Bayfront Park Rentals
From $306 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 $306 per night (USD)VRBO
From $110 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 $110 per night (USD)VRBO
From $518 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 $518 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 $197 per night (USD)VRBO
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 $197 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 $497 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 $497 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 $193 per night (USD)VRBO
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 $193 per night (USD)VRBO
From $253 per night (USD)Expedia
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 $253 per night (USD)Expedia
From $264 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 $264 per night (USD)VRBO
From $181 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 $181 per night (USD)Expedia
From $207 per night (USD)VRBO
⭐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)VRBO
From $330 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 $330 per night (USD)Expedia
From $151 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 $151 per night (USD)VRBO
From $221 per night (USD)Expedia
🦩Now Booking for Summer! Private, Poolside, 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 $221 per night (USD)Expedia
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
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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 ...
Click For PricingExpedia
From $319 per night (USD)VRBO
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 $319 per night (USD)VRBO
From $184 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 neighborhood, it is unique, funky, artistic and quaint. Laurel Park is walking distance to e ...
From $184 per night (USD)Expedia
From $157 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 $157 per night (USD)VRBO
From $189 per night (USD)Expedia
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)Expedia
From $328 per night (USD)VRBO
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 $328 per night (USD)VRBO
From $331 per night (USD)Expedia
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 $331 per night (USD)Expedia
From $135 per night (USD)VRBO
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 $135 per night (USD)VRBO
From $188 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 $188 per night (USD)VRBO
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 $301 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 $301 per night (USD)Expedia
From $275 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 $275 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 $385 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 $385 per night (USD)Expedia
From $375 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 $375 per night (USD)VRBO
From $258 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 $258 per night (USD)Expedia
From $288 per night (USD)VRBO
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 Grill: yes - ...
From $288 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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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 $217 per night (USD)Expedia
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 $217 per night (USD)Expedia
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 $162 per night (USD)Expedia
Charming 1-bedroom apartment in the heart of Downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This wonderful apartment in Sarasota is the perfect home base for your trip. With a cozy bedroom featuring a queen bed a ...
From $162 per night (USD)Expedia
From $423 per night (USD)VRBO
Bayfront Condo with Breathtaking Views in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Enjoy sweeping 15th-floor views of Sarasota Bay and the Gulf from this beautifully updated 2-bedroom, 2-bath co ...
From $423 per night (USD)VRBO
From $362 per night (USD)VRBO
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 $362 per night (USD)VRBO
From $264 per night (USD)VRBO
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 $264 per night (USD)VRBO
From $324 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 $324 per night (USD)VRBO
From $147 per night (USD)VRBO
Sunny Central Sarasota Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome home to your sunny Sarasota oasis! This newly remodeled 2BR, 2BA condo is perfectly located just 1 mile from the ...
From $147 per night (USD)VRBO
From $322 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 $322 per night (USD)VRBO
From $116 per night (USD)VRBO
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 $116 per night (USD)VRBO
From $200 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 $200 per night (USD)Expedia
From $245 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 $245 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 $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 $245 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 $245 per night (USD)VRBO
From $210 per night (USD)VRBO
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 $210 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 $177 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 $177 per night (USD)VRBO
From $153 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 $153 per night (USD)VRBO
From $255 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 $255 per night (USD)VRBO
From $635 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 $635 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 $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 $288 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 $288 per night (USD)Expedia
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 $333 per night (USD)Expedia
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 $333 per night (USD)Expedia
From $182 per night (USD)VRBO
Quick and Easy Walk Downtown - Tons of Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfe ...
From $182 per night (USD)VRBO
From $198 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 $198 per night (USD)Expedia
From $170 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 $170 per night (USD)VRBO
From $195 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 $195 per night (USD)VRBO
From $305 per night (USD)VRBO
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 $305 per night (USD)VRBO
From $377 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 $377 per night (USD)VRBO
From $540 per night (USD)VRBO
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 $540 per night (USD)VRBO
From $246 per night (USD)Expedia
Wonderful Guest Quarters in downtown Sarasota!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 3
Stay comfortably in Sarasota at this 1-bedroom apartment. The space features a fabulous queen bed , ensuring a good nigh ...
From $246 per night (USD)Expedia
From $373 per night (USD)VRBO
Charming 4-bedroom 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 $373 per night (USD)VRBO
From $412 per night (USD)Expedia
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 $412 per night (USD)Expedia
From $284 per night (USD)VRBO
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 $284 per night (USD)VRBO
From $87 per night (USD)Expedia
1 Mi to Dtwn Sarasota: Remodeled Condo w/ Balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
WFH Friendly | Community Kitchen w/ Gas Grill | 4 Mi to Lido Key Beach Book your next long-term stay in the Sunshine St ...
From $87 per night (USD)Expedia
From $154 per night (USD)VRBO
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 3rd floor is fully equipped for a comfortable stay. You ...
From $154 per night (USD)VRBO
From $503 per night (USD)Expedia
Fully Renovated Roaring Twenties Bungalow in Laurel Park - 3-Bedroom, 3-Bathroom
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Step back into the vibrant spirit of the Roaring Twenties with this fully renovated bungalow, professionally decorated a ...
From $503 per night (USD)Expedia
From $165 per night (USD)VRBO
Welcome to the Gecko Bungalow in charming Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your perfect Sarasota escape! This recently remodeled, stylish, and cozy 1-bedroom, 1-bathroom retreat is ide ...
From $165 per night (USD)VRBO
From $231 per night (USD)Expedia
1259 Main - Downtown Sarasota
- 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 $231 per night (USD)Expedia
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 $227 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 $227 per night (USD)Expedia
From $557 per night (USD)VRBO
Renovated historical home with guest house in the heart of downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Nestled in Downtown Sarasota, this delightful house offers a serene escape for guests. The main house has 2 bedrooms inc ...
From $557 per night (USD)VRBO
From $487 per night (USD)Expedia
Elegant Downtown Sarasota Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This beautifully finished residence in a boutique Sarasota building offers a spacious layout, high ceilings, an ...
From $487 per night (USD)Expedia
From $487 per night (USD)VRBO
Modern Waterfront Condo in Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This exclusive waterfront condo on Sarasota Bay offers elegant and comfortable living with high-end finishes th ...
From $487 per night (USD)VRBO
From $267 per night (USD)Expedia
Downtown Burns Court Oasis!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Burns Court Oasis! A True gem. Enjoy a stylish experience at this centrally-located home located in the heart of down ...
From $267 per night (USD)Expedia
From $395 per night (USD)VRBO
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 $395 per night (USD)VRBO
From $550 per night (USD)Expedia
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 $550 per night (USD)Expedia
From $238 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 $238 per night (USD)VRBO
Click For PricingExpedia
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 $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 $176 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 $176 per night (USD)Expedia
From $180 per night (USD)VRBO
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 $180 per night (USD)VRBO
From $286 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 $286 per night (USD)Expedia
From $271 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 $271 per night (USD)VRBO
From $204 per night (USD)Expedia
Historic 1925 Building Downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Walk to everything downtown Main Street, Restaurants, Wholefoods, Bayfront Park/Maria Jacks, Weston/Art Ovation ...
From $204 per night (USD)Expedia
From $211 per night (USD)VRBO
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 $211 per night (USD)VRBO
From $187 per night (USD)Expedia
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 $187 per night (USD)Expedia
Click For PricingVRBO
Charming Cottage Downtown SRQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SARASOTA/DOWNTOWN “The LITTLE MERMAID” is a newly-built very private 1-bdm cottage surrounded by beautiful lush landsca ...
Click For PricingVRBO
From $228 per night (USD)Expedia
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)Expedia