Search holiday homes in Sarasota, FL from 100+ sites!
1063 available villa offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
1063 Villa rentals in Sarasota, FL
10 15 reviews
Sarasota, FL
06/23 – 06/26
$188/nighttotal: $564 (3 )
Vida Sol | Sunny Duplex Retreat
1 5
house , Sarasota
This 2-bedroom, 2-bathroom house rental in Sarasota is situated in a quiet neighborhood, offering proximity to downtown attractions, Payne Park, Selby Gardens, and Sarasota Bay, with Siesta Key and Lido Key beaches just a short drive away. This family-friendly accommodation sleeps up to 6 guests and features a fully equipped kitchen, a 65” smart TV, air conditioning, a garden, and access to a fitness center, making it ideal for travelers seeking convenience and outdoor activities.
10 6 reviews
Sarasota, FL
07/01 – 09/30
$125/nighttotal: $11375 (91 )
Stylish New Townhouse With A Lake View
1 2
house , Desoto Lakes
This three-bedroom, two-bathroom townhome is located in the Sienna Park gated community in DeSoto Lakes, Florida, offering convenient access to nearby restaurants, shopping, and Florida's beaches. The 2-story property features a fully equipped kitchen with a quartz breakfast bar, a screened lanai overlooking a community lake, and a private swimming pool; it comfortably sleeps eight guests and includes high-speed Wi-Fi and laundry facilities.
10 3 reviews
Sarasota, FL
12/01 – 04/30
$102/nighttotal: $15300 (150 )
Jiggs Landing, Cabin 2 - Bird Land Bunk House
1 2
cabin , North Sarasota
This waterfront cabin in Bradenton, located on a reservoir, offers a tranquil escape with a nostalgic ambiance and is a short drive to Lido Beach and Siesta Key Beach. This 100 square foot cabin accommodates up to 4 guests and features air conditioning, internet, a terrace, parking, and on-site activities including fishing and kayaking.
9.5 200 reviews
Sarasota, FL
09/03 – 09/07
$522/nighttotal: $2088 (4 )
Canal Upper-gorgeous 3 Bed 3 Bath Near Sk Village
3 10
house , Siesta Key
This Siesta Key vacation rental is a 6-minute walk from Siesta Key Beach and 1.3 miles from Crescent Beach, making it easy to enjoy the area's beautiful beaches. Guest reviews consistently praise the house's excellent location, cleanliness, and overall experience. The three-bedroom home offers ample space for families or groups. The house features a private pool, a hot tub, a fully equipped kitchen, and free Wi-Fi, providing everything you need for a comfortable and enjoyable stay.
Sarasota, FL
11/08 – 11/28
$161/nighttotal: $3220 (20 )
Gorgeous 2br Townhouse Minutes To Lido Beach
2 4
house , Sarasota
This 2-bedroom townhouse is located in Sarasota, 3.7 miles from The John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport, and minutes from Lido Beach. This family-friendly vacation rental offers 1050 square feet of living space, accommodates up to 6 guests, and features a swimming pool, spa, fitness center, and complimentary WiFi.
Sarasota, FL
06/27 – 07/04
$222/nighttotal: $1554 (7 )
130 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 5
house , Sarasota
This Sarasota rental home, two blocks from the Legacy Trail and minutes from Payne Park and downtown, offers easy access to beaches, dining, and recreation. The 1400-square-foot, three-bedroom, three-bathroom property sleeps eight, features a fully equipped kitchen, outdoor patio with fire pit, and includes beach essentials; tennis is available on-site.
Sarasota, FL
01/03 – 01/24
$236/nighttotal: $4956 (21 )
'Vintage Mermaid Cottage' 4 Mi To Siesta Key Beach
2 2
house , Sarasota
This vintage cottage in Sarasota is located 4 miles from Siesta Key Beach and within 3 miles of Marina Jack Restaurant and Marina and Sarasota Opera. This 1070 square foot cottage accommodates up to 11 guests with 2 bedrooms, 2 bathrooms, a living room, a fully equipped kitchen, air conditioning, and free WiFi, plus a patio with an outdoor dining area.
9.8 65 reviews
Sarasota, FL
07/19 – 07/24
$237/nighttotal: $1185 (5 )
Coastal Villa W/ Amazing Courtyard - Splash Pad!
1 7
house , Sarasota
This Sarasota vacation villa offers convenient proximity to Sarasota-Bradenton International Airport, pristine beaches, and downtown Sarasota's attractions. The 4-bedroom, 4-bathroom home comfortably sleeps 9 guests and features a private pool, outdoor dining area, game room with pool table, and a separate one-bedroom suite.
Sarasota, FL
07/03 – 07/05
$649/nighttotal: $1298 (2 )
Sleeps 8 Pool Dog Friendly 6 Miles To Beach
1 4
house , Sarasota
This Sarasota home is located near Indian Beach and the John and Mable Ringling Museum of Art, just an 800-meter walk to the museum and a 16-minute walk to Indian Beach, with Sarasota-Bradenton International Airport approximately 1.2 miles away. This dog-friendly rental, spanning 2260 square feet, accommodates up to 10 guests with air conditioning, Wi-Fi, a full kitchen, a private swimming pool, and a garden, offering proximity to a water park and outdoor pool.
9.2 10 reviews
Sarasota, FL
07/28 – 07/29
$384/nightfor 1 night
Escape Near To Siesta Key With Hot Tub, Bbq, And Fire Pit
2 4
house , Gulf Gate Estates
This vacation home in Gulf Gate Estates is located 10 miles from the John and Mable Ringling Museum of Art and Sarasota International Airport, offering proximity to Siesta Key. This 940 square foot house features 2 bedrooms, 2 bathrooms, accommodates up to 11 guests, and includes a swimming pool, jacuzzi, spa, air conditioning, a fully equipped kitchen, and an indoor play area, with outdoor fireplace and barbecue facilities.
10 16 reviews
Sarasota, FL
01/03 – 01/24
$186/nighttotal: $3906 (21 )
Cottage & Tree ~ By The Sea
1 2
cottage , Sarasota
This Sarasota cottage, located on a private cul-de-sac, offers easy access to downtown Sarasota (5 minutes away) and the Gulf Coast beaches (10 minutes away). The two-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen with new appliances, a washer/dryer, and includes a king-size bed in the master bedroom with a private half-bath, plus wall-mounted TVs in each room.
10 72 reviews
Sarasota, FL
06/22 – 06/25
$239/nighttotal: $717 (3 )
Sandy Shores Villa Near Sieta Key And Other Beaches
2 5
house , Gulf Gate Estates
This house is a great choice for travelers visiting Gulf Gate Estates. It is located within walking distance of major attractions, such as Sarasota Square and Pelican Plaza, and just 3 miles from Gulf Gate Golf Club and Gulf Gate Mall. The house has received excellent ratings for its location, cleanliness, and user experience. The house has two bedrooms, two bathrooms, and a floor area of 1400 square feet. It is fully equipped with a kitchen, air conditioning, a swimming pool, a spa tub, a terrace/balcony, a garden, a spa, a tennis court, and parking. Pets are allowed, and the house is family-friendly.
Search Vacation Homes with a Pool in Sarasota, FL
Dip in whenever you like, as these vacation homes in Sarasota, FL come with a swimming pool on-site.
Sarasota, FL
07/01 – 07/05
$732/nighttotal: $2928 (4 )
Coastal Sol
1 8
house , Whitfield
This Whitfield Estates house is located in Sarasota, 8 minutes from Sarasota-Bradenton International Airport and less than 15 minutes from downtown Sarasota's dining and nightlife. This rental property features a private, heated saltwater pool with a jetted spa, a fenced yard, a unique third bedroom accessible from the lanai, a newly renovated modern kitchen, and handicap-accessible features including a walk-in handicapped tub/shower.
Sarasota, FL
07/01 – 09/30
$500/nighttotal: $45500 (91 )
93 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 2
house , Southgate
This fully renovated pool home is located in Sarasota's Forest Lakes community, offering a tranquil residential feel just 15 miles from the world-famous Siesta Key Beach. This 1000 sq ft house accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a private fenced yard with a swimming pool, in-garage laundry, and includes Wi-Fi, electricity, and water in the rent.
9.9 36 reviews
Sarasota, FL
07/03 – 07/05
$5116/nighttotal: $10232 (2 )
245 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 4
house , Siesta Key
Siesta Soul, a four-bedroom house in Siesta Key Village, offers a prime location just a three-minute walk from both Siesta Key Beach and the Village's shops and restaurants. This 2,630-square-foot vacation rental sleeps eight guests and boasts a private heated pool (heated November 15th–April 15th), a fire table, a fully equipped kitchen, beach gear, and a two-car garage.
9.5 8 reviews
Sarasota, FL
07/07 – 07/11
$3823/nighttotal: $15292 (4 )
422 M² House ∙ 8 Bedrooms ∙ 10 Guests
8 7
house , Sarasota
All Oar Nothing, a luxurious Sarasota vacation home on Lido Key, is located 0.3 miles from Lido Key Beach and a 5-minute bike ride from St. Armands Circle. This 4,530-square-foot estate boasts nine master bedrooms, nine bathrooms, sleeps twelve guests, and features a private heated pool, spa, waterslide, rooftop deck, and modern kitchen with Wolf/Subzero appliances.
Best Sarasota, FL houses with a kitchen
9.8 158 reviews
Sarasota, FL
07/21 – 07/24
$156/nighttotal: $468 (3 )
City Garden Cottage
1 2
house , Sarasota
City Garden Cottage, a Sarasota studio in the Laurel Park neighborhood, is a short walk from downtown Sarasota's shops and restaurants. This one-bedroom, one-bathroom unit sleeps two guests and features a kitchenette with a refrigerator, a private patio with a swing sofa, and access to a shared gas grill and fire pit.
9.7 16 reviews
Sarasota, FL
06/22 – 06/25
$253/nighttotal: $759 (3 )
Sunshine Haven: Relax And Unwind
3 5
house , Southgate
Sunshine Haven, a spacious three-bedroom house in Sarasota, Florida, is conveniently located 4.5 miles from the Sarasota Opera and 8.1 miles from The John and Mable Ringling Museum of Art. This 1250-square-foot vacation rental sleeps up to 11 guests and boasts a fully equipped kitchen with a dishwasher, a private terrace, free parking, and is close to Marina Jack and Sarasota County's historical sites.
9.5 6 reviews
Sarasota, FL
07/28 – 07/29
$398/nightfor 1 night
Heated Pool Home 10 Miles Beach 3 Miles Img
3 4
house , Bayshore Gardens
This Bradenton residence is situated three miles from IMG Academy and 3.7 miles from the Sarasota International Convention Center, offering a convenient base for visitors to Bayshore Gardens. This 1300-square-foot home accommodates up to 11 guests, featuring two bathrooms, a private heated pool, complimentary Wi-Fi, a fully equipped kitchen, and private parking, with Gulf Coast beaches just ten miles away.
9.3 40 reviews
Sarasota, FL
12/22 – 01/05
$231/nighttotal: $3234 (14 )
Coastal Sarasota Condo: Minutes To Beach!
2 3
house , Sarasota
This Sarasota condo is conveniently located near Indian Beach and Sarasota Jungle Gardens, within walking distance, and a short drive from The Ringling Museum, Van Wezel Performing Arts Hall, and Sarasota Opera House. This 850-square-foot apartment features two bedrooms, one bathroom, a fully equipped kitchen with a dishwasher, in-unit laundry, free Wi-Fi, air conditioning, and a private outdoor dining area, comfortably accommodating small families or groups of friends.
Frequently Asked Questions about villa rentals in Sarasota, FL
What are the must-see attractions in Sarasota, FL?
Sarasota has a lot to offer! You can't miss the Ringling Museum, which features art, circus history, and beautiful gardens. The beaches are also a must, especially Siesta Key Beach, known for its soft, white sand. If you're into nature, the Marie Selby Botanical Gardens are a must-see.
What indoor activities for families are available in Sarasota, FL on rainy days?
On rainy days, the Sarasota Children's Museum is a great option for families. It's interactive and fun for kids of all ages. The Mote Marine Laboratory and Aquarium is also a good choice, with exhibits about marine life. For something a bit different, check out the Sarasota Jungle Gardens, which has a variety of exotic animals and plants.
What are the best villa rentals with a pool in Sarasota, FL?
Sarasota has something for everyone! If you love the beach, Siesta Key Beach is a must. For a cultural experience, visit the Ringling Museum. If you're into nature, the Myakka River State Park is a great option. For something unique, take a boat tour to see the dolphins and manatees.
What are the best villa rentals with a jacuzzi in Sarasota, FL?
What are the advantages of renting a house or a villa in Sarasota, FL
Renting a house or villa in Sarasota offers more space and privacy than a hotel. Many have private pools and yards, perfect for families or groups. You also get a more authentic experience, like having a kitchen to cook in and a living room to relax in.
What are the best villa rentals for families and kids in Sarasota, FL?
What food festivals or culinary events take place in and around Sarasota, FL?
Sarasota has a vibrant culinary scene, with many festivals and events throughout the year. The Sarasota Seafood & Music Festival is a popular one, featuring fresh seafood, live music, and vendors. The Sarasota Farmers Market is also a great place to try local produce and artisanal goods.
What are the best pet friendly villa rentals in Sarasota, FL?
What exclusive experiences are available when visiting Sarasota, FL?
For a truly unique experience, book a private boat tour to see the dolphins and manatees in their natural habitat. You can also take a sunset cruise or a fishing charter. For a cultural experience, attend a performance at the Van Wezel Performing Arts Hall.
What are the best villa rentals with parking in Sarasota, FL?
Which part of Sarasota, FL would be ideal for a villa rental?
Siesta Key is a great option for villa rentals, with beautiful beaches and a laid-back atmosphere. The area around Lido Key is also popular, with luxury villas and easy access to downtown Sarasota. If you want to be closer to the city center, consider renting a villa in the downtown area.
Destinations nearby
Best Sarasota, FL houses with air conditioning
9.8 67 reviews
Sarasota, FL
07/03 – 07/05
$142/nighttotal: $284 (2 )
The Little Hidden Paradise
1 2
house , North Sarasota
This cozy North Sarasota guesthouse is conveniently located near Siesta Key Beach (6.6 miles), Marina Jack (2.5 miles), Ed Smith Stadium (0.5 miles), and UTC Mall (4.2 miles). The one-bedroom, one-bathroom cabin sleeps two guests and features a kitchen with a fridge, freezer, and microwave, air conditioning, and a private garden; nearby shops and restaurants offer additional convenience.
9.6 24 reviews
Sarasota, FL
07/03 – 07/07
$258/nighttotal: $1032 (4 )
Bright Spacious Villa With A Pool 15 Min From Siesta Beach #1 Beach In The Usa
2 6
house , Gulf Gate Estates
This Sarasota golf villa is conveniently located near Sarasota Square (0.5 miles), Gulf Gate Golf Club and Gulf Gate Mall (within 3 miles), and Stoneybrook Golf & Country Club and Historic Spanish Point (within 3 miles). This 1,360-square-foot, smoke-free house sleeps six and boasts two bedrooms, two bathrooms, a private pool, a jacuzzi, a tennis court, and free Wi-Fi, all within easy reach of Sarasota's attractions.
9.8 74 reviews
Sarasota, FL
07/25 – 07/31
$207/nighttotal: $1242 (6 )
Cozy Retreat In Sunny Florida
3 2
house , Bee Ridge
This vacation home is located in the desirable Bee Ridge district, close to popular attractions like Mcintosh Manor, Bee Ridge Park, and Doctors Hospital of Sarasota. It has excellent user, location, and cleanliness ratings. The house has 3 bedrooms, 2 bathrooms, and a floor area of 1300 square feet. It can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, a garden, a tennis court, and parking. Guests can also enjoy amenities such as a barbecue grill, coffee/tea maker, and TV.
9.4 21 reviews
Sarasota, FL
08/19 – 08/26
$173/nighttotal: $1211 (7 )
Private Poolside Pet-friendly Paradise Near Downtown Sarasota
1 4
house , Sarasota
This Sarasota vacation rental is located just 3.5 miles from The John and Mable Ringling Museum of Art and a short walk from the Sarasota County Visitor Information Center and History Museum, offering easy access to the area's cultural attractions. The house has received excellent ratings for location, cleanliness, and overall user experience. This 1-bedroom, 1-bathroom house can comfortably accommodate up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a private pool, and a washing machine, ensuring a comfortable and enjoyable stay.
Neighborhoods and points of interest in Sarasota, FL
Best Sarasota, FL villas and beach houses with jacuzzi
Sarasota, FL
07/13 – 07/20
$414/nighttotal: $2898 (7 )
Papaya Place
2 2
house , Sarasota
This Sarasota vacation home is located 1.2 miles from the Sarasota Opera and 4.5 miles from the John and Mable Ringling Museum of Art, offering convenient access to local attractions. This 1850 square foot house accommodates up to 15 guests with two bedrooms, two living rooms, air conditioning, a Jacuzzi, a private terrace, and a fully equipped kitchen.
10 7 reviews
Sarasota, FL
12/26 – 01/03
$303/nighttotal: $2424 (8 )
La Mia Casa Ii
1 4
house , Southgate
La Mia Casa II, a Sarasota vacation rental in Southgate, is conveniently located near the Sarasota Opera (3 miles), Marina Jack (3 miles), and the Ringling Museum of Art (6.7 miles). This 800-square-foot house features one bathroom, sleeps nine guests, includes a fully equipped kitchen, air conditioning, a Jacuzzi, free Wi-Fi, and free private parking.
9.6 5 reviews
Sarasota, FL
07/29 – 08/06
$177/nighttotal: $1416 (8 )
\Nfor Family Fun Or A Romantic Escape Close To Sarasota And The Area"s Beaches
2 3
apartment , Bayshore Gardens
This two-bedroom, one-bathroom apartment in Bayshore Gardens, Bradenton, is located next to a golf course and on a river, offering convenient access to St. Armands Circle and Mall at University Town Center, as well as Lido Beach and Coquina Beach, all within a few miles. This family-friendly rental accommodates up to five guests with air conditioning, a kitchen featuring a fridge and microwave, a garden, spa, tennis court, and parking, with nearby opportunities for jet skiing, kayaking, and ecotours.
10 1 review
Sarasota, FL
11/08 – 11/28
$229/nighttotal: $4580 (20 )
Pool Villa With Hot Tub, Sleeps 6, 15 Min To Lido Key Beach
3 4
house , North Sarasota
This lakefront villa in Sarasota's Country Oaks neighborhood offers 3 bedrooms and 2 bathrooms, accommodating up to 6 guests, and is a 17-mile drive to Lido Beach and Siesta Key Beach. This pet-friendly rental features a private pool, jacuzzi, outdoor kitchen with BBQ, and entertainment options including a Smart TV and fishing gear, with convenient access to the Mall at University Town Center and St. Armands Circle.