Bayfront Park Rentals
From $399 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 $399 per night (USD)VRBO
From $1122 per night (USD)Expedia
Downtown Main Street Loft
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a stylish experience at this centrally-located place. Perfect for friends or family. Walking distance to all downt ...
From $1122 per night (USD)Expedia
From $124 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 $124 per night (USD)VRBO
From $525 per night (USD)Expedia
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 $525 per night (USD)Expedia
From $225 per night (USD)VRBO
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 $225 per night (USD)VRBO
From $83 per night (USD)Expedia
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 $83 per night (USD)Expedia
From $217 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 $217 per night (USD)VRBO
From $604 per night (USD)Expedia
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 $604 per night (USD)Expedia
From $195 per night (USD)VRBO
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 $195 per night (USD)VRBO
From $171 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 $171 per night (USD)Expedia
From $315 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 $315 per night (USD)VRBO
From $239 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 $239 per night (USD)Expedia
From $210 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 $210 per night (USD)VRBO
From $255 per night (USD)Expedia
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 $255 per night (USD)Expedia
From $167 per night (USD)VRBO
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 $167 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 $106 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 $106 per night (USD)VRBO
From $172 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 $172 per night (USD)Expedia
From $454 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 $454 per night (USD)VRBO
From $432 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 $432 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 $326 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 $326 per night (USD)Expedia
From $213 per night (USD)VRBO
Location, Location, Location, walk to Waterfront, Selby Gardens, Downtown & more
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Siesta Key and Southside Vi ...
From $213 per night (USD)VRBO
From $197 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 $197 per night (USD)Expedia
From $221 per night (USD)VRBO
🦩Now Booking for Summer! 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 $221 per night (USD)VRBO
From $94 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 $94 per night (USD)Expedia
Click For PricingVRBO
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 $151 per night (USD)Expedia
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A charming single-family historic 2-bedroom Bungalow in the heart of Sarasota, Florida, has updated kitchen with design ...
From $151 per night (USD)Expedia
From $324 per night (USD)VRBO
Quiet Downtown Sarasota Villa. Updated 2022.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown S ...
From $324 per night (USD)VRBO
From $444 per night (USD)Expedia
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 $444 per night (USD)Expedia
From $205 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 $205 per night (USD)VRBO
From $153 per night (USD)Expedia
Lido Del Mare: Where Coastal Living Meets Luxury - Lido Del Mare
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lido Del Mare: Where Coastal Living Meets Luxury Discover the charm of living and playing on Lido Beach! This ex ...
From $153 per night (USD)Expedia
From $294 per night (USD)VRBO
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 $294 per night (USD)VRBO
From $281 per night (USD)Expedia
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 $281 per night (USD)Expedia
From $451 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 $451 per night (USD)VRBO
From $101 per night (USD)Expedia
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, 2 Smart ...
From $101 per night (USD)Expedia
From $186 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 $186 per night (USD)VRBO
From $426 per night (USD)Expedia
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 $426 per night (USD)Expedia
From $410 per night (USD)VRBO
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 $410 per night (USD)VRBO
From $288 per night (USD)Expedia
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 $288 per night (USD)Expedia
From $302 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 ...
From $302 per night (USD)VRBO
From $827 per night (USD)Expedia
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 $827 per night (USD)Expedia
From $237 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 6th floor is fully equipped for a comfortable stay. E ...
From $237 per night (USD)VRBO
From $691 per night (USD)Expedia
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 ...
From $691 per night (USD)Expedia
From $257 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 $257 per night (USD)VRBO
From $365 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 $365 per night (USD)VRBO
From $157 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 $157 per night (USD)VRBO
From $247 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 $247 per night (USD)VRBO
From $291 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 $291 per night (USD)VRBO
From $270 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 $270 per night (USD)VRBO
From $231 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 $231 per night (USD)VRBO
From $245 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 $245 per night (USD)Expedia
From $249 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 $249 per night (USD)VRBO
From $89 per night (USD)Expedia
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 $89 per night (USD)Expedia
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 $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 $126 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 $126 per night (USD)VRBO
From $294 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 $294 per night (USD)Expedia
From $234 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 $234 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 $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 $130 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 $130 per night (USD)VRBO
From $130 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 $130 per night (USD)VRBO
From $186 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 $186 per night (USD)Expedia
From $176 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 $176 per night (USD)VRBO
From $151 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 $151 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 $860 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 $860 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 $201 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 $201 per night (USD)VRBO
From $328 per night (USD)Expedia
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 $328 per night (USD)Expedia
From $229 per night (USD)VRBO
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 $229 per night (USD)VRBO
From $187 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 $187 per night (USD)VRBO
From $455 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 $455 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 $394 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 $394 per night (USD)VRBO
From $210 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 $210 per night (USD)Expedia
From $157 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 $157 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 $459 per night (USD)VRBO
Charming 4-bedroom bungalow close to Southside Village, Lido Key & Siesta Key
- 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 $459 per night (USD)VRBO
From $477 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 $477 per night (USD)Expedia
From $326 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 $326 per night (USD)VRBO
From $347 per night (USD)Expedia
Welcome to Casa Blue! Come enjoy Sarasota!
- Bedrooms:
- 4
- 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 $347 per night (USD)Expedia
From $246 per night (USD)VRBO
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)VRBO
From $601 per night (USD)Expedia
Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Bay Breeze Bungalow – Your Waterfront Sanctuary in Sarasota Nestled along the tranquil canals of Hudson Bayo ...
From $601 per night (USD)Expedia
From $422 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 $422 per night (USD)VRBO
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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 ...
Click For PricingExpedia
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 $537 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 $537 per night (USD)Expedia
From $537 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 $537 per night (USD)VRBO
From $310 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 $310 per night (USD)Expedia
From $399 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 $399 per night (USD)VRBO
From $505 per night (USD)VRBO
Fully renovated 2bd\/2bth historic home with 2bd\/1bth guest house in Laurel Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Your home away from home in Sarasota with 4 bedrooms. This fabulous house features 2 king beds and 2 bunk beds, perfect ...
From $505 per night (USD)VRBO
From $130 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 $130 per night (USD)VRBO
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 $170 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 $170 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 $152 per night (USD)VRBO
Delightful 2 BR Downtown Sarasota Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The White Pearl! This stunning 3-bedroom, 2-bathroom open-concept condo is located just a block from Downtown ...
From $152 per night (USD)VRBO
From $444 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 $444 per night (USD)Expedia