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Sarasota >
Vacation Rentals

Vacation Rentals in Sarasota

Sorting by

Smooth Sailing

6836 Roxbury Dr, Hotel in Sarasota, United States

343 US$

min. price/night

Siesta Dunes 1-208 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

Coastal Cottage

6605 Colonial Drive, Hotel in Sarasota, United States

Modern Spacious 3 Bedroom 2 Bathroom Private Pool Home In Sarasota Near Siesta Key

3924 Helene Street, Hotel in Sarasota, United States

Seabreeze Pool Retreat.

3978 Berlin Drive, Hotel in Sarasota, United States

Sarasota Vacation Home

349 Bailey Road, Hotel in Sarasota, United States

Hidden Treasure On Lido Key

344 Monroe Dr, Hotel in Sarasota, United States

Siesta Dunes 2-405 By Siesta Dunes

6234 Midnight Pass Road, Hotel in Sarasota, United States

1125-501 Water Views At Every Turn

1125 Peppertree Drive #501, Hotel in Sarasota, United States

Shore Thing

209 Garfield Drive, Hotel in Sarasota, United States

1547 US$

min. price/night

Siesta Dunes 1-109 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

The Shaded Sanctuary

3331 Old Oak Dr, Hotel in Sarasota, United States

Siesta Breakers On Crescent Beach

6480 Midnight Pass Rd, Hotel in Sarasota, United States

Unwind Poolside And Walk To Beach! Sarasota Retreat

1031 Point Of Rocks Rd, Hotel in Sarasota, United States

Peaceful 3-Bedroom Home With Pool In Sarasota

2911 Garriott Ln, Hotel in Sarasota, United States

Stylish Nordic Stay Walk To Hospital & Beaches

2040 Arlington Street, Hotel in Sarasota, United States

Stylish Retro Vibes Private Bbq & Beach Access

5723 Nutmeg Avenue, Hotel in Sarasota, United States

Pool House Overlooking Lake

10230 Morning Mist Ln, Hotel in Sarasota, United States

Key Lime Tiny Home New&Cozy

3100 Hawthorne Street, Hotel in Sarasota, United States

Siesta Key Marvel Pool Spa Deeded Beach Access

1200 Tree Bay Lane, Hotel in Sarasota, United States

Oceanview 100 Percent Private, Tiki, 100Ft To Beach Path!

603 Beach Rd, Siesta Key, Fl 34242, Usa, Hotel in Sarasota, United States

1784 US$

min. price/night

Dog-Friendly Home With Yard About 6 Miles To The Beach!

Sarasota, Fl, 34237, Hotel in Sarasota, United States

186 US$

min. price/night

Siesta Dunes 1-200 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Dunes 2-303 By Siesta Dunes

6234 Midnight Pass Road, Hotel in Sarasota, United States

Coastal Breeze Siesta - Entire 4-Unit Complex With Dock

9119 Midnight Pass Rd, Hotel in Sarasota, United States

Gulf Front Haven

1445 Gulf Of Mexico Drive, Hotel in Longboat Key, United States

Sarasota Home Near Beaches And Downtown!

5020 Swift Rd, Hotel in Sarasota, United States

Available For Season! Siesta Shores #9

417 Beach Rd #9, Hotel in Sarasota, United States

1055-506 5Th Floor Coastal Escape

1055 Peppertree Drive #506, Hotel in Sarasota, United States

Salty Manor Estate

6525 Sabal Drive, Hotel in Sarasota, United States

Siesta Dunes 5-108 By Siesta Dunes

6208 Midnight Pass Road, Hotel in Sarasota, United States

Lido Rondy Home

1224 Westway Drive, Hotel in Sarasota, United States

Lakefront Escape

8370 Wingate Drive, Hotel in Sarasota, United States

Condo 102

6154 Midnight Pass Rd, Hotel in Sarasota, United States

Siesta Heron 1

8254 Midnight Pass Road, Hotel in Sarasota, United States

Sarasota Serenity Retreat Vr24-00084

2177 Bougainvillea Street, Hotel in Sarasota, United States

Siesta Sweet Spot

312 Beach Rd, Hotel in Sarasota, United States

Lulu'S Crescent Cottage #2

1121 Crescent St, Hotel in Sarasota, United States

177 US$

min. price/night

2Br Renovated Siesta Key Condo, Beach And Pool Access

5955 Midnight Pass Rd, Hotel in Sarasota, United States

Condo 104

6154 Midnight Pass Rd, Hotel in Sarasota, United States

Condo 201 - Premium

6154 Midnight Pass Rd, Hotel in Sarasota, United States

Holiday House 3

1011 Crescent Street, Hotel in Sarasota, United States

Siesta Dunes 5-104 By Siesta Dunes

6208 Midnight Pass Road, Hotel in Sarasota, United States

Coastal Getaway Minutes From Siesta Key Beach

5224 Lords Ave, Hotel in Sarasota, United States

All-New, First Floor, Huge Pool, 70 Inch Tv, Tiki Bar

7150 N. Tamiami Trail Unit 512, Hotel in Sarasota, United States

166 US$

min. price/night

The Key Escape

3314 S Lockwood Ridge Rd, Hotel in Sarasota, United States

1160 Pd Your Garden Retreat Awaits

1160 Peppertree Drive, Hotel in Sarasota, United States

Key West Style-Livin'

628 42Nd St., Hotel in Sarasota, United States

258 US$

min. price/night

Near Siesta Beach Heated Pool, Billiard

2815 Olympic Street, Hotel in Sarasota, United States

Siesta Dunes 2-300 By Siesta Dunes

6234 Midnight Pass Road, Hotel in Sarasota, United States

2Br Beachfront Condo Steps To Turtle Beach & Pool

9200 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Key Paradise With Hot Tub

2944 Sterling Lane, Hotel in Sarasota, United States

Siesta Dunes 1-308 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Dunes 1-103 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Dunes 7-103 By Siesta Dunes

6202 Midnight Pass Road, Hotel in Sarasota, United States

Sleeps 8 Pool Dog Friendly 6 Miles To Beach

4917 Remington Drive, Hotel in Sarasota, United States

Luxury Sarasota 4-Bedroom Home With Saltwater Pool, Fireplace & Gym

3925 Bell Avenue, Hotel in Sarasota, United States

Island Reef Bayside With Private Beach

8773 Midnight Pass Rd, Hotel in Sarasota, United States

Cottage On Lido Key - One Block To Beach Pool

160 Coolidge Drive, Hotel in Sarasota, United States

Siesta Beach House #201

5950 Midnight Pass Rd, #201, Hotel in Sarasota, United States

Casa Mar - 53 Premium

6006 Midnight Pass Rd, Hotel in Sarasota, United States

Sarasota Home, Close To Everything!

3033 Homasassa Road, Hotel in Sarasota, United States

Casa Mango

7123 Roland Oaks Circle, Hotel in Sarasota, United States

Beachplace 5-601

1105 Gulf Of Mexico Drive, Unit 601, Hotel in Longboat Key, United States

100' From The Beach, Elegant 3Br Beach Retreat

1012 Point Of Rocks Rd, Hotel in Sarasota, United States

Shell Beach Home

209 Faubel Street, Hotel in Sarasota, United States

East Side Escape

5887 Whistlewood Cir, Hotel in Sarasota, United States

Lido Shores Sanctuary

336 Morningside Drive, Hotel in Sarasota, United States

1205 Pd Experience Coastal Charm In This Townhome

1205 Peppertree Drive, Hotel in Sarasota, United States

704S Crescent Arms

6312 Midnight Pass Rd, Unit 704-S, Hotel in Sarasota, United States

Siesta Dunes 1-301 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

Ventana Rosa - 1905

1905 Siesta Drive, Hotel in Sarasota, United States

605 US$

min. price/night

Siesta Beach House #308

5950 Midnight Pass Rd, #308, Hotel in Sarasota, United States

Beautiful 3Br Private Pool Home Close To All Of Attraction - Sunset Splash

7036 13Th St E, Hotel in Sarasota, United States

4 Mi To Siesta Key Beach! Home With Backyard Oasis

3737 Warren Ridge St, Hotel in Sarasota, United States

Poseidons Palace

5613 Cape Leyte Dr, Hotel in Sarasota, United States

6052 Wpw Spacious With Water Views

6052 West Peppertree Way, Hotel in Sarasota, United States

Bright Airy Private Room 4

3014 Baldwin Avenue, Hotel in Sarasota, United States

Siesta Dunes 5-306 By Siesta Dunes

6208 Midnight Pass Road, Hotel in Sarasota, United States

Casita Sol - 1137W

1137 Sun N Sea Dr, Hotel in Sarasota, United States

The Beach Club At Siesta #106A

910 Seaside Drive, Unit 106 A, Hotel in Sarasota, United States

Non Active Lisitng

2047 Roselawn Street, Hotel in Sarasota, United States

Well-Appointed Lakefront Condo - Heritage Oaks County Club

5360 Hyland Hills Avenue, Hotel in Sarasota, United States

The Tree House

1245 Highland St, Hotel in Sarasota, United States

Siesta Key, Private Beach, Gulf Side, Heated Pool

6154 Midnight Pass Road Unit C1, Hotel in Sarasota, United States

1830 Upper Cove Terrace

1830 Upper Cove Terrace, Hotel in Sarasota, United States

Casa Mar - 63 Premium

6006 Midnight Pass Rd, Hotel in Sarasota, United States

5Min From The Beach 8 Min From Siesta Key

5744 South Beneva Road, Hotel in Sarasota, United States

314 US$

min. price/night

Siesta Beach House #210

5950 Midnight Pass Rd, #210, Hotel in Sarasota, United States

Siesta Dunes 4-12B By Siesta Dunes

6212 Midnight Pass Road, Unit B, Hotel in Sarasota, United States

6018 Wpw Gulf-Side Oasis With Beach View

6018 West Peppertree Way, Hotel in Sarasota, United States

Siesta Dunes 5-209 By Siesta Dunes

6208 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Heron 3

8254 Midnight Pass Road, Hotel in Sarasota, United States

4 Mi To Siesta Key Beach Condo With Private Patio

3447 Clark Rd Unit 145, Hotel in Sarasota, United States

Sarasota Duplex In Gillespie Park 1 Mi To Dtwn!

716 Gillespie Ave, Hotel in Sarasota, United States

192 US$

min. price/night

Beach Break

161 Tyler Drive, Hotel in Sarasota, United States

Sarasota Vacation Home

239 Bailey Road, Hotel in Sarasota, United States

Siesta Dunes 5-203 By Siesta Dunes

6208 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Dunes 5-207 By Siesta Dunes

6208 Midnight Pass Road, Hotel in Sarasota, United States

Yellow Pine Duplex Close To Pool & Tennis

3610 Yellow Pine Ct, Hotel in Sarasota, United States

278 US$

min. price/night

2400 Novus Sarasota

2400 Novus Street, Hotel in Sarasota, United States

1200-406 Embrace Spectacular Water Views

1200 Peppertree Lane #406, Hotel in Sarasota, United States

1080-702 Escape To Tropical Tranquility

1080 Peppertree Lane #702, Hotel in Sarasota, United States

New-4B-2Ba-Pool-Pickleball-Putting Green-Bball

804 Magellan Drive, Hotel in Sarasota, United States

Sarasota Serenity

4709 Tournament Blvd, Hotel in Sarasota, United States

Coral Breeze

2927 Valley Forge St, Hotel in Sarasota, United States

Casa Mar - 44 Premium Plus

6006 Midnight Pass Rd, Hotel in Sarasota, United States

Jamaica Royale

5830 Midnight Pass Road, Hotel in Sarasota, United States

Family Fun Ping Pong Bbq Walk To Park Nearby

5300 Colonial Oaks Boulevard, Hotel in Sarasota, United States

3 Bdr House, Screened In Lanai, 3Mi To Siesta Key

6215 Rodgers Avenue, Hotel in Sarasota, United States

Prime Location, Spacious Condo, 2 Ensuite Bathrooms

6471 West Country Club Drive North #410, Hotel in Sarasota, United States

Historic Bayshore Cottage Walk To Bay & Ringling

4522 Bay Shore Rd, Hotel in Sarasota, United States

Wish Upon A Starfish Pool Home

7510 Starfish Dr, Hotel in Sarasota, United States

Downtown Sarasota 4 Unit Compound- Beach Shopping Park

North Osprey Avenue, Hotel in Sarasota, United States

6053 Epw Mesmerizing Pier Views

6053 East Peppertree Way, Hotel in Sarasota, United States

Siesta Beach House #102

5950 Midnight Pass Rd, #102, Hotel in Sarasota, United States

The Midnight Pearl

8977 Midnight Pass Rd  Apt 522, Hotel in Sarasota, United States

Relax And Explore! Tranquil Sarasota Unit Near Beach

859 Patterson Dr Unit 1, Hotel in Sarasota, United States

Fresh 5Bedroom With Heated Pool Mins To Siesta Beach

1740 Bayonne Street, Hotel in Sarasota, United States

Excelsior: The Sky Loft

6263 Midnight Pass Rd 3-403, Hotel in Sarasota, United States

Siesta Dunes 1-102 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Dunes 8-102 By Siesta Dunes

6204 Midnight Pass Road, Hotel in Sarasota, United States

Waterfront, Pet-Friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota

1709 Tamiami Trail, Unit 301A, Hotel in Sarasota, United States

Hiddengem In Charming Sarasota, Florida

1445 South School Avenue, Hotel in Sarasota, United States

Comfortable And Cozy Close To Siesta Key

2213 Wason Rd Unit 1, Hotel in Sarasota, United States

Siesta Dunes 5-107 By Siesta Dunes

6208 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Dunes 5-100 By Siesta Dunes

6208 Midnight Pass Road, Hotel in Sarasota, United States

Newly Renovated Cozy And Modern 2 Bed. Appartment

2708 Hope Street, Hotel in Sarasota, United States

Condo 101

6154 Midnight Pass Rd, Hotel in Sarasota, United States

1200-602 Enjoy Relaxing Bayfront Bliss

1200 Peppertree Lane #602, Hotel in Sarasota, United States

Siesta Dunes 1-209 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

1255-403 Panoramic Paradise With Gulf And City Views

1255 Peppertree Drive #403, Hotel in Sarasota, United States

Pool - Near Beach - Outdoor Games For Family - Close To Dt - Vr24-00067

2105 Hyde Park Circle, Hotel in Sarasota, United States

The Patient Heron | Serene Siesta Key Retreat

9217 Blind Pass Road, Hotel in Sarasota, United States

Siesta Dunes 2-407 By Siesta Dunes

6234 Midnight Pass Road, Hotel in Sarasota, United States

Siesta Dunes 2-105 By Siesta Dunes

6234 Midnight Pass Road, Hotel in Sarasota, United States

Sarasota Springs Apartment

4634 Linwood St, Hotel in Sarasota, United States

Stylish Retro Vibes Private Bbq & Beach Access

5723 Nutmeg Avenue, Hotel in Sarasota, United States

Trendy & Relaxing - Close To Beach - Pool - Hot Tub

6550 Sabal Drive, Hotel in Sarasota, United States

Beachplace 9-103

1045 Gulf Of Mexico Drive, Unit 103, Hotel in Longboat Key, United States

Quiet Sarasota Retreat - 6 Mi To Siesta Key Beach!

Sarasota, Fl, 34239, Hotel in Sarasota, United States

206 US$

min. price/night

Luxe Oasis - 517

517 Madison Drive, Hotel in Sarasota, United States

Snowbird Escape With Pools! 6 Mi To Dtwn Sarasota

7125 Fruitville Rd Lot 100, Hotel in Sarasota, United States

The Hideout

6628 Peacock Road, Hotel in Sarasota, United States

Siesta Dunes 4-12A By Siesta Dunes

6212 Midnight Pass Road, Unit A, Hotel in Sarasota, United States

Relaxing Getaway In Sarasota Great Location Whole House

1083 Snead Ave, Sarasota, Fl, Usa, Hotel in Sarasota, United States

Castel Del Mare 1608 - 105

1608 Stickney Point Road, Hotel in Sarasota, United States

Cypress Lake - Pool Home

4813 Cypress Lake Court, Hotel in Sarasota, United States

456 US$

min. price/night

Excelsior - 102G

6264 Midnight Pass Rd, #102G, Hotel in Sarasota, United States

Siesta Dunes 1-404 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

Pineapple Paradise - 2 Units - 13 Min To Beach

1862 6Th Street, Hotel in Sarasota, United States

Castel Del Mare 1624 - 402

1624 Stickney Point Road, Hotel in Sarasota, United States

Beautiful 3 Bedroom 2 Bath Pool Home In Paradise!

2118 Huntington Ave, Hotel in Sarasota, United States

Tranquil Sarasota Retreat Near Beaches, Pool & Nature Escape - Timberwood Villa #183 - Roelens

7893 Timberwood Cir #183, Hotel in Sarasota, United States

Siesta Sundaze - 5430

5430 Avenida Del Mar, Hotel in Sarasota, United States

Siesta Dunes 3-30A By Siesta Dunes

6230 Midnight Pass Road, Unit A, Hotel in Sarasota, United States

Palms On Pine View

2267 Pine View Cir, Hotel in Sarasota, United States

Lido Dream Getaway Duplex S

440 S. Boulevard Of The Presidents, Hotel in Sarasota, United States

224 US$

min. price/night

The Wisteria Oasis With Heated Pool And Hot Tub

2438 Wisteria Street, Hotel in Sarasota, United States

Close To Siesta Key, Shopping, Restaurants & More!

3120 Markridge Road, Hotel in Sarasota, United States

378 US$

min. price/night

Seascape

150 Grant Dr, Hotel in Sarasota, United States

1125-605 Tranquility In Our High Rise Condo

1125 Peppertree Drive #605, Hotel in Sarasota, United States

Book Me Baby! Bayview Beauty At Siesta Key

1900 Cove II Place #135, Hotel in Sarasota, United States

The Beach Club At Siesta #204C

6732 Sarasea Circle, Unit 204 C, Hotel in Sarasota, United States

Pineapple Paradise #2 13 Min To Beach Fire Pit

1862 6Th Street, Hotel in Sarasota, United States

Gulf Holiday Unit 8

73 Avenida Messina #8, Hotel in Sarasota, United States

1125-705 Enjoy Seaside Splendor

1125 Peppertree Drive #705, Hotel in Sarasota, United States

All-New, Waterfront Condo In Downtown Sarasota!

1709 North Tamiami Trail 326, Hotel in Sarasota, United States

339 US$

min. price/night

Pickleball Retreat With Private Pool & Spa

5505 Ruby Lane, Hotel in Sarasota, United States

Crescent Rocks Estate

6910 Midnight Pass Road, Hotel in Sarasota, United States

All-New, First Floor, Bunk Bed, Huge Pool, 70 Inch Tv, Tiki Bar!

7150 North Tamiami Trail Unit #510, Hotel in Sarasota, United States

166 US$

min. price/night

Gorgeous 2Br 2Ba Private Pool Home Near Siesta Key Sweet Pineapple

3852 Gatewood Drive, Hotel in Sarasota, United States

Brisas Del Mar

3515 La Paloma Ave, Us, Hotel in Sarasota, United States

444 US$

min. price/night

Casamigos - 1805

1805 Orchid St, Hotel in Sarasota, United States

718 US$

min. price/night

Walk To Siesta Key Beach

6444 Elmwood Avenue #1, Hotel in Sarasota, United States

Fully Fenced With Hot Tub Near Siesta Key Bridge

3028 Hawthorne Street, Hotel in Sarasota, United States

A Shell House Getaway

1108 Windsong Lane, Hotel in Sarasota, United States

2Br Beach Club - Beach, Heated Pool & Hot Tub

6732 Sarasea Circle, Hotel in Sarasota, United States

Luxury Cottage Rental With Direct Beach Access In Siesta Key, Florida

4183 Shell Rd Sarasota Fl 34242 United States, Hotel in Sarasota, United States

Siesta Dunes 2-202 By Siesta Dunes

6234 Midnight Pass Road, Hotel in Sarasota, United States

Resort-Style Sarasota Villas Near Beaches, Pool & Tennis - Sarasota Sweets - Roelens

7893 Timberwood Cir #183 / 3776 Spanish Pine Ct #210, Hotel in Sarasota, United States

Remodel House With Heated Pool, Patio And Gas Grill!

2136 Mill Terrace, Hotel in Sarasota, United States

587 US$

min. price/night

Sarasota Waterfront Escape Private Pool And Views!

2473 Yorkshire Dr, Hotel in Sarasota, United States

1255-305 Picturesque Garden Views

1255 Peppertree Drive #305, Hotel in Sarasota, United States

Group Vacation Home- Pool Table, Hot Tub, Fire Pit

4307 Foremere Place, Hotel in Sarasota, United States

Siesta Dunes 1-206 By Siesta Dunes

6236 Midnight Pass Road, Hotel in Sarasota, United States

Silver Palm Retreat

2710 Silver King Way, Hotel in Sarasota, United States

519 US$

min. price/night

1080-807 Spectacular Beach View

1080 Peppertree Lane #807, Hotel in Sarasota, United States

Boho Style 2Bd 1 Bath Condo Heated Pool, 6 Min Siesta

3451 Clark Road Unit 250, Hotel in Sarasota, United States

Paradise Found

2244 Novus Street, Hotel in Sarasota, United States

Beachside Bliss Walk To Siesta Pool Access

5855 Midnight Pass Road, Hotel in Sarasota, United States

Retro-Inspired Stay Bbq Patio Close To Downtown

3819 Villa Franca Avenue, Hotel in Sarasota, United States

Brady B Pool Home

7256 Antigua Pl, Hotel in Sarasota, United States

273 US$

min. price/night

Siesta Dunes 2-400 By Siesta Dunes

6234 Midnight Pass Road, Hotel in Sarasota, United States

Willow Green Meadows

3071 Willow Green Unit 35, Hotel in Sarasota, United States

Siesta Beach House #208

5950 Midnight Pass Rd, #208, Hotel in Sarasota, United States

Summer Lovin' - Cozy Lido Key Beach House

138 Grant Drive, Hotel in Sarasota, United States

The Ringling Estate

24 N Polk Dr, Hotel in Sarasota, United States

2219 US$

min. price/night

Cozy Coastal Paradise On Siesta Key 7 Mins To Beach

2108 Jo An Drive, Hotel in Sarasota, United States

Condo 103

6154 Midnight Pass Rd, Hotel in Sarasota, United States

Other Places to Stay in Sarasota

Types of Accomodations in Sarasota

Holiday homes Apartments Villas

Homestays

Country house

Hotels near Popular Places to visit in Sarasota

City Center Sarasota Bradenton International Lido Beach St Armands Circle Ed Smith Stadium The John and Mable Ringling Museum of Art The Mall at University Town Center Marie Selby Botanical Gardens Selby Botanical Gardens Van Wezel Performing Arts Hall Colonial Village Shopping Center Mote Marine Laboratory & Aquarium

Tatum Ridge Golf Links

Sarasota National Cemetery

Keiser College

Sarasota Classic Car Museum

Asolo Theatre

New College of the University

New College of Florida

New College Foundation

Desoto Square Mall

Sarasota Manatee Arch Family

Colonial Oaks Park

Missing Link

Nontando

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