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Sarasota >
Holiday homes

Vacation Rentals Sarasota, Vacation Rentals

Sorting by

An Upscale Villa In The Heart Of Siesta Key On Beach Road

309 Beach Rd #309-S1, Hotel in Sarasota, United States

Trendy Home By Jet Skis Parks & Art Hotspots

1205 Central Avenue, Hotel in Sarasota, United States

1125-407 Step Into Coastal Paradise

1125 Peppertree Drive #407, Hotel in Sarasota, United States

Hyland Hills Ave

5330 Hyland Hills Ave, Hotel in Sarasota, United States

335 US$

min. price/night

Lockwood Lagoon - Premier Spot Contemporary Home

Sarasota, United States

Midnight Cove II On The Bay

1900 Cove II Pl, Hotel in Sarasota, United States

158 US$

min. price/night

Sarasota Seascape

6515 Colonial Drive, Hotel in Sarasota, United States

New Location, Location, Location! On The Beach, Walk To Village

524 Beach Road, Hotel in Sarasota, United States

393 US$

min. price/night

Paradise Palace

3524 South School Avenue, Hotel in Sarasota, United States

Charming Secluded Tented Cabin In Sarasota, Florida

1843 S Tamiami Trail, Osprey, Fl, 34229, United States, Hotel in Sarasota, United States

6030 Epw Cozy Bay Side Garden Paradise

6030 East Peppertree Way, Hotel in Sarasota, United States

6061 Epw Steps From The Intracoastal Waterway

6061 East Peppertree Way, Hotel in Sarasota, United States

Sarasota Duplex Near Siesta Key

2039 Jo An Drive, Hotel in Sarasota, United States

Modern Oasis

4360 Iola Drive, Hotel in Sarasota, United States

Smooth Sailing

6836 Roxbury Dr, Hotel in Sarasota, United States

343 US$

min. price/night

Coastal Cottage

6605 Colonial Drive, Hotel in Sarasota, United States

1200-607 Enjoy Relaxing Bayfront Bliss

1200 Peppertree Lane #607, 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 Key Cozy Beach House

6015 Carlton Ave, 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 Breakers On Crescent Beach

6480 Midnight Pass Rd, 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

Blue Cottage

3321 Williamsburg Street, 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 Sarasota, United States

Charming Lakefront Condo Located In The Desirable Community Of Palm Aire

7153 West Country Club Drive North, Hotel in Sarasota, United States

1055-506 5Th Floor Coastal Escape

1055 Peppertree Drive #506, 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

Coastal Getaway Minutes From Siesta Key Beach

5224 Lords Ave, Hotel in Sarasota, United States

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

6046 Wpw

6046 West Peppertree Way, 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

Sleeps 8 Pool Dog Friendly 6 Miles To Beach

4917 Remington Drive, Hotel in Sarasota, United States

Island Reef Bayside With Private Beach

8773 Midnight Pass Rd, Hotel in Sarasota, United States

Casa Mar - 53 Premium

6006 Midnight Pass Rd, Hotel in Sarasota, United States

Downtown Sarasota Compound-Pet Friendly-Groups-Close To Beach

629-635 N Osprey Ave, Sarasota, Fl 34236, Usa, Hotel in Sarasota, United States

3 Mi To Crescent Beach Pet-Friendly Oasis!

7516 Mariana Dr, Hotel in Sarasota, United States

East Side Escape

5887 Whistlewood Cir, Hotel in Sarasota, United States

1205 Pd Experience Coastal Charm In This Townhome

1205 Peppertree Drive, Hotel in Sarasota, United States

Ventana Rosa - 1905

1905 Siesta Drive, Hotel in Sarasota, United States

605 US$

min. price/night

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

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

Beautiful Oak View Manor - Siesta & Legacy Trail

1201 Oak View Drive, Hotel in Sarasota, United States

6052 Wpw Spacious With Water Views

6052 West Peppertree Way, Hotel in Sarasota, United States

Deja Blue Villa Salt Water Heated Pool - Spa

4636 Parnell Drive, Hotel in Sarasota, United States

Casita Sol - 1137W

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

Sarasota Home In Historic District With Patio!

446 Burns Ct, Hotel in Sarasota, United States

329 US$

min. price/night

Well-Appointed Lakefront Condo - Heritage Oaks County Club

5360 Hyland Hills Avenue, 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

6018 Wpw Gulf-Side Oasis With Beach View

6018 West Peppertree Way, Hotel in Sarasota, United States

6047 Epw Bright And Spacious Bay Side Retreat

6047 East Peppertree Way, 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

Charming Vacation Rental Close To Downtown!

Sarasota, United States

278 US$

min. price/night

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

Pet-Friendly Retreat With Pool, Game Room & Fire Pit

315 Mcarthur Avenue, 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

Family Fun Ping Pong Bbq Walk To Park Nearby

5300 Colonial Oaks Boulevard, 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

Fresh 5Bedroom With Heated Pool Mins To Siesta Beach

1740 Bayonne Street, Hotel in Sarasota, United States

Hiddengem In Charming Sarasota, Florida

1445 South School Avenue, Hotel in Sarasota, United States

1200-602 Enjoy Relaxing Bayfront Bliss

1200 Peppertree Lane #602, 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

2105 Hyde Park Circle, Hotel in Sarasota, United States

Comfortable Stay Near Golf Attractions Rm3 Shared Home

1083 Snead Avenue, Sarasota, Fl 34237, Usa, Hotel in Sarasota, 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

The Hideout

6628 Peacock Road, Hotel in Sarasota, United States

John Ringling House

76 S Washington Dr, Us, Hotel in Sarasota, United States

455 US$

min. price/night

Relaxing Getaway In Sarasota Great Location Whole House

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

Cypress Lake - Pool Home

4813 Cypress Lake Court, Hotel in Sarasota, United States

456 US$

min. price/night

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

1125-605 Tranquility In Our High Rise Condo

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

1125-705 Enjoy Seaside Splendor

1125 Peppertree Drive #705, 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

Fully Fenced With Hot Tub Near Siesta Key Bridge

3028 Hawthorne Street, 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

Welcome To The Bray Escape 4 Miles To Siesta Key

7995 Wright Avenue, Hotel in Sarasota, United States

217 US$

min. price/night

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

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

Paradise Found

2244 Novus Street, 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

Pool Courtyard, Patio With Fire Pit, 2 Mls Downtown Vr24-00130

778 40Th Street, Hotel in Sarasota, United States

The Ringling Estate

24 N Polk Dr, Hotel in Sarasota, United States

2219 US$

min. price/night

Dream Island

328 Monroe Drive, Hotel in Sarasota, United States

Casa Mar - 14 Premium

6006 Midnight Pass Rd, Hotel in Sarasota, United States

Cozy Coastal Paradise On Siesta Key 7 Mins To Beach

2108 Jo An Drive, Hotel in Sarasota, United States

Gulf Gate Getaway

2815 Concord Street, Hotel in Sarasota, United States

264 US$

min. price/night

Large 2 Bedroom Minutes To The Beach

1347 11Th Street, Hotel in Sarasota, United States

Botanica Condo

7501 Botanica Parkway, Hotel in Sarasota, United States

Vitamin Sea

330 Caruso Place, Hotel in Sarasota, United States

Heated Saltwater Pool, Breathtaking Outdoor Terraces, Beautiful Landscaping- Villa Serene Escape

1656 Wisconsin Lane, Hotel in Sarasota, United States

310 US$

min. price/night

Endless Summer

234 Grant Drive, Hotel in Sarasota, United States

1150 US$

min. price/night

Bright Private Room Ideal For Long Or Short Stay Rm1 Shared Home

1083 Snead Ave, Sarasota, Fl 34237, Hotel in Sarasota, United States

Sienna Sunset

4155 Via Sienna Cir, Hotel in Sarasota, United States

Gem In Laurel Park, Newly Remodeled, Near Downtown

320 Ohio Place, Hotel in Sarasota, United States

Boho Villa 10 Mins From Siesta

3818 Villa Franca Avenue, Hotel in Sarasota, United States

1200-402 Experience Serenity Steps From The Water

1200 Peppertree Lane #402, Hotel in Sarasota, United States

Garcia Getaway 2 Bed 2 Bath Small Family Pool Home

4734 Garcia Avenue, Hotel in Sarasota, United States

The Palace On Clematis - Siesta Key Vacation Home With Large Pool, Firepit & Great Location

2585 Clematis Street, Hotel in Sarasota, United States

Family Fiesta

2141 Fiesta Dr, Hotel in Sarasota, United States

Private Home 2 Miles From Siesta Key

2256 Constitution Blvd, Hotel in Sarasota, United States

Cozy Getaway Home - Near Siesta Key Beach

3030 Ashton Road Unit 2, Hotel in Sarasota, United States

278 US$

min. price/night

1125-707 7Th Floor Garden Retreat

1125 Peppertree Drive #707, Hotel in Sarasota, United States

3 Bedroom Two-Story Townhome In The Meadows

3107 Heatherwood Lane, Hotel in Sarasota, United States

3 Bedroom Florida Beach Getaway House

6056 Carlton Avenue, Hotel in Sarasota, United States

Serene Escape Cozy Home Close To Beaches

2142 Jo An Drive, Hotel in Sarasota, United States

Sunrise Tiny Home - New&Cozy

3100 Hawthorne Street, Hotel in Sarasota, United States

171 US$

min. price/night

Crystal Sands Beach Elegance

6300 Midnight Pass Rd, Hotel in Sarasota, United States

Seashell Esta

89 Avenida Messina, Us, Hotel in Sarasota, United States

5121 US$

min. price/night

Lakefront, Sun All Day! - Villa Youppie - Sarasota- Roelens Vacations

4940 Flagstone Drive, Hotel in Sarasota, United States

1255-602 Enjoy This Seaside Paradise

1255 Peppertree Drive #602, Hotel in Sarasota, United States

Zen 2Br Home 10 Min From Siesta Key - Palm Garden

6615 Markridge Place, Hotel in Sarasota, United States

Casa Mar - 24 Premium

6006 Midnight Pass Rd, Hotel in Sarasota, United States

1042 Pl Escape To Paradise Second Floor Condo

1042 Peppertree Lane, Hotel in Sarasota, United States

King Bed, Near Siesta Beach, Lido, And Downtown!

2815 Rosewood Place, Hotel in Sarasota, United States

Pvt Room In Shared Home Near Beach

2108 Jo An Drive Unit A, Hotel in Sarasota, United States

6039 Epw Bright And Airy Coastal Escape

6039 East Peppertree Way, Hotel in Sarasota, United States

"Siesta On Lee" - Srq Pool Home Near Top Beaches!

2109 Lee Lane, Hotel in Sarasota, United States

Cozy Escape Near Beach Fire Pit & Bbq Nights

5725 Nutmeg Avenue, Hotel in Sarasota, United States

274 US$

min. price/night

Beautiful Siesta Key Home

2108 Jo An Drive Unit B, Hotel in Sarasota, United States

Vista Hermosa Steps To The Heated Pool

110 Vista Hermosa Cir, Hotel in Sarasota, United States

Sapphire Shores Retreat

4810 Winchester Drive, Hotel in Sarasota, United States

210 US$

min. price/night

1080-705 Elevated Beach View Living

1080 Peppertree Lane #705, Hotel in Sarasota, United States

Sarasota Coastal Style Minutes To Siesta Beaches

5824 Wildwood Avenue, Hotel in Sarasota, United States

299 US$

min. price/night

Golf Course Views - 2Br Condo In Palm Aire

5777 Avista Drive, Hotel in Sarasota, United States

Avanti Villa On Grand Canal - 534

534 Canal Road, Hotel in Sarasota, United States

583 US$

min. price/night

Lido Dream Getaway Duplex N

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

452 US$

min. price/night

Short Walk To Beach, Restaurants, Bars, Fun & More

6462 Beechwood Avenue, Hotel in Sarasota, United States

Hacienda Del Sol

2533 E Milmar Drive, Hotel in Sarasota, United States

Pvt Room In Shared Home Near Beach

2108 Jo An Drive, Hotel in Sarasota, United States

Uptown Luxury On Audubon

62 Audubon Place, Hotel in Sarasota, United States

530 US$

min. price/night

Luxury House Walking Distance To Ocean - Sleeps 12

8Th Street 1718, Hotel in Sarasota, United States

Shell Beach Home 209

209 Faubel Street, Hotel in Sarasota, United States

332 US$

min. price/night

Vista Hermosa 3Rd Floor - Elevator

6727 Midnight Pass Rd, Hotel in Sarasota, United States

358 US$

min. price/night

Kingston Arms 1St Fl Cottage

500 S Washington Dr, Hotel in Sarasota, United States

Coastal Canopy

6632 Peaock Road, Hotel in Sarasota, United States

Centrally Located Sarasota Home With Heated Pool!

546 Magellan Dr, Hotel in Sarasota, United States

1055-802 Beach View

1055 Peppertree Drive #802, Hotel in Sarasota, United States

Cityscape Retreat

112 Audubon Place, Hotel in Sarasota, United States

411 US$

min. price/night

Sun-Filled Cottage With Pool Walk To Beach

6558 Avenue D, Hotel in Sarasota, United States

Sarasota Springs

4634 Linwood St, Hotel in Sarasota, United States

328 US$

min. price/night

1207 Pd Garden Oasis Townhome Getaway

1207 Peppertree Drive, Hotel in Sarasota, United States

Sarasota Vacation Home

239 Bailey Road, Hotel in Sarasota, United States

6795 Sarasota

6795 Friendship Drive, Hotel in Sarasota, United States

Palm Aire Home - 5 Mi To Srq Airport!

5008 Medalist Rd, Hotel in Sarasota, United States

Point Of Rocks

6910 Midnight Pass Road, Unit B, Hotel in Sarasota, United States

863 US$

min. price/night

Siesta Breakers Ocean Views, 5Th Floor

6480 Midnight Pass Rd, Hotel in Sarasota, United States

Coastal Breeze Siesta Manatee "C"

9119 Midnight Pass Rd, Hotel in Sarasota, United States

All Oar Nothing - 171

171 Mckinley Drive, Hotel in Sarasota, United States

Hot Tub Retreat With Big Private Fenced Yard By Beach

5622 South Lockwood Ridge Road, Hotel in Sarasota, United States

364 US$

min. price/night

Point Of Paradise - 7007

7007 Point Of Rocks Rd, Hotel in Sarasota, United States

5188 US$

min. price/night

Pinestone Condo On Palmer Ranch

8389 Wingate Dr #B2313, Hotel in Sarasota, United States

1 Bedroom Condo Downtown Sarasota - Close To Beaches

1703 North Tamiami Trail, Hotel in Sarasota, United States

Modern 3Br With Heated Pool And Grill

3328 Kingswood Drive, Hotel in Sarasota, United States

1055-503 Seaside High Rise Haven

1055 Peppertree Drive #503, Hotel in Sarasota, United States

Luxe Bayfront Sarasota Home Rental Pool, Lanai!

1730 Caribbean Dr, Hotel in Sarasota, United States

Luxury Condo Living On Sarasota Bay, Minutes From Downtown

1703 North Tamiami Trail, Hotel in Sarasota, United States

Escape By The Sea

3951 Roberts Point Road, Hotel in Sarasota, United States

485 US$

min. price/night

Charming 2 Bedroom Condo In The Meadows Community

5203 Wedgewood Lane, Hotel in Sarasota, United States

Johnnys Island Palm - Walk To Siesta Key Beach, Marina, Dining & Pool

6415 Midnight Pass Rd Apt 508, Hotel in Sarasota, United States

Caribbean Dream - 313

313 Beach Rd #S1, Hotel in Sarasota, United States

799 US$

min. price/night

Deep Blue Sea

6514 Sabal Dr., Hotel in Sarasota, United States

Palmetto House

2189 Hillview Street, Hotel in Sarasota, United States

387 US$

min. price/night

Luxury Sarasota Waterfront Home - Pool, Boat Dock & Near Siesta Key Beach

7767 N Holiday Dr, Hotel in Sarasota, United States

1055-803 Stunning Beach View Oasis

1055 Peppertree Drive #803, Hotel in Sarasota, United States

1200-303 Bay-Side Garden Views Await

1200 Peppertree Lane #303, Hotel in Sarasota, United States

Casa Mar

6006 Midnight Pass Rd, Hotel in Sarasota, United States

Siesta Key Bungalows, The Lagoon Bungalows Complex

8212 Midnight Pass Rd, Sarasota, Fl 34242, Usa, Hotel in Sarasota, United States

Bay Tree Beach Side

8630 Midnight Pass Rd, Hotel in Sarasota, United States

629 US$

min. price/night

Sarasota - Coastal Reflections 2843

2843 New England Street, Hotel in Sarasota, United States

406 US$

min. price/night

Siesta Coastal Retreat Vr24-00082

1555 Siesta Drive, Hotel in Sarasota, United States

Casa Beach Club

1316 12Th St, Hotel in Sarasota, United States

161 US$

min. price/night

Tranquil Gem

2575 Hyde Park Street, Hotel in Sarasota, United States

Other Places to Stay in Sarasota

Types of Accomodations in Sarasota

Holiday homes Apartments Hotels Villas

Motels

Aparthotels

Resorts

Homestays

Guest houses

Inns

Campsite

Country house

Hotels near Popular Places to visit in Sarasota

City Center Sarasota Bradenton International Airport 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 Mote Marine Laboratory & Aquarium Colonial Village Shopping Center

Tatum Ridge Golf Links

Keiser College

Sarasota National Cemetery

Crowley Museum and Nature Ctr

Longwood Park

Nova Southern University

Sarasota Classic Car Museum

Sarasota Kennel Club

Selby Gallery

Sarasota

Healthsouth Rehab Hospital

Sarasota County Technical Inst

Sarasota City

Holiday home in St. Pete Beach Holiday home in Cozumel Holiday home in Long Beach Holiday home in Palm Beach Holiday home in Nassau Holiday home in San Pedro (Ambergris Caye)

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