Bayfront Park Rentals
- From $560 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 $560 per night (USD)VRBO
- From $156 per night (USD)
Expedia
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)Expedia
- From $513 per night (USD)
VRBO
Entire private house
- Bedrooms:
- 5
- Bathrooms:
- 7
- 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 $513 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Sarasota Bungalow w\/ Pergola, Garden & Waterfalls!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Book your coastal retreat to this quaint 1-bedroom, 1-bath Sarasota vacation rental cottage located just a short drive f ...
From $231 per night (USD)Expedia
- From $96 per night (USD)
VRBO
Downtown. Sleeps 2. Mins to 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 $96 per night (USD)VRBO
- From $329 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 $329 per night (USD)Expedia
- From $702 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 $702 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Sarasota Downtown Apartment!!!
- 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 $204 per night (USD)Expedia
- From $171 per night (USD)
VRBO
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 $171 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Quaint Historic Apartment in Walkable Downtown #5
- 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 $313 per night (USD)Expedia
- From $205 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 $205 per night (USD)VRBO
- From $244 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 $244 per night (USD)Expedia
- From $341 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 $341 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Sleeping Studio, Secure & Cute Downtown between Siesta & Lido Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a small room with cuteness and amenities, poster bed with space to store underneath, coffee maker/small refriger ...
From $214 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Beautifully decorated 1bdrm carriage house - 8 min walk to downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Well appointed private carriage house above garage. Immaculate, modern furnishings, fully equipped kitchen and own deck ...
From $139 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Downtown Sarasota Apartment in Historic Burns Square, South Side Walkable
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built in the 1950's this property has a clean character and ambiance. Walking distance to Whole Foods/Publix, Bayfront m ...
From $313 per night (USD)Expedia
- From $305 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 $305 per night (USD)VRBO
- From $297 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 $297 per night (USD)Expedia
- From $180 per night (USD)
VRBO
🦩Private, Poolside, Pet-Friendly Paradise Near Downtown Sarasota🦩
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Pinkie Flamingo Welcomes You To Hazel's Hideaway! Three month (90 Day) Min For 2020 Season. Just nine blocks from Saras ...
From $180 per night (USD)VRBO
- From $184 per night (USD)
Expedia
Location! Location! Location! Sarasota!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping and restaurants. Plus, Southside Village ...
From $184 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $452 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 $452 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Beautiful Downtown Cottage near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our hidden gem! This 2 bed 2 bath cottage is extremely unique in one of the most renowned neighborhoods of be ...
From $270 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Very tropical, private and peaceful, short walk to everything happening downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Sarasota's first and oldest neighborhood, quaint Laurel Park is walking distance to everything downtown.and v ...
From $261 per night (USD)Expedia
- From $173 per night (USD)
VRBO
\"THE NEST\" THE BEST BEACHES, ENTERTAINMENT AND SHOPPING.\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 1050 sq ft Paradise hideaway is West Of Tamiami Trail on a Canopied Street. This very private vacation Apt. is an ...
From $173 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Sarasota Downtown, Best Location For Your Vacation !!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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)Expedia
- From $213 per night (USD)
VRBO
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A charming single-family historic 2-bedroom Bungalow in the heart of Sarasota, Florida, has updated kitchen with designe ...
From $213 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Quiet Downtown Sarasota Villa. Updated 2022.
- Bedrooms:
- 1
- Bathrooms:
- 12
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown S ...
From $328 per night (USD)Expedia
- From $432 per night (USD)
VRBO
DT home 10 min. drive from beach
- Bedrooms:
- 2
- 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 $432 per night (USD)VRBO
- From $235 per night (USD)
Expedia
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 $235 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Lido Key, walk to Beach, Lido Del Mare
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Lido Del Mare! Here is your chance to live and play on Lido Beach! This stunning 2-bedroom, 2-bath townhome, ...
From $251 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 6 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 $354 per night (USD)Expedia
- From $288 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 $288 per night (USD)VRBO
- From $469 per night (USD)
VRBO
Bungalow with Private Guest Casita in Historic Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Sarasota at this lovely bungalow and casita. With 3 bedrooms, including 1 queen bed, 1 sofa bed, and 2 twin be ...
From $469 per night (USD)VRBO
- From $114 per night (USD)
VRBO
Downtown Sarasota Apartment 2BR\/2BA, Pet-Friendly close to LidoBeach & SiestaKey
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our private apartment in the heart of Downtown Area! With 2 bedrooms (1 queen, 2 full beds), 2 baths, a futon ...
From $114 per night (USD)VRBO
- From $186 per night (USD)
Expedia
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 $186 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Elegantly Renovated Gem I in the heart of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a beautifully restored historic home in the enchanting Burns Court neighborhood. We have a cluster of 3 neighb ...
From $333 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Elegantly Renovated Gem II
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a beautifully restored historic home in the enchanting Burns Court neighborhood. We have a cluster of 3 neighb ...
From $415 per night (USD)Expedia
- From $245 per night (USD)
VRBO
FALL SPECIAL! Charming 1-bedroom house in beautiful Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in Sarasota, this delightful house offers a terrific stay for guests. Exquisite compact design! The one-bed, on ...
From $245 per night (USD)VRBO
- From $425 per night (USD)
Expedia
1-403 in Sarasota, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
loft area - updated kitchen and bathrooms - ceiling fans 2b/2b Amenities Include: - Balcony: yes - BBQ ...
From $425 per night (USD)Expedia
- From $1423 per night (USD)
VRBO
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 ...
From $1423 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Chic 1BR Heart of Downtown City Views & Private Balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your downtown oasis! This modern 1BR/1BA condo on the 6th floor is fully equipped for a comfortable stay. E ...
From $237 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Sunny Central Sarasota Retreat
- Bedrooms:
- 2
- 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 $221 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Newly Renovated Mid Century Modern 2-bedroom house in Laurel Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in Sarasota's historical Laurel Park, this delightful house offers a tranquil escape for guests. With 2 bedrooms ...
From $428 per night (USD)VRBO
- From $527 per night (USD)
VRBO
Villa Sunrise, 3BR\/3.5BA, private pool, Bird Key, close to Siesta Key
- Bedrooms:
- 4
- 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 $527 per night (USD)VRBO
- From $343 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 $343 per night (USD)VRBO
- From $280 per night (USD)
VRBO
Contemporary Townhouse in Downtown Sarasota and 8-10 min to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary 2 story Townhouse in the heart of downtown Sarasota. Walk everywhere and less than 10 min to Saint Armand’s ...
From $280 per night (USD)VRBO
- From $743 per night (USD)
VRBO
New Luxury Home! Private Pool w\/ Best Beaches Close by!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Perfect location, walking distance to downtown Sarasota and Southside Village. Restaurants, nightlife, both Lido and Sie ...
From $743 per night (USD)VRBO
- From $362 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 $362 per night (USD)VRBO
- From $106 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 $106 per night (USD)Expedia
- From $354 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 $354 per night (USD)VRBO
- From $396 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 $396 per night (USD)VRBO
- From $113 per night (USD)
VRBO
Downtown GRND Floor 2BR, Mins to Airpt & Beaches \/ Sleeps 4
- 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 $113 per night (USD)VRBO
- From $231 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 $231 per night (USD)VRBO
- From $264 per night (USD)
VRBO
Downtown renovated classic in historic district; walk to all
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This is a renovated 2 bedroom, 2.5 bath house in the downtown Laurel Park neighborhood, a National Historic District. W ...
From $264 per night (USD)VRBO
- From $114 per night (USD)
VRBO
Heart of Sarasota -New remodel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Update!! New interior remodel. New kitchen, bathroom and flooring throughout. Sleek white european cabinets - plank floo ...
From $114 per night (USD)VRBO
- From $242 per night (USD)
VRBO
Light and Airy and Private, Great Location, Historic Neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
In an Mediterranean Revival home, light and airy, one bedroom above separate garage with bath and full kitchen. Wooden ...
From $242 per night (USD)VRBO
- From $372 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 $372 per night (USD)VRBO
- From $444 per night (USD)
VRBO
Spacious Historic Apt. in Walkable Downtown between Siesta & Lido Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $444 per night (USD)VRBO
- From $304 per night (USD)
VRBO
State Street Condo - Luxury, Condo in Downtown by Gulfcoast Holiday Homes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this luxurious 1-bedroom apartment nestled in the heart of downtown Sarasota, where urban living meets modern e ...
From $304 per night (USD)VRBO
- From $121 per night (USD)
VRBO
DOWNTOWN SARASOTA - Historic Laurel Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
From $121 per night (USD)VRBO
- From $121 per night (USD)
VRBO
DOWNTOWN SARASOTA - Historic Laurel Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
From $121 per night (USD)VRBO
- From $186 per night (USD)
VRBO
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 $186 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Sarasota Apartment in Downtown!!!
- 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 $186 per night (USD)VRBO
- From $159 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 $159 per night (USD)VRBO
- From $292 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 $292 per night (USD)VRBO
- From $1084 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 $1084 per night (USD)VRBO
- From $446 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 $446 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Beautiful Downtown Sarasota home with tropical garden.
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $673 per night (USD)
VRBO
Luxury condominium downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bayside high rise condo....amazing views, 24-hr security. New construction on Sarasota Bay, directly across from Marina ...
From $673 per night (USD)VRBO
- From $311 per night (USD)
VRBO
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 $311 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $358 per night (USD)
VRBO
638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV
- Bedrooms:
- 1
- Bathrooms:
- 12
- Sleeps:
- 6
Summary: Enjoy a stylish newly remodelled from top to bottom vacation at this 2 bedroom attached Villa in downtown Saras ...
From $358 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Quick and Easy Walk Downtown - Tons of Amenities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfe ...
From $275 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Treasured Piece of history-Sarasota 1940s Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Special offer: Enjoy special monthly rates for extended stays—perfect for a relaxing getaway or remote work retreat! Our ...
From $260 per night (USD)VRBO
- From $615 per night (USD)
VRBO
Selby garden Downtown colonial, home \nmins drive 2 siesta key walk 2 Bayfront
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful home located in downtown Sarasota next to Selby botanical Gardens a few minutes walk some of the best res ...
From $615 per night (USD)VRBO
- From $496 per night (USD)
VRBO
Dog-friendly, renovated duplex with two kitchens, washer\/dryer, & patio
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Casa Cocoanut - Entire Property Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $496 per night (USD)VRBO
- From $265 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 $265 per night (USD)Expedia
- From $314 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 $314 per night (USD)VRBO
- From $202 per night (USD)
VRBO
Sarasota Getaway Studio 3 mi to beautiful sandy beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy this new space with 12 ft. ceiling, light airy and spacious surrounded in a private, tropical setting. Fully furni ...
From $202 per night (USD)VRBO
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VRBO
City Side - “The Art of City Living” in Sarasota | Resort Pool, Amenities,& More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to CitySide: Your Premier Sarasota Retreat in the Heart of the Rosemary District Discover the ultimate urban liv ...
Click For PricingVRBO
- From $417 per night (USD)
VRBO
Hidden Hacienda-Charming 4-bedroom bungalow close to exciting Southside Village
- 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 $417 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Luxury Urban Retreat in Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to upscale urban living at The Mark Sarasota, an iconic residence in the heart of downtown. This meticulously de ...
From $500 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Magnificent Oceanfront Penthouse with Stunning Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience luxurious coastal living in this one-of-a-kind 3-bedroom, 3-bathroom oceanfront penthouse. Spanning 2,270 sq. ...
From $500 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Luxury at Your Fingertips
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our Luxury 1 bedroom 1 bath 800+ sq ft home..gives you a great vacation feel of escape while away from home demands... ...
From $316 per night (USD)VRBO
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Expedia
City Side - “The Art of City Living” in Sarasota | Resort Pool, Amenities,& More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to CitySide: Your Premier Sarasota Retreat in the Heart of the Rosemary District Discover the ultimate urban liv ...
Click For PricingExpedia
- Click For Pricing
VRBO
City Side - “The Art of City Living” in Sarasota | Resort Pool, Amenities,& More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to CitySide: Your Premier Sarasota Retreat in the Heart of the Rosemary District Discover the ultimate urban liv ...
Click For PricingVRBO
- Click For Pricing
Expedia
City Side - “The Art of City Living” in Sarasota | Resort Pool, Amenities,& More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to CitySide: Your Premier Sarasota Retreat in the Heart of the Rosemary District Discover the ultimate urban liv ...
Click For PricingExpedia
- Click For Pricing
Expedia
City Side - “The Art of City Living” in Sarasota | Resort Pool, Amenities,& More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to CitySide: Your Premier Sarasota Retreat in the Heart of the Rosemary District Discover the ultimate urban liv ...
Click For PricingExpedia
- From $307 per night (USD)
VRBO
Cute 2 bedroom apt in Sarasota, short walk downtown and minutes to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Cute apartment in the heart of Sarasota, short walk to Main Street shops and restaurants , the marina and Ringling Park. ...
From $307 per night (USD)VRBO
- From $1088 per night (USD)
VRBO
Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Bay Breeze Bungalow – Your Waterfront Escape in the Heart of Sarasota! Tucked along the serene canals of Hud ...
From $1088 per night (USD)VRBO
- From $684 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
New Listing! 20% OFF Nightly Rate for a limited time only. Step into the charm of yesteryear with the modern comforts ...
From $684 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Stylish Retreat in Rosemary District Near Dining, Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your modern and chic getaway in the heart of Sarasota's sought-after Rosemary District—rated one of the top 1 ...
From $431 per night (USD)VRBO
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Expedia
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 ...
Click For PricingExpedia
- From $169 per night (USD)
VRBO
Azure Guesthouse Walkable to Restaurants! Private patio! Beach 8 min drive!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Our charming and private guesthouse has the BEST location and all the comfort and tropical coastal charm you’re looking ...
From $169 per night (USD)VRBO
- From $230 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 $230 per night (USD)VRBO
- From $347 per night (USD)
VRBO
Downtown Safe Historic btwn Siesta & Lido Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
In the Burns Square Historic District, this boutique hotel in a 1950's Sarasota School of Architecture building with lot ...
From $347 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Cute Lil Oasis on Osprey near Downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: This newly renovated, adorable private bungalow is located in the highly sought after West of Trail area situat ...
From $185 per night (USD)VRBO
- From $121 per night (USD)
VRBO
DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
From $121 per night (USD)VRBO
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Expedia
Downtown Sarasota #12
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Great one bedroom condo close to downtown Sarasota, Burns Court, Towles Court, restaurants, Laurel Park and the bayfront ...
Click For PricingExpedia