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

Clean, Modern And Newly Renovated Condo On Us #1 Private Siesta Key Beach - Sarasota, FL
9.8 257 reviews

Clean, Modern And Newly Renovated Condo On Us #1 Private Siesta Key Beach

apartment, Siesta Key
This Siesta Key apartment is situated less than 2km from Siesta Key Beach and Crescent Beach, also within 1.6km of Siesta Key Marina and St Boniface Episcopal Church Labyrinth.
Offering a one-bedroom, one-bathroom flat with a private pool, free WiFi, fully equipped kitchen, and access to a shared garden and barbecue facilities, this pet-friendly property sleeps up to two guests and includes a patio and Smart TV.
Luxury Private Beachfront Retreat Pool Game Room - Sarasota, FL
No reviews

Luxury Private Beachfront Retreat Pool Game Room

house, Bayshore Gardens
This five-bedroom beachfront property in Bradenton, near Bayshore Gardens, boasts stunning views and private beach access, situated 4km from Sarasota Bradenton International Airport and within 8km of the Ringling Museum of Art and Van Wezel Performing Arts Hall.
The 390 square metre house offers a fully equipped kitchen, private pool, spa, fitness centre, game room, and accommodates up to 24 guests, providing ample space and amenities for a large group or family holiday.
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.
418 M² House ∙ 4 Bedrooms ∙ 10 Guests - Sarasota, FL
No reviews

418 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Sarasota
This Avondale neighbourhood property is located 200 metres from the Hillview District's dining and markets, and a short drive from central Sarasota, St. Armands Circle, and Siesta Key Beach.
This 418 square metre residence accommodates up to 10 guests with four bedrooms and four bathrooms, featuring a screened-in heated pool with a rock grotto, an outdoor kitchen with a Wolf grill, and an indoor chef's kitchen, plus a dedicated office with a Peloton.

Best Sarasota, FL villas and holiday homes with a kitchen

Tiny Castle - Sarasota, FL
9.7 110 reviews

Tiny Castle

house, Ridge Wood Heights
This family-friendly castle, situated in Ridge Wood Heights, offers easy access to Siesta Key Beach and Downtown, both within a few kilometres.
Sleeping five guests, this three-bedroom, one-bathroom property boasts a large, fully fenced backyard, a fully equipped kitchen including dishwasher, air conditioning, internet access, and ample parking.
Spacious 3br Sarasota Family Home 12 Min To Siesta Key Beach - Sarasota, FL
9.4 36 reviews

Spacious 3br Sarasota Family Home 12 Min To Siesta Key Beach

house, Ridge Wood Heights
This Sarasota holiday home in Ridge Wood Heights is situated a few minutes' drive (approximately 8-13 km) from Siesta Key Beach and Sarasota's city centre, offering easy access to attractions such as the Sarasota Opera House and the Ringling Museum of Art.
This three-bedroom, two-bathroom property boasts 119 square metres of floor space, sleeping up to 13 guests and featuring a fully equipped kitchen, private parking, outdoor play equipment, barbecue facilities, and Wi-Fi; nearby activities include the Sarasota beaches and cultural attractions.
One Block From The Beach Lido Beach Palms 5 - Sarasota, FL
10 3 reviews

One Block From The Beach Lido Beach Palms 5

house, Sarasota
This Old Florida-style apartment complex is situated just 100 metres from Lido Beach and offers convenient access to St. Armands Circle and South Lido Park.
This newly refurbished two-bedroom, two-bathroom unit accommodates up to four guests and features a private pool deck, a shared gazebo with a barbecue grill, and complimentary high-speed internet, with beach essentials provided.
Villa Blanca | Luxury 5br Pool Home On Siesta Key - Sarasota, FL
10 2 reviews

Villa Blanca | Luxury 5br Pool Home On Siesta Key

house, Sarasota
Villa Blanca is a five-bedroom luxury villa situated on the north end of Siesta Key, a short 200-metre walk to Shell Beach and a few minutes from Siesta Key Village and Siesta Beach.
This villa offers accommodation for up to 12 guests, featuring a heated private swimming pool, a chef's kitchen with a six-burner gas range, two living areas, and a fully fenced garden, providing an ideal base for exploring Sarasota.

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

104 M² House ∙ 2 Bedrooms ∙ 4 Guests - Sarasota, FL
10 3 reviews

104 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Sarasota
This Sarasota property, a two-bedroom condo in Cherokee Park, is conveniently located minutes from Siesta Key's beaches and a short cycle from Sarasota's city centre.
The 96 square metre (104 square meters) residence boasts a spacious layout with king and queen-size beds, accommodating up to six guests, and features a private lanai, backyard, access to a communal pool and fitness centre, plus all utilities included.
Coastal Hideaway: Guest House 5 Min To Nbp & Utc! - Sarasota, FL
10 48 reviews

Coastal Hideaway: Guest House 5 Min To Nbp & Utc!

house, The Meadows
This pet-friendly guesthouse in The Meadows offers a peaceful coastal ambiance, located a short distance from University Town Center mall, Nathan Benderson Park, and Interstate 75, with easy access to Siesta and Lido Key beaches.
The two-bedroom property, sleeping up to four adults, boasts a fully equipped kitchen with modern appliances, a Jacuzzi, a private patio with a fire pit, high-speed Starlink internet, and ample parking; guests can enjoy nearby outdoor activities and explore local attractions.
Tiny House Yellow Lifeguard Stand- Pet Friendly - Sarasota, FL
9.5 193 reviews

Tiny House Yellow Lifeguard Stand- Pet Friendly

apartment, Gulf Gate Estates
This two-bedroom holiday home is situated in Gulf Gate Estates, just 2 kilometres from Gulf Gate Mall and Crescent Beach, and 2.4 kilometres from Siesta Key Beach. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The home can accommodate up to 5 guests and features a fully equipped kitchen, a private patio with barbecue facilities, a shower, and a TV. Guests can enjoy the fresh air and beautiful surroundings, while also being close to a range of shopping, dining, and entertainment options.
70 M² House ∙ 1 Bedroom ∙ 4 Guests - Sarasota, FL
10 4 reviews

70 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Sarasota
This Sarasota condo, situated in the desirable Cherokee Park neighbourhood, is minutes from Siesta Key's beaches and a short cycle from Sarasota's city centre.
The 69 square metre, one-bedroom property features a fully equipped kitchen, private yard, screened terrace, community pool and gym access, sleeping up to four guests and including all utilities in the rental price.

Best Sarasota, FL villas and holiday homes with jacuzzi

Lanai + Community Pool Access: Sarasota Oasis! - Sarasota, FL
9.2 17 reviews

Lanai + Community Pool Access: Sarasota Oasis!

house, Gulf Gate Estates
This Sarasota villa is situated in Gulf Gate Estates, conveniently located 1.1 km from Sarasota Square, and within 5 km of both Gulf Gate Golf Club and Stoneybrook Golf & Country Club.
This 126 square metre, two-bedroom, two-bathroom property sleeps six guests and boasts a private lanai, swimming pool, Jacuzzi, in-unit laundry, and a fully equipped kitchen including a dishwasher; all within a smoke-free environment.
Our American Dream - Charming Villa Close To Siesta Key Beach - Sarasota, FL
9.8 7 reviews

Our American Dream - Charming Villa Close To Siesta Key Beach

house, Gulf Gate Estates
This Sarasota holiday home, near Vamo, is conveniently located a 14-minute walk from Sarasota Square and a 5-minute drive (approximately 3.2km) from Stoneybrook Golf & Country Club.
The two-bedroom, two-bathroom apartment sleeps six, offering a fully equipped kitchen, including a dishwasher, in-unit laundry, a swimming pool, jacuzzi, garden, plus family-friendly amenities such as a highchair and travel cot.
Bright Spacious Villa With A Pool  15 Min From Siesta Beach #1 Beach In The Usa - Sarasota, FL
9.4 26 reviews

Bright Spacious Villa With A Pool 15 Min From Siesta Beach #1 Beach In The Usa

house, Gulf Gate Estates
This Sarasota golf villa is situated in Gulf Gate Estates, conveniently located 0.8km from Sarasota Square shopping centre, and within 4.8km of Gulf Gate Golf Club, Gulf Gate Mall, Stoneybrook Golf & Country Club, and Historic Spanish Point.
This 126 square metre property offers two bedrooms, two bathrooms, sleeps six guests, and boasts a private pool, Jacuzzi, tennis court, and fully equipped kitchen; barbecue facilities are available for al fresco dining.
1 Br Condo Downtown Sarasota - Close To Beaches Enjoy Sarasota! - Sarasota, FL
No reviews

1 Br Condo Downtown Sarasota - Close To Beaches Enjoy Sarasota!

house, Sarasota
This Sarasota city centre apartment is a 2.7km walk from Indian Beach and a 4.2km drive from the John and Mable Ringling Museum of Art.
The 75 square metre property offers one bedroom, one bathroom, sleeps two guests, and includes a swimming pool, hot tub, fitness centre, parking, and a balcony; a children's playground is also available nearby.
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