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Sarasota Vacation Rentals

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Bedrooms

Bathrooms

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5 km
3690 rentals in Sarasota.
Charming Private Studio in Historic Downtown Area, vacation rental in Sarasota
Charming Private Studio in Historic Downtown Area, vacation rental in Sarasota
Charming Private Studio in Historic Downtown Area, vacation rental in Sarasota

Charming Private Studio in Historic Downtown Area

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

Siesta Beach House - 105

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

The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH

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

One Bedroom in Historic Burns Square District downtown

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

Downtown Apartment in Historic Burns Square downtown Sarasota

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

Cozy Sarasota Retreat - 3 Blocks to the Coast!

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

#7 Loft Apartment in Historic District Downtown Sarasota

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

Downtown Sarasota #11

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -, vacation rental in Sarasota
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -, vacation rental in Sarasota
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -, vacation 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, vacation rental in Sarasota
Gorgeous Cottage Steps From Beach, vacation rental in Sarasota
Gorgeous Cottage Steps From Beach, vacation rental in Sarasota

Gorgeous Cottage Steps From Beach

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

Downtown Sarasota #12

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Unit 95- 2 Bedroom 2 Bathroom Condominium With Partial North Gulf Views, vacation rental in Sarasota
Unit 95- 2 Bedroom 2 Bathroom Condominium With Partial North Gulf Views, vacation rental in Sarasota
Unit 95- 2 Bedroom 2 Bathroom Condominium With Partial North Gulf Views, vacation 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, vacation rental in Sarasota
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, vacation rental in Sarasota
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, vacation 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
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Siesta-Zen (2BR) Bright, Airy, Newly Remodeled, and steps to the Village and Bes, vacation rental in Sarasota
Siesta-Zen (2BR) Bright, Airy, Newly Remodeled, and steps to the Village and Bes, vacation rental in Sarasota
Siesta-Zen (2BR) Bright, Airy, Newly Remodeled, and steps to the Village and Bes, vacation 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
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Charming Artist's Cottage In Laurel Park, vacation rental in Sarasota
Charming Artist's Cottage In Laurel Park, vacation rental in Sarasota
Charming Artist's Cottage In Laurel Park, vacation rental in Sarasota

Charming Artist's Cottage In Laurel Park

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

A Whale of a Good Time!

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

Sarasota Private Bungalow Oasis Close to Beaches & Downtown

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

3 bedroom Home with Pool Near Downtown.

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

Siesta beach....one and only

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach, vacation rental in Sarasota
Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach, vacation rental in Sarasota
Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach, vacation 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
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Private Home near Lido/Siesta Key Beach & Downtown, vacation rental in Sarasota
Private Home near Lido/Siesta Key Beach & Downtown, vacation rental in Sarasota
Private Home near Lido/Siesta Key Beach & Downtown, vacation rental in Sarasota

Private Home near Lido/Siesta Key Beach & Downtown

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

STEPS TO LIDO BEACH

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Amazing Condo! Wide, Deep, Powder White Beach! 2 Pools, Tennis, Gas Grills, vacation rental in Sarasota
Amazing Condo! Wide, Deep, Powder White Beach! 2 Pools, Tennis, Gas Grills, vacation rental in Sarasota
Amazing Condo! Wide, Deep, Powder White Beach! 2 Pools, Tennis, Gas Grills, vacation 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
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Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach, vacation rental in Sarasota
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach, vacation rental in Sarasota
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach, vacation 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
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Siesta Key Vacation Property W/Heated Pool and Beach Access, vacation rental in Sarasota
Siesta Key Vacation Property W/Heated Pool and Beach Access, vacation rental in Sarasota
Siesta Key Vacation Property W/Heated Pool and Beach Access, vacation rental in Sarasota

Siesta Key Vacation Property W/Heated Pool and Beach Access

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

1Bed/1bath suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!, vacation rental in Sarasota
Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!, vacation rental in Sarasota
Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!, vacation 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
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Across The Street From #1 Beach, vacation rental in Sarasota
Across The Street From #1 Beach, vacation rental in Sarasota
Across The Street From #1 Beach, vacation rental in Sarasota

Across The Street From #1 Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Playalido Unit #3 Vacation home, is a complex located a few steps from Lido Beac, vacation rental in Sarasota
Playalido Unit #3 Vacation home, is a complex located a few steps from Lido Beac, vacation rental in Sarasota
Playalido Unit #3 Vacation home, is a complex located a few steps from Lido Beac, vacation 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
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Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key, vacation rental in Sarasota
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key, vacation rental in Sarasota
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key, vacation 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
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Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning, vacation rental in Sarasota
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning, vacation rental in Sarasota
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning, vacation 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
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Prem 2Bed/2Bath Gate House Cottage with private beach access!, vacation rental in Sarasota
Prem 2Bed/2Bath Gate House Cottage with private beach access!, vacation rental in Sarasota
Prem 2Bed/2Bath Gate House Cottage with private beach access!, vacation rental in Sarasota

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lido's Blue Whale Beach Bungalow with private heated pool - 2 min walk to beach!, vacation rental in Sarasota
Lido's Blue Whale Beach Bungalow with private heated pool - 2 min walk to beach!, vacation rental in Sarasota
Lido's Blue Whale Beach Bungalow with private heated pool - 2 min walk to beach!, vacation 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
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Pineapple House - private SOUTH facing POOL Hot tub -close to BEACHES - walkable, vacation rental in Sarasota
Pineapple House - private SOUTH facing POOL Hot tub -close to BEACHES - walkable, vacation rental in Sarasota
Pineapple House - private SOUTH facing POOL Hot tub -close to BEACHES - walkable, vacation 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
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Pet Friendly Guest House - Enjoy some peace at Indian Beach -  Saphire Shores!, vacation rental in Sarasota
Pet Friendly Guest House - Enjoy some peace at Indian Beach -  Saphire Shores!, vacation rental in Sarasota
Pet Friendly Guest House - Enjoy some peace at Indian Beach -  Saphire Shores!, vacation 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
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Gulf-Side Beautiful  Condo with Pool Overlooking the Gulf!, vacation rental in Sarasota
Gulf-Side Beautiful  Condo with Pool Overlooking the Gulf!, vacation rental in Sarasota
Gulf-Side Beautiful  Condo with Pool Overlooking the Gulf!, vacation rental in Sarasota

Gulf-Side Beautiful Condo with Pool Overlooking the Gulf!

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

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

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

Ingram House 2

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

Bright Coastal Condo: Walk to Lido Key Beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Centrally located!  6 miles to Siesta and St. Armands. 2 miles to downtown., vacation rental in Sarasota
Centrally located!  6 miles to Siesta and St. Armands. 2 miles to downtown., vacation rental in Sarasota
Centrally located!  6 miles to Siesta and St. Armands. 2 miles to downtown., vacation 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
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Full Gulf Views Across from Siesta Key Beach, vacation rental in Sarasota
Full Gulf Views Across from Siesta Key Beach, vacation rental in Sarasota
Full Gulf Views Across from Siesta Key Beach, vacation rental in Sarasota

Full Gulf Views Across from Siesta Key Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!, vacation rental in Sarasota
Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!, vacation rental in Sarasota
Charming Downtown Sarasota Cottage- near Legacy Trail and 10 min to beach!, vacation 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
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Hidden Gem in Charming Sarasota, Florida, vacation rental in Sarasota
Hidden Gem in Charming Sarasota, Florida, vacation rental in Sarasota
Hidden Gem in Charming Sarasota, Florida, vacation rental in Sarasota

Hidden Gem in Charming Sarasota, Florida

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

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps away from the #1 beach! Spectacular views on the GIANT balcony!, vacation rental in Sarasota
Steps away from the #1 beach! Spectacular views on the GIANT balcony!, vacation rental in Sarasota
Steps away from the #1 beach! Spectacular views on the GIANT balcony!, vacation 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
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Outdoor shower and wonderful private fenced yard, vacation rental in Sarasota
Outdoor shower and wonderful private fenced yard, vacation rental in Sarasota
Outdoor shower and wonderful private fenced yard, vacation rental in Sarasota

Outdoor shower and wonderful private fenced yard

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!, vacation rental in Sarasota
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!, vacation rental in Sarasota
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!, vacation 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
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REZRentals - Jamaica Royale Villa 40 - Renovated 1 Bed / 1 Bath Condo, vacation rental in Sarasota
REZRentals - Jamaica Royale Villa 40 - Renovated 1 Bed / 1 Bath Condo, vacation rental in Sarasota
REZRentals - Jamaica Royale Villa 40 - Renovated 1 Bed / 1 Bath Condo, vacation 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
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Central location Downtown 1 mile to Main St. cafes/shops, 10 min drive to beach., vacation rental in Sarasota
Central location Downtown 1 mile to Main St. cafes/shops, 10 min drive to beach., vacation rental in Sarasota
Central location Downtown 1 mile to Main St. cafes/shops, 10 min drive to beach., vacation rental in Sarasota

Central location Downtown 1 mile to Main St. cafes/shops, 10 min drive to beach.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Showing results 1-50 of 3,690
Frequently Asked Questions about Sarasota






About Sarasota
Florida's Gulf Coast is packed with gems, and Sarasota is one that shines particularly brightly. Settle into this lively and welcoming community, and feel like a local by staying at your choice of Sarasota vacation homes.
Sarasota Climate
Like most of Florida, Sarasota boasts humid summers and mild winters. During the peak of summer in July and August, temperatures often exceed 90 degrees, and the area receives frequent thunderstorms. In the winter, Sarasota experiences temperatures in the 70s, and the skies remain relatively dry.
How to Get Around Sarasota
Flying into the Sarasota area is easy, thanks to several convenient airport options. Whether you fly to the Sarasota-Bradenton International Airport, the Tampa International Airport, or the St. Pete-Clearwater International Airport, you'll be just a short drive from most Sarasota vacation homes. Since Sarasota spans both the mainland and islands, you'll cover the most ground by car.
Top Things to Do in Sarasota
With art, architecture, and flora, The Ringling has something for everyone. You could easily spend an entire day touring the Venetian Gothic Ca' d'Zan, delighting in the details of the 44,000-piece Howard Bros. Circus Model, smelling the flowers in Mable Ringling's Rose Garden, or looking for treasures in John Ringling's Renaissance-style Museum of Art Courtyard.
Can't Miss Sarasota Events
No matter the season, you'll find a festival or special event to pique your interest in Sarasota. Dance, music, and theater lovers should mark their calendars for the Ringling International Arts Festival, which celebrates the best of contemporary performing arts. In January, the Forks and Corks Food and Wine Festival treats attendees to wine and food tastings, celebrity chef events, and food demonstrations. In April, the Sarasota Film Festival spans 10 days, highlights over 200 films, and welcomes more than 250 filmmakers. With panels, symposia, and talks with filmmakers, this is one of the city's most popular events each year.