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1726 rentals
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Best Beaches & Pool!
18 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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St.Armands Circle condo ( Kingston Arms )
14 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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Downtown Sarasota five star home
9 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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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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THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH ON BEACH
98 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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TORTUGA BEACH CLUB, SIESTA KEY
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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New Listing on Siesta Key, Ocean Views, Private Beach, Heated Pool, WiFi, Tenn
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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A Wonderful Pool House on a lake full of wildlife.
107 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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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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Charles Ringling Loft: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
16 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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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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Cute Efficiency Apartment - nice neighborhood
11 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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AFFORDABLE APARTMENT IN DOWNTOWN(2 Br/1 Bth) LIDO BEACH ( 6 people)
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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Cosy cottage close to Downtown Siesta Key Beach and Golf courses
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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3BR 2BTH 1180sqft Condo 15 Minutes From Beaches
6 reviews
Condo/Apartment
3 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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A Bayside Treasure - Exceptional Waterfront Views!!
148 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Living the Dream on Lido I, cute condo one block to the beach
140 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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NEW LISTING!!! Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!
109 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Full Gulf Views Across from Siesta Key Beach
96 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community
88 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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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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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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Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views
78 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Immaculate, close to everything Sarasota
145 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Immaculate, Newly Remodeled Close to Siesta Beach
199 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Secluded Home with Private, heated, saltwater pool Pet Friendly
91 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Beach Front 3BR 2 BA Villa Near Siesta Key Village
109 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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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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Just a three minute walk from the white sand of the world renowned Siesta Beach
97 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation
103 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Luxury Beach Condo on Crescent Beach - #1 Beach in USA
70 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Townhouse with Garage - Across from Siesta Key Beach!
89 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
71 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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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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ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!
49 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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Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!
77 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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RECENTLY RENOVATED! Only steps to the beach and premium everything!
127 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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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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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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VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE
69 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Spotless, Close to everything Beaches are Open (Read Our Reviews)
50 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast
63 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Spacious beach house sleeping 13 with private heated pool and hot tub
81 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 13
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Oceanfront/Beachfront Condo in Premier Complex - Y Building
156 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Frequently Asked Questions about Sarasota
Do any holiday rentals in Sarasota have a pool?
Yes, here are some popular holiday rentals in Sarasota that have a pool:\n
\n
A Wonderful Pool House on a lake full of wildlife.
\n
Timberwoods Vacation Villas Best Value in Sarasota
\n
Sarasota Villa
\n
\n
See all holiday rentals with a pool in Sarasota on Tripadvisor
Do any holiday rentals in Sarasota have internet access?
Yes, here are some popular holiday rentals in Sarasota that have internet access:\n
\n
Cute Efficiency Apartment - nice neighborhood
\n
A Wonderful Pool House on a lake full of wildlife.
\n
Timberwoods Vacation Villas Best Value in Sarasota
\n
\n
See all holiday rentals in Sarasota on Tripadvisor
What are the best pet friendly rentals in Sarasota?
The best pet friendly rentals in Sarasota are:\n
\n
Luxury Beach Cotttage
\n
Guest Cottage, clean, convenient and remodeled.
\n
Newly Updated 3 Bedroom Pool Home - Close to Beach
\n
\n
See all pet friendly holiday rentals in Sarasota on Tripadvisor
What are some great rentals in Sarasota that are kid friendly?
Some of the most popular kid friendly rentals in Sarasota are:\n
\n
Cute Efficiency Apartment - nice neighborhood
\n
A Wonderful Pool House on a lake full of wildlife.
\n
Timberwoods Vacation Villas Best Value in Sarasota
\n
\n
See all kid friendly holiday rentals in Sarasota on Tripadvisor