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Holiday Rentals in Sarasota

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
3849 rentals in Sarasota.
A Wonderful Pool House on a lake full of wildlife., holiday rental in Sarasota
A Wonderful Pool House on a lake full of wildlife., holiday rental in Sarasota
A Wonderful Pool House on a lake full of wildlife., holiday rental in Sarasota

A Wonderful Pool House on a lake full of wildlife.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6, holiday rental in Sarasota
Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6, holiday rental in Sarasota
Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6, holiday rental in Sarasota

Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Doveplum 620, holiday rental in Sarasota
Doveplum 620, holiday rental in Sarasota
Doveplum 620, holiday rental in Sarasota

Doveplum 620

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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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one bedroom at Living the Dream on Lido, close to the beach and st Armands., holiday rental in Sarasota
one bedroom at Living the Dream on Lido, close to the beach and st Armands., holiday rental in Sarasota
one bedroom at Living the Dream on Lido, close to the beach and st Armands., holiday rental in Sarasota

one bedroom at Living the Dream on Lido, close to the beach and st Armands.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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
More info
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NEW LISTING!!!  Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!, holiday rental in Sarasota
NEW LISTING!!!  Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!, holiday rental in Sarasota
NEW LISTING!!!  Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!, holiday rental in Sarasota

NEW LISTING!!! Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Centrally Located, Sarasota Home Close To Amish Community, holiday rental in Sarasota
Centrally Located, Sarasota Home Close To Amish Community, holiday rental in Sarasota
Centrally Located, Sarasota Home Close To Amish Community, holiday rental in Sarasota

Centrally Located, Sarasota Home Close To Amish Community

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Immaculate, Newly Remodeled Close to Siesta Beach, holiday rental in Sarasota
Immaculate, Newly Remodeled Close to Siesta Beach, holiday rental in Sarasota
Immaculate, Newly Remodeled Close to Siesta Beach, holiday rental in Sarasota

Immaculate, Newly Remodeled Close to Siesta Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Best locale in SRQ walk/bike 1mi to the Bay & Main St, 10 min drive to beach, holiday rental in Sarasota
Best locale in SRQ walk/bike 1mi to the Bay & Main St, 10 min drive to beach, holiday rental in Sarasota
Best locale in SRQ walk/bike 1mi to the Bay & Main St, 10 min drive to beach, holiday rental in Sarasota

Best locale in SRQ walk/bike 1mi to the Bay & Main St, 10 min drive to beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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ROYS PLACE private, tropical, romantic paradise., holiday rental in Sarasota
ROYS PLACE private, tropical, romantic paradise., holiday rental in Sarasota
ROYS PLACE private, tropical, romantic paradise., holiday rental in Sarasota

ROYS PLACE private, tropical, romantic paradise.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Gorgeous Cottages Steps From Beach/Heated Pool, holiday rental in Sarasota
Gorgeous Cottages Steps From Beach/Heated Pool, holiday rental in Sarasota
Gorgeous Cottages Steps From Beach/Heated Pool, holiday rental in Sarasota

Gorgeous Cottages Steps From Beach/Heated Pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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You will love Lido Key!, holiday rental in Sarasota
You will love Lido Key!, holiday rental in Sarasota
You will love Lido Key!, holiday rental in Sarasota

You will love Lido Key!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Sunsets in Paradise. Walk to beach. Shop & Dine * St. Armands, holiday rental in Sarasota
Sunsets in Paradise. Walk to beach. Shop & Dine * St. Armands, holiday rental in Sarasota
Sunsets in Paradise. Walk to beach. Shop & Dine * St. Armands, holiday rental in Sarasota

Sunsets in Paradise. Walk to beach. Shop & Dine * St. Armands

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!, holiday rental in Sarasota
ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!, holiday rental in Sarasota
ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!, holiday rental in Sarasota

ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Classic Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool, holiday rental in Sarasota
Classic Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool, holiday rental in Sarasota
Classic Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool, holiday rental in Sarasota

Classic Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Tropical paradise in the heart of SRQ 1mi to Main St & 10 min drive to  beach., holiday rental in Sarasota
Tropical paradise in the heart of SRQ 1mi to Main St & 10 min drive to  beach., holiday rental in Sarasota
Tropical paradise in the heart of SRQ 1mi to Main St & 10 min drive to  beach., holiday rental in Sarasota

Tropical paradise in the heart of SRQ 1mi to Main St & 10 min drive to beach.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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! Luxury Siesta Key Beach Front Home, holiday rental in Sarasota
! Luxury Siesta Key Beach Front Home, holiday rental in Sarasota
! Luxury Siesta Key Beach Front Home, holiday rental in Sarasota

! Luxury Siesta Key Beach Front Home

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale, holiday rental in Sarasota
Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale, holiday rental in Sarasota
Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale, holiday rental in Sarasota

Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Lido Beach Walk! One block to beach, easy 10 min stroll to St Armand's Circle., holiday rental in Sarasota
Lido Beach Walk! One block to beach, easy 10 min stroll to St Armand's Circle., holiday rental in Sarasota
Lido Beach Walk! One block to beach, easy 10 min stroll to St Armand's Circle., holiday rental in Sarasota

Lido Beach Walk! One block to beach, easy 10 min stroll to St Armand's Circle.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Siesta Key,  beach front condo on America's #1 Beach!  2 BR,  2 Bath, Sleeps 6, holiday rental in Sarasota
Siesta Key,  beach front condo on America's #1 Beach!  2 BR,  2 Bath, Sleeps 6, holiday rental in Sarasota
Siesta Key,  beach front condo on America's #1 Beach!  2 BR,  2 Bath, Sleeps 6, holiday rental in Sarasota

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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New Availability Nov 17th to Jan 14th!, holiday rental in Sarasota
New Availability Nov 17th to Jan 14th!, holiday rental in Sarasota
New Availability Nov 17th to Jan 14th!, holiday rental in Sarasota

New Availability Nov 17th to Jan 14th!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Vacation delight! Cozy condo just steps from the beach and St. Armands circle., holiday rental in Sarasota
Vacation delight! Cozy condo just steps from the beach and St. Armands circle., holiday rental in Sarasota
Vacation delight! Cozy condo just steps from the beach and St. Armands circle., holiday rental in Sarasota

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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RECENTLY RENOVATED! Only steps to the beach and premium everything!, holiday rental in Sarasota
RECENTLY RENOVATED! Only steps to the beach and premium everything!, holiday rental in Sarasota
RECENTLY RENOVATED! Only steps to the beach and premium everything!, holiday rental in Sarasota

RECENTLY RENOVATED! Only steps to the beach and premium everything!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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CUTE 2 BED 2 BATH COTTAGE 2 MI FROM THE BEACH- NO SMOKING, holiday rental in Sarasota
CUTE 2 BED 2 BATH COTTAGE 2 MI FROM THE BEACH- NO SMOKING, holiday rental in Sarasota
CUTE 2 BED 2 BATH COTTAGE 2 MI FROM THE BEACH- NO SMOKING, holiday rental in Sarasota

CUTE 2 BED 2 BATH COTTAGE 2 MI FROM THE BEACH- NO SMOKING

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Lido/Sarasota, walk to Beach &St. Armands, HEATED POOL home w/grill, holiday rental in Sarasota
Lido/Sarasota, walk to Beach &St. Armands, HEATED POOL home w/grill, holiday rental in Sarasota
Lido/Sarasota, walk to Beach &St. Armands, HEATED POOL home w/grill, holiday rental in Sarasota

Lido/Sarasota, walk to Beach &St. Armands, HEATED POOL home w/grill

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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ROYS PLACE Romantic Near Downtown with Private Heated Pool!, holiday rental in Sarasota
ROYS PLACE Romantic Near Downtown with Private Heated Pool!, holiday rental in Sarasota
ROYS PLACE Romantic Near Downtown with Private Heated Pool!, holiday rental in Sarasota

ROYS PLACE Romantic Near Downtown with Private Heated Pool!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Rare, Private Beach Cottage & Grounds, steps to Beach, holiday rental in Sarasota
Rare, Private Beach Cottage & Grounds, steps to Beach, holiday rental in Sarasota
Rare, Private Beach Cottage & Grounds, steps to Beach, holiday rental in Sarasota

Rare, Private Beach Cottage & Grounds, steps to Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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1/10 mile to Lido Beach, holiday rental in Sarasota
1/10 mile to Lido Beach, holiday rental in Sarasota
1/10 mile to Lido Beach, holiday rental in Sarasota

1/10 mile to Lido Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach, holiday rental in Sarasota
Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach, holiday rental in Sarasota
Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach, holiday rental in Sarasota

Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beautiful White Sand Siesta Key, holiday rental in Sarasota
Beautiful White Sand Siesta Key, holiday rental in Sarasota
Beautiful White Sand Siesta Key, holiday rental in Sarasota

Beautiful White Sand Siesta Key

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Family friendly with large pool, holiday rental in Sarasota
Family friendly with large pool, holiday rental in Sarasota
Family friendly with large pool, holiday rental in Sarasota

Family friendly with large pool

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Heated Pool/Spa, Putting Green, Game Room. Walk/Bike to Everything, holiday rental in Sarasota
Heated Pool/Spa, Putting Green, Game Room. Walk/Bike to Everything, holiday rental in Sarasota
Heated Pool/Spa, Putting Green, Game Room. Walk/Bike to Everything, holiday rental in Sarasota

Heated Pool/Spa, Putting Green, Game Room. Walk/Bike to Everything

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
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Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!, holiday rental in Sarasota
Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!, holiday rental in Sarasota
Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!, holiday rental in Sarasota

Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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LuLu's Loggerhead - Walk to Siesta Key Beach. In Village, Heated Pool, WiFi, holiday rental in Sarasota
LuLu's Loggerhead - Walk to Siesta Key Beach. In Village, Heated Pool, WiFi, holiday rental in Sarasota
LuLu's Loggerhead - Walk to Siesta Key Beach. In Village, Heated Pool, WiFi, holiday rental in Sarasota

LuLu's Loggerhead - Walk to Siesta Key Beach. In Village, Heated Pool, WiFi

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Heated Pool! Close 2 Siesta & Lido Beaches, Downtown & Pinecraft, holiday rental in Sarasota
Heated Pool! Close 2 Siesta & Lido Beaches, Downtown & Pinecraft, holiday rental in Sarasota
Heated Pool! Close 2 Siesta & Lido Beaches, Downtown & Pinecraft, holiday rental in Sarasota

Heated Pool! Close 2 Siesta & Lido Beaches, Downtown & Pinecraft

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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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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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LUXURY VILLA SIESTA KEY- 10 PERS. 2 MIN FROM THE BEACH - POOL AND HEATED SPA, holiday rental in Sarasota
LUXURY VILLA SIESTA KEY- 10 PERS. 2 MIN FROM THE BEACH - POOL AND HEATED SPA, holiday rental in Sarasota
LUXURY VILLA SIESTA KEY- 10 PERS. 2 MIN FROM THE BEACH - POOL AND HEATED SPA, holiday rental in Sarasota

LUXURY VILLA SIESTA KEY- 10 PERS. 2 MIN FROM THE BEACH - POOL AND HEATED SPA

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Steps from Siesta Village and the Beach, holiday rental in Sarasota
Steps from Siesta Village and the Beach, holiday rental in Sarasota
Steps from Siesta Village and the Beach, holiday rental in Sarasota

Steps from Siesta Village and the Beach

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Beautiful, Updated, Ground Floor Condo.  Convenient to Beach, Pool & Village, holiday rental in Sarasota
Beautiful, Updated, Ground Floor Condo.  Convenient to Beach, Pool & Village, holiday rental in Sarasota
Beautiful, Updated, Ground Floor Condo.  Convenient to Beach, Pool & Village, holiday rental in Sarasota

Beautiful, Updated, Ground Floor Condo. Convenient to Beach, Pool & Village

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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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Unit 350 - 2 Bedroom 2 Bathroom Bay Side Standard Condominium, holiday rental in Sarasota
Unit 350 - 2 Bedroom 2 Bathroom Bay Side Standard Condominium, holiday rental in Sarasota
Unit 350 - 2 Bedroom 2 Bathroom Bay Side Standard Condominium, holiday rental in Sarasota

Unit 350 - 2 Bedroom 2 Bathroom Bay Side Standard Condominium

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded luxury with heated Saltwater Pool with Spa, holiday rental in Sarasota
Secluded luxury with heated Saltwater Pool with Spa, holiday rental in Sarasota
Secluded luxury with heated Saltwater Pool with Spa, holiday rental in Sarasota

Secluded luxury with heated Saltwater Pool with Spa

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Waterfront Home near Siesta Key w/beautiful L shaped pool overlooking the canal., holiday rental in Sarasota
Waterfront Home near Siesta Key w/beautiful L shaped pool overlooking the canal., holiday rental in Sarasota
Waterfront Home near Siesta Key w/beautiful L shaped pool overlooking the canal., holiday rental in Sarasota

Waterfront Home near Siesta Key w/beautiful L shaped pool overlooking the canal.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxurious Waterfront Retreat minutes from Beach, bay front with city views., holiday rental in Sarasota
Luxurious Waterfront Retreat minutes from Beach, bay front with city views., holiday rental in Sarasota
Luxurious Waterfront Retreat minutes from Beach, bay front with city views., holiday rental in Sarasota

Luxurious Waterfront Retreat minutes from Beach, bay front with city views.

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
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Adorable Beach Cottage Bungalow in Sunny Sarasota, holiday rental in Sarasota
Adorable Beach Cottage Bungalow in Sunny Sarasota, holiday rental in Sarasota
Adorable Beach Cottage Bungalow in Sunny Sarasota, holiday rental in Sarasota

Adorable Beach Cottage Bungalow in Sunny Sarasota

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Clean Beautiful Condo, Private Beach in Siesta key No check-in date restriction, holiday rental in Sarasota
Clean Beautiful Condo, Private Beach in Siesta key No check-in date restriction, holiday rental in Sarasota
Clean Beautiful Condo, Private Beach in Siesta key No check-in date restriction, holiday rental in Sarasota

Clean Beautiful Condo, Private Beach in Siesta key No check-in date restriction

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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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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Stunning Siesta Key,,  .2 blocks to Shell Beach, holiday rental in Sarasota
Stunning Siesta Key,,  .2 blocks to Shell Beach, holiday rental in Sarasota
Stunning Siesta Key,,  .2 blocks to Shell Beach, holiday rental in Sarasota

Stunning Siesta Key,, .2 blocks to Shell Beach

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Showing results 1-50 of 3,849
Frequently Asked Questions about Sarasota