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

Newly Renovated Two Bedrooms Near Downtown And Beaches

1297 13Th Street, Sarasota, United States Show map

Set in the Central Sarasota district of Sarasota, approximately 25 minutes' walk from Marie Selby Botanical Gardens, the spacious 2-bedroom Newly Renovated Two Bedrooms Near Downtown And Beaches… More

From US$ 288 Book Now

Perfect Downtown Space-Walk To Library, Theater

1259 2Nd Street, Sarasota, United States Show map

Located in the Central Sarasota district of Sarasota merely 1.5 km from Marie Selby Botanical Gardens, the 1-bedroom Perfect Downtown Space-Walk To Library, Theater Sarasota apartment accommodates up… More

From US$ 118 Book Now

Historic Home In Downtown, Built In 1911

1259 2Nd Street, Sarasota, United States Show map

Located only 600 metres from Unconditional Surrender Sculpture Museum, the 3-bedroom Historic Home In Downtown, Built In 1911 Sarasota offers opportunities for mini golf in the area. The Sarasota… More

From US$ 180 Book Now

Beautiful Updated 2Bedroom Suite Minutes To Downtown, Amazing Beaches, Restaurants, Theaters And More

1317 Cocoanut Avenue, Sarasota, United States Show map

Located in the Central Sarasota district of Sarasota, about 5 minutes on foot from Pioneer Park, the spacious 79 m² Beautiful Updated 2Bedroom Suite Minutes To Downtown, Amazing Beaches, Restaurants,… More

From US$ 169 Book Now

Coconut Cove Mid-Long Term Stays Available Walk To Downtown Trolly To Beaches

1315 Cocoanut Avenue, Sarasota, United States Show map

The spacious Coconut Cove Mid-Long Term Stays Available Walk To Downtown Trolly To Beaches Sarasota apartment is located in the Central Sarasota district a 10-minute walk from the kid-focused… More

From US$ 191 Book Now

Art Ovation Hotel, Autograph Collection

1255 North Palm Avenue, Sarasota, United States Show map

Standing a few moments from Florida Studio Theatre in the Central Sarasota district of Sarasota, the elegant Art Ovation Hotel, Autograph Collection Sarasota showcases a private art gallery. Nestled… More

From US$ 350 Book Now

Burns Square Boutique Hotel

531 South Pineapple Avenue, Sarasota, United States Show map

Offering a location a 5-minute walk from The Exchange Inc Consignment Shop, Burns Square Boutique Hotel Sarasota offers 2 rooms. This hotel also includes a car park. More

From US$ 268 Book Now

Embassy Suites By Hilton Sarasota

202 North Tamiami Trail, Sarasota, United States Show map

The 4-star smoke-free Embassy Suites By Hilton Sarasota hotel, located in a downtown area, offers Wi-Fi in public areas, an outdoor swimming pool and a tennis club. Featuring a convenience shop and a… More

From US$ 199 Book Now

The Castaway Cottage

1019 Snead Ave, Sarasota, United States Show map

Along with proximity to the baseball field "Ed Smith Stadium", just a 5-minute walk away, the 3-bedroom The Castaway Cottage Sarasota offers opportunities for cycling and fisheries in the area. More

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New Upscale & Modern Heated Pool Home In Walkable Downtown!

275 Lime Circle, Sarasota, United States Show map

New Upscale & Modern Heated Pool Home In Walkable Downtown! Sarasota enjoys a convenient location, a 25-minute walk from Pinecraft Public Park, and offers guests to unwind in a hot tub. More

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The Reserve Retreat

1322 N. Tamiami Trail, Sarasota, United States Show map

Nestled in the Central Sarasota district, the comfortable The Reserve Retreat Sarasota hotel is nearly a 20-minute walk from Sarasota Farmers Market. The hotel also provides guests with Wi-Fi… More

From US$ 225 Book Now

Ringside On Ringling

2473 Ringling Blvd, Sarasota, United States Show map

The 4-bedroom Ringside On Ringling Villa Sarasota, located a mere 7 minutes' walk from First church of christ scientist, can host up to 8 guests. The holiday home features opportunities for… More

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Sunshine Bungalow

1243 16Th St, Sarasota, United States Show map

Positioned 2.3 km from bustling shopping destinations such as Sarasota Farmers Market, Sunshine Bungalow Sarasota offers guests to use parking. This accommodation features opportunities for cycling… More

From US$ 198 Book Now

10 Min Lido Key Beach ~Coastal Cabana Hideout

1389 19Th Street, Sarasota, United States Show map

10 Min Lido Key Beach ~Coastal Cabana Hideout Sarasota accommodates guests in the Central Sarasota district, a 25-minute walk from Gulfcoast Wonder Imagination Zone, and offers a private garden for… More

From US$ 163 Book Now

Hyatt Regency Sarasota

1000 Blvd Of The Arts, Sarasota, United States Show map

Offering a swimming pool, Hyatt Regency Sarasota Hotel is nestled in a cultural district, right near the highly regarded nonprofit community theater "Players Theatre". This hotel features both Wi-Fi… More

From US$ 71 Book Now

Sunshine Inn & Suite

1750 N Tamiami Trail, Sarasota, United States Show map

Located approximately 5 minutes' walk from Museum of Asian Art, the comfortable Sunshine Inn & Suite Sarasota gives quick access to various city sites. This Sarasota hotel provides guests with Wi-Fi… More

From US$ 52 Book Now

The Westin Sarasota

100 Marina View Drive, Sarasota, United States Show map

Located around a 5-minute walk from Florida Studio Theatre, the smoke-free The Westin Sarasota Hotel gives quick access to various city sites. This 4-star hotel lies in the vicinity of Marie Selby… More

From US$ 352 Book Now

The Ritz-Carlton, Sarasota

1111 Ritz-Carlton Drive, Sarasota, United States Show map

Positioned only 1.9 km from Bird Key Park and nearly a 5-minute ride from Sarasota Farmers Market, the stylish 5-star The Ritz-Carlton, Sarasota Hotel presents 18 holes of golf and 2 outdoor tennis… More

From US$ 298 Book Now

Gorgeous 2Br Townhouse Minutes To Lido Beach

800 South Boulevard Of The Presidents, Sarasota, United States Show map

At the 2-bedroom Gorgeous 2Br Townhouse Minutes To Lido Beach Sarasota villa, guests can enjoy diving, bowling, and mini golf as well as a location just 7 minutes' walk from Bayfront Park. Offering… More

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Idyllic Sarasota Home W/ Yard: 2 Mi To Beach!

480 S Lime Ave, Sarasota, United States Show map

Idyllic Sarasota Home W/ Yard: 2 Mi To Beach! entices guests to enjoy hiking and is located 2.3 km from such natural sites as Marie Selby Botanical Gardens. Providing guests with Wi-Fi and private… More

From US$ 267 Book Now

Resort With Pickleball, Basketball, Mini Golf And Private Pool

1723 Bay Street, Sarasota, United States Show map

Featuring a swimming pool, Resort With Pickleball, Basketball, Mini Golf And Private Pool Sarasota villa is located just a 5-minute walk from Lukewood Park and is suitable for up to 8 guests. Located… More

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Canal Front Home In Sarasota With Private Heated Pool & Outdoor Patio!

1713 Bay St., Sarasota, United States Show map

The 3-bedroom Canal Front Home In Sarasota With Private Heated Pool & Outdoor Patio! offers proximity to nearby tourist spots, such as the kid-focused Children's Garden, situated nearly 25 minutes'… More

From US$ 286 Book Now

1 Bedroom Condo Downtown Sarasota - Close To Beaches Enjoy Sarasota!

1703 North Tamiami Trail, Sarasota, United States Show map

Situated only a 5-minute stroll from Marietta Museum of Art and Whimsy, the 1-bedroom 1 Bedroom Condo Downtown Sarasota - Close To Beaches Enjoy Sarasota! villa can host up to 2 guests and offers a… More

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Condo Cuteness With Stellar View ~ On The Water & Perfectly Located

1715 North Tamiami Trail, Sarasota, United States Show map

Offering an outdoor swimming pool, Condo Cuteness With Stellar View ~ On The Water & Perfectly Located Sarasota hotel is situated in the Central Sarasota district, merely a 14-minute walk from… More

From US$ 249 Book Now

Boho Coastal Studio Near Siesta Key Pool

2701 Hidden Lake Drive North E, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at the 1-bedroom Boho Coastal Studio Near Siesta Key Pool Sarasota, which is just 1.9 km from Colonial Village Shopping Center and within 10 minutes' drive of… More

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Paradise Found

2244 Novus Street, Sarasota, United States Show map

The 3-bedroom Paradise Found Sarasota villa is located nearly a 25-minute walk from the kid-focused Children's Garden and provides snorkelling, snow skiing, and cycling for active guests. Offering… More

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La Quinta By Wyndham Sarasota Downtown

1803 North Tamiami Trail, Sarasota, United States Show map

Guests will appreciate the 3-star smoke-free La Quinta By Wyndham Sarasota Downtown Hotel's location, around 400 metres from Marietta Museum of Art and Whimsy, as well as express check-out and a 24… More

From US$ 78 Book Now

Americas Best Value Inn Sarasota

811 South Tamiami Trail, Sarasota, United States Show map

Offering a sunbathing terrace and a picnic area, the 2-star Americas Best Value Inn Sarasota lies in a popular area of Sarasota, around 25 minutes' walk from Catholic Church and a mere 1.3 km from… More

From US$ 50 Book Now

Strand Panthouse

501, 1703 North Tamiami Trail, Sarasota, United States Show map

Located in the Central Sarasota district, around a 5-minute walk from Sarasota Quay Shopping Center, the 2-bedroom Strand Panthouse Sarasota apartment accommodates up to 4 guests. This spacious… More

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Sarasota: Charming 2 Bdrm Condo W/Resort Pool

508B 1703 North Tamiami Trail, Sarasota, United States Show map

Located around 2 km from Unconditional Surrender Sculpture Museum, the 3-star Sarasota: Charming 2 Bdrm Condo W/Resort Pool is about a 5-minute walk from Sarasota Quay Shopping Center. Boasting an… More

From US$ 245 Book Now

Luxury Condo Living On Sarasota Bay, Minutes From Downtown - Admirals Watch

1703 North Tamiami Trail, Sarasota, United States Show map

The 1-bedroom Luxury Condo Living On Sarasota Bay, Minutes From Downtown - Admirals Watch villa entices active guests with access to a fitness area and is located nearly a 25-minute stroll from… More

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Painted Palm

2734 Bruce Ln, Sarasota, United States Show map

Painted Palm Villa Sarasota is located around 10 minutes' drive from Gillespie Park, giving access to various tourist spots nearby. More

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Hacienda Del Sol

2533 E Milmar Drive, Sarasota, United States Show map

Hacienda Del Sol Villa Sarasota is located only 1.2 km from Colonial Village Shopping Center and allows guests to enjoy cycling and fisheries. More

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Waterfront 2Br Sunset Balcony, Pool & Hot Tub

1709 North Tamiami Trail, Sarasota, United States Show map

The 2-bedroom Waterfront 2Br Sunset Balcony, Pool & Hot Tub Sarasota apartment is just 5 minutes on foot from Marietta Museum of Art and Whimsy and can accommodate up to 4 guests. The apartment… More

From US$ 175 Book Now

Luxury 2 Bed 2 Bath Waterfront Condo With Patio Sunsets Gym And Parking

North Tamiami Trail 1709, Sarasota, United States Show map

Featuring an outdoor swimming pool, Luxury 2 Bed 2 Bath Waterfront Condo With Patio Sunsets Gym And Parking Sarasota villa is suitable for up to 4 people and is located 25 minutes' walk from… More

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Resort Pool & Spa, Fitness Center, Pet Friendly, Waterfront Condo In Downtown!

1709 N Tamiami Trl #504A, Sarasota, United States Show map

Along with proximity to Marietta Museum of Art and Whimsy, located a mere 5 minutes' stroll away, the 2-bedroom Resort Pool & Spa, Fitness Center, Pet Friendly, Waterfront Condo In Downtown! Sarasota… More

From US$ 134 Book Now

Sarasota Modern Luxury Waterfront

1709 North Tamiami Trail #322A, Sarasota, United States Show map

Located about 8 km from Vanderipe railway station, Sarasota Modern Luxury Waterfront Apartment is just 5 minutes' walk from Marietta Museum of Art and Whimsy. This 1-bedroom apartment features Wi-Fi,… More

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Waterfront, Pet-Friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota

1709 Tamiami Trail, Unit 301A, Sarasota, United States Show map

Situated just 250 metres from Marietta Museum of Art and Whimsy, the 2-bedroom Waterfront, Pet-Friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota villa is suitable for 6 guests… More

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Waterfront, Pet-Friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota

1709 N Tamiami Trail #526A, Sarasota, United States Show map

Waterfront, Pet-Friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota villa enjoys a convenient location, a 17-minute walk from Gulfcoast Wonder Imagination Zone, and offers guests… More

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Sarasota Top Floor Bay Canal Views Kayaks Included

1709 North Tamiami Trail, Sarasota, United States Show map

The spacious Sarasota Top Floor Bay Canal Views Kayaks Included apartment enjoys a convenient location a mere 5 minutes' walk from Marietta Museum of Art and Whimsy. This apartment features Wi-Fi in… More

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Coastal 2-Bedroom Condo With Pools & Balcony Near Siesta Key

2744 Hidden Lake Boulevard C Unit C, Sarasota, United States Show map

The 85 m² Coastal 2-Bedroom Condo With Pools & Balcony Near Siesta Key Sarasota is located 2.3 km from Payne Park and offers Wi-Fi for either business or leisure. Offering a terrace, this 2-bedroom… More

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Seahorse 316

1889 North Tamiami Trail 316, Sarasota, United States Show map

The 89 m² Seahorse 316 Apartment Sarasota is located in Sarasota, about a 25-minute walk from Newtown, and boasts a Jacuzzi. Staying at this 2-bedroom apartment in the Central Sarasota district… More

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Downtown Oasis Poolside Condo Patio Gym

1703 North Tamiami Trail, Sarasota, United States Show map

Along with proximity to Marietta Museum of Art and Whimsy, located just a 9-minute stroll away, Downtown Oasis Poolside Condo Patio Gym Sarasota villa provides access to a fitness suite. Offering Wi… More

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Stunning Water View Kayaks Resort Pool Sarasota

1715 North Tamiami Trail, Sarasota, United States Show map

Along with proximity to Marietta Museum of Art and Whimsy, located just 9 minutes' walk away, Stunning Water View Kayaks Resort Pool Sarasota villa provides access to a fitness room. Offering Wi-Fi… More

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Waterfront Condo Kayaks Resort Pool Sarasota

1715 North Tamiami Trail, Sarasota, United States Show map

Waterfront Condo Kayaks Resort Pool Sarasota villa entices active guests with access to a fitness club and is located nearly 25 minutes' walk from Sarasota Farmers Market. Featuring city views, this… More

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2400 Novus Sarasota

2400 Novus Street, Sarasota, United States Show map

Located approximately 25 minutes' walk from Eloise Werlin Park, the 3-bedroom 2400 Novus Sarasota Villa provides access to various tourist attractions in the vicinity. This Sarasota holiday home is… More

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Casa De La Cascada - 1810

1810 Lincoln Dr, Sarasota, United States Show map

Located nearly 10 minutes' walk from Bee Ridge Square, Casa De La Cascada - 1810 Villa Sarasota provides access to various tourist attractions in the vicinity. More

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Dog-Friendly Home W/ Yard ~ 6 Miles To The Beach!

Sarasota, Fl, 34237, Sarasota, United States Show map

The welcoming Dog-Friendly Home W/ Yard ~ 6 Miles To The Beach! Sarasota is nestled just an 8-minute walk from The Cat Depot and can accommodate up to 8 guests. Located within a few blocks of Hap's… More

From US$ 186 Book Now

Peaceful Oasis With Pool Near Downtown And Beaches

2667 Cheryle Ln, Sarasota, United States Show map

Located approximately a 10-minute drive from the kid - focused Children's Garden, the 3-bedroom Peaceful Oasis With Pool Near Downtown And Beaches Sarasota villa has a year-round outdoor swimming… More

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6 Mi To Beach! Home W/ Poolside Oasis In Sarasota

2562 25Th Street, Sarasota, United States Show map

Nestled a 25-minute stroll from Siesta Key Rum, the welcoming 6 Mi To Beach! Home W/ Poolside Oasis In Sarasota is boasting spa therapy, a patio, and a firepit area for guests' enjoyment. Located 2.4… More

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