
Bayfront Park, Sarasota
10/22 – 10/25
$268/nighttotal: $804 (3 )
88 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 4house , Gulf Gate Estates
This 2-bedroom, 2-bathroom house is located in the Gulf Gate Estates neighborhood of Sarasota, offering a quiet retreat just 10 minutes from Siesta Key Beach.
This 950 sq ft home accommodates up to 6 guests with a fully-equipped kitchen, air conditioning, spa, fitness center, and parking, plus a screened lanai and spacious backyard perfect for outdoor activities.
This 950 sq ft home accommodates up to 6 guests with a fully-equipped kitchen, air conditioning, spa, fitness center, and parking, plus a screened lanai and spacious backyard perfect for outdoor activities.

Bayfront Park, Sarasota
08/25 – 08/29
$137/nighttotal: $548 (4 )
1-bedroom Cottage Just 10 Minutes From Siesta Key Beach
1 2cottage , Sarasota
This charming one-bedroom suite is located in a desirable neighborhood just minutes from Downtown Sarasota, with a beautiful park and a heated Olympic-sized public pool within walking distance. The suite has received excellent ratings for user experience, location, and cleanliness.
This 800-square-foot suite comfortably accommodates two guests and features a private entrance, a fenced-in backyard, a lanai, a hot tub, a dining table, a patio, sun loungers, a swing, a BBQ grill, a king-size bed, a walk-in closet, a wood-burning fireplace, a smart TV with Roku, a queen-size sofa bed, a fully equipped kitchenette, a shared washer and dryer, and off-street parking for one car.
This 800-square-foot suite comfortably accommodates two guests and features a private entrance, a fenced-in backyard, a lanai, a hot tub, a dining table, a patio, sun loungers, a swing, a BBQ grill, a king-size bed, a walk-in closet, a wood-burning fireplace, a smart TV with Roku, a queen-size sofa bed, a fully equipped kitchenette, a shared washer and dryer, and off-street parking for one car.

Bayfront Park, Sarasota
10/22 – 10/25
$1023/nighttotal: $3069 (3 )
191 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 4house , Siesta Key
Serenity Cottage, located on Siesta Key's southern end, is a two-minute walk from Crescent Beach and a short drive from Siesta Key Village and Siesta Key Beach.
This 2,050-square-foot vacation rental boasts three bedrooms, three bathrooms, sleeps eight, and features a private heated pool and spa (heated November 15th–April 15th), a renovated kitchen, multiple balconies, a screened-in dining area with a gas grill, free WiFi, and a two-car garage.
This 2,050-square-foot vacation rental boasts three bedrooms, three bathrooms, sleeps eight, and features a private heated pool and spa (heated November 15th–April 15th), a renovated kitchen, multiple balconies, a screened-in dining area with a gas grill, free WiFi, and a two-car garage.

Bayfront Park, Sarasota
10/22 – 10/25
$320/nighttotal: $960 (3 )
154 M² House ∙ 3 Bedrooms ∙ 10 Guests
3 4house , Whitfield
This Sarasota house in Whitfield offers convenient access to beaches, shopping, dining, and cultural attractions.
This 1660 sq ft home accommodates up to 10 guests with 3 bedrooms, 2 bathrooms, a private pool, a game room, and allows up to two pets.
This 1660 sq ft home accommodates up to 10 guests with 3 bedrooms, 2 bathrooms, a private pool, a game room, and allows up to two pets.

Bayfront Park, Sarasota
10/22 – 10/25
$140/nighttotal: $420 (3 )
House ∙ 3 Bedrooms ∙ 6 Guests
3 4house , Sarasota
This Sarasota house is located 5 miles from downtown Sarasota and 20 miles from Siesta Key beaches, near the Pinecraft community.
This family-friendly home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a fully stocked kitchen, air conditioning, complimentary Wi-Fi, and an outdoor seating area with a BBQ.
This family-friendly home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a fully stocked kitchen, air conditioning, complimentary Wi-Fi, and an outdoor seating area with a BBQ.

Bayfront Park, Sarasota
08/25 – 08/29
$146/nighttotal: $584 (4 )
Beautiful Updated 2bedroom Suite Minutes To Downtown, Amazing Beaches, Restaurants, Theaters And More
2 2apartment , Sarasota
This Sarasota rental is centrally located, minutes from downtown, Sarasota's beaches, and attractions like the Ringling Museum (2.6 miles) and Indian Beach (1.3 miles).
The recently renovated 850-square-foot suite features two bedrooms, one bathroom, accommodates seven guests, and includes a terrace, garden access, a tennis court, and free parking.
The recently renovated 850-square-foot suite features two bedrooms, one bathroom, accommodates seven guests, and includes a terrace, garden access, a tennis court, and free parking.

Bayfront Park, Sarasota
08/25 – 08/29
$318/nighttotal: $1272 (4 )
Historic Suites Hotel In Walkable Downtown Between Siesta & Lido Beaches
2 2apartment , Sarasota
This Sarasota apartment is located in the Burns Square Historic District, just steps from the Bayfront Marina, Whole Foods, Selby Gardens, and the downtown area. This property has earned excellent ratings for location, cleanliness, and user experience.
This two-bedroom, one-bathroom rental offers 650 square feet of space, comfortably accommodating up to four guests. The apartment features a fully equipped kitchen, WiFi, cable TV, laundry facilities, a garden, a sauna, a spa, a fitness center, and free parking.
This two-bedroom, one-bathroom rental offers 650 square feet of space, comfortably accommodating up to four guests. The apartment features a fully equipped kitchen, WiFi, cable TV, laundry facilities, a garden, a sauna, a spa, a fitness center, and free parking.

Bayfront Park, Sarasota
08/25 – 08/29
$173/nighttotal: $692 (4 )
Voco Sarasota By Ihg
1 2resort , Sarasota
Hotel Indigo - Sarasota, An Ihg Hotel is located near the Sarasota-Bradenton International Airport, just a short drive from Lido Beach and the Ringling Museum of Art. The hotel has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The hotel offers spacious rooms with modern design features, including flat-screen TVs and free Wi-Fi. Guests can enjoy a variety of amenities, including an outdoor pool, a hot tub, a fitness center, a restaurant, a bar, and a business center.
The hotel offers spacious rooms with modern design features, including flat-screen TVs and free Wi-Fi. Guests can enjoy a variety of amenities, including an outdoor pool, a hot tub, a fitness center, a restaurant, a bar, and a business center.

Bayfront Park, Sarasota
08/25 – 08/29
$192/nighttotal: $768 (4 )
Vacation Delight! Cozy Condo Just Steps From The Beach And St. Armands Circle.
1 2apartment , Sarasota
This Sarasota apartment is located just a short walk from Lido Beach, St. Armands Circle, Coolidge Park, and South Lido Park, making it a great choice for those who want to be close to the action. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom apartment offers 660 square feet of living space. The apartment features a fully equipped kitchen, a comfortable living area with a sofa bed, a private balcony, and a garden, providing everything you need for a relaxing and enjoyable stay.
This one-bedroom apartment offers 660 square feet of living space. The apartment features a fully equipped kitchen, a comfortable living area with a sofa bed, a private balcony, and a garden, providing everything you need for a relaxing and enjoyable stay.

Bayfront Park, Sarasota
10/22 – 10/25
$140/nighttotal: $420 (3 )
101 M² Condo ∙ 2 Bedrooms ∙ 6 Guests
2 4apartment , Gulf Gate Estates
This first-floor condo in Gulf Gate Estates, located on the north edge of Palmer Ranch, is a 5-minute drive from Siesta Key Beach and minutes from downtown Sarasota boutiques and Gulf Gate Golf Courses.
This 1090 sq ft apartment features 2 bedrooms, 2 bathrooms, accommodates up to 6 guests, and offers amenities like a swimming pool, air conditioning, and a full kitchen with a dishwasher, all within a pet-friendly tropical resort community.
This 1090 sq ft apartment features 2 bedrooms, 2 bathrooms, accommodates up to 6 guests, and offers amenities like a swimming pool, air conditioning, and a full kitchen with a dishwasher, all within a pet-friendly tropical resort community.

Bayfront Park, Sarasota
10/22 – 10/25
$1825/nighttotal: $5475 (3 )
181 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 4house , Sarasota
This Lido Key home, located 0.2 miles from St. Armands Circle and 0.3 miles from Lido Key Beach, offers easy access to upscale shopping, dining, and the beach.
The 1950-square-foot house features four bedrooms, three bathrooms, sleeps eight, and includes a private heated pool (November 15th–April 15th), a modern kitchen, and a backyard fire table.
The 1950-square-foot house features four bedrooms, three bathrooms, sleeps eight, and includes a private heated pool (November 15th–April 15th), a modern kitchen, and a backyard fire table.

Bayfront Park, Sarasota
10/22 – 10/25
$1461/nighttotal: $4383 (3 )
186 M² House ∙ 4 Bedrooms ∙ 12 Guests
4 4house , Siesta Key
Casa Ohana, a Siesta Key Village duplex, is a two-minute walk from Siesta Key Beach.
This 1990-square-foot vacation rental boasts four bedrooms, three bathrooms, accommodates up to twelve guests, and includes a private heated pool, two-car garage, and free WiFi.
This 1990-square-foot vacation rental boasts four bedrooms, three bathrooms, accommodates up to twelve guests, and includes a private heated pool, two-car garage, and free WiFi.













