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

Beach Club Cute Cottage In C Bldg. - Sarasota, FL
9.8 94 reviews

Beach Club Cute Cottage In C Bldg.

house, Siesta Key
This Siesta Key cottage is situated in Sarasota, a two-minute walk from Crescent Beach and 2.1 kilometres from Turtle Beach, offering easy access to Sarasota attractions such as the Sarasota Opera House (12 kilometres) and the Ringling Museum of Art (18 kilometres).
The self-catering property features a fully equipped kitchen, private parking, Wi-Fi, and a washing machine; guests must be 25 or older to book this holiday home with its swimming pool and Jacuzzi.
Tranquil 2-bedroom Villa In University Park Country Club - Sarasota, FL
10 2 reviews

Tranquil 2-bedroom Villa In University Park Country Club

house, The Meadows
This villa in University Park Country Club, Bradenton, is a short drive from University Town Centre and close to Mote Marine Laboratory & Aquarium, offering convenient access to Lido Beach and Siesta Key Beach, with bike paths leading to Whole Foods.
This accommodation features two bedrooms, two bathrooms, and a guest capacity of four, with amenities including air conditioning, a swimming pool, a Jacuzzi, and a garden, all within walking distance of the community pool, spa, golf, and clubhouse.
Historic Home In Downtown, Built In 1911 - Sarasota, FL
No reviews

Historic Home In Downtown, Built In 1911

house, Sarasota
Holiday house to rent. Your accommodation will be located in Sarasota.
Services and facilities: a swimming pool, a kitchen and a washing machine.
Jamaica Royale Beach Happiness - Sarasota, FL
9.6 10 reviews

Jamaica Royale Beach Happiness

house, Siesta Key
Jamaica Royale Beach Happiness is situated in Siesta Key, Florida, steps from Crescent Beach and a short walk from Siesta Key Beach, approximately 16-18km from Sarasota's attractions including the Ringling Museum and St. Armands Circle.
This one-bedroom, two-bathroom property sleeps eleven guests and boasts a fully equipped kitchen, private parking, a swimming pool, tennis court, Wi-Fi, and a washing machine; enjoy nearby beach access and explore the area's cultural hubs.

Best Sarasota, FL villas and holiday homes with a kitchen

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.
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.
Sunny Siesta Key Retreat W/ Private Heated Pool | 2br | Dog-friendly - Sarasota, FL
No reviews

Sunny Siesta Key Retreat W/ Private Heated Pool | 2br | Dog-friendly

house, Sarasota
This Siesta Key detached house is located 3.9 kilometres from Siesta Village, 5.3 kilometres from Siesta Key Beach, and 5.9 kilometres from Downtown Sarasota.
This family-friendly property offers two bedrooms and two bathrooms, accommodating up to six guests with a private heated swimming pool, a dog-friendly garden, an outdoor grill, and a dedicated workspace with Wi-Fi.
House ∙ 3 Bedrooms ∙ 6 Guests - Sarasota, FL
No reviews

House ∙ 3 Bedrooms ∙ 6 Guests

house, Sarasota
This three-bedroom, two-bathroom detached house in Sarasota is a short drive from the beaches and the city centre, offering ample parking and scooter rentals for exploring the 800-metre vicinity.
The property accommodates up to six guests, featuring a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a terrace, garden, and a Smart TV.

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

The Carriage House-walk Downtown, Old Florida Glam - Sarasota, FL
10 69 reviews

The Carriage House-walk Downtown, Old Florida Glam

house, Sarasota
This Sarasota studio apartment, situated in the Laurel Park neighbourhood, is within walking distance of Sarasota Bayfront and its restaurants and bars.
The fully renovated 1925 carriage house offers a self-contained space sleeping up to four guests, featuring a kitchen with fridge, freezer and microwave, air conditioning, and access to shared outdoor areas including a fire pit and patio with grill.
Enchanting Oasis With Heated Pool And Outdoor Lounge - Exquisite Retreat - Sarasota, FL
No reviews

Enchanting Oasis With Heated Pool And Outdoor Lounge - Exquisite Retreat

house, Sarasota
This family-friendly detached house in Sarasota is situated 2.4 kilometres from Lido Key Beach and Siesta Key Beach, and 400 metres from the Legacy Bike Trail.
This pet-friendly property sleeps eight guests across three bedrooms and two bathrooms, featuring a private heated pool available from November to April, a fully-equipped kitchen with an eight-person dining table, and an outdoor oasis with a 55-inch television and grill.
Julia Place - Sarasota, FL
9.2 13 reviews

Julia Place

house, Sarasota
This Sarasota house, ideally located on Julia Place, is less than 1km from the city centre, a short walk from the Sarasota Opera House, and 1.6km from Marina Jack.
The two-bedroom property sleeps seven, boasts a fully equipped kitchen with dishwasher, free Wi-Fi, a terrace, garden, and private parking; nearby attractions include the Sarasota Opera House and Marina Jack.
Lido Dream Getaway Duplex N - Sarasota, FL
9.7 108 reviews

Lido Dream Getaway Duplex N

house, Sarasota
The Lido Dream Getaway Duplex N is situated in Sarasota, just a short walk from Lido Beach and South Lido Beach, and around 5 kilometres from the centre of Sarasota. This property has received excellent ratings for location, cleanliness, and user experience.
The holiday home is a comfortable 114 square metres and includes a well-equipped kitchen, a terrace or balcony, a garden, a spa, and parking. Guests can enjoy the convenience of free Wi-Fi, air conditioning, and a washing machine, and can also explore the nearby attractions, including St. Armands Circle and the John and Mable Ringling Museum of Art.

Best Sarasota, FL villas and holiday homes with jacuzzi

Maritime Manor - Sarasota, FL
No reviews

Maritime Manor

house, Siesta Key
Maritime Manor, an eight-bedroom house in Siesta Key, Florida, is situated 18 kilometres from both the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport.
This large property boasts 427 square metres of floor space, comfortably accommodating up to 26 guests with eight bedrooms, eight bathrooms, a private pool, Jacuzzi, and ample outdoor space including a terrace and garden; free Wi-Fi and elevator access are also provided.
Sarasota Memories For A Lifetime - Sarasota, FL
10 74 reviews

Sarasota Memories For A Lifetime

house, Sarasota
This Sarasota holiday home, located 3.2km from Sarasota city centre, 1.6km from Pinecraft Village, 9.6km from Lido Beach and 11.2km from Siesta Key Beach, offers easy access to the Legacy Trail (0.4km).
The three-bedroom, three-bathroom property sleeps eight guests and features a mid-century modern design, a spacious open-plan living area, a large heated pool (16x34ft) with a spa (8x8ft), ample parking (four vehicles), and family-friendly amenities including a highchair, toys, and beach equipment.
Royal Flush 5 Villa Combo - Sarasota, FL
No reviews

Royal Flush 5 Villa Combo

house, Sarasota
This villa, located in Sarasota's city centre, is a short walk from the Visitor Information Centre and History Museum and 1.4 kilometres from the Van Wezel Performing Arts Hall.
This residence offers 3048 square metres of floor area, one bedroom, thirteen bathrooms, and can accommodate up to 50 guests, featuring a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, jacuzzi, terrace, garden, fitness centre, and parking.
Coastal Luxe, Saltpool Spa, 5miles To Siesta - Sarasota, FL
9.6 6 reviews

Coastal Luxe, Saltpool Spa, 5miles To Siesta

house, Sarasota
This Sarasota holiday home is located near Siesta Key, approximately 8 kilometres from Siesta Key Beach and 9-10 kilometres from the John and Mable Ringling Museum of Art.
The 37-square-metre property boasts one bedroom, five bathrooms, and sleeps up to 35 guests, featuring a private pool, terrace, spa, and fully equipped kitchen including a dishwasher; free Wi-Fi, private parking, and an electric vehicle charging station are also provided.
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