
Bayfront Park Rentals

- From $60 per night (USD)
HomeAway
Lives like a modern hotel suite in the heart of historic Gillespie Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This new construction 1,350 SF apartment is part of an architect's own modern property at the heart of Gillespie Park. ...
From $60 per night (USD)HomeAway
- From $685 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You are encouraged to verify property ownership. SarasotaCottageRentals Nestled away among the palms, bamboo and jaca ...
From $685 per night (USD)VRBO
- From $50 per night (USD)
HomeAway
Location, Location, Location! Walkable to Bayfront, Shops and Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A Paradise hideaway "THE SARASOTA NEST", West Of Tamiami Trail. This very private vacation getaway is an immaculate, 2 ...
From $50 per night (USD)HomeAway
- From $435 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Coral Cottage in Laurel Park, Sarasota FL Historic Sarasota Cottages Meets Key West Cool ~ Meets Shabby ...
From $435 per night (USD)VRBO
- From $435 per night (USD)
HomeAway
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE VISIT THE SARASOTA TAX ASSESSOR'S WEB PAGE TO CONFIRM THE LEGITIMATE OWNER OF A PROPERTY YOU'RE INTERESTED IN. M ...
From $435 per night (USD)HomeAway
- From $430 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Historic Sarasota Cottages Meets Key West Cool ~ Meets Shabby Chic. Sarasota Cottage Rentals are reserved by calendar mo ...
From $430 per night (USD)VRBO
- From $218 per night (USD)
HomeAway
Spacious Historic Apt. in Walkable Downtown between Siesta & Lido Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $218 per night (USD)HomeAway
- From $135 per night (USD)
VRBO
Secure & Cute Sleeping Studio, Downtown Fun 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 $135 per night (USD)VRBO
- From $184 per night (USD)
HomeAway
Downtown Sarasota Apartment in Historic Burns Square, South Side Walkable
- 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 $184 per night (USD)HomeAway
- From $60 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 $60 per night (USD)VRBO
- From $184 per night (USD)
HomeAway
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 $184 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
Walk Downtown Beautiful Sarasota Large & Cozy Condo on Bayou near Siesta Key!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
Come stay in this unique Condo on a lush oasis right on the edge of downtown Sarasota. CENTRAL to everything allowing w ...
From $150 per night (USD)VRBO
- From $310 per night (USD)
HomeAway
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 $310 per night (USD)HomeAway
- From $100 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 informations about our propriety.Thank YOU A spacious space to relax ...
From $100 per night (USD)VRBO
- From $94 per night (USD)
HomeAway
Tucked among the trees of Towles Court it's a quiet haven in the heart of town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the heart of downtown Sarasota, this artist colony consists of only a handful of homes linked together by wal ...
From $94 per night (USD)HomeAway
- From $217 per night (USD)
VRBO
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful condominium has been renovated 100% from top to bottom. Located next door to the Ritz Carlton with gorg ...
From $217 per night (USD)VRBO
- From $70 per night (USD)
HomeAway
The Cottage Next Door Sarasota Downtown location
- 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 $70 per night (USD)HomeAway
- From $75 per night (USD)
VRBO
One Bedroom Apartment #3 in Historic Burns Square district, downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $75 per night (USD)VRBO
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HomeAway
Affordable Paradise - Walking Distance to Downtown Sarasota!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful monthly vacation rental a short walk from downtown Sarasota and a short bike ride from Siesta Key (#1 beach in ...
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VRBO
Resort-style living in downtown Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Resort-style living in downtown Sarasota! Spacious & quiet 2 bed, 2 bath with tons of amenities. Pool, hot tub, tennis ...
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HomeAway
Beautifully decorated 1bdrm carriage house - 8 min walk to downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Three-year-old private carriage house above garage with brand new furnishings, new paint and own deck sitting area. Loca ...
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VRBO
Downtown Apt. in Gorgeous Luxury Setting: Monthly Rates Available
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New listing in the best location for city dwelling with resort-style amenities. Apt is on the top (2nd) floor close to t ...
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HomeAway
Downtown Apt. in Luxury Complex
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walking distance to outdoor parks, walk/jog the famous John Ringling Bridge, and enjoy sitting on a bench off the bay. ...
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VRBO
Downtown Luxury Resort Apartment: Inquire for monthly rate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New listing in the best location for city dwelling with resort-style amenities. Apt is on the top (5th) floor - city vie ...
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HomeAway
DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED (205)
- 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 ...
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VRBO
DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED (204)
- 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 ...
Click For PricingVRBO
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HomeAway
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 ...
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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 ...
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HomeAway
Downtown. Sleeps 3. Mins to Beaches & Airport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The condo association requires a 30-day minimum lease and signed application. Contact owner to request those forms. Th ...
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VRBO
HEART OF SARASOTA Mid-Century charmer- walk to downtown and Bayfront Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located just a few blocks to Sarasota bay front, this charmer has 2 large bedrooms, 2 baths, 2 living spaces, office, so ...
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HomeAway
⭐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 ...
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VRBO
1350 Main St. 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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HomeAway
Resort style living near Downtown, Lido, Longboat, Siesta Key Beach
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
Resort style living near beautiful beaches and downtown! 2 bedrooms, 2.5 bath, two lanai/balconies. This 2-story townhom ...
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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 ...
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HomeAway
Vintage Florida Bungalow in Trendy Gillespie Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pinkie Flamingo Welcomes You To Gillespie Park Vintage Bungalow! King/Queen/DaybedPlusTrundle Old Florida charm plus d ...
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VRBO
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 ...
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HomeAway
Location! Location! Location! Sarasota!!!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping, restaurants, and Southside Village is les ...
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VRBO
Private corner condo in coveted area, two blocks from Selby Gardens, bayfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fabulous remodeled Villa Jasmine offers French doors to 2 private balconies for grilling, relaxing. Beautiful views of l ...
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HomeAway
Sarasota Downtown All Inclusive Town house !!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This is a 1000 square foot newly renovated 2 bedroom, 1 bath, 1 car garage town-home located in Sarasota downtown, walki ...
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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 ...
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HomeAway
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 ...
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VRBO
Downtown Sarasota Townhouse in Historic Center !!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This is a 1000 square foot newly renovated 2 bedroom, 1 bath, 1 car garage town-home located in Sarasota downtown, walki ...
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HomeAway
Vintage Main Street Loft Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in our totally refurbished, circa 1920 loft apartment. Our vintage loft apartment is perfectly situated in the hear ...
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VRBO
Remodeled DT home 10 min. drive from beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
In the heart of the Rosemary District, this bright and spacious private home is a 10 minute drive to Lido Beaches and wi ...
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