rental in Sarasota
The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH, holiday rental in Sarasota

The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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One Bedroom in Historic Burns Square District downtown, holiday rental in Sarasota
One Bedroom in Historic Burns Square District downtown, holiday rental in Sarasota
One Bedroom in Historic Burns Square District downtown, holiday rental in Sarasota

One Bedroom in Historic Burns Square District downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Downtown Apartment in Historic Burns Square downtown Sarasota, holiday rental in Sarasota
Downtown Apartment in Historic Burns Square downtown Sarasota, holiday rental in Sarasota
Downtown Apartment in Historic Burns Square downtown Sarasota, holiday rental in Sarasota

Downtown Apartment in Historic Burns Square downtown Sarasota

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Cozy Sarasota Retreat - 3 Blocks to the Coast!, holiday rental in Sarasota
Cozy Sarasota Retreat - 3 Blocks to the Coast!, holiday rental in Sarasota
Cozy Sarasota Retreat - 3 Blocks to the Coast!, holiday rental in Sarasota

Cozy Sarasota Retreat - 3 Blocks to the Coast!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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#7 Loft Apartment in Historic District Downtown Sarasota , holiday rental in Sarasota
#7 Loft Apartment in Historic District Downtown Sarasota , holiday rental in Sarasota
#7 Loft Apartment in Historic District Downtown Sarasota , holiday rental in Sarasota

#7 Loft Apartment in Historic District Downtown Sarasota

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Downtown Sarasota #11, holiday rental in Sarasota
Downtown Sarasota #11, holiday rental in Sarasota
Downtown Sarasota #11, holiday rental in Sarasota

Downtown Sarasota #11

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -, holiday rental in Sarasota
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -, holiday rental in Sarasota
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -, holiday rental in Sarasota

4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Gorgeous Cottage Steps From Beach, holiday rental in Sarasota
Gorgeous Cottage Steps From Beach, holiday rental in Sarasota
Gorgeous Cottage Steps From Beach, holiday rental in Sarasota

Gorgeous Cottage Steps From Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Downtown Sarasota #12, holiday rental in Sarasota
Downtown Sarasota #12, holiday rental in Sarasota
Downtown Sarasota #12, holiday rental in Sarasota

Downtown Sarasota #12

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Unit 95- 2 Bedroom 2 Bathroom Condominium With Partial North Gulf Views, holiday rental in Sarasota
Unit 95- 2 Bedroom 2 Bathroom Condominium With Partial North Gulf Views, holiday rental in Sarasota
Unit 95- 2 Bedroom 2 Bathroom Condominium With Partial North Gulf Views, holiday rental in Sarasota

Unit 95- 2 Bedroom 2 Bathroom Condominium With Partial North Gulf Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, holiday rental in Sarasota
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, holiday rental in Sarasota
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, holiday rental in Sarasota

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Siesta-Zen (2BR) Bright, Airy, Newly Remodeled, and steps to the Village and Bes, holiday rental in Sarasota
Siesta-Zen (2BR) Bright, Airy, Newly Remodeled, and steps to the Village and Bes, holiday rental in Sarasota
Siesta-Zen (2BR) Bright, Airy, Newly Remodeled, and steps to the Village and Bes, holiday rental in Sarasota

Siesta-Zen (2BR) Bright, Airy, Newly Remodeled, and steps to the Village and Bes

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Charming Artist's Cottage In Laurel Park, holiday rental in Sarasota
Charming Artist's Cottage In Laurel Park, holiday rental in Sarasota
Charming Artist's Cottage In Laurel Park, holiday rental in Sarasota

Charming Artist's Cottage In Laurel Park

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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A Whale of a Good Time!, holiday rental in Sarasota
A Whale of a Good Time!, holiday rental in Sarasota
A Whale of a Good Time!, holiday rental in Sarasota

A Whale of a Good Time!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Sarasota Private Bungalow Oasis Close to Beaches & Downtown, holiday rental in Sarasota
Sarasota Private Bungalow Oasis Close to Beaches & Downtown, holiday rental in Sarasota
Sarasota Private Bungalow Oasis Close to Beaches & Downtown, holiday rental in Sarasota

Sarasota Private Bungalow Oasis Close to Beaches & Downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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3 bedroom Home with Pool Near Downtown., holiday rental in Sarasota
3 bedroom Home with Pool Near Downtown., holiday rental in Sarasota
3 bedroom Home with Pool Near Downtown., holiday rental in Sarasota

3 bedroom Home with Pool Near Downtown.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Siesta beach....one and only, holiday rental in Sarasota
Siesta beach....one and only, holiday rental in Sarasota
Siesta beach....one and only, holiday rental in Sarasota

Siesta beach....one and only

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach, holiday rental in Sarasota
Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach, holiday rental in Sarasota
Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach, holiday rental in Sarasota

Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private Home near Lido/Siesta Key Beach & Downtown, holiday rental in Sarasota
Private Home near Lido/Siesta Key Beach & Downtown, holiday rental in Sarasota
Private Home near Lido/Siesta Key Beach & Downtown, holiday rental in Sarasota

Private Home near Lido/Siesta Key Beach & Downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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STEPS TO LIDO BEACH, holiday rental in Sarasota
STEPS TO LIDO BEACH, holiday rental in Sarasota
STEPS TO LIDO BEACH, holiday rental in Sarasota

STEPS TO LIDO BEACH

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Amazing Condo! Wide, Deep, Powder White Beach! 2 Pools, Tennis, Gas Grills, holiday rental in Sarasota
Amazing Condo! Wide, Deep, Powder White Beach! 2 Pools, Tennis, Gas Grills, holiday rental in Sarasota
Amazing Condo! Wide, Deep, Powder White Beach! 2 Pools, Tennis, Gas Grills, holiday rental in Sarasota

Amazing Condo! Wide, Deep, Powder White Beach! 2 Pools, Tennis, Gas Grills

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach, holiday rental in Sarasota
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach, holiday rental in Sarasota
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach, holiday rental in Sarasota

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Siesta Key Vacation Property W/Heated Pool and Beach Access, holiday rental in Sarasota
Siesta Key Vacation Property W/Heated Pool and Beach Access, holiday rental in Sarasota
Siesta Key Vacation Property W/Heated Pool and Beach Access, holiday rental in Sarasota

Siesta Key Vacation Property W/Heated Pool and Beach Access

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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1Bed/1bath suite, holiday rental in Sarasota
1Bed/1bath suite, holiday rental in Sarasota
1Bed/1bath suite, holiday rental in Sarasota

1Bed/1bath suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!, holiday rental in Sarasota
Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!, holiday rental in Sarasota
Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!, holiday rental in Sarasota

Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Across The Street From #1 Beach, holiday rental in Sarasota
Across The Street From #1 Beach, holiday rental in Sarasota
Across The Street From #1 Beach, holiday rental in Sarasota

Across The Street From #1 Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Playalido Unit #3 Vacation home, is a complex located a few steps from Lido Beac, holiday rental in Sarasota
Playalido Unit #3 Vacation home, is a complex located a few steps from Lido Beac, holiday rental in Sarasota
Playalido Unit #3 Vacation home, is a complex located a few steps from Lido Beac, holiday rental in Sarasota

Playalido Unit #3 Vacation home, is a complex located a few steps from Lido Beac

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key, holiday rental in Sarasota
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key, holiday rental in Sarasota
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key, holiday rental in Sarasota

Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning, holiday rental in Sarasota
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning, holiday rental in Sarasota
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning, holiday rental in Sarasota

Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Prem 2Bed/2Bath Gate House Cottage with private beach access!, holiday rental in Sarasota
Prem 2Bed/2Bath Gate House Cottage with private beach access!, holiday rental in Sarasota
Prem 2Bed/2Bath Gate House Cottage with private beach access!, holiday rental in Sarasota

Prem 2Bed/2Bath Gate House Cottage with private beach access!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Lido's Blue Whale Beach Bungalow with private heated pool - 2 min walk to beach!, holiday rental in Sarasota
Lido's Blue Whale Beach Bungalow with private heated pool - 2 min walk to beach!, holiday rental in Sarasota
Lido's Blue Whale Beach Bungalow with private heated pool - 2 min walk to beach!, holiday rental in Sarasota

Lido's Blue Whale Beach Bungalow with private heated pool - 2 min walk to beach!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Pineapple House - private SOUTH facing POOL Hot tub -close to BEACHES - walkable, holiday rental in Sarasota
Pineapple House - private SOUTH facing POOL Hot tub -close to BEACHES - walkable, holiday rental in Sarasota
Pineapple House - private SOUTH facing POOL Hot tub -close to BEACHES - walkable, holiday rental in Sarasota

Pineapple House - private SOUTH facing POOL Hot tub -close to BEACHES - walkable

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Pet Friendly Guest House - Enjoy some peace at Indian Beach -  Saphire Shores!, holiday rental in Sarasota
Pet Friendly Guest House - Enjoy some peace at Indian Beach -  Saphire Shores!, holiday rental in Sarasota
Pet Friendly Guest House - Enjoy some peace at Indian Beach -  Saphire Shores!, holiday rental in Sarasota

Pet Friendly Guest House - Enjoy some peace at Indian Beach - Saphire Shores!

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Gulf-Side Beautiful  Condo with Pool Overlooking the Gulf!, holiday rental in Sarasota
Gulf-Side Beautiful  Condo with Pool Overlooking the Gulf!, holiday rental in Sarasota
Gulf-Side Beautiful  Condo with Pool Overlooking the Gulf!, holiday rental in Sarasota

Gulf-Side Beautiful Condo with Pool Overlooking the Gulf!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price, holiday rental in Sarasota
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price, holiday rental in Sarasota
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price, holiday rental in Sarasota

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Siesta Key Old Florida Cottage, Great Location at a Great Price, holiday rental in Sarasota
Siesta Key Old Florida Cottage, Great Location at a Great Price, holiday rental in Sarasota
Siesta Key Old Florida Cottage, Great Location at a Great Price, holiday rental in Sarasota

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Ingram House 2, holiday rental in Sarasota
Ingram House 2, holiday rental in Sarasota
Ingram House 2, holiday rental in Sarasota

Ingram House 2

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bright Coastal Condo: Walk to Lido Key Beach!, holiday rental in Sarasota
Bright Coastal Condo: Walk to Lido Key Beach!, holiday rental in Sarasota
Bright Coastal Condo: Walk to Lido Key Beach!, holiday rental in Sarasota

Bright Coastal Condo: Walk to Lido Key Beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Centrally located!  6 miles to Siesta and St. Armands. 2 miles to downtown., holiday rental in Sarasota
Centrally located!  6 miles to Siesta and St. Armands. 2 miles to downtown., holiday rental in Sarasota
Centrally located!  6 miles to Siesta and St. Armands. 2 miles to downtown., holiday rental in Sarasota

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Newly Renovated! Private Beach Front Complex w/3 pools, WiFi Incl. W/D, holiday rental in Sarasota
Newly Renovated! Private Beach Front Complex w/3 pools, WiFi Incl. W/D, holiday rental in Sarasota
Newly Renovated! Private Beach Front Complex w/3 pools, WiFi Incl. W/D, holiday rental in Sarasota

Newly Renovated! Private Beach Front Complex w/3 pools, WiFi Incl. W/D

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Full Gulf Views Across from Siesta Key Beach, holiday rental in Sarasota
Full Gulf Views Across from Siesta Key Beach, holiday rental in Sarasota
Full Gulf Views Across from Siesta Key Beach, holiday rental in Sarasota

Full Gulf Views Across from Siesta Key Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!, holiday rental in Sarasota
Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!, holiday rental in Sarasota
Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!, holiday rental in Sarasota

Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Hidden Gem in Charming Sarasota, Florida, holiday rental in Sarasota
Hidden Gem in Charming Sarasota, Florida, holiday rental in Sarasota
Hidden Gem in Charming Sarasota, Florida, holiday rental in Sarasota

Hidden Gem in Charming Sarasota, Florida

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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RENOVATED Villa Beachside, Siesta Key private beach access 2br/2ba, holiday rental in Sarasota
RENOVATED Villa Beachside, Siesta Key private beach access 2br/2ba, holiday rental in Sarasota
RENOVATED Villa Beachside, Siesta Key private beach access 2br/2ba, holiday rental in Sarasota

RENOVATED Villa Beachside, Siesta Key private beach access 2br/2ba

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Steps away from the #1 beach! Spectacular views on the GIANT balcony!, holiday rental in Sarasota
Steps away from the #1 beach! Spectacular views on the GIANT balcony!, holiday rental in Sarasota
Steps away from the #1 beach! Spectacular views on the GIANT balcony!, holiday rental in Sarasota

Steps away from the #1 beach! Spectacular views on the GIANT balcony!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Outdoor shower and wonderful private fenced yard, holiday rental in Sarasota
Outdoor shower and wonderful private fenced yard, holiday rental in Sarasota
Outdoor shower and wonderful private fenced yard, holiday rental in Sarasota

Outdoor shower and wonderful private fenced yard

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!, holiday rental in Sarasota
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!, holiday rental in Sarasota
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!, holiday rental in Sarasota

Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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REZRentals - Jamaica Royale Villa 40 - Renovated 1 Bed / 1 Bath Condo, holiday rental in Sarasota
REZRentals - Jamaica Royale Villa 40 - Renovated 1 Bed / 1 Bath Condo, holiday rental in Sarasota
REZRentals - Jamaica Royale Villa 40 - Renovated 1 Bed / 1 Bath Condo, holiday rental in Sarasota

REZRentals - Jamaica Royale Villa 40 - Renovated 1 Bed / 1 Bath Condo

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Showing results 1-50 of 3,363
Frequently Asked Questions about Sarasota