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2026-09-25
2026-09-26
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Extended Stay in Sarasota

House Of The Sun Siesta Key Crescent Beach

6518 Midnight Pass Rd, Sarasota, United States Show map

Situated just a 7-minute stroll from the Siesta Key Marina, the 1-bedroom House Of The Sun Siesta Key Crescent Beach Sarasota villa is suitable for 6 guests and provides a heated swimming pool to… More

From US$ 531 Book Now

Gulfview Lido Key Gem - Walk To Beach & Shops

313 Benjamin Franklin Dr Unit B, Sarasota, United States Show map

The 2-bedroom Gulfview Lido Key Gem - Walk To Beach & Shops Sarasota villa hosts up to 4 guests and provides proximity to Lido Key Sandy Beach, situated about a 5-minute stroll away. Providing guests… More

From US$ 308 Book Now

Sarasota Vacation Rental W/ Private Pool & Lanai!

310 Buena Vista Ave, Sarasota, United States Show map

Offering access to entertainment venues such as the Powel Crosley Estate, situated approximately a 25-minute walk away, the 3-bedroom Sarasota Vacation Rental W/ Private Pool & Lanai! villa can host… More

From US$ 303 Book Now

Mermaid House With Pool Jacuzzi Steps To Siesta Key Beach

5228 Calle Menorca, Sarasota, United States Show map

Overlooking the sea, Mermaid House With Pool Jacuzzi Steps To Siesta Key Beach Sarasota villa enjoys a beachfront setting 5 minutes' walk from Beach Club. Located a stone's throw from the Siesta Key… More

From US$ 1296 Book Now

Heated Pool Home - Very Close To Siesta Beach, Restaurants & Shops!

Bismark Way, Sarasota, United States Show map

The 2-bedroom Heated Pool Home - Very Close To Siesta Beach, Restaurants & Shops! Sarasota is located 3.7 km from the Siesta Key Beach and provides mini golf for active guests. Located around 15… More

From US$ 281 Book Now

Coastal Sarasota Condo: Minutes To Beach!

3712 Iroquois Ave, Sarasota, United States Show map

Nestled nearly a 25-minute walk from The Ringling Museum, Coastal Sarasota Condo: Minutes To Beach! villa is boasting a wellness centre and barbecue for guests' enjoyment. More

From US$ 126 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

633 North Osprey Avenue, Sarasota, United States Show map

The 1-room 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 a… More

From US$ 192 Book Now

Walk To Restaurants: Sarasota Home W/ Lanai!

2308 Roselawn St, Sarasota, United States Show map

Staying at the 4-bedroom Walk To Restaurants: Sarasota Home W/ Lanai!, guests can easily reach Sarasota Square, located a mere 0.8 km away. This Sarasota holiday home is suitable for up to 8 guests… More

From US$ 451 Book Now

Bright Sarasota Bungalow - 5 Mi To Siesta Beach!

Sarasota, United States Show map

Situated approximately 25 minutes' walk from The Landing Shopping Center, the 2-bedroom Bright Sarasota Bungalow - 5 Mi To Siesta Beach! provides access to numerous tourist attractions in the area. More

From US$ 180 Book Now

Private Patio, Walk To All! 5Min- Siesta Keys Best Beach, 1Min- Shopping Dining & Entertainment!

6717 Midnight Pass Rd Apt. #9, Siesta Key, Sarasota, United States Show map

The 46 m² Private Patio, Walk To All! 5Min- Siesta Keys Best Beach, 1Min- Shopping Dining & Entertainment! Sarasota apartment is located a 17-minute walk from the shaped Crescent Beach and 2.7 km… More

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Sand Dollar 755

755 North Jefferson Avenue, Sarasota, United States Show map

Staying at the 2-bedroom Sand Dollar 755 Sarasota villa, guests can visit Sarasota Commons Shopping Center, which is only 1.2 km away. With a maximum capacity of 4 guests, the Sarasota villa offers… More

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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

Near Downtown + Ocean: Sarasota Getaway

2375 Bahia Vista St, Sarasota, United States Show map

Situated approximately a 25-minute walk from Colonial Village Shopping Center, the welcoming Near Downtown + Ocean: Sarasota Getaway Villa entices guests to explore various tourist attractions in the… More

From US$ 174 Book Now

Siesta Key Condo W/ Heated Pool < 1 Mi To Beach

6703 Midnight Pass Rd Unit 213, Sarasota, United States Show map

Up to 6 guests can stay at Siesta Key Condo W/ Heated Pool 1 Mi To Beach Sarasota villa and enjoy Green Turtle Shell & Gift City, located about a 5-minute walk away. Located 800 metres from the… More

From US$ 542 Book Now

Heated Pool, Strong Wi-Fi, Tv, Tiki Bar & Grill!

7150 North Tamiami Trail 506, Sarasota, United States Show map

The 1-room Heated Pool, Strong Wi-Fi, Tv, Tiki Bar & Grill! Sarasota apartment is a good choice for accommodating up to 4 guests, offering a convenient setting around a 10-minute ride from the Powel… More

From US$ 158 Book Now

Sarasota Home W/ Heated Pool: 3 Mi To Airport!

520 Saturn Ave, Sarasota, United States Show map

Located about 3 km from The Ringling Museum, the welcoming Sarasota Home W/ Heated Pool: 3 Mi To Airport! offers a games room for guests' leisure. Located within a 15-minute drive of Greens of… More

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Available For Season! Tequila Sunrise On Siesta Key

6327 Midnight Pass Rd #915, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at the spacious 159 m² Available For Season! Tequila Sunrise On Siesta Key Apartment Sarasota, which is 4.2 km from the Turtle Beach and within 25 minutes'… More

From US$ 384 Book Now

Sarasota Home With Heated, Saltwater Pool, Close To Siesta Key Beach

4069 Palau Drive, Sarasota, United States Show map

Located 3 km from the Twin Lakes Park, Sarasota Home With Heated, Saltwater Pool, Close To Siesta Key Beach gives access to various tourist sites in the vicinity. The 3-bedroom holiday home hosts up… More

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Lovely Cottage Near The Beach And Downtown Sarasota

Liberty Avenue, Sarasota, United States Show map

Situated a 6-minute walk from Sarasota Square, Lovely Cottage Near The Beach And Downtown Sarasota entices guests with views of the garden. Located 4.1 km from the Siesta Beach Pavillion, the 2… More

From US$ 263 Book Now

Sarasota Escape ~ 4 Mi To Siesta Key Beach!

3459 Clark Rd 258, Sarasota, United States Show map

Located approximately a 10-minute drive from Sarasota Square, the 3-bedroom Sarasota Escape ~ 4 Mi To Siesta Key Beach! villa has a swimming pool and is ideal for up to 6 guests. More

From US$ 186 Book Now

* New * Serene Retreat / Private Patio & Pool *

1732 Redwood Street A, Sarasota, United States Show map

Located 18 km from Vanderipe railway station, * New * Serene Retreat / Private Patio & Pool * Sarasota apartment is an 8-minute walk from the Escape Room Sarasota. This apartment can host up to 4… More

From US$ 231 Book Now

Pinecraft Tiny Home 'Green Parrot '

3100 Hawthorne Street, Sarasota, United States Show map

Staying at Pinecraft Tiny Home 'Green Parrot ' Sarasota, guests can easily reach Museum of Asian Art, located approximately a 10-minute drive away. More

From US$ 247 Book Now

Vine Apt, King Bed, Downtown

118 Indian Place 12, Sarasota, United States Show map

Located a mere 9 minutes' walk from the Five Points Park, Vine Apt, King Bed, Downtown Sarasota is 4.2 km from a top family-friendly place like the Mote Marine Laboratory and Aquarium. More

From US$ 107 Book Now

Gorgeous Condo With Pool View In Walking Distance To Siesta Key Beaches

6446 Elmwood Avenue, Sarasota, United States Show map

The 93 m² Gorgeous Condo With Pool View In Walking Distance To Siesta Key Beaches Sarasota is located within a 10-minute drive of the Siesta Beach Pavillion and 3.5 km from the Red Bug Slough… More

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Casa Cocoanut

1314 12Th Street, Sarasota, United States Show map

Overlooking the city, Casa Cocoanut Villa Sarasota enjoys a prime setting a 5-minute walk from Eternal Reefs. The 1-bathroom villa features opportunities for cycling and fishing in the area, not far… More

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

629 North Osprey Avenue, Sarasota, United States Show map

Located in the Central Sarasota district, 6 minutes' walk from Sarasota Commons Shopping Center, Beach Downtown-Family & Pet Friendly-Balcony & Garage-10 Acre Park With Pickleball, Tennis &… More

From US$ 211 Book Now

Beach Side Babe

410 Garfield Dr, Us, Sarasota, United States Show map

Along with proximity to Lido Key Sandy Beach, a mere 550 metres away, Beach Side Babe Sarasota villa offers opportunities for fishing in the area. More

From US$ 318 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 as well as views of the sea, Luxury 2 Bed 2 Bath Waterfront Condo With Patio Sunsets Gym And Parking Sarasota villa offers a central location only a 5-minute walk… More

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Mauna Loa Hideaway

6682 Mauna Loa Blvd, Sarasota, United States Show map

The 3-bedroom Mauna Loa Hideaway Sarasota villa is located 3.8 km from the Celery Fields and provides windsurfing, snorkelling, and horse riding for active guests. Offering horse riding tours, the… More

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Crescent Beach House

6910 Midnight Pass Road, Unit A, Sarasota, United States Show map

Staying at the 5-bedroom Crescent Beach House Sarasota villa, guests can visit the Siesta Key Marina, which is only 1 km away. More

From US$ 1826 Book Now

Alta Vista Respite

2619 Browning Street, Sarasota, United States Show map

Alta Vista Respite Villa Sarasota is located about a 25-minute stroll from Pinecraft Public Park and allows guests to enjoy fishing. More

From US$ 166 Book Now

Siesta Beach House 5950 #311

5950 Midnight Pass Road, Sarasota, United States Show map

The spacious 92 m² Siesta Beach House 5950 #311 Sarasota is nestled in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, within 20 minutes' walk of… More

From US$ 198 Book Now

Playa De Siesta Sarasota Siesta Key

2910 Valley Forge St, Sarasota, Fl 34231, Usa, Sarasota, United States Show map

Featuring a swimming pool, the 3-bedroom Playa De Siesta Sarasota Siesta Key Villa is suitable for up to 6 people and is located 4.1 km from the Siesta Key Beach. The accommodation features… More

From US$ 654 Book Now

Crescent Beach 1011 #3

1011 Crescent Street, Sarasota, United States Show map

The 2-bedroom Crescent Beach 1011 #3 Sarasota villa offers proximity to nearby tourist spots, such as Green Turtle Shell & Gift City, situated merely an 11-minute walk away. Offering a prime location… More

From US$ 159 Book Now

Beach House Residence By Beachside Management

1140 Seaside Drive, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at Beach House Residence By Beachside Management Sarasota, which is 3.7 km from the Turtle Beach and around 10 minutes' drive from the Siesta Key Beach. Wi-Fi… More

From US$ 726 Book Now

Spacious Vacation Rental Condo With Lagoon Views, Beach Access, And Pool

6327 Midnight Pass Road, Sarasota, United States Show map

Situated about 5 minutes' walk from Crescent Arms, the 3-bedroom Spacious Vacation Rental Condo With Lagoon Views, Beach Access, And Pool Sarasota villa entices guests with fishing in the area. More

From US$ 320 Book Now

Siesta Breakers Penthouse On The Beach

6480 Midnight Pass Rd, Sarasota, United States Show map

Featuring a heated swimming pool, the 1-bedroom Siesta Breakers Penthouse On The Beach Sarasota villa is located only 6 minutes' walk from Siesta Harbour Condominium and is suitable for up to 8… More

From US$ 904 Book Now

Charming Studio Unit Across From Lido Key Beach

139 Mckinley Drive Apt S, Sarasota, United States Show map

Located a 20-minute drive from Vanderipe railway station, Charming Studio Unit Across From Lido Key Beach Sarasota is within 600 metres of the Diverse South Lido County Waterfront Park. More

From US$ 145 Book Now

*Eclectic Hidden Gem / Tiki Bar And Pool*

1732 Redwood Street F, Sarasota, United States Show map

The spacious *Eclectic Hidden Gem / Tiki Bar And Pool* Apartment Sarasota is located 4.3 km from the Turtle Beach and 25 minutes' walk from the Siesta Key Village. While staying in the apartment… More

From US$ 240 Book Now

One Ocean - B 1103

1103 Crescent Street, Sarasota, United States Show map

The 2-bedroom One Ocean - B 1103 Villa Sarasota is situated around a 5-minute walk from Crescent Beach and hosts up to 6 travellers. More

From US$ 239 Book Now

Private Patio, Walk To All! 5Min- Siesta Keys Best Beach, 1Min- Shopping Dining & Entertainment!

6717 Midnight Pass Rd Apt. #8, Siesta Key, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at Private Patio, Walk To All! 5Min- Siesta Keys Best Beach, 1Min- Shopping Dining & Entertainment! Sarasota apartment, which is within 5 minutes' drive of… More

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Mermaid Shores

2822 Tuckerstown Dr, Sarasota, United States Show map

Featuring a private swimming pool for guests' relaxation, Mermaid Shores Sarasota villa is located nearly a 25-minute stroll from the Escape Countdown. The Sarasota holiday home can host up to 9… More

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Beautiful 3 Bedroom Pool Home Minutes From Siesta Key - Blue Dolphin

3223 Rowena Street, Sarasota, United States Show map

Beautiful 3 Bedroom Pool Home Minutes From Siesta Key - Blue Dolphin Sarasota is located 3.6 km from the shaped Crescent Beach and provides canoeing, bowling, and mini golf for active guests. More

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Modern Beachfront Condo

6200 Midnight Pass Road 5-204, Sarasota, United States Show map

Located merely 9 minutes on foot from the Crescent Arms, the spacious 102 m² Modern Beachfront Condo Sarasota accommodates up to 5 guests. The 2-bedroom apartment is only 1.7 km from the Siesta Beach… More

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Charming Sarasota Vacation Home Near Downtown

2675 Bay St, Sarasota, United States Show map

Up to 4 guests can stay at the welcoming Charming Sarasota Vacation Home Near Downtown and enjoy the Jim Neville Marine Preserve, located about 5 minutes' walk away. More

From US$ 183 Book Now

3 Blocks To The Coast! Cozy Sarasota Retreat

3710 Iroquois Ave, Sarasota, United States Show map

To enjoy your vacation in Sarasota, stay at spacious 2-bedroom 3 Blocks To The Coast! Cozy Sarasota Retreat Apartment, which is 2.8 km from Van Wezel Performing Arts Hall and around 25 minutes' walk… More

From US$ 307 Book Now

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

1745 4Th Street, Sarasota, United States Show map

Situated merely 6 minutes' walk from the Catholic Church, Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk To City Of Sarasota villa offers easy access to numerous tourist spots in the… More

From US$ 333 Book Now

Lanai + Community Pool Access: Sarasota Oasis!

7839 Timberwood Circle, Sarasota, United States Show map

The 2-bedroom Lanai + Community Pool Access: Sarasota Oasis! Villa offers proximity to nearby tourist spots, such as the Siesta Key Marina, situated around 4 km away. This welcoming villa is suitable… More

From US$ 177 Book Now

Lido Beach Respite

800 South Boulevard Of Presidents #18, Sarasota, United States Show map

Lido Beach Respite Sarasota villa accommodates up to 6 guests and offers proximity to the Diverse South Lido County Waterfront Park, located merely 600 metres away. This property features… More

From US$ 319 Book Now

Escape Near To Siesta Key With Hot Tub, Bbq, And Fire Pit

6005 Lords Avenue, Sarasota, United States Show map

The 2-bedroom Escape Near To Siesta Key With Hot Tub, Bbq, And Fire Pit Villa Sarasota hosts up to 6 guests and is nestled 3.4 km from natural sites such as the Siesta Beach Pavillion. The… More

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