Villas and Holiday homes in Sarasota, FL

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Sarasota, FL holiday homes
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1063 Villa rentals in Sarasota, FL

Best Sarasota, FL villas and holiday homes with a pool

Among the 1063 accommodations in Sarasota, FL, here are the 4 best villas and holiday homes with a pool

186 M² House ∙ 4 Bedrooms ∙ 12 Guests - Sarasota, FL
9.8 34 reviews
Sarasota, FL
03/07 – 05/07
5127 â‚¬/nighttotal: 10254 â‚¬ (2 )

186 M² House ∙ 4 Bedrooms ∙ 12 Guests

4 4
house , Siesta Key
Casa Mahalo, a spacious duplex in Siesta Key Village, is located a 0.32-kilometre walk from the world-renowned Siesta Key Beach.
This four-bedroom, three-bathroom property boasts 185 square metres of living space, a private heated pool (heated Nov 15th - Apr 15th), private cabana, two-car garage, and accommodates up to 12 guests, offering beach essentials and enhanced cleaning protocols.
365 M² House ∙ 8 Bedrooms ∙ 14 Guests - Sarasota, FL
10 6 reviews
Sarasota, FL
02/07 – 05/07
5028 â‚¬/nighttotal: 15084 â‚¬ (3 )

365 M² House ∙ 8 Bedrooms ∙ 14 Guests

8 8
house , Sarasota
This luxurious Lido Key villa is situated in St. Armands Circle, Sarasota, less than 0.5 kilometres from Lido Key Beach and a short walk from St. Armands Circle's shops and restaurants.
The 365-square-metre property boasts eight bedrooms, eight bathrooms, sleeping up to fourteen guests, and features a huge private heated pool and spa (1600 sq ft), an outdoor kitchen, and extensive amenities including beach gear and bikes.
Stylish 3br Pool Home Near Siesta Key - Sarasota, FL
9.3 3 reviews
Sarasota, FL
19/08 – 23/08
256 â‚¬/nighttotal: 1024 â‚¬ (4 )

Stylish 3br Pool Home Near Siesta Key

3 3
house , South Sarasota
This non-smoking three-bedroom pool villa is located in South Sarasota, approximately 7.1 kilometres from Marina Jack Restaurant and Sarasota Opera, and 12.9 kilometres from the John and Mable Ringling Museum of Art.
This 145 square metre residence accommodates up to 15 guests and features air conditioning, Wi-Fi, on-site parking, a private swimming pool, and a spa, with a water park and children's playground nearby.
Crescent Arms 105n - Sarasota, FL
9.0 70 reviews
Sarasota, FL
10/12 – 14/12
293 â‚¬/nighttotal: 1172 â‚¬ (4 )

Crescent Arms 105n

2 2
house , Siesta Key
Crescent Arms 105N is a beachfront property in Sarasota, just a 2-minute walk from Crescent Beach and 2.6 kilometres from Siesta Key Beach, offering a peaceful escape close to the action. This vacation home has excellent user, location and cleanliness ratings.
The two-bedroom property features a fully equipped kitchen, a private pool and a patio with sea views. Guests can enjoy a barbecue, take advantage of the car rental service and explore the area at their leisure.

Best Sarasota, FL villas and holiday homes with a kitchen

Sleeps 8 - Pool W Slide - Games - 6 Min To Img - Sarasota, FL
Sarasota, FL
30/08 – 06/09
943 â‚¬/nighttotal: 6601 â‚¬ (7 )

Sleeps 8 - Pool W Slide - Games - 6 Min To Img

3 20
house , South Bradenton
This holiday let is situated in South Bradenton, just 6 minutes by car from the International Marine Academy (IMA).
This 116 square meter villa offers 2 bedrooms and 2 bathrooms, accommodating up to 8 guests with a private pool featuring a slide, an on-site casino, complimentary WiFi, and a fully equipped kitchen.
Charming Beach Bungalow With Private Pool And Steps Away From The Beach! - Sarasota, FL
10 150 reviews
Sarasota, FL
09/07 – 11/07
696 â‚¬/nighttotal: 1392 â‚¬ (2 )

Charming Beach Bungalow With Private Pool And Steps Away From The Beach!

2 2
cottage , Sarasota
This pet-friendly holiday home in Sarasota offers a strategic waterfront position, just a 13-minute walk from the boutiques and eateries of St. Armands Circle and close to Lido Beach for watersports.
Guests can enjoy a well-equipped kitchen with a microwave and dishwasher, air conditioning, a swimming pool, spa, and on-site barbecue, with Wi-Fi, a TV, washer, dryer, linens, and towels provided.
Condo With Pool Access Less Than 4 Miles To Siesta Key Beach - Sarasota, FL
8.4 77 reviews
Sarasota, FL
18/07 – 22/07
166 â‚¬/nighttotal: 664 â‚¬ (4 )

Condo With Pool Access Less Than 4 Miles To Siesta Key Beach

2 2
apartment , Gulf Gate Estates
This apartment is located in Sarasota, Florida, just 6.4 kilometres from Siesta Key Beach and 16 kilometres from the John and Mable Ringling Museum of Art, offering easy access to the area's main attractions. The property has received consistently high ratings, with guests praising its cleanliness, location and overall value.
The two-bedroom apartment spans 92 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private balcony with sea views, a swimming pool, a spa, free bikes, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Steps To #1 Beach In America Siesta Beach! - Sarasota, FL
9.6 77 reviews
Sarasota, FL
19/08 – 23/08
252 â‚¬/nighttotal: 1008 â‚¬ (4 )

Steps To #1 Beach In America Siesta Beach!

2 3
house , Siesta Key
This property is located on Siesta Key, just a 1.8 kilometre walk from the renowned Siesta Key Beach, the #1 beach in America, and is about 1.8 kilometres from Crescent Beach. It has excellent user, location and cleanliness ratings.
The two-bedroom, two-bathroom house can accommodate up to four guests. It has a fully equipped kitchen, a private balcony, a garden, a tennis court, free parking, and free Wi-Fi.

Frequently asked questions about villa rentals in Sarasota, FL

  • What are the must-see attractions in Sarasota, FL?

    Sarasota has plenty to offer. You must visit the Ringling Museum, a stunning complex showcasing art, circus history, and beautiful gardens. The Mote Marine Laboratory & Aquarium is another must-see, where you can learn about marine life and see fascinating creatures. For a taste of the local culture, head to the Sarasota Farmers Market, which is a vibrant hub of fresh produce, crafts, and local vendors.
  • What are the best villa rentals in Sarasota, FL?

  • What indoor activities for families are available in Sarasota, FL on rainy days?

    On a rainy day, you can take the kids to the Sarasota Jungle Gardens, a tropical paradise with exotic birds, reptiles, and a beautiful botanical garden. The Sarasota Children's Museum is another great option, where kids can learn and play through interactive exhibits. For a fun and educational experience, consider visiting the Marie Selby Botanical Gardens, a stunning indoor botanical garden with a diverse collection of plants.
  • What are the best villa rentals with a pool in Sarasota, FL?

  • What are the best activities in Sarasota, FL?

    Sarasota is known for its beautiful beaches, so spending time on Siesta Key Beach is a must. For a unique experience, take a sunset cruise on the bay. If you're looking for something more active, rent a kayak or paddleboard and explore the waterways. And don't miss the opportunity to visit the Van Wezel Performing Arts Hall, a beautiful venue that hosts a variety of concerts and shows.
  • 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 compared to a hotel. You'll often find amenities like a private pool, a fully equipped kitchen, and a laundry room, giving you more flexibility and comfort during your stay. Some villas also offer stunning views of the Gulf of Mexico or the bay.
  • What are the best villa rentals for families and kids in Sarasota, FL?

    The best villa rentals for families and kids in Sarasota, FL are The Cottage At Central Park, Clean And Modern Sarasota Studio and The Cottage At Central Park Ii.

  • What food festivals or culinary events take place in and around Sarasota, FL?

    Sarasota hosts several food festivals throughout the year. The Sarasota Seafood & Music Festival is a popular event, featuring fresh seafood, live music, and craft vendors. The Sarasota Wine Festival is another highlight, showcasing local and international wines, culinary demonstrations, and live entertainment. For a taste of the local culture, check out the monthly Downtown Sarasota Farmers Market.
  • What are the best pet friendly villa rentals in Sarasota, FL?

  • What exclusive experiences are available when visiting Sarasota, FL?

    For a truly exclusive experience, consider a private boat tour of the Sarasota Bay. You can enjoy breathtaking views of the coastline, spot dolphins and other marine life, and even have a picnic on a secluded beach. You can also book a private chef to prepare a delicious meal in your villa, or take a private art tour of the Ringling Museum.
  • 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 popular choice for villa rentals, offering beautiful beaches, charming shops, and a variety of restaurants. The area around Lido Key is also a great option, with its beautiful beaches, luxury hotels, and upscale restaurants. For a more secluded experience, consider renting a villa in the quiet, residential neighbourhood of Southgate, which is just a short drive from downtown Sarasota.

Destinations nearby

Best Sarasota, FL villas and holiday homes with air conditioning

Oceanview 100 Percent Private, Tiki, 100ft To Beach Path! - Sarasota, FL
Sarasota, FL
02/07 – 05/07
4904 â‚¬/nighttotal: 14712 â‚¬ (3 )

Oceanview 100 Percent Private, Tiki, 100ft To Beach Path!

7 9
house , Siesta Key
This seven-bedroom Siesta Key holiday home is situated a short walk from Siesta Key Beach and a 2.25 km stroll from Crescent Beach, offering easy access to Sarasota's attractions, including the Ringling Museum (16 km) and Sarasota Opera House (10.8 km).
The 251-square-metre property boasts a spacious layout with three living rooms, five bathrooms, a fully equipped kitchen, private parking, free Wi-Fi, and accommodates up to 47 guests.
Charming 2 Br Home Minutes From Siesta Key Beaches - Destination Paradise - Sarasota, FL
9.5 2 reviews
Sarasota, FL
22/06 – 25/06
198 â‚¬/nighttotal: 594 â‚¬ (3 )

Charming 2 Br Home Minutes From Siesta Key Beaches - Destination Paradise

2 5
house , Gulf Gate Estates
This two-bedroom house in Gulf Gate Estates is situated approximately 16 kilometres from Sarasota's Ringling Museum and Sarasota Convention Centre, offering easy access to Siesta Key's beaches.
The 88-square-metre property boasts two bathrooms, sleeps up to 11 guests, includes a fully equipped kitchen with dishwasher, and provides free Wi-Fi, on-site parking, and a fitness centre.
Siesta Key Waterfront Estate W Pool Privacy! - Sarasota, FL
9.3 71 reviews
Sarasota, FL
28/07 – 29/07
1110 â‚¬/nightfor 1 night

Siesta Key Waterfront Estate W Pool Privacy!

4 4
house , South Sarasota
This house is situated in Siesta Key, just 13.3km from The John and Mable Ringling Museum of Art and 7.7km from Sarasota Opera, offering a peaceful retreat in a popular holiday destination. It has consistently received excellent ratings for location, cleanliness and user experience.
This 21 square metre property offers four bedrooms and four bathrooms, providing ample space for families or groups. Guests can enjoy a range of amenities including a private pool, fitness centre, terrace, garden and free parking.
Colorful Waterfront Cabin Rentals On The Braden River Near Sarasota, Florida - Sarasota, FL
Sarasota, FL
03/07 – 05/07
113 â‚¬/nighttotal: 226 â‚¬ (2 )

Colorful Waterfront Cabin Rentals On The Braden River Near Sarasota, Florida

1 2
cabin , North Sarasota
This colourful waterside lodge, situated on the Braden River in Bradenton, is located just north of Sarasota, offering convenient access to the Mall at University Town Centre and St Armands Circle, and a short drive to Lido Beach and Siesta Key Beach.
This intimate one-bedroom, one-bathroom cabin is ideal for two guests and features air conditioning, a garden, and on-site cafe, with optional canoe, kayak, and paddleboat hire available for exploring the river.

Best Sarasota, FL villas and holiday homes with jacuzzi

The Beach Club At Siesta #204b - Sarasota, FL
10 1 review
Sarasota, FL
03/07 – 06/07
483 â‚¬/nighttotal: 1449 â‚¬ (3 )

The Beach Club At Siesta #204b

1 4
house , Siesta Key
This holiday home in Point O'Rocks, Siesta Key, is located a mere 10 metres from Crescent Beach and 17 kilometres from Sarasota Bradenton International Airport and the John and Mable Ringling Museum of Art.
This air-conditioned property offers 70 square metres of living space, accommodates up to 11 guests, and features a well-equipped kitchen, a swimming pool, a hot tub, and complimentary WiFi, with cycling opportunities nearby.
Salty Oak - Sarasota, FL
Sarasota, FL
23/06 – 26/06
2367 â‚¬/nighttotal: 7101 â‚¬ (3 )

Salty Oak

6 5
house , Siesta Key
Salty Oak, a six-bedroom house in Siesta Key, Florida, is situated a 1-kilometre walk from Crescent Beach and a 2.6-kilometre drive from Turtle Beach.
This 743-square-metre property sleeps 22 guests, boasting six bathrooms, a private pool, jacuzzi, terrace, garden, and free parking, plus on-site mini-golf and darts.
240 M² House ∙ 4 Bedrooms ∙ 8 Guests - Sarasota, FL
9.9 35 reviews
Sarasota, FL
22/06 – 25/06
835 â‚¬/nighttotal: 2505 â‚¬ (3 )

240 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 5
house , Siesta Key
Villa Champagne, situated in Siesta Key, Florida, is a short 0.8 km walk from Siesta Key Beach and under 3.2 km from Siesta Key Village.
This four-bedroom, three-and-a-half-bathroom property boasts 240 square metres of living space, a private heated pool and spa with canal access, kayaks for exploring, and comfortably accommodates up to eight guests.
Beach Rd, 300ft To Beach Access & 500ft To Village - Sarasota, FL
10 41 reviews
Sarasota, FL
01/08 – 08/08
269 â‚¬/nighttotal: 1883 â‚¬ (7 )

Beach Rd, 300ft To Beach Access & 500ft To Village

1 3
chalet , Siesta Key
This charming beach house is situated just 100 metres from the world-renowned Siesta Key Beach, a short 5-minute walk from the lively Siesta Village. This prime location offers easy access to the area's best restaurants, shops, and entertainment options.
The chalet comfortably accommodates up to 7 guests and features 2 bedrooms and 2 bathrooms. It includes a well-equipped kitchen, a private porch, and a shared outdoor deck with lounge chairs, perfect for relaxing and enjoying BBQs. Guests also benefit from complimentary beach essentials, including towels, chairs, blankets, an umbrella, and a beach cart.
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