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Luxury Holiday Rentals and Houses in Sarasota, FL
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1848 rentals
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Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck
12 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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The MacGregor House is 1925 Old Florida elegance
1 review
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
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Cute Efficiency Apartment - nice neighborhood
11 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private
3 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Five star Downtown Sarasota tropical garden Cottage
18 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6
2 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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A Wonderful Pool House on a lake full of wildlife.
108 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6
4 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Sarasota Waterfront Suite
2 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Great Location and Best Price in Sarasota
1 review
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Living the Dream on Lido I, cute condo one block to the beach
142 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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A Bayside Treasure - Exceptional Waterfront Views!!
150 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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NEW LISTING!!! Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!
116 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Full Gulf Views Across from Siesta Key Beach
103 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community
93 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area
89 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beach Front 3BR 2 BA Villa Near Siesta Key Village
112 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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THANKSGIVING AVAILABLE� 3BED/3BATH, GREAT VIEWS!'WARRIOR' AIR PURIFIER! �
109 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Immaculate, close to everything Sarasota
150 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views
84 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Townhouse with Garage - Across from Siesta Key Beach!
93 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool/BBQ/walk to town
64 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Secluded Home with Private, heated, saltwater pool Pet Friendly
92 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Immaculate, Newly Remodeled Close to Siesta Beach
206 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Luxury Beach Condo on Crescent Beach - #1 Beach in USA
77 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Just a three minute walk from the white sand of the world renowned Siesta Beach
99 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
74 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH ON BEACH
100 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key
67 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!
81 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!
55 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's
71 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL
42 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Spotless, Close to everything Beaches are Open (Read Our Reviews)
52 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation
106 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Spacious beach house sleeping 13 with private heated pool and hot tub
82 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 13
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Beautiful White Sand Siesta Key
103 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match:
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Oceanfront/Beachfront Condo in Premier Complex - Y Building
160 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Romantic.....1 Block To Sarasota Bay, 1 Mile To Downtown, 2 Miles To Lido Beach!
78 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
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Charming Private Garden Cottage hide away in the heart of Sarasota
80 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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BRAND NEW HOME! Private Heated Pool-Walking Distance to St. Armand's!
35 reviews
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 19
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Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!
98 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE
72 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match:
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Siesta Key - Beach Front Condo at Siesta Dunes
73 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Adorable Beach Cottage Bungalow in Sunny Sarasota
37 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast
65 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Luxurious Mediterranean Estate with Private Beach!
88 reviews
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
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RECENTLY RENOVATED! Only steps to the beach and premium everything!
131 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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At the Beach - Where Tomorrow is Just Another Day in Paradise
78 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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Open for reservations- Tropical Paradise close to downtown/ beaches, very clean
79 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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