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Results: 177 Rentals

  • Florida Vacation Barbie's West of Trail Bungalow
    From $538 per night (USD)

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    Florida Vacation Barbie's West of Trail Bungalow

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A girls weekend dream! This Old Florida bungalow has all of it's original charm with bright and fresh upgrades and Barbi ...

    From $538 per night (USD)

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    Details
  • Downtown Sarasota Guest House<br>
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    Expedia

    Downtown Sarasota Guest House<br>

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Walk to Downtown Sarasota, Short Drive to the beach, and enjoy a walk in Gillespie Park. This Guest House sits behind th ...

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    Details
  • Desirable Downtown Sarasota! On Main Street walk out to restaurants/shops/shows!
    From $159 per night (USD)

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    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 $159 per night (USD)

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  • Bungalow in downtown Sarasota, walk to dozens of restaurants, events & the Bay
    From $284 per night (USD)

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    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 $284 per night (USD)

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  • 2 Bedroom luxury highrise apartment downtown Sarasota with view of Gulf
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    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 ...

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  • Downtown Safe Historic btwn Siesta & Lido Beaches
    From $298 per night (USD)

    Expedia

    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 $298 per night (USD)

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  • Cute Lil Oasis on Osprey
    From $110 per night (USD)

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    Cute Lil Oasis on Osprey

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    3

    Summary: This newly renovated, adorable private bungalow is located in the highly sought after West of Trail area situat ...

    From $110 per night (USD)

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  • 3 Bedroom Townhome 319601 by Houzlet
    From $329 per night (USD)

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    3 Bedroom Townhome 319601 by Houzlet

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    DOWNTOWN SARASOTA SEASONAL RENTAL! Turnkey furnished, 3 bed, 3 bath townhome in the red-hot Rosemary District. Live, wor ...

    From $329 per night (USD)

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  • DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED
    From $175 per night (USD)

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    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 $175 per night (USD)

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  • Downtown Sarasota #12
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    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 ...

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  • Downtown Sarasota #11
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    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 ...

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  • Old Florida bungalow in Sarasota‘s best location
    From $151 per night (USD)

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    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 $151 per night (USD)

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  • Newly renovated classic villa in exclusive neighborhood.
    From $675 per night (USD)

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    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)

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  • Pineapple @ El Tropicale Vacation Rentals Downtown Sarasota
    From $492 per night (USD)

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    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 $492 per night (USD)

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  • Fruitville @ El Tropicale Vacation Rentals Downtown Sarasota
    From $248 per night (USD)

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    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 $248 per night (USD)

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  • Location, Location, Location! Walk to Downtown Sarasota!
    From $125 per night (USD)

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    Location, Location, Location! Walk to Downtown Sarasota!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    The house is in the heart of Sarasota' s cultural arts district. Across from The Bay Sarasota in The Rosemary District, ...

    From $125 per night (USD)

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  • Beach Downtown Pet-friendly 1 BD @ The Park
    From $129 per night (USD)

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    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 $129 per night (USD)

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  • Beach-town Downtown Pet-friendly Home @The Park
    From $321 per night (USD)

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    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 $321 per night (USD)

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  • 1 Bedroom  637237 by Houzlet
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    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 ...

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  • 1 Bedroom  647793 by Houzlet
    From $275 per night (USD)

    Expedia

    1 Bedroom 647793 by Houzlet

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover the ideal apartment for immersing yourself in the heart of Sarasota's finest destinations. Explore Downtown Sar ...

    From $275 per night (USD)

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  • 1 Bedroom Condo L-427610 by Houzlet
    From $224 per night (USD)

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    1 Bedroom Condo L-427610 by Houzlet

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    LOCATION, LOCATION, LOCATION. Beautiful turnkey furnished condo available to rent in the sought after community of the A ...

    From $224 per night (USD)

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  • NEW available starting Nov 4th Sarasota Downtown Pet-friendly 1 BD apartment
    From $139 per night (USD)

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    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 $139 per night (USD)

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    Details
  • Gillespie Park Pool Cottage | House in Sarasota
    From $177 per night (USD)

    VRBO

    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 $177 per night (USD)

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  • King bed walk to Downtown
    From $143 per night (USD)

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    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 $143 per night (USD)

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  • Downtown Sarasota, The Blue Pearl
    From $242 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 $242 per night (USD)

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  • Jula Place-Walk downtown from old Florida glam!
    From $357 per night (USD)

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    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 $357 per night (USD)

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  • Julia Place-Walk downtown from old Florida glam!
    From $250 per night (USD)

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    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 $250 per night (USD)

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  • 3 Bedroom  737268 by Houzlet
    From $389 per night (USD)

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    3 Bedroom 737268 by Houzlet

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Experience the beauty of downtown Sarasota in this exquisite 2-story condo. Boasting 3 bedrooms and 3 full baths, this w ...

    From $389 per night (USD)

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  • 2 Bedroom  749285 by Houzlet
    From $214 per night (USD)

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    2 Bedroom 749285 by Houzlet

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful apartment on the 1st floor to relax in the heart of the award-winning country club The Meadows with 80 lakes, ...

    From $214 per night (USD)

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  • Historic 1925 Building Downtown Sarasota
    From $149 per night (USD)

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    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)

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  • The Julia Place Carriage House-Walk downtown from old Florida glam!
    From $224 per night (USD)

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    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 $224 per night (USD)

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  • Beautiful luxury condo bayfront Sarasota
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    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 ...

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  • Driftwood House: Historical Elegance Modern Comfort
    From $331 per night (USD)

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    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 ...

    From $331 per night (USD)

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  • Palm @ El Tropicale Vacation Rentals Downtown Sarasota
    From $231 per night (USD)

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    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 $231 per night (USD)

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  • Tangerine @ El Tropicale Vacation Rentals Downtown Sarasota
    From $380 per night (USD)

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    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 $380 per night (USD)

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    Details
  • Lime @ El Tropicale Vacation Rentals Downtown Sarasota
    From $134 per night (USD)

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    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 $134 per night (USD)

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  • Sarasota Home in Historic District w/ Patio!
    From $323 per night (USD)

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    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 $323 per night (USD)

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  • Mango @ El Tropicale Vacation Rentals Downtown Sarasota
    From $240 per night (USD)

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    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 $240 per night (USD)

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  • Cocoanut @ El Tropicale Vacation Rentals Downtown Sarasota
    From $289 per night (USD)

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    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 $289 per night (USD)

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  • Lemon @ El Tropicale Vacation Rentals Downtown Sarasota
    From $292 per night (USD)

    Expedia

    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 $292 per night (USD)

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  • Kumquat @ El Tropicale Vacation Rentals Downtown Sarasota
    From $246 per night (USD)

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    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 $246 per night (USD)

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  • Orange @ El Tropicale Vacation Rentals Downtown Sarasota
    From $307 per night (USD)

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    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 $307 per night (USD)

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  • Immaculate new home - 5 minutes to beach and downtown!
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    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 ...

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  • Perfect Downtown Space-Walk to Library, Theater, REstaurants & Shops!
    From $116 per night (USD)

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    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 $116 per night (USD)

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  • Fully renovated home with fireplaces, screened lanai, and WiFi - great location
    From $713 per night (USD)

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    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 $713 per night (USD)

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  • Historic Cottage in Downtown Sarasota
    From $331 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 $331 per night (USD)

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  • APARTMENT 2BR/1BATH, DOWNTOWN AREA 5 PEOPLE
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    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 ...

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  • 4/2 Spacious Downtown SRQ Home!
    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)

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  • Urban Oasis- Downtown SRQ Luxury Pool Home!
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    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 ...

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  • ✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi
    From $214 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 $214 per night (USD)

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  • Three Palms Bungalow Downtown Sarasota
    From $233 per night (USD)

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    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 $233 per night (USD)

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  • Farmhouse Flat ~ New Apt in central SRQ
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    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 ...

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  • Gillespie Park Duplex Unit A
    From $199 per night (USD)

    VRBO

    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 $199 per night (USD)

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  • Florida Bungalow Private Neighborhood in the Best Part of Sarasota
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    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 ...

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  • Gorgeous Downtown Sarasota, Historic Laurel Park Home.
    From $356 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 $356 per night (USD)

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  • Charming dog-friendly cottage with patio & home office - near golf & the beach
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    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 ...

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  • Dog-friendly apartment in Historic Gillespie Park with private W/D
    From $179 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 $179 per night (USD)

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  • Beautifully Rehabbed 2+2 Condo Minutes from Everything Sarasota
    From $197 per night (USD)

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    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 $197 per night (USD)

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  • Downtown Sarasota Selby garden  next to the water front restaurant mins 2 beach
    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)

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  • Updated Downtown Sarasota Villa, 2b/2b
    From $316 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 $316 per night (USD)

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  • Tropical Villa walking distance to Downtown and just a short drive to Beaches
    From $150 per night (USD)

    VRBO

    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 $150 per night (USD)

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  • Full City Views with Florida White Sand Beaches nearby!
    From $542 per night (USD)

    Expedia

    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)

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  • Spacious sun-filled villa with generous patio, fireplace, & W/D - near downtown
    From $497 per night (USD)

    VRBO

    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 $497 per night (USD)

    VRBO

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  • ✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi
    From $221 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 $221 per night (USD)

    VRBO

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  • 2 Bedroom, 2 Story Condo - Perfect Location!
    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

    Details
  • Stoneybrook Golf Course Condo - 18th Fairway View
    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

    Details
  • SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
    From $119 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 $119 per night (USD)

    VRBO

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  • Downtown Sarasota duplex unit - pet friendly with off-street parking
    From $119 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 $119 per night (USD)

    VRBO

    Details
  • HEART OF SARASOTA  Mid-Century charmer- walk to downtown and Bayfront Park
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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 ...

    Click For Pricing

    VRBO

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  • Pied-a-terre
    From $135 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 $135 per night (USD)

    VRBO

    Details
  • Pool Home, Osprey's Eden
    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

    Details
  • Steps to downtown Sarasota, kayak launch and 4 miles to Gulf of Mexico beaches.
    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 ...

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    VRBO

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  • Heart of Downtown - minutes from beach
    Click For Pricing

    VRBO

    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 ...

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    VRBO

    Details
  • BEST Water View's! PRIME Town/Beach Location! Plush Posh Pad! Rare NEW Listing!!
    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 ...

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    VRBO

    Details
  • Downtown Sarasota, Beach, Park, Sunshine, and FUN!
    From $175 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 $175 per night (USD)

    VRBO

    Details
  • Downtown Sarasota, Beach, Park, Sunshine, and FUN!
    From $175 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 $175 per night (USD)

    VRBO

    Details
  • 2 Bedroom Condo L-442320 by Houzlet
    From $617 per night (USD)

    VRBO

    2 Bedroom Condo L-442320 by Houzlet

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Take advantage of this rental opportunity at the VUE, Sarasota's most desired community, featuring 12-foot ceilings, flo ...

    From $617 per night (USD)

    VRBO

    Details