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

Pet-friendly Retreat With Pool, Game Room & Fire Pit - Sarasota, FL
9.5 2 reviews

Pet-friendly Retreat With Pool, Game Room & Fire Pit

house, Whitfield
This Sarasota holiday villa in Whitfield is located 3.4 kilometres from Sarasota Jungle Gardens and is 3.4 kilometres from the Sarasota International Convention Centre, with the John and Mable Ringling Museum of Art also a short 3.6 kilometres away.
This spacious 174 square metre property accommodates up to 19 guests with a private swimming pool, fully equipped kitchen, complimentary WiFi, air conditioning, garden, outdoor fireplace, and an indoor play area, making it ideal for families and pet owners.
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.
Boho Bungalow - Sarasota, FL
No reviews

Boho Bungalow

house, Sarasota
This holiday home is located in North Sarasota, 1.2 kilometres from Sarasota Bradenton International Airport, a short walk to Indian Beach, 1.7 kilometres from the John and Mable Ringling Museum of Art, and a 13-minute walk to Sarasota Jungle Gardens.
This air-conditioned bungalow offers 97 square metres of living space, accommodating up to 11 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, a private terrace, and a swimming pool.
1 Br Condo Downtown Sarasota - Close To Beaches - Sarasota, FL
No reviews

1 Br Condo Downtown Sarasota - Close To Beaches

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.

Best Sarasota, FL villas and holiday homes with a kitchen

Coastal Comfort Studio - Sarasota, FL
10 2 reviews

Coastal Comfort Studio

house, Whitfield
This studio apartment in Sarasota is situated in Whitfield, offering convenient access to local attractions and a perfect base for exploring the surrounding area.
This pet-friendly accommodation sleeps up to four guests across two queen beds, one on the main floor and one in an open loft, and features a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning and parking.
Casa De Zara| Downtown Sarasota- 5mi Lido Beach - Sarasota, FL
9.9 116 reviews

Casa De Zara| Downtown Sarasota- 5mi Lido Beach

house, Sarasota
Casa de Zara, a historic 1925 adobe-style house in Sarasota, is situated 1.6km from Main Street and 6.4km from Lido Key, near a park with tennis, pickleball, and basketball courts, and less than 1.6km from Bayfront Park for stunning sunset views.
This two-bedroom, one-bathroom property sleeps six guests comfortably, offering a fully equipped kitchen, air conditioning, a serene garden, parking, and internet access; king and queen-size beds plus a queen-size sofa bed provide ample sleeping arrangements.
Heated Saltwater Pool And Hot Tub - Exquisite Relaxation Oasis - Sarasota, FL
10 96 reviews

Heated Saltwater Pool And Hot Tub - Exquisite Relaxation Oasis

house, Sarasota
This family-friendly detached house is situated in a quiet Sarasota neighbourhood, a mere 28.97-kilometre drive from Siesta Key and Lido Beach, and just minutes from the city centre and St. Armands Circle.
This accommodation for up to seven guests offers three bedrooms, two bathrooms, air conditioning, a swimming pool, a hot tub, and a well-equipped kitchen, with a private fenced garden and foosball table for entertainment.
Lanai & Pond At Tranquil Bradenton Retreat! - Sarasota, FL
9.8 83 reviews

Lanai & Pond At Tranquil Bradenton Retreat!

house, West Samoset
This West Samoset holiday home is situated 8km from Sarasota Bradenton International Airport and 5.5km from Greens of Manatee Golf Club, offering easy access to local attractions.
The 149 square metre property boasts three bedrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, and a tranquil setting with a lanai and pond; a washing machine and private entrance are also available.

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

Sarasota Luxury Vacation For 12 - Sarasota, FL
9.5 2 reviews

Sarasota Luxury Vacation For 12

house, Sarasota
This Sarasota detached house is located 9.4 kilometres from the John and Mable Ringling Museum of Art and 3.8 kilometres from Marina Jack Restaurant and Marina, and the Sarasota Opera.
This air-conditioned property spans 260 square metres and accommodates up to 16 guests in 4 bedrooms, featuring a fully equipped kitchen, 3 bathrooms, and a garden with patio, with free Wi-Fi provided throughout.
Jamaica Royale - 49 - Sarasota, FL
9.4 296 reviews

Jamaica Royale - 49

house, Siesta Key
Jamaica Royale - 87 is a beachfront property in Siesta Key, just 18 kilometres from The John and Mable Ringling Museum of Art and 11 kilometres from Sarasota Opera, offering easy access to the area's attractions and the renowned Siesta Key Beach. This rental property has received excellent ratings for location, cleanliness and overall user experience.
This house provides comfortable living space with a seating area for relaxation. It features a fully equipped kitchen with a fridge, microwave oven and dishwasher, along with air conditioning, a swimming pool, a terrace, a garden, concierge service, parking and internet access.
The Flamingo House - Sarasota - Sarasota, FL
No reviews

The Flamingo House - Sarasota

cottage, Sarasota
This pet-friendly holiday home is situated in Sarasota's Bayou Oaks district, a mere 3-minute drive from the John and Mable Ringling Museum of Art and a 13-minute walk from McCurdy's Comedy Theatre.
This 121 square meter dwelling accommodates four guests across two bedrooms and two bathrooms, featuring a private terrace with outdoor furniture and a fire pit, an equipped kitchen with full-size appliances including an ice maker, and an in-unit washer and dryer.
Waterside Retreat: Modern 2br, Mins To Beach & Apt - Sarasota, FL
9.9 54 reviews

Waterside Retreat: Modern 2br, Mins To Beach & Apt

house, Sarasota
This Sarasota waterfront apartment, situated on Whitaker Bayou, is minutes from Main Street, Bayfront parks, and award-winning beaches.
The two-bedroom, two-bathroom property sleeps six, boasting designer furnishings, three flat-screen TVs, a dedicated office space, and access to a pool, hot tub, gym, and EV charging.

Best Sarasota, FL villas and holiday homes with jacuzzi

Waterfront, Pet-friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota - Sarasota, FL
No reviews

Waterfront, Pet-friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota

house, Sarasota
This waterfront condominium in Sarasota is situated just over 1.6 kilometres from downtown and the city centre, offering convenient access to attractions such as the John and Mable Ringling Museum of Art (2.8 kilometres) and Indian Beach (1.1 kilometres).
This pet-friendly accommodation, spanning 88 square metres, features two bathrooms, a fully equipped kitchen with a dishwasher, complimentary WiFi, air conditioning, a swimming pool, hot tub, spa, fitness centre, and parking, accommodating up to ten guests with a 10:00 AM check-out.
The Beach Club At Siesta #204b - Sarasota, FL
10 1 review

The Beach Club At Siesta #204b

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.
Walk To Beach, Restaurants, Shopping/hot Tub! - Sarasota, FL
No reviews

Walk To Beach, Restaurants, Shopping/hot Tub!

house, Siesta Key
Holiday house to rent. This accommodation is located in Siesta Key.
Facilities and services include a swimming pool, air conditioning and an iron. A jacuzzi is available in this house in Siesta Key!
6415 Midnight Pass #304 - Sarasota, FL
No reviews

6415 Midnight Pass #304

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.
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