Mandevilla - URoom in a home4★Siesta Key$4 483+1778%
Plumbago - 5251CRoom in a home3.5★Siesta Key$2 671+1019%
Vinca - 5251DRoom in a home3.5★Siesta Key$1 834+668%
The St. Regis Longboat Key ResortHotel5★Longboat Key Beach$1 643+588%
Pet-Friendly Retreat with Pool, Game Room & Fire PitRoom in a home4.5★Whitfield$727+205%
Enchanted & peaceful Oasis 10 min away from one of the most beautiful beaches in the World Siesta keRoom in a home4.5★Ridge Wood Heights$687+188%
Beautiful Home - Oasis Backyard with Heat PoolRoom in a home5★Whitfield$665+179%
The Ritz-Carlton, SarasotaHotel5★Golden Gate Point$649+172%
Modern Dual Haven with Fire Pit and YardHome or guesthouse3.5★Southgate$642+169%
Clematis House near Arlington Park with Heated PoolRoom in a home4.5★Arlington Park$618+159%
Tranquil 2BR lakefront home in Palmer Ranch - Marina SunriseRoom in a home4★Bee Ridge$552+131%
Fabulous design, close to SiestaRoom in a home3★South Gate Ridge$545+128%
Lakeview 3-Bedroom HouseHome or guesthouseSouth Gate Ridge$498+109%
Sunshine Paradise on a 18 holes Golf CourseHome or guesthouse4.5★Vamo$474+98%
Siesta Beach Resorts & Suites - Siesta KeyHotel2.5★Siesta Key$474+98%
Chic Local Hideaway Yard BBQ Nights Near BeachHome or guesthouse4.5★Gulf Gate Estates$441+85%
Private Heated Pool Casita Near Downtown and Beaches in PinecraftRoom in a home4.5★Arlington Park$434+82%
Poolside Paradise Near Siesta Key BeachRoom in a home2★Bee Ridge$430+80%
Cozy Beach House next to Siesta KeyRoom in a home2★Gulf Gate Estates$429+80%
Escape near to Siesta Key with Hot Tub, BBQ, and Fire pitRoom in a home5★Gulf Gate Estates$428+79%
2BR/1BA Sienna Park, Sarasota FlRoom in a home4★Gulf Gate Estates$392+64%
Modern Retro Oasis Private Yard Driveway DowntownRoom in a home4★Southgate$391+64%
Siesta Key Beachside VillasHome or guesthouse4.5★Siesta Key$387+62%
Cozy Getaway Home - near Siesta Key BeachRoom in a home3.5★Gulf Gate Estates$383+60%
* NEW * Serene Retreat / Private Patio & Pool *Room in a home3.5★Gulf Gate Estates$370+55%
Bluewater EscapeHome or guesthouse4.5★Gulf Gate Estates$365+53%
2bed/2bath Condo next to Siesta Key ~A Hidden GemRoom in a home3.5★Gulf Gate Estates$362+52%
Chic Sarasota Gem Beach BBQ Workspace PatioRoom in a home4★Gulf Gate Estates$361+51%
Artsy Abode at Siesta KeyRoom in a home3★Gulf Gate Estates$327+37%
Cozy Retreat Near Siesta KeyRoom in a home4.5★Gulf Gate Estates$319+33%
The Westin SarasotaHotel4★Golden Gate Point$318+33%
107 · Boat dock- BBQ Walk to Beach GREAT VIEWSRoom in a home4.5★Sarasota-Bradenton International Airport$302+27%
Cozy retreat in sunny FloridaRoom in a home2.5★Bee Ridge$286+20%
5 Min to Siesta Key Beach Spacious 2BR GetawayRoom in a home4.5★Gulf Gate Estates$278+17%
4 Mi to Dtwn! Studio w/ Screened Porch in SarasotaRoom in a home3★Ridge Wood Heights$271+14%
Daisy Apartment Southside VillageRoom in a home4★Arlington Park$269+13%
Art Ovation Hotel, Autograph CollectionHotel4★Downtown$266+11%
Embassy Suites by Hilton SarasotaHotel4★Downtown$259+9%
Waterfront Room, Heated Pool, Tiki Bar & Grill !Room in a home3★Whitfield$252+6%
Waterfront, Pool, Tiki Bar & Grill, Gym, location!Room in a home3.5★Whitfield$252+6%
Waterfront Room, Heated Pool, Tiki Bar & GrillHotel3★Whitfield$252+6%
Beach, Boat, and shopping -- Studio ApartmentRoom in a home4★Whitfield$247+4%
Peaceful Sarasota Stay, 10 Min to SiestaRoom in a home2.5★Ridge Wood Heights$246+3%
Room 127 - Waterfront, Heated Pool, Huge TV, Tiki Bar & GrillRoom in a home4.5★Whitfield$244+2%
The Sarasota Modern, a Tribute Portfolio HotelHotel4★Rosemary District$244+2%
Waterfront Hotel Room, Huge Pool, Tiki Bar, Beach!Room in a home4★Whitfield$241+1%
ALL BRAND-NEW Waterfront-Pool, Tiki Bar, GymRoom in a home4★Whitfield$241+1%
Studio, kitchenette, pool & Tiki BarHotel3★Whitfield$240+0%
Homewood Suites by Hilton Sarasota Lakewood RanchHotel3★The Meadows$239+0%
Heated Pool, Strong WI-FI, TV, Tiki Bar & Grill!Room in a home3.5★Whitfield$239+0%
All-New, Ground-Floor, Huge Pool, Tiki Bar & GrillHotel3★Whitfield$239+0%
Sarasota Cay Club #612 - Heated Pool, Bunk Beds, Huge TV, Tiki Bar, More!Hotel3★Whitfield$239+0%
Bay-Ja VuHotel4★Whitfield$234-2%
All-New, Heated Pool, Tiki Bar & Grill, Great WifiHotel3★Whitfield$227-5%
All-New, Private, Huge TV, Heated Pool, Tiki BarHotel1★Whitfield$227-5%
Remodeled, Huge Pool, Tiki Bar & Grill, Quiet RoomHotel2★Whitfield$227-5%
Private Guesthouse Near Siesta Key & DowntownHotel3★Southgate$226-5%
DoubleTree by Hilton Sarasota Bradenton AirportHotel4★Bayou Oaks$210-12%
Getaway At The MarinaHotel4★Whitfield$209-12%
Aloft by Marriott SarasotaHotel3.5★Downtown$208-13%
Azure Residence at Sarasota Cay ClubRoom in a home5★Whitfield$203-15%
Charming studio in fabulous University PinesRoom in a home4★North Sarasota$188-21%
Quality Inn Sarasota I-75Hotel2.5★Bee Ridge$173-28%
Staybridge Suites Sarasota - Bradenton Airport by IHGHotel3★North Sarasota$172-28%
Residence Inn by Marriott Sarasota BradentonHotel3★Bayou Oaks$168-29%
Holiday Inn Express & Suites Sarasota Bradenton By IHGHotel3★Bayou Oaks$167-30%
Hilton Garden Inn Sarasota-Bradenton AirportHotel3★Whitfield$167-30%
Spark by Hilton Sarasota Siesta Key GatewayHotel3★Gulf Gate Estates$166-31%
The Reserve RetreatHotel3.5★Central Cocoanut$163-32%
Carlisle Inn SarasotaHotel3.5★Sarasota Springs$157-34%
Hyatt Place Sarasota Bradenton AirportHotel3★Bayou Oaks$155-35%
Home2 Suites by Hilton Sarasota Bradenton AirportHotel3★Whitfield$153-36%
SureStay by Best Western Sarasota Lido BeachHotelBayou Oaks$152-36%
Home2 Suites by Hilton Sarasota I-75 Bee RidgeHotel3★Lake Sarasota$143-40%
Courtyard by Marriott Sarasota Bradenton AirportHotel3★Bayou Oaks$141-41%
Siesta Key Palms ResortHotel3.5★Gulf Gate Estates$136-43%
Ramada by Wyndham Sarasota WaterfrontHotel3★Whitfield$134-44%
Homewood Suites by Hilton SarasotaHotel3★Oakwood Manor$134-44%
Hibiscus Suites - SarasotaHotel2.5★Gulf Gate Estates$132-45%
Comfort Inn & Suites Sarasota I75Hotel2.5★Fruitville$131-45%
Hampton Inn & Suites Sarasota/Bradenton-AirportHotel3★Bayou Oaks$131-45%
Charming country ranch retreatHome or guesthouse2.5★Lake Sarasota$130-46%
Sweet Studio in SarasotaRoom in a home2.5★Sarasota Springs$130-46%
Comfort Suites Sarasota-Siesta KeyHotel3★Bee Ridge$126-47%
Coral Pointe Sarasota, an Ascend Collection HotelHotel3★Fruitville$125-48%
Hampton Inn Sarasota-I-75 Bee RidgeHotel3★Sarasota Springs$124-48%
Holiday Inn Express and Suites Sarasota East By IHGHotel2.5★Bee Ridge$121-49%
Caretta Landing Sarasota, an Ascend Collection HotelHotelFruitville$117-51%
Deluxe Inn - SarasotaHotel1★Whitfield$113-53%
La Quinta Inn & Suites by Wyndham Sarasota DowntownHotel2.5★Central Cocoanut$104-56%
Dolphin CoveHotelGulf Gate Estates$103-57%
Americas Best Value Inn Sarasota DowntownHotel2.5★Downtown$102-57%
Days Inn by Wyndham Sarasota I-75Hotel2★Bee Ridge$97-60%
Siesta Inn Sarasota - Indian BeachHotel2.5★Indian Beach-Sapphire Shores$86-64%
Flamingo InnHotel2★Indian Beach-Sapphire Shores$83-65%
Super 8 By Wyndham Sarasota Near Siesta KeyHotel2★Indian Beach-Sapphire Shores$83-65%
Kompose Boutique Hotel SarasotaHotel3★Bayou Oaks$78-67%
Sleep Inn Sarasota NorthHotel2.5★Bayou Oaks$77-68%
Days Inn by Wyndham Sarasota BayHotel2.5★Indian Beach-Sapphire Shores$76-68%
Quality Inn Sarasota North Near Lido Key BeachHotel2.5★Bayou Oaks$75-69%
Regency Inn & Suites SarasotaHotel2.5★Bayou Oaks$75-69%
SunShine Inn & SuiteHotelLaurel Park$52-78%