Villas and Holiday homes in Sarasota, FL

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Sarasota, FL holiday homes
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1245 Villa rentals in Sarasota, FL

Best Sarasota, FL villas and holiday homes with a pool

Among the 1245 accommodations in Sarasota, FL, here are the 4 best villas and holiday homes with a pool

126 M² House ∙ 3 Bedrooms ∙ 8 Guests - Sarasota, FL
10 2 reviews

126 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Sarasota
City Cottage, a 1920s bungalow in Sarasota's Gillespie Park neighbourhood, is located half a kilometre from downtown Sarasota and a short drive from Lido Beach and St Armands Circle.
This three-bedroom, two-bathroom property offers 126 square metres of living space, sleeping eight guests comfortably with amenities including a private heated pool, free Wi-Fi, and a fully equipped kitchen; nearby attractions include boutique shops, restaurants and the arts scene.
4-bedroom Dog-friendly Home, Just 13 Miles From Siesta Key Beach! Private Pool - Sarasota, FL
10 133 reviews

4-bedroom Dog-friendly Home, Just 13 Miles From Siesta Key Beach! Private Pool

apartment, North Sarasota
This spacious four-bedroom house in North Sarasota is located approximately 2.6 kilometres from University Park Country Club and within a 9.7 kilometre radius of Sarasota Jungle Gardens and the Mall at University Town Centre.
The 199 square metre property boasts a family-friendly layout sleeping up to 13 guests, featuring a private pool, fully equipped kitchen, free Wi-Fi, and outdoor amenities including a garden and barbecue grills.
Island Escape - 638 - Sarasota, FL
10 1 review

Island Escape - 638

house, Siesta Key
Island Escape - 638 is a four-bedroom house on Siesta Key, less than 0.2 kilometers from Siesta Key Beach and a short drive from Crescent Beach.
This 240 square metre property sleeps 23 guests and boasts a private pool, terrace, free Wi-Fi, free parking, a fully equipped kitchen, and satellite TV.
100 Percent Private - Pool, Oceanviews, Village, Beaches! - Sarasota, FL
No reviews

100 Percent Private - Pool, Oceanviews, Village, Beaches!

house, Siesta Key
This Siesta Key holiday home is a two-minute walk from Siesta Key Beach, 2.4 kilometres from Crescent Beach, and 18 kilometres from Sarasota Bradenton International Airport.
This eight-bedroom property boasts 557 square metres of living space, including two living rooms, six bathrooms, a private pool, and a spa, comfortably accommodating up to 51 guests and offering free Wi-Fi and parking.

Best Sarasota, FL villas and holiday homes with a kitchen

Charming 2 Br Home Minutes From Siesta Key Beaches - Destination Paradise - Sarasota, FL
9.8 5 reviews

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

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.
Escape Near Siesta Key With Hot Tub, Bbq, And Fire Pit - Sarasota, FL
8.4 10 reviews

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

cottage, Gulf Gate Estates
This two-bedroom holiday home in Sarasota's Gulf Gate Estates is located a short drive from Siesta Key beaches and offers proximity to the Ringling Museum of Art and Marie Selby Botanical Gardens.
This pet-friendly cottage sleeps up to six guests and features a private backyard with a hot tub, grill, and fire pit, alongside a fully equipped kitchen and air conditioning.
La Casetta Near The Beach - Sarasota, FL
9.5 85 reviews

La Casetta Near The Beach

house, South Sarasota
This private guest bungalow, offering excellent user and location ratings, is situated in a lush Florida garden in South Sarasota, a short 1.2-kilometre distance from the beach.
This accommodation for two features a queen-size bed, a kitchenette, a private bathroom, and a dedicated section of a tropical garden, with internet and air conditioning provided.
Sunny Urban Escape - Sarasota, FL
No reviews

Sunny Urban Escape

house, Sarasota
This Sarasota residence is located 9 kilometres from the John and Mable Ringling Museum of Art and close to Sarasota Bradenton International Airport, Marina Jack Restaurant, and Sarasota Opera.
This detached house offers 100 square metres of living space with three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, complimentary WiFi, a garden with an outdoor fireplace, and a dedicated spa.

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.

Popular destinations

Best Sarasota, FL villas and holiday homes with air conditioning

Lido Key House- Ultimate Beach Escape, Steps From The Beach & St. Armand's - Sarasota, FL
9.0 88 reviews

Lido Key House- Ultimate Beach Escape, Steps From The Beach & St. Armand's

cottage, Sarasota
This newly renovated cottage in Lido Key offers direct access to Lido Beach's sands and Lido Pool, with St. Armands Circle's boutiques and dining a short open-air Bay Runner trolley ride away.
This pet-friendly property spans 63 square meters, featuring two bedrooms, one bathroom, and accommodation for up to six guests, complete with a well-equipped kitchen, a smart TV, and provided beach equipment for effortless days out.
Casa Cruz-3rm/2ba W/heated Salt Water Pool - Sarasota, FL
9.9 113 reviews

Casa Cruz-3rm/2ba W/heated Salt Water Pool

house, North Sarasota
This two-bedroom, two-bathroom house in North Sarasota offers peace and quiet on a cul-de-sac, a 10-kilometre drive from Sarasota Bradenton International Airport (SRQ) and 32 kilometres from Siesta Key Beach.
The property sleeps four guests and boasts a heated saltwater pool, fully equipped kitchen, beach gear, and is conveniently located near Publix supermarket and the University Town Center (UTC) mall.
Close To Beaches, Downtown, Everything Sarasota - Sarasota, FL
No reviews

Close To Beaches, Downtown, Everything Sarasota

house, Sarasota
This Sarasota villa, located in the Park East neighbourhood, offers easy access to downtown Sarasota, St. Armands Circle, and beaches (8-24 km away).
The single-storey property boasts 102 square metres of living space, featuring a two-bedroom, two-bathroom layout, sleeping up to four guests and including amenities such as a fully equipped kitchen, in-unit laundry, and a private porch.
Lulu's Crescent Cottages - Entire Two Unit Complex - Sarasota, FL
No reviews

Lulu's Crescent Cottages - Entire Two Unit Complex

house, Siesta Key
Lulu's Crescent Cottages, a two-unit complex in Sarasota, is a 16-minute walk (approximately 1.3km) from Siesta Key Beach and 18km from Sarasota Bradenton International Airport.
This self-catering property boasts one bedroom, four bathrooms, sleeps 23 guests, includes a private pool, tennis court, free parking, and free Wi-Fi; guests must be 25 or older.

Best Sarasota, FL villas and holiday homes with jacuzzi

Luxury Home W Heated Pool & Spa Near Img & Siesta Key Beach - Sarasota, FL
No reviews

Luxury Home W Heated Pool & Spa Near Img & Siesta Key Beach

house, Samoset
This Samoset holiday home is situated close to IMG Academy, Siesta Key Beach (within 8 km), and Sarasota Bradenton International Airport (within 8 km), offering convenient access to local attractions.
This 288-square-metre property boasts one bedroom, four bathrooms, sleeps 19 guests, and features a private heated pool and spa, indoor pool access, a fully equipped kitchen, free Wi-Fi and parking, barbecue facilities, and a private balcony; bicycle rental and private beach access are also available.
Lido Dream Getaway Duplex S - Sarasota, FL
9.7 76 reviews

Lido Dream Getaway Duplex S

house, Sarasota
This beachfront property is located just a 10-minute walk from Coolidge Park, Lido Beach, and St. Armands Circle, offering easy access to Sarasota's popular attractions. The accommodation has been consistently rated excellent for location, cleanliness, and overall user experience.
The home features two bathrooms, free WiFi, and a Smart TV for a comfortable stay. Guests can enjoy a range of amenities including a spa, a terrace, a garden, and parking, as well as a restaurant and outdoor grilling facilities.
The Beach Club At Siesta #106b - Sarasota, FL
No reviews

The Beach Club At Siesta #106b

house, Siesta Key
This holiday cottage is situated in Point O'Rocks, mere steps from Crescent Beach, and 17.7 kilometres from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport.
This 75 square metre, two-bedroom holiday home accommodates up to 11 guests and features a fully equipped kitchen, private patio, access to a shared heated swimming pool, hot tub, fitness room, and complimentary WiFi and parking.
162 M² House ∙ 3 Bedrooms ∙ 6 Guests - Sarasota, FL
10 3 reviews

162 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Siesta Key
This canal-front villa is situated on a quiet residential street, 800 metres from Siesta Key Beach and 1.6 kilometres from Siesta Key Village.
This family-friendly property offers 161 square metres of living space for up to six guests, featuring a heated swimming pool, hot tub, and kayaks, with a mid-century modern interior and ping pong table for entertainment.
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