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Holiday Rentals in Sarasota

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1797 rentals in Sarasota.
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Best Beaches & Pool!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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St.Armands Circle condo ( Kingston Arms )

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Downtown Sarasota five star home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH ON BEACH

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The MacGregor House is 1925 Old Florida elegance

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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A Wonderful Pool House on a lake full of wildlife.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Five star Downtown Sarasota tropical garden Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charles Ringling Loft: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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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
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Cute Efficiency Apartment - nice neighborhood

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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AFFORDABLE APARTMENT IN DOWNTOWN(2 Br/1 Bth) LIDO BEACH ( 6 people)

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cosy cottage close to Downtown Siesta Key Beach and Golf courses

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3BR 2BTH 1180sqft Condo 15 Minutes From Beaches

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sarasota Waterfront Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Great Location and Best Price in Sarasota

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Living the Dream on Lido I, cute condo one block to the beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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A Bayside Treasure - Exceptional Waterfront Views!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Full Gulf Views Across from Siesta Key Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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NEW LISTING!!! Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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THANKSGIVING AVAILABLE� 3BED/3BATH, GREAT VIEWS!'WARRIOR' AIR PURIFIER! �

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Immaculate, close to everything Sarasota

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Immaculate, Newly Remodeled Close to Siesta Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Front 3BR 2 BA Villa Near Siesta Key Village

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Home with Private, heated, saltwater pool Pet Friendly

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool/BBQ/walk to town

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Just a three minute walk from the white sand of the world renowned Siesta Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Townhouse with Garage - Across from Siesta Key Beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury Beach Condo on Crescent Beach - #1 Beach in USA

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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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Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spotless, Close to everything Beaches are Open (Read Our Reviews)

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spacious beach house sleeping 13 with private heated pool and hot tub

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming Private Garden Cottage hide away in the heart of Sarasota

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Oceanfront/Beachfront Condo in Premier Complex - Y Building

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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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Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BRAND NEW HOME! Private Heated Pool-Walking Distance to St. Armand's!

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Beautiful White Sand Siesta Key

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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