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

Pool On The Lake, Peaceful, Close To Beaches, Restaurants And More! - Sarasota, FL
9.2 5 reviews
Sarasota, FL
03/07 – 05/07
449 €/nighttotal: 898 € (2 )

Pool On The Lake, Peaceful, Close To Beaches, Restaurants And More!

3 4
house , Whitfield
This detached house in Whitfield is located 2.9 kilometres from the Sarasota International Convention Centre and 5.8 kilometres from the John and Mable Ringling Museum of Art, with Sarasota Bradenton International Airport just 2 kilometres away.
This property offers accommodation for up to 11 guests across 3 bedrooms and 2 bathrooms, featuring a private swimming pool, air conditioning, a fully equipped kitchen with a dishwasher, complimentary Wi-Fi, and private parking.
97 M² House ∙ 3 Bedrooms ∙ 6 Guests - Sarasota, FL
10 3 reviews
Sarasota, FL
03/07 – 05/07
2397 €/nighttotal: 4794 € (2 )

97 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 4
house , Siesta Key
Coconut House, a three-bedroom duplex, is situated just 0.16km from Siesta Key Beach and a short walk from Siesta Key Village.
This Siesta Key holiday home offers 97 square metres of living space, sleeping up to six guests and boasting a private pool, fully equipped kitchen, and beach essentials including towels, chairs, and a cooler.
Dream Island - 328 - Sarasota, FL
Sarasota, FL
10/07 – 12/07
7867 €/nighttotal: 15734 € (2 )

Dream Island - 328

8 2
house , Sarasota
Dream Island - 328, a spacious Bailey Hall property in Sarasota, is situated near Lido Beach (a 2.2km walk) and St. Armands Circle (a 0.6km walk), offering easy access to local attractions such as Mote Marine Laboratory (2.4km).
This eight-bedroom, eight-bathroom house boasts 365 square metres of floor space, comfortably accommodating up to 27 guests and featuring a fully equipped kitchen, swimming pool, satellite TV, fireplace, and washing machine.
Private Indoor/outdoor Pool & Waterfront Oasis On Siesta Key - Sarasota, FL
10 25 reviews
Sarasota, FL
07/09 – 19/09
1767 €/nighttotal: 21204 € (12 )

Private Indoor/outdoor Pool & Waterfront Oasis On Siesta Key

7 2
apartment , Sarasota
This Sarasota Bay Island villa is ideally situated less than a kilometre from Shell Beach and under 4 kilometres from Siesta Key Beach, offering easy access to Sarasota's attractions.
Sleeping up to ten guests in five bedrooms, this property boasts private indoor and outdoor pools, a fully equipped kitchen, a games room, and barbecue facilities, ensuring a luxurious and comfortable stay.

Best Sarasota, FL villas and holiday homes with a kitchen

Sarasota Bayside Hideaway - Sarasota, FL
9.9 73 reviews
Sarasota, FL
30/07 – 05/08
90 €/nighttotal: 540 € (6 )

Sarasota Bayside Hideaway

1 2
house , Sarasota
This Sarasota studio apartment is located a few hundred metres from Sarasota Bayfront, less than 0.8 kilometres from downtown Sarasota, and a short drive from Siesta Key and Lido Key beaches.
The self-contained unit sleeps two, features a queen-sized bed and a sofa bed, a full kitchen with a stove, fridge, microwave and Keurig coffee maker, a modern bathroom with a walk-in shower and in-unit laundry facilities, plus dedicated carport parking and access to a shared outdoor space.
Downtown Living, Steps To Parks, Newly Furnished - Sarasota, FL
9.8 13 reviews
Sarasota, FL
26/10 – 08/12
98 €/nighttotal: 4214 € (43 )

Downtown Living, Steps To Parks, Newly Furnished

1 2
house , Sarasota
This Sarasota cottage is situated near Gillespie Park, offering easy access to its recreational facilities, approximately 0.64 kilometres away.
The self-catering property sleeps five guests in two queen-bed bedrooms, one bathroom, and features a fully equipped kitchen, smart TV, and a work area; dogs are welcome for a £120 non-refundable fee.
Luxury Pool & Game Retreat • Close To Beaches - Sarasota, FL
10 43 reviews
Sarasota, FL
09/08 – 14/08
365 €/nighttotal: 1825 € (5 )

Luxury Pool & Game Retreat • Close To Beaches

4 3
house , Sarasota
Sunset Villa, located in Sarasota's Arlington Park, offers easy access to Siesta Key and Lido Key beaches, both within a few kilometres.
This four-bedroom, three-bathroom holiday home sleeps up to ten guests (plus two children under six), boasting a heated pool, game room with 4K Smart TV, and fully equipped kitchen including high-end appliances; beach equipment is provided.
The Sarasota Sea Turtle Cottage - Sarasota, FL
9.9 201 reviews
Sarasota, FL
27/06 – 04/07
139 €/nighttotal: 973 € (7 )

The Sarasota Sea Turtle Cottage

1 2
cabin , Sarasota
This studio apartment is situated in a peaceful, leafy neighbourhood just a kilometre from downtown Sarasota and a short drive from the beach. It has consistently received excellent ratings for its cleanliness, location and overall guest experience.
The self-catering apartment is ideal for couples and features a comfortable living space with a queen-size bed, a fully equipped kitchen with modern appliances, and a private courtyard. Enjoy the convenience of nearby amenities including a Starbucks, Whole Foods, and a farmers’ market, and explore the local area with its restaurants, theatres, and shops, or relax with a massage in the studio.

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

245 M² House ∙ 4 Bedrooms ∙ 8 Guests - Sarasota, FL
9.9 36 reviews
Sarasota, FL
03/07 – 05/07
3062 €/nighttotal: 6124 € (2 )

245 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 3
house , Siesta Key
Siesta Soul, a four-bedroom house in Siesta Key Village, is a three-minute walk (approximately 0.24 km) from both Siesta Key Beach and the Village's amenities.
This 244 square metre property offers a spacious open-plan living area, kitchen with dishwasher, private heated pool (heated Nov 15th - April 15th), and sleeps up to eight guests, with added extras such as beach equipment and starter toiletries provided.
173 M² House ∙ 4 Bedrooms ∙ 8 Guests - Sarasota, FL
Sarasota, FL
27/06 – 04/07
541 €/nighttotal: 3787 € (7 )

173 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 7
house , Sarasota
This detached house is located in a quiet district of Sarasota, offering easy access to local attractions and situated a short distance from the city centre.
This spacious 173 square meter dwelling accommodates up to 8 guests across 4 bedrooms and 3 bathrooms, featuring a resort-style swimming pool, a jacuzzi, a newly renovated kitchen with granite countertops, and an outdoor grill area.
3606 Villa Franca - Pet Friendly - Sarasota, FL
8.7 49 reviews
Sarasota, FL
28/07 – 03/08
181 €/nighttotal: 1086 € (6 )

3606 Villa Franca - Pet Friendly

3 7
house , Southgate
This pet-friendly holiday home, 3606 Villa Franca, is situated in Sarasota, Florida, approximately 6.7 km from St. Armands Circle and 12 km from Sarasota Bradenton International Airport.
The 1000 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, a terrace, garden, parking, and free Wi-Fi; ideal for families or groups.
Bright Airy Private Room 4 - Sarasota, FL
Sarasota, FL
09/07 – 11/07
187 €/nighttotal: 374 € (2 )

Bright Airy Private Room 4

1 2
house , Sarasota Springs
This private room in Bee Ridge is situated approximately 9.6 kilometres from Tatum Ridge Golf Links and 16 kilometres from the John and Mable Ringling Museum of Art.
This 900 square metre accommodation offers a fully equipped kitchen, a private balcony, complimentary Wi-Fi, and a garden, with capacity for two guests and a 10:00 AM check-out time.

Best Sarasota, FL villas and holiday homes with jacuzzi

Lanai And Community Pool Access Sarasota Oasis! - Sarasota, FL
9.6 20 reviews
Sarasota, FL
26/12 – 03/01
324 €/nighttotal: 2592 € (8 )

Lanai And Community Pool Access Sarasota Oasis!

2 4
house , Gulf Gate Estates
This Sarasota villa is situated near Gulf Gate Estates, approximately 14-19 kilometres from attractions including the Sarasota Opera House, Marina Jack, and the Ringling Museum of Art.
The 126-square-metre property offers two bedrooms, a fully equipped kitchen with dishwasher, private parking, a swimming pool, jacuzzi, and Wi-Fi; ideal for families or small groups seeking a self-catering holiday home with lanai access.
Excelsior: The Sky Loft - Sarasota, FL
Sarasota, FL
12/07 – 09/08
181 €/nighttotal: 5068 € (28 )

Excelsior: The Sky Loft

1 6
house , Siesta Key
This Siesta Key villa is a 4-minute walk to Crescent Beach and situated 17.7 kilometres from the John and Mable Ringling Museum of Art and the Sarasota International Convention Centre.
This property offers a swimming pool, hot tub, and a fully equipped kitchen, accommodating up to 11 guests with 1 bedroom and 2 bathrooms.
6415 Midnight Pass #304 - Sarasota, FL
Sarasota, FL
27/06 – 04/07
310 €/nighttotal: 2170 € (7 )

6415 Midnight Pass #304

2 2
house , Siesta Key
6415 Midnight Pass #304, a Siesta Key holiday home, is conveniently located a short walk from Crescent Beach and within 3.2km of Siesta Key Beach and Turtle Beach, also close to the John and Mable Ringling Museum of Art (17.7km).
This 116 square metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a private balcony, swimming pool, jacuzzi, sauna, spa, fitness centre, tennis court, and fully equipped kitchen.
Ocean Breeze Oasis With Boat Dock And Slip On Canal! - Sarasota, FL
9.4 108 reviews
Sarasota, FL
11/08 – 19/08
230 €/nighttotal: 1840 € (8 )

Ocean Breeze Oasis With Boat Dock And Slip On Canal!

3 2
house , Bayshore Gardens
This Bayshore Gardens holiday home is situated in Bradenton, Florida, 3.1km from Sarasota Bradenton International Airport and a short drive from attractions such as the Van Wezel Performing Arts Hall and The John and Mable Ringling Museum of Art.
The 135-square-metre property boasts three bedrooms, a private boat dock, a swimming pool, Jacuzzi, fitness centre, free Wi-Fi, and bicycles for guest use, perfect for families or groups seeking a relaxing Florida getaway.
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