Bayfront Park Rentals
From $344 per night (USD)VRBO
Horizons West Villa B-7 - Located on Crescent Beach - it's #1
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully decorated 2 bedroom 2 bath villa with an up to date open floorplan. Kitchen has new stainless steel applian ...
From $344 per night (USD)VRBO
From $397 per night (USD)VRBO
Sarasota Home in Historic District w/ Patio!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Historic Burns Court Cottages! This 2-bed, 2.5-bath vacation rental in Sarasota provides everything you n ...
From $397 per night (USD)VRBO
From $437 per night (USD)VRBO
Zen-Inspired House in Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our vacation rental is located in downtown Sarasota with 2 Bedrooms and 2 Bathrooms with a large living area with 20' ce ...
From $437 per night (USD)VRBO
From $293 per night (USD)VRBO
Beautiful Downtown Sarasota home with tropical garden.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BEAUTIFUL SINGLE-FAMILY HOME IN THE HEART OF SARASOTA. WALKING DISTANCE TO DOWNTOWN, SHOPPING AND JUST A FEW MINUTES DRI ...
From $293 per night (USD)VRBO
From $156 per night (USD)VRBO
Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Rest and relax in this beautiful first-floor condo while being close to everything downtown Sarasota has to offer includ ...
From $156 per night (USD)VRBO
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Immaculate new home - 5 minutes to beach and downtown!
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 0
Wake up to stunning sunrises, watch the dolphins swim by, take a morning dip in the pool or enjoy a glass of wine at sun ...
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From $420 per night (USD)VRBO
Entire private house
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms throug ...
From $420 per night (USD)VRBO
From $762 per night (USD)VRBO
Bright, Modern Artist A-Frame Downtown SRQ West of Trail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this bright, newly renovated unique home across the street from waterfront homes featuring 3 beds & baths, plus a ...
From $762 per night (USD)VRBO
From $90 per night (USD)VRBO
Sleeps 2. Mins to Downtown, Beaches & Airport / Ground Floor Unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ground floor unit (No Stairs). Sleeps two (2). Renting this unit will place you within walking distance of Sarasota’s do ...
From $90 per night (USD)VRBO
From $215 per night (USD)Expedia
Location, Location! Sarasota Rambler Downtown MidMod Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our recently updated 1200 square foot mid-century rambler home is located in the charming downtown Sarasota neighborhood ...
From $215 per night (USD)Expedia
From $271 per night (USD)VRBO
Downtown Sarasota near Lido and Siesta
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota on famous Burns Court. The house is full of light with f ...
From $271 per night (USD)VRBO
From $320 per night (USD)Expedia
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
UPDATE: NOVEMBER 2024 - THIS RARELY AVAILABLE PROPERTY HAS JUST BECOME AVAILABLE FOR THE 2024-2025 SEASON DUE TO A CANC ...
From $320 per night (USD)Expedia
From $197 per night (USD)VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SarasotaCottageRentals SEEKING LONG TERM TENANTS AUGUST 12th THRU DECEMBER 2024. WE BOOK BY THE CALENDAR MONTH. Occa ...
From $197 per night (USD)VRBO
From $207 per night (USD)Expedia
⭐Built in 1911⭐-Historic Home Next To Downtown Sarasota, Close to the Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $207 per night (USD)Expedia
From $457 per night (USD)VRBO
Historic Cottage in Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 1937 home, called the Doll House, was used by the Ringling Circus for performers. Rumor has it that the Doll Family ...
From $457 per night (USD)VRBO
From $150 per night (USD)VRBO
Stoneybrook Golf Course Condo - 18th Fairway View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THIS PROPERTY IS MORE SUITABLE FOR COUPLES WHO PREFER A LONGER TERM STAY. This gorgeous, beautifully furnished, spaciou ...
From $150 per night (USD)VRBO
From $482 per night (USD)VRBO
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor ...
From $482 per night (USD)VRBO
From $229 per night (USD)Expedia
14th floor condo heart of city ,overlooking bay .Available 3months or yearly !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
It’s a beautiful 2 BR, 1 Bath corner unit with 270 degree view of the bay as well as city with one allocated parking o ...
From $229 per night (USD)Expedia
From $190 per night (USD)VRBO
Studio Apartment, Safe & Walkable area, Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Super cute, secure and private in downtown Sarasota. Queen sized bed and sofa with private bathroom/shower. Located abov ...
From $190 per night (USD)VRBO
From $176 per night (USD)Expedia
Sarasota Downtown, Best Location For Your Vacation!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses, and of course the #1 Beach in the ...
From $176 per night (USD)Expedia
From $178 per night (USD)VRBO
Private corner/blocks from SelbyGardens/pets/2 parking spots/elevator/3-mon min
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fabulous remodeled Villa Jasmine offers French doors to 2 private balconies for grilling, relaxing. Beautiful views of l ...
From $178 per night (USD)VRBO
From $349 per night (USD)Expedia
One Bedroom Apartment #3 in Historic Burns Square district, downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $349 per night (USD)Expedia
From $270 per night (USD)VRBO
Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please Read the entire descriptions and additional information about our propriety. A spacious space to relax for two. ...
From $270 per night (USD)VRBO
From $139 per night (USD)Expedia
Perfect Downtown Space-Walk to Library, Theater, REstaurants & Shops!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
$99 Special, No-Frills, Basic, Efficient room about 200 sf. It's small, it's simple. Lower your expectations coming in ...
From $139 per night (USD)Expedia
From $160 per night (USD)VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
LONG-TERM RENTAL OPPORTUNITIES THROUGH THE END OF DECEMBER 2023. WE BOOK BY CALENDAR MONTHS. Occasional exceptions are m ...
From $160 per night (USD)VRBO
From $634 per night (USD)Expedia
4/2 Spacious Downtown SRQ Home!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Please enjoy your stay in sunny Sarasota at our 4 bedroom, 2 bath spacious vacation home located adjacent to downtown Sa ...
From $634 per night (USD)Expedia
From $209 per night (USD)VRBO
Very tropical, private and peaceful, short walk to everything happening downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in Sarasota's first and oldest neighborhood, quaint Laurel Park is walking distance to everything downtown.and v ...
From $209 per night (USD)VRBO
From $298 per night (USD)Expedia
Historic Suites Hotel in Walkable Downtown between Siesta & Lido Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Burns Square Historic Hotel building was built in the 1950's and has clean character and ambiance. It is attached to ...
From $298 per night (USD)Expedia
From $191 per night (USD)VRBO
🦩Book Me Baby! Pool, Pet-Friendly Paradise Near Downtown Sarasota🦩
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Pinkie Flamingo Welcomes You To Hazel's Hideaway! Three month (90 Day) Min For 2020 Season. Just nine blocks from Saras ...
From $191 per night (USD)VRBO
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Farmhouse Flat ~ New Apt in central SRQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this fresh, new apartment with modern farmhouse ...
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From $110 per night (USD)VRBO
Location! Location! Location! Sarasota!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping and restaurants. Plus, Southside Village ...
From $110 per night (USD)VRBO
From $254 per night (USD)VRBO
✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...
From $254 per night (USD)VRBO
From $240 per night (USD)VRBO
✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...
From $240 per night (USD)VRBO
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1350 Main Street Sarasota, Florida
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Luxury 10th floor Condo in Sarasota’s best downtown building in best downtown location- 1 bedroom, 1.5 baths, fully furn ...
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From $264 per night (USD)VRBO
Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Downtown Sarasota. New construction building includes a rooftop pool, state-of-the-art fitness c ...
From $264 per night (USD)VRBO
From $394 per night (USD)Expedia
The Cottage Next Door Best Downtown location in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and ju ...
From $394 per night (USD)Expedia
From $240 per night (USD)VRBO
Tropical, private, downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
It’s an amazing apartment and location but I’m not booking thru here anymore. Feel free 646-906-0032 ...
From $240 per night (USD)VRBO
From $158 per night (USD)VRBO
Charming Retreat in the Heart of Sarasota. See reviews!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Bay fishing Siesta Key and ...
From $158 per night (USD)VRBO
From $189 per night (USD)VRBO
Sarasota Downtown, Best Location For Your Vacation !!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the ...
From $189 per night (USD)VRBO
From $156 per night (USD)Expedia
The Perfect Apartment to Explore Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
"Location, Location, Location;" The perfect apt. to explore Downtown Sarasota, walk to the Rosemary District, Bay Front, ...
From $156 per night (USD)Expedia
From $242 per night (USD)VRBO
Old Florida bungalow in Sarasota‘s best location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Couldn’t get any cuter! We’re sharing our immaculately restored, historic 1925 Laurel Park bungalow with a large, privat ...
From $242 per night (USD)VRBO
From $264 per night (USD)Expedia
Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Downtown Sarasota. New construction building includes a rooftop pool, state-of-the-art fitness c ...
From $264 per night (USD)Expedia
From $282 per night (USD)VRBO
Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This new construction apartment features an oversized kitchen island and a balcony with views of Downtown Sarasota. Shar ...
From $282 per night (USD)VRBO
From $93 per night (USD)VRBO
Sleeps 4-Close to Downtown, Beaches & Airport / Ground Floor Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ground floor unit (No Stairs). Sleeps four (4). Ground floor unit (No Stairs). Renting this unit will place you within w ...
From $93 per night (USD)VRBO
From $344 per night (USD)VRBO
Brand New 2 BR/2BA Luxury Condo blocks from Downtown Sarasota, Rosemary Distict
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Modern and spacious 2-bedroom, 2 full bathroom furnished condo in a brand new building (just completed 2021) jin the pop ...
From $344 per night (USD)VRBO
From $181 per night (USD)Expedia
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
A charming single-family historic 2-bedroom Bungalow in the heart of Sarasota, Florida, has updated kitchen with design ...
From $181 per night (USD)Expedia
From $566 per night (USD)VRBO
Newly renovated classic villa in exclusive neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lautus Villa is located on Sarasota coast in exclusive neighborhood. Walking distance to Botanic Garden, downtown restau ...
From $566 per night (USD)VRBO
From $182 per night (USD)Expedia
Quiet Downtown Sarasota Villa. Updated 2022.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown S ...
From $182 per night (USD)Expedia
From $271 per night (USD)VRBO
DT home 10 min. drive from beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Right in the Rosemary District/Gillespie Park, this bright and spacious private home is a 10 minute drive to Lido Beache ...
From $271 per night (USD)VRBO
From $306 per night (USD)Expedia
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Keep it simple at this centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ...
From $306 per night (USD)Expedia
From $410 per night (USD)VRBO
Sarasota Pet Friendly Vaca Home | Balcony + Garage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gilles ...
From $410 per night (USD)VRBO
From $228 per night (USD)VRBO
1767-Near Beaches-Downtown-Full Kitchen-Cozy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...
From $228 per night (USD)VRBO
From $283 per night (USD)VRBO
638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV
- Bedrooms:
- 1
- Bathrooms:
- 11
- Sleeps:
- 6
Summary: Enjoy a stylish newly remodelled from top to bottom vacation at this 2 bedroom attached Villa in downtown Saras ...
From $283 per night (USD)VRBO
From $227 per night (USD)VRBO
Sarasota Downtown on The Legacy Bike Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Totally Renovated Vintage Cottage one minute to the downtown of Sarasota with the recently completed Legacy Trail right ...
From $227 per night (USD)VRBO
From $320 per night (USD)VRBO
Luxurious Boutique Condo in the Heart of Sarasota.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Luxurious boutique condo in the heart of Sarasota. Steps from Sarasota’s best restaurants, entertainment venues, and oce ...
From $320 per night (USD)VRBO
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Heart of Downtown - minutes from beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of downtown Sarasota. 1350 Main Residential Condo is walking distance from Marina Jacks, Bayfront P ...
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2 Bedroom luxury highrise apartment downtown Sarasota with view of Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The only downtown Sarasota luxury high-rise with short term rentals under 1 year. 24 Hour concierge, free indoor parking ...
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From $389 per night (USD)Expedia
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Keep it simple at this smoke free centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroo ...
From $389 per night (USD)Expedia
From $241 per night (USD)VRBO
Desirable Downtown Sarasota! On Main Street walk out to restaurants/shops/shows!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The most desirable location in downtown Sarasota, this 1/1 condo overlooks Main Street and is a short stroll to Marina J ...
From $241 per night (USD)VRBO
From $186 per night (USD)Expedia
Delightful 2BR Downtown Sarasota - The White Pearl
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The White Pearl! Professionally managed by Gulf Coast Vacation Rentals. This stunning 3-bedroom, 2-bathroom o ...
From $186 per night (USD)Expedia
From $160 per night (USD)VRBO
Where Coastal Living Meets Luxury - Lido Del Mare
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lido Del Mare: Where Coastal Living Meets Luxury, Professionally managed by Gulf Coast Vacation Rentals. Discover the c ...
From $160 per night (USD)VRBO
From $391 per night (USD)Expedia
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Par ...
From $391 per night (USD)Expedia
From $228 per night (USD)VRBO
Beautifully Rehabbed 2+2 Condo Minutes from Everything Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bed 2 Bath Condo. Full Amenity Building. Master Bath has Separate Soaking Tub and Shower Open Kitchen. New Cabinets. ...
From $228 per night (USD)VRBO
From $262 per night (USD)Expedia
Updated Downtown Sarasota Villa, 2b/2b
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Pa ...
From $262 per night (USD)Expedia
From $221 per night (USD)VRBO
Tropical Heart Villa walking distance to Downtown and 5 min drive to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled ...
From $221 per night (USD)VRBO
From $616 per night (USD)Expedia
Full City Views with Florida White Sand Beaches nearby!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The most breathtaking, brand new condominium with full city views at The Collection Residences is now available for the ...
From $616 per night (USD)Expedia
From $205 per night (USD)VRBO
Downtown Escape! All new! Cute Villa in Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Wow! Perfect for 2 or 3 people who like their own space & all the comforts of home away from home. Completely ...
From $205 per night (USD)VRBO
From $362 per night (USD)Expedia
Jula Place-Walk downtown from old Florida glam!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Every detail in our 1925 old Florida home has been preserved and enhanced. You'll love being immersed in magic Julia Pla ...
From $362 per night (USD)Expedia
From $299 per night (USD)VRBO
Julia Place-Walk downtown from old Florida glam!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Every detail in our 1925 old Florida home has been preserved and enhanced. You'll love being nestled in the treetops of ...
From $299 per night (USD)VRBO
From $250 per night (USD)Expedia
The Julia Place Carriage House-Walk downtown from old Florida glam!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Listing description Every detail in this 1925 carriage house has been preserved and enhanced. You'll love being nestled ...
From $250 per night (USD)Expedia
From $359 per night (USD)VRBO
Gorgeous Downtown Sarasota, Historic Laurel Park Home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of the city's famous historic Laurel Park. in amazing quiet location. Brand new full renovations c ...
From $359 per night (USD)VRBO
From $184 per night (USD)Expedia
Charming Cottage DOWNTOWN SARASOTA. MINUTES FROM SIESTA KEY!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Charming cottage in the heart of Downtown Sarasota, where urban living meets tropical tranquility. This ...
From $184 per night (USD)Expedia
From $203 per night (USD)VRBO
Gorgeous Lido Key condo | 6 minute walk to beach - Family Tides
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy your peaceful paradise in this gorgeous 2 BR, 2 BA retreat Professionally managed by Gulf Coast Vacation Rent ...
From $203 per night (USD)VRBO
From $214 per night (USD)VRBO
Sarasota Duplex in Gillespie Park: 1 Mi to Dtwn!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Embark on your next adventure in Florida with a stay at this vacation rental in sunny Sarasota! Complete with practical ...
From $214 per night (USD)VRBO
From $347 per night (USD)VRBO
Villa Sunrise, 3BR/3.5BA, private pool, Bird Key, close to Siesta Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful house is located on Bird Key, a small island offshore to Downtown, St. Armands Circle and Lido Key. Bird ...
From $347 per night (USD)VRBO
From $2530 per night (USD)Expedia
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups | Beach
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 20
Gillespie Park includes 10 acres of trails, playground, basketball, pickleball courts, tennis courts, pond & 2 public do ...
From $2530 per night (USD)Expedia
From $192 per night (USD)VRBO
Charming Artist 2-bedroom bungalow in Historic Gillespie Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay comfortably in Sarasota at this 2-bedroom bungalow. Experience the cool vibe of this wonderful property with a gour ...
From $192 per night (USD)VRBO
From $165 per night (USD)Expedia
Peaceful Beach Home Fully Equipped!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fully equipped cozy beach home warmly decorated! Just steps away from Publix, Payne Park and Legacy Trail. Short drive t ...
From $165 per night (USD)Expedia
From $145 per night (USD)VRBO
Sunny Central Sarasota Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome home to your sunny Sarasota oasis! This newly remodeled 2BR, 2BA condo is perfectly located just 1 mile from the ...
From $145 per night (USD)VRBO
From $399 per night (USD)Expedia
Historic Downtown Sarasota - Gem I
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully restored home in the Historic downtown of Sarasota. We have a cluster of 3 neighboring homes fresh off a $2. ...
From $399 per night (USD)Expedia
From $406 per night (USD)VRBO
Historic Downtown Sarasota - Gem II
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully restored home in the Historic downtown of Sarasota. We have a cluster of 3 neighboring homes fresh off a $2. ...
From $406 per night (USD)VRBO
From $322 per night (USD)Expedia
Historic Downtown Sarasota - Gem III
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This home is nestled in a quaint historic district of Sarasota close to the vibrant action of downtown yet offers serene ...
From $322 per night (USD)Expedia
From $300 per night (USD)VRBO
1-403 in Sarasota, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Siesta Key retreat! This stylish condo is the perfect blend of comfort and convenience for your beach va ...
From $300 per night (USD)VRBO
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Premier Access to Downtown Sarasota! Private Pool, Game Room, & More!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Ringling House, a historic home located west of the trail in downtown Sarasota, near Southside Village, S ...
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From $419 per night (USD)VRBO
Cozy & Charming 4/4 bungalow with pool close to the Village, Lido & Siesta Keys
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Consider this house your home away from home while you visit Sarasota. A treasure West of the Trail, boasting Mexican ti ...
From $419 per night (USD)VRBO
From $302 per night (USD)Expedia
Retro Laurel Park Guest Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience luxury & comfort in this beautifully renovated guest house, featuring a stylish retro vibe, nestled in the he ...
From $302 per night (USD)Expedia
From $522 per night (USD)VRBO
Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bay Breeze Bungalow - Waterfront Pool, Dock & Kayaks 💖 Why You'll Love This Home Glide your kayak from a private dock ...
From $522 per night (USD)VRBO
From $285 per night (USD)Expedia
Step into the charm of yesteryear with the modern comforts of today at City Cottage!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step into the charm of yesteryear with the modern comforts of today at City Cottage! Nestled in the heart of the City o ...
From $285 per night (USD)Expedia
Click For PricingVRBO
Beautiful A+ location 10 minutes to best beaches. Special monthly rate.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully landscaped pool home in one of the most exclusive neighborhoods in Sarasota. Updated 3 bedroom plus office a ...
Click For PricingVRBO
From $272 per night (USD)Expedia
NEW! Luxurious 2BR/2BA Heart of Historic Laurel Park w/ pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to Your Dream Oasis in Sarasota! Step into a world of timeless charm and modern luxury at this Spanish Mediterra ...
From $272 per night (USD)Expedia
From $324 per night (USD)VRBO
Downtown retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Burns Court Oasis! A True gem. Enjoy a stylish experience at this centrally-located home located in the heart of downto ...
From $324 per night (USD)VRBO
From $572 per night (USD)Expedia
Welcome to Casa Blue! Come enjoy Sarasota!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This fabulous brand new house in Sarasota is a gem for guests seeking an amazing location to enjoy living in Sarasota li ...
From $572 per night (USD)Expedia
From $481 per night (USD)VRBO
Historic Laurel Park Home with Retro Guest Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Discover this charming downtown Sarasota retreat, perfectly positioned within easy reach of dining, shopping, entertainm ...
From $481 per night (USD)VRBO
From $338 per night (USD)Expedia
Gem in Laurel Park: Newly Remodeled, Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to RCC Ohio Place – Your Dream Getaway in the Heart of Downtown Sarasota! Charming, fully renovated 100-year-ol ...
From $338 per night (USD)Expedia
From $204 per night (USD)VRBO
Beautiful 3-bedroom, 2-bathroom house with WiFi and AC in downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Sarasota retreat! This stylish and sun-filled home. Whether you’re here for business, a beach getaway, o ...
From $204 per night (USD)VRBO
From $208 per night (USD)VRBO
Modern 1/1 Bungalow Apt in Laurel Park, Walk to Downtown, Bay & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Madison Bungalow is a stylish well-equipped 1 bed/one bath apartment, located in the heart of downtown Sarasota, within ...
From $208 per night (USD)VRBO
From $226 per night (USD)VRBO
Downtown Sarasota 2BR/2BA Retreat. Pool, Gym & Walkable to Dining & Arts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Modern Downtown Sarasota Retreat – 2BR/2BA Apartment at CitySide Experience Sarasota like a local with this stylish and ...
From $226 per night (USD)VRBO
From $304 per night (USD)Expedia
Luxury House Walking Distance to Ocean - Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summary: Unwind in this stylish Three Bedroom home in Sarasota, Florida. The City is full of award-winning restaurants, ...
From $304 per night (USD)Expedia
Click For PricingVRBO
Waterfront condo. Walk to downtown, Selby Botanical Gardens and Bayfront Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sarasota is waiting for you at this 2-bedroom 2 and a half bath condo. This waterfront property features 2 queen beds, r ...
Click For PricingVRBO
From $329 per night (USD)Expedia
Historic Laurel Park Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming pet friendly cottage located in the heart of downtown Sarasota and a short drive to Siesta Key Beach and Lido K ...
From $329 per night (USD)Expedia