Bayfront Park Rentals
- From $195 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 $195 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $282 per night (USD)
VRBO
Bungalow in downtown Sarasota, walk to dozens of restaurants, events & the Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience downtown Sarasota living in our newly renovated bungalow. A stocked kitchen, desk for work or a backyard for ...
From $282 per night (USD)VRBO
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
Expedia
Downtown Sarasota #11
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This great one bedroom condo is close to downtown Sarasota, Burns Court, Towles Court, restaurants, Laurel Park and the ...
Click For PricingExpedia
- From $138 per night (USD)
VRBO
Old Florida bungalow in Sarasota‘s best location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Couldn’t get any cuter! We’re sharing our immaculately restored, historic 1925 Laurel Park bungalow with a large, privat ...
From $138 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Newly renovated classic villa in exclusive neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lautus Villa is located on Sarasota coast in exclusive neighborhood. Walking distance to Botanic Garden, downtown restau ...
From $675 per night (USD)Expedia
- From $312 per night (USD)
VRBO
Pineapple @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
New & modern 3B2B bungalow which is beautifully decorated. (If you have a larger party ~ look at Kumquat bungalow, which ...
From $312 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Fruitville @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Modern one bedroom unit with a view to the courtyard with gas grill, tables/chairs, chaise lounges & hammock. In the hea ...
From $265 per night (USD)Expedia
- From $103 per night (USD)
VRBO
Beach Downtown Pet-friendly 1 BD @ The Park
- 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 bedro ...
From $103 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Beach-town Downtown Pet-friendly Home @The Park
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gilles ...
From $279 per night (USD)Expedia
- Click For Pricing
Expedia
1 Bedroom 637237 by Houzlet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The perfect apt. to explore Downtown Sarasota, the Rosemary District, Bay Front + Gillespie Park. Restaurants, Theaters ...
Click For PricingExpedia
- From $192 per night (USD)
Expedia
Gillespie Park Pool Cottage | House in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Gillespie Park Pool Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $192 per night (USD)Expedia
- From $107 per night (USD)
VRBO
Downtown Sarasota, The Blue Pearl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Blue Pearl! This stunning 2-bedroom, 2-bathroom open-concept condo is located just a block from Downtown ...
From $107 per night (USD)VRBO
- From $118 per night (USD)
VRBO
NEW available starting Nov 4th Sarasota Downtown Pet-friendly 1 BD apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This Downtown Sarasota neighborhood apartment is one of 4 units on the downtown market private compound. It is just step ...
From $118 per night (USD)VRBO
- From $248 per night (USD)
VRBO
Gorgeous Downtown Sarasota, Historic Laurel Park Home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of the city's famous historic Laurel Park. Amazing quiet location. Brand new full renovations com ...
From $248 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $199 per night (USD)
VRBO
Beachy Retreat W\/ Pool! Minutes to Downtown & Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming downtown Sarasota rental located adjacent to Payne Park and Publix. Enjoy convenience and leisure with easy acc ...
From $199 per night (USD)VRBO
- Click For Pricing
VRBO
Charming dog-friendly cottage with patio & home office - near golf & the beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
Golden Horizon Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- From $185 per night (USD)
VRBO
Dog-friendly apartment in Historic Gillespie Park with private W\/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Historic Gillespie Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $185 per night (USD)VRBO
- From $154 per night (USD)
VRBO
King bed walk to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the heart of downtown Sarasota, Hotel Ranola stands as a testament to the elegance of the past and the conven ...
From $154 per night (USD)VRBO
- From $279 per night (USD)
VRBO
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 $279 per night (USD)VRBO
- From $243 per night (USD)
Expedia
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 $243 per night (USD)Expedia
- From $149 per night (USD)
VRBO
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 $149 per night (USD)VRBO
- From $178 per night (USD)
Expedia
The Julia Place Carriage House-Walk downtown from old Florida glam!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Listing description Every detail in this 1925 carriage house has been preserved and enhanced. You'll love being nestled ...
From $178 per night (USD)Expedia
- Click For Pricing
Expedia
Beautiful luxury condo bayfront Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Located downtown Sarasota on the bay front this condo will not disappoint. Amazing location, beautiful amenities and a s ...
Click For PricingExpedia
- Click For Pricing
Expedia
Driftwood House: Historical Elegance Modern Comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the historical neighborhood of Gillespie Park, just a block away from the vibrant Rosemary District, stands t ...
Click For PricingExpedia
- From $199 per night (USD)
VRBO
Beautifully Rehabbed 2+2 Condo Minutes from Everything Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bed 2 Bath Condo. Full Amenity Building. Master Bath has Separate Soaking Tub and Shower Open Kitchen. New Cabinets. ...
From $199 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Downtown Sarasota Selby garden next to the water front restaurant mins 2 beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This property is set in the treetops with beautiful sunsets views steps to the water mins from the beach minutes from li ...
From $395 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Updated Downtown Sarasota Villa, 2b\/2b
- Bedrooms:
- 1
- Bathrooms:
- 10
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Pa ...
From $288 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Tropical Villa walking distance to Downtown and just a short drive to Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled ...
From $171 per night (USD)Expedia
- From $542 per night (USD)
VRBO
Full City Views with Florida White Sand Beaches nearby!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The most breathtaking, brand new condominium with full city views at The Collection Residences is now available for the ...
From $542 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Spacious sun-filled villa with generous patio, fireplace, & W\/D - near downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Starry Waters Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $409 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Palm @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Modern 2B1B unit with all the comforts of home The beautiful courtyard has a gas grill, tables/chairs, chaises & hammock ...
From $192 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Tangerine @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Modern 2B1B unit with all the comforts of home The beautiful courtyard has a gas grill, tables/chairs, chaises & hammock ...
From $239 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Lime @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
New & modern 1B1B unit with access to the courtyard where you can enjoy a cookout, lounge in a chaise, dine alfresco, or ...
From $173 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Sarasota Home in Historic District w\/ Patio!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Historic Burns Court Cottages! This 2-bed, 2.5-bath vacation rental in Sarasota provides everything you n ...
From $302 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Mango @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Ideally located in a beautiful residential neighborhood in downtown Sarasota. Walk to the area's wonderful restaurants, ...
From $191 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Cocoanut @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
New & modern 1B1B 1st floor condo has access to the courtyard where you can enjoy a cookout or just relax . Located in t ...
From $191 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Lemon @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Ideally located in a beautiful residential neighborhood in downtown Sarasota. Walk to the areas wonderful restaurants, c ...
From $191 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Kumquat @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Ideally located in a beautiful residential neighborhood in downtown SRQ. Walk to the area's wonderful restaurants, cafes ...
From $178 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Orange @ El Tropicale Vacation Rentals Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Modern condo w/ high-end decor featuring two bedrooms that sleeps up to 6 guests. One king bed, one guest bedroom with ...
From $181 per night (USD)VRBO
- Click For Pricing
Expedia
Immaculate new home - 5 minutes to beach and downtown!
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 0
Wake up to stunning sunrises, watch the dolphins swim by, take a morning dip in the pool or enjoy a glass of wine at sun ...
Click For PricingExpedia
- From $99 per night (USD)
VRBO
Perfect Downtown Space-Walk to Library, Theater, REstaurants & Shops!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
$99 Special, No-Frills, Basic, Efficient room about 200 sf. It's small, it's simple. Lower your expectations coming in ...
From $99 per night (USD)VRBO
- From $607 per night (USD)
Expedia
Fully renovated home with fireplaces, screened lanai, and WiFi - great location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ninotch Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $607 per night (USD)Expedia
- From $164 per night (USD)
VRBO
Historic Cottage in Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 1937 home, called the Doll House, was used by the Ringling Circus for performers. Rumor has it that the Doll Family ...
From $164 per night (USD)VRBO
- Click For Pricing
Expedia
APARTMENT 2BR\/1BATH, DOWNTOWN AREA 5 PEOPLE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The rental price includes 1 apartments of a building divided into 2 apartments, it's the first floor. Apartment at Down ...
Click For PricingExpedia
- Click For Pricing
VRBO
Urban Oasis- Downtown SRQ Luxury Pool Home!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful home on a quiet, brick-lined street has all of the amenities, beauty and comfort that you are looking for ...
Click For PricingVRBO
- Click For Pricing
Expedia
Farmhouse Flat ~ New Apt in central SRQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this fresh, new apartment with modern farmhouse ...
Click For PricingExpedia
- From $210 per night (USD)
VRBO
✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...
From $210 per night (USD)VRBO
- From $555 per night (USD)
Expedia
4\/2 Spacious Downtown SRQ Home!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Please enjoy your stay in sunny Sarasota at our 4 bedroom, 2 bath spacious vacation home located adjacent to downtown Sa ...
From $555 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Three Palms Bungalow Downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Three Palms Bungalow! Located in the heart of downtown Sarasota in Historic Laurel Park, this perfectly resto ...
From $165 per night (USD)VRBO
- From $159 per night (USD)
Expedia
Gillespie Park Duplex Unit A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Walk to fabulous restaurants in downtown Sarasota. Delightful duplex accommodates 4 with 2 king beds and 1 full bath. ...
From $159 per night (USD)Expedia
- Click For Pricing
VRBO
Florida Bungalow Private Neighborhood in the Best Part of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sea Haven is a private property nestled in a premier neighborhood of Hudson Bayou. Walking distance to downtown Sarasot ...
Click For PricingVRBO
- From $200 per night (USD)
VRBO
✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...
From $200 per night (USD)VRBO
- From $170 per night (USD)
VRBO
2 Bedroom, 2 Story Condo - Perfect Location!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This two story fully furnished condo is in the perfect location in Sarasota! ALL utilities are covered including Wi-Fi. ...
From $170 per night (USD)VRBO
- From $127 per night (USD)
VRBO
Stoneybrook Golf Course Condo - 18th Fairway View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THIS PROPERTY IS MORE SUITABLE FOR COUPLES WHO PREFER A LONGER TERM STAY. This gorgeous, beautifully furnished, spaciou ...
From $127 per night (USD)VRBO
- From $99 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
LONG-TERM RENTAL OPPORTUNITIES THROUGH THE END OF DECEMBER 2023. WE BOOK BY CALENDAR MONTHS. Occasional exceptions are m ...
From $99 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Downtown Sarasota duplex unit - pet friendly with off-street parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
My vacation home is your new vacation home! Great Location in the Laurel Park section of Historic Downtown Sarasota! Sho ...
From $115 per night (USD)VRBO
- Click For Pricing
VRBO
Steps to downtown Sarasota, kayak launch and 4 miles to Gulf of Mexico beaches.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You will fall in love with this historic neighborhood that is part of downtown Sarasota. This beautifully updated cottag ...
Click For PricingVRBO
- From $155 per night (USD)
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 ...
From $155 per night (USD)VRBO
- From $569 per night (USD)
VRBO
Pool Home, Osprey's Eden
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
West of the Trail. This home is located in the heart of the highly desirable West of the Trail location in Sarasota. Jus ...
From $569 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Pied-a-terre
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Hudson Bayou Neighborhood. This charming, renovated 1925 downstairs apartment is walking distance to Selb ...
From $130 per night (USD)VRBO
- Click For Pricing
VRBO
BEST Water View's! PRIME Town\/Beach Location! Plush Posh Pad! Rare NEW Listing!!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Exquisite Designers home, newly redecorated with incredible water views is walking distance to shopping, groceries, rest ...
Click For PricingVRBO
- Click For Pricing
VRBO
Downtown Sarasota, Beach, Park, Sunshine, and FUN!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Sarasota Downtown Inn! This Amazing Newly Renovated property has two very special Sides, The City Vibe Si ...
Click For PricingVRBO
- From $149 per night (USD)
VRBO
Downtown Sarasota, Beach, Park, Sunshine, and FUN!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Sarasota Downtown Inn! This Amazing Newly Renovated property has two very special Sides, The City Vibe Si ...
From $149 per night (USD)VRBO
- Click For Pricing
Expedia
Heart of Downtown - minutes from beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of downtown Sarasota. 1350 Main Residential Condo is walking distance from Marina Jacks, Bayfront P ...
Click For PricingExpedia