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2026-11-06
2026-11-07
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Hotels in Gillespie Park area of Florida

Courtyard Home With Pool, Spa & Sauna Close To Beach & City Center

1775 7Th Street, Sarasota, United States Show map

Located merely 650 metres from the kid - focused Children's Garden, the 3-bedroom Courtyard Home With Pool, Spa & Sauna Close To Beach & City Center Sarasota provides an outdoor swimming pool, a… More

From US$ 608 Book Now

Beach Downtown-Family & Pet Friendly-Balcony & Garage-10 Acre Park With Pickleball, Tennis & Basketball-Lido Beach-Opera-Symphony-St Armands Circle

635 North Osprey Avenue, Sarasota, United States Show map

Located in the Central Sarasota district, within a 500-metre distance of The Artful Giraffe Gallery, Beach Downtown-Family & Pet Friendly-Balcony & Garage-10 Acre Park With Pickleball, Tennis &… More

From US$ 479 Book Now

Pet Friendly Downtown 2 Story With Oversized 2 Car Garage Near Lido Beach And St Armands Circle

629 North Osprey Avenue, Sarasota, United States Show map

Overlooking the garden, Pet Friendly Downtown 2 Story With Oversized 2 Car Garage Near Lido Beach And St Armands Circle Sarasota villa enjoys a prime setting 6 minutes' walk from Sarasota Commons… More

From US$ 211 Book Now

Beachtown Remote Worker Friendly-High Speed Wifi-Pets Welcome-Lido Beach-Opera-Symphony-Walk Or Bike To Restaurants-10 Acre Park With Pickleball, Tennis, Basketball

621 North Osprey Avenue, Sarasota, United States Show map

The 46 m² Beachtown Remote Worker Friendly-High Speed Wifi-Pets Welcome-Lido Beach-Opera-Symphony-Walk Or Bike To Restaurants-10 Acre Park With Pickleball, Tennis, Basketball Sarasota apartment is… More

From US$ 165 Book Now

Luxury House Walking Distance To Ocean - Sleeps 12

8Th Street 1718, Sarasota, United States Show map

Offering access to entertainment venues such as Sarasota Opera, situated only 0.7 km away, the 3-bedroom Luxury House Walking Distance To Ocean - Sleeps 12 Villa Sarasota can host up to 12 guests. More

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Pineapple Paradise #3 13 Min To Beach Fire Pit

1862 6Th Street, Sarasota, United States Show map

The 44 m² Pineapple Paradise #3 13 Min To Beach Fire Pit Sarasota apartment, situated in the Central Sarasota district, nearly a 25-minute walk from Marie Selby Botanical Gardens, boasts an aqua park… More

From US$ 361 Book Now

Pineapple Paradise #1 13 Min To Beach Fire Pit

1862 6Th Street, Sarasota, United States Show map

Offering an aqua park and a golf course, the 44 m² Pineapple Paradise #1 13 Min To Beach Fire Pit Sarasota apartment is situated in the Central Sarasota district, around a 20-minute walk from Payne… More

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Pineapple Paradise #2 13 Min To Beach Fire Pit

1862 6Th Street, Sarasota, United States Show map

The 44 m² Pineapple Paradise #2 13 Min To Beach Fire Pit Sarasota apartment is situated just 5 minutes' walk from The Artful Giraffe Gallery and 5 km from Sarasota Bradenton International airport. In… More

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Pineapple Paradise - 2 Units - 13 Min To Beach

1862 6Th Street, Sarasota, United States Show map

Set in the Central Sarasota district, 25 minutes' walk from Unconditional Surrender Sculpture Museum, the spacious Pineapple Paradise - 2 Units - 13 Min To Beach Sarasota apartment accommodates up to… More

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Sarasota 5-Home Group Stay By Heartfull Homes

1665 9Th Street Unit B, Sarasota, United States Show map

Located within 5 minutes' walk of the kid-focused Children's Garden, Sarasota 5-Home Group Stay By Heartfull Homes invites guests to enjoy a hot tub. More

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Sarasota Four Homes By Heartfull Homes

3440 North Orange Avenue, Sarasota, United States Show map

The 19-bedroom Sarasota Four Homes By Heartfull Homes hosts up to 48 guests and provides proximity to the kid-focused Children's Garden, situated just a 5-minute walk away. Offering a Jacuzzi, this… More

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Sarasota 3-Home Group Stay By Heartfull Homes

1661 9Th Street, Sarasota, United States Show map

Located within 5 minutes' walk of Westcoast Black Theater Troupe, Sarasota 3-Home Group Stay By Heartfull Homes gives easy access to various tourist attractions in the area. More

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Cozy, Downtown Bungalow By The Beach

1825 4Th Street, Sarasota, United States Show map

Cozy, Downtown Bungalow By The Beach Sarasota offers proximity to such city sites as Regal Hollywood 20 Movie Theater, located just a 5-minute walk away. The Sarasota villa boasts a terrace and a… More

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*Downtown Home 10Min. Drive To Beach; Walk Dt*

1853 4Th Street, Sarasota, United States Show map

*Downtown Home 10Min. Drive To Beach; Walk Dt* Sarasota provides easy access to various city attractions, such as The Artful Giraffe Gallery, situated around 5 minutes' walk away. Located a mere 1.1… More

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Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk To City Of Sarasota

1745 4Th Street, Sarasota, United States Show map

The 3-bedroom Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk To City Of Sarasota villa offers quick access to such tourist spots as Catholic Church, situated merely a 6-minute walk… More

From US$ 333 Book Now

Downtown Sarasota House 3Br,2Ba, Pet-Friendly,6Ppl

2032 5Th Street, Sarasota, United States Show map

Staying at Downtown Sarasota House 3Br,2Ba, Pet-Friendly,6Ppl Villa, guests can visit As Good As It Gets, which is nearly 15 minutes' walk away. More

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Aparment Downtown Sarasota 2Br, 2Ba, Petfriendly Beaches, 5 People

2030 5Th Street, Sarasota, United States Show map

The 56 m² Aparment Downtown Sarasota 2Br, 2Ba, Petfriendly Beaches, 5 People apartment is located 2.1 km from Stardust Events Center Roller Skating Rink and about a 20-minute walk from As Good As It… More

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Downtown Sarasota 2Br Apartment 2Ba Pet Friendly Beaches Sleeps 5

2030 5Th Street, Sarasota, United States Show map

Located only a 6-minute walk from Sarasota Commons Shopping Center, the 2-bedroom Downtown Sarasota 2Br Apartment 2Ba Pet Friendly Beaches Sleeps 5 is 4.8 km from a top family-friendly place like… More

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Apt 1Br, Playgrnd, Srq Dwntwn, Siesta Key, 20, 3Ppl

2031 4Th Street, Sarasota, United States Show map

The 37 m² Apt 1Br, Playgrnd, Srq Dwntwn, Siesta Key, 20, 3Ppl Sarasota lies in a prime location in Sarasota, only a 6-minute walk from Sarasota Commons Shopping Center. Guests can make use of Wi-Fi… More

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Downtown Srq 3Br 2Ba, Playground, Unit 1, Sleeps 6

2031 4Th Street, Sarasota, United States Show map

The 3-bedroom Downtown Srq 3Br 2Ba, Playground, Unit 1, Sleeps 6 Villa Sarasota offers quick access to such city attractions as The Artful Giraffe Gift Shop, located just a 5-minute walk away. More

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Urban Nest On 8Th

2125 8Th Street, Sarasota, United States Show map

Nestled a 25-minute walk from Unconditional Surrender Sculpture Museum, Urban Nest On 8Th Villa Sarasota entices guests to explore various tourist destinations nearby. Offering a convenient location… More

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Indian Beach Cottage

4306 Sarasota Ave, Sarasota, United States Show map

Situated merely a 6-minute walk from Towles Court Artist Colony, the 2-bedroom Indian Beach Cottage Sarasota entices guests with views of the garden. Located 2.7 km from Marietta Museum of Art and… More

From US$ 168 Book Now

Uptown Oasis

172 Audubon Place, Sarasota, United States Show map

Nestled approximately a 25-minute walk from Bayfront Park, the 4-bedroom Uptown Oasis Villa Sarasota is boasting spa therapy and a golf course for guests' enjoyment. Located 2.9 km from Marietta… More

From US$ 439 Book Now

Vine Apt, King Bed, Downtown

118 Indian Place 12, Sarasota, United States Show map

Vine Apt, King Bed, Downtown Sarasota is located in the Central Sarasota district of Sarasota, just 6 minutes' walk from The Gator Club. More

From US$ 107 Book Now

Hotel Ranola - Sarasota

118 Indian Place #6, Sarasota, United States Show map

Providing 10 rooms, the 3-star Hotel Ranola Sarasota is only 14 minutes' walk from Marie Selby Botanical Gardens. The hotel offers secured parking on site. More

From US$ 149 Book Now

King Bed Walk To Downtown

119 Indian Place 9, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at King Bed Walk To Downtown Apartment Sarasota, which is just 1.9 km from Colonial Village Shopping Center and around 25 minutes' walk from Lukewood Park. More

From US$ 192 Book Now

Papaya Place

2182 Fruitville Road, Sarasota, United States Show map

Papaya Place Sarasota villa provides easy access to various city attractions, such as Sarasota Commons Shopping Center, situated around 5 minutes' walk away. Located about 2 km from As Good As It… More

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Coastal Moderne By Skyrun Sarasota

2188 Fruitville Road, Sarasota, United States Show map

Suitable for 6 guests, Coastal Moderne By Skyrun Sarasota Villa offers a location 5 minutes' walk from Colonial Village Shopping Center and features spa therapy and a golf course. Located 2.4 km from… More

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Cityscape Retreat

112 Audubon Place, Sarasota, United States Show map

The 3-bedroom Cityscape Retreat Sarasota villa, located just 1.5 km from Sarasota Farmers Market, invites guests to relax in a Jacuzzi. The property can host up to 6 guests and offers quick access to… More

From US$ 411 Book Now

Uptown Luxury On Audubon

62 Audubon Place, Sarasota, United States Show map

Situated about 5 minutes' walk from Sarasota Commons Shopping Center, the 3-bedroom Uptown Luxury On Audubon Villa Sarasota offers quick access to numerous city landmarks nearby. Featuring a Jacuzzi,… More

From US$ 530 Book Now

Sunny 4Br Sarasota Retreat With Hot Tub & Rooftop

52 Audubon Place, Sarasota, United States Show map

Offering a Jacuzzi, Sunny 4Br Sarasota Retreat With Hot Tub & Rooftop villa is located 25 minutes' walk from Unconditional Surrender Sculpture Museum. The 4-bedroom holiday home hosts up to 10 guests… More

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Paradise Living In Uptown Sarasota

42 Audubon Place, Sarasota, United States Show map

Situated 17 minutes' walk from Lukewood Park, the 4-bedroom Paradise Living In Uptown Sarasota villa entices guests to explore various tourist attractions in the area. More

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The Getaway

1951 Morrill Street, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at The Getaway Apartment Sarasota, which is only 1.4 km from Marie Selby Botanical Gardens and within easy reach of Towles Court Artist Colony. The apartment… More

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Delightful 2 Bedroom Downtown Sarasota Condo - The White Pearl

1952 Morrill Street, Sarasota, United States Show map

1-bedroom Delightful 2 Bedroom Downtown Sarasota Condo - The White Pearl villa offers quick access to such tourist spots as Regal Hollywood 20 Movie Theater, situated only a 6-minute walk away. The… More

From US$ 144 Book Now

El Tropicale

1910 Morrill Street 1,2,3,5,6,1912, 1914,1916, 1918,1920, Sarasota, United States Show map

The 3-star El Tropicale Aparthotel Sarasota offers quick access to Lisa L Gallery-Studio, situated about a 5-minute walk away. Guests who stay at the aparthotel can park their car on site. More

From US$ 250 Book Now

Garden-Inspired Stay, Walk To Bay & Downtown

1201 Central Avenue, Sarasota, United States Show map

Located 20 minutes' walk from the community-oriented nonprofit gallery "Art Center Sarasota", Garden-Inspired Stay, Walk To Bay & Downtown Sarasota villa gives access to various tourist sites in the… More

From US$ 180 Book Now

Trendy Home By Jet Skis, Parks & Art Hotspots

1205 Central Avenue, Sarasota, United States Show map

Offering a location approximately a 20-minute walk from Catholic Church, Trendy Home By Jet Skis, Parks & Art Hotspots Sarasota gives access to various tourist spots in the area. More

From US$ 180 Book Now

Sand Dollar 755

755 North Jefferson Avenue, Sarasota, United States Show map

Offering access to entertainment venues such as Florida Studio Theatre, situated nearly a 25-minute walk away, the 2-bedroom Sand Dollar 755 Sarasota villa can host up to 4 guests. Providing guests… More

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Julia Place

404 Julia Place 2, Sarasota, United States Show map

The 1-bedroom Julia Place Sarasota villa provides easy access to various city attractions, such as McCurdy's Comedy Theatre, situated merely a 6-minute walk away. With a maximum capacity of 6 guests,… More

From US$ 291 Book Now

Julia Place

404 Julia Place, Sarasota, United States Show map

Up to 4 guests can stay at the 2-bedroom Julia Place Sarasota villa and enjoy Lukewood Park, located merely a 5-minute walk away. Providing guests with Wi-Fi and parking, this Sarasota holiday home… More

From US$ 198 Book Now

The Julia Place Carriage House

404 Julia Place, Sarasota, United States Show map

The 1-bedroom The Julia Place Carriage House Sarasota villa is situated about a 5-minute walk from Museum of Asian Art, featuring such comforts as Wi-Fi and private car parking. This accommodation… More

From US$ 236 Book Now

Casa Stellata Downtown Sarasota 3 Blocks To Bay

1345 12Th Street, Sarasota, United States Show map

Offering access to entertainment venues such as the highly regarded nonprofit community theater "Players Theatre", situated only 0.7 km away, the 3-bedroom Casa Stellata Downtown Sarasota 3 Blocks To… More

From US$ 174 Book Now

The Sarasota Modern, A Tribute Portfolio Hotel

1290 Boulevard Of The Arts, Sarasota, United States Show map

Offering 112 rooms, the 4-star pet-friendly The Sarasota Modern, A Tribute Portfolio Hotel is near an entertainment district and just a 14-minute walk from Bayfront Park. The comfortable hotel… More

From US$ 120 Book Now

Designer Sarasota Retreat W/ Karaoke Lounge

2419 10Th Street, Sarasota, United States Show map

During the stay at Designer Sarasota Retreat W/ Karaoke Lounge Villa, guests can indulge in a Jacuzzi or visit Newtown, located 25 minutes' walk away. Located 2.8 km from Bayfront Park, the 3-bedroom… More

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Cozy 2Br - Walk To Downtown - Patio & Beach Chairs

1316 12Th Street, Sarasota, United States Show map

The 2-bedroom Cozy 2Br - Walk To Downtown - Patio & Beach Chairs Sarasota villa, located approximately 5 minutes' walk from Eternal Reefs, can host up to 4 guests. Providing guests with Wi-Fi and… More

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Sarasota Retreat Near Beach With Patio & Grill

1314 12Th Street, Sarasota, United States Show map

The 2-bedroom Sarasota Retreat Near Beach With Patio & Grill villa offers quick access to such tourist spots as Eternal Reefs, situated nearly a 5-minute stroll away. The Sarasota holiday home is… More

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Casa Cocoanut

1314 12Th Street, Sarasota, United States Show map

Casa Cocoanut Villa Sarasota, located a 5-minute walk from Eternal Reefs, can host up to 4 guests. The 1-bedroom villa is 1.3 km from Florida Studio Theatre and 2.5 km from Stardust Events Center… More

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Starfish 641

641 North Jefferson Avenue, Sarasota, United States Show map

Staying at the 1-bedroom Starfish 641 Villa Sarasota, guests can visit Merchants Pointe Shopping Center, which is approximately a 25-minute stroll away. More

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Voco Sarasota By Ihg

1223 Boulevard Of The Arts, Sarasota, United States Show map

Comprising 141 rooms, the 4-star Voco Sarasota By Ihg Hotel is near a shopping district, a 16-minute walk from the kid - focused Children's Garden. Boasting a location right in the centre of the city… More

From US$ 294 Book Now

Aloft By Marriott Sarasota

1401 Ringling Boulevard, Sarasota, United States Show map

Located nearly a 10-minute stroll from Bay Isles Shopping Center, the 4-star boutique-style Aloft By Marriott Sarasota Hotel offers Wi-Fi in public areas and private car parking. Boasting an outdoor… More

From US$ 175 Book Now