Vacation Rentals in Sarasota, FL

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Sarasota, FL vacation rentals
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4506 Vacation rentals and Airbnb in Sarasota, FL

Best family friendly Sarasota, FL vacation rentals

Among the 4506 accommodations in Sarasota, FL, here are the 4 best family friendly rentals

Banyan Tree Cottage | Walk To Shell Beach Sunsets - Sarasota, FL
9.7 34 reviews

Banyan Tree Cottage | Walk To Shell Beach Sunsets

apartment, Sarasota
This charming cottage is situated on the North End of Siesta Key, just a short drive from Southside Village, Downtown Sarasota, and St. Armand's Circle, offering easy access to the area's attractions. The accommodation has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage spans 151 square metres and comfortably accommodates up to six guests across its three bedrooms and three bathrooms. The fully equipped kitchen, air conditioning, private garden, and screened lanai with a charming banyan tree provide a relaxing and comfortable stay.
Blue Home -Away - Sarasota, FL
9.8 20 reviews

Blue Home -Away

apartment, Kensington Park
This Kensington Park flat offers a central base, situated a short drive from Siesta Key and Lido Beach, and within easy reach of the University Town Centre, downtown Sarasota, and Sarasota Bay, with I-75 approximately 3 kilometres away.
This recently remodelled two-bedroom, one-bathroom apartment accommodates up to four guests and features air conditioning, a kitchen with a fridge and microwave, and a garden, with parking and internet provided.
Upscale Pool & Spa Retreat Near Siesta | Game Room - Sarasota, FL
9.7 101 reviews

Upscale Pool & Spa Retreat Near Siesta | Game Room

house, West Samoset
This five-bedroom West Samoset holiday home, sleeping up to 12 guests, is conveniently located within 9.6km of University Park Country Club and Smugglers Cove Adventure Golf.
The property boasts a private fenced yard, on-site fitness centre, hot tub, games room, barbecue grills, fully equipped kitchen, and free Wi-Fi.
Luxury 3/3 With Heated Pool, Spa, & Putting Green! - Sarasota, FL
10 144 reviews

Luxury 3/3 With Heated Pool, Spa, & Putting Green!

apartment, Sarasota
This Sarasota holiday home is conveniently located near Tuttle Avenue Park and Payne Park, both within 3.2km, and Sarasota Memorial Hospital, within a similar distance, offering easy access to recreation and healthcare.
The 135 square metre property boasts three bedrooms, three bathrooms, sleeps six guests, and includes a fully equipped kitchen, a jacuzzi, a private fenced garden, and barbecue facilities; nearby attractions include the Marie Selby Botanical Gardens and Colonial Village Shopping Centre, both within 4.8km.

Best Sarasota, FL vacation rentals with a pool

Among the 4506 accommodations in Sarasota, FL, here are the 4 best rentals with a pool

Luxury 3 Br Near Southside Village And Steps To Siesta Key Beach - Sarasota, FL
10 2 reviews

Luxury 3 Br Near Southside Village And Steps To Siesta Key Beach

house, Siesta Key
This non-smoking villa in Siesta Key is a 7-minute walk from Crescent Beach and Point of Rocks, offering convenient access to the Gulf Coast.
This family-friendly property accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a private courtyard, balcony, swimming pool, spa, and on-site activities such as kayaking, alongside a fully equipped kitchen and in-unit laundry facilities.
Heated Pool, Strong Wi-fi, Tv, Tiki Bar & Grill! - Sarasota, FL
8.2 8 reviews

Heated Pool, Strong Wi-fi, Tv, Tiki Bar & Grill!

apartment, Whitfield
This apartment in Whitfield is conveniently located 0.96 kilometres from Sarasota Bradenton International Airport, 4 kilometres from the Sarasota International Convention Centre, and 4.18 kilometres from the John and Mable Ringling Museum of Art.
This 26 square metre flat offers air conditioning, complimentary Wi-Fi, parking, and a swimming pool, accommodating up to 7 guests with a 11:00 AM check-out time.
Poolside Retreat - Sarasota, FL
10 2 reviews

Poolside Retreat

apartment, North Sarasota
This North Sarasota flat offers excellent access to Siesta Key beaches and St. Armands Circle's shops, situated just a short drive from both.
This property accommodates up to 6 guests with two bedrooms, a pull-out sofa, and an air mattress, featuring a private pool, a propane grill, on-site laundry, and a 75-inch TV for a comfortable stay.
King Bed - Walk To St. Armand's Circle And Lido Beach In Minutes! - Sarasota, FL
9.0 91 reviews

King Bed - Walk To St. Armand's Circle And Lido Beach In Minutes!

apartment, Sarasota
This one-bedroom apartment is situated in Lido Key, a short 1.5 kilometre walk from Lido Beach and just 300 metres from St. Armands Circle, a bustling shopping and dining area. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The 72 square metre apartment comfortably accommodates up to four guests, and features a fully equipped kitchen, a private terrace, and access to a swimming pool and tennis court. Enjoy the convenience of on-site parking, air conditioning, and free Wi-Fi, making it an ideal base for exploring Sarasota.

Frequently asked questions about holiday rentals in Sarasota, FL

  • What should a first-time visitor not miss in Sarasota, FL?

    Sarasota is a gem! You can't miss the John and Mable Ringling Museum of Art, the beautiful beaches of Siesta Key and Lido Key, and the vibrant atmosphere of the downtown area. It's a great place to soak up the sun, explore art and culture, and enjoy delicious food.
  • What are the best Airbnb and vacation rentals in Sarasota, FL?

  • Which neighborhood in Sarasota, FL should you consider for a vacation rental?

    For a classic Sarasota experience, try the downtown area or the historic district. If you prefer a more relaxed vibe, Siesta Key or Lido Key offer beautiful beaches and plenty of rental options. If you're looking for a more budget-friendly option, consider the Rosemary District.
  • What are the most popular Airbnbs in Sarasota, FL?

  • When is the best time to book a vacation rental in Sarasota, FL?

    To avoid the peak season crowds and get the best deals, book your vacation rental in the shoulder seasons, like spring (April-May) or autumn (September-October). You'll still enjoy pleasant weather and fewer crowds.
  • What are the best vacation rentals with a pool in Sarasota, FL?

  • What events or festivals should visitors check out in and around Sarasota, FL?

    The Sarasota Film Festival is a big draw in April, and the Sarasota Chalk Festival in November is a unique and colourful event. There are also lots of smaller festivals throughout the year, like the Sarasota Seafood Festival and the Suncoast Music Festival.
  • What are the best rentals for families and kids in Sarasota, FL?

  • What are the best budget-friendly activities in Sarasota, FL?

    Take a walk or bike ride along the Legacy Trail, a paved path that stretches for miles. Enjoy a picnic on the beach or visit the free exhibits at the Sarasota Museum of Art. The Bayfront Park is a great spot for a free concert or outdoor movie.
  • What are the best rentals or Airbnbs with a jacuzzi in Sarasota, FL?

  • What are the best restaurants with local dishes in Sarasota, FL?

    For a taste of Sarasota, try the fresh seafood at The Old Salty Dog, the authentic Cuban cuisine at Columbia Restaurant, or the delicious barbecue at Hickory Street Grill. You can't go wrong with any of these local favourites.
  • What are the best walking or cycling routes in Sarasota, FL?

    The Legacy Trail is a great option for both walking and cycling, and it offers scenic views of the area. The Bayfront Trail is a great option for a shorter walk or bike ride with beautiful views of the bay. The Lido Key Beach is a popular spot for a leisurely stroll.
  • Are there pet-friendly attractions in Sarasota, FL?

    Yes, many places in Sarasota are pet-friendly. You can bring your furry friend to most beaches, parks, and even some restaurants. The Selby Gardens are a great option for a walk with your dog, and the Bayfront Park has a dog park. The Lido Beach is a popular spot for dog-walking.
  • What are the benefits of choosing a vacation rental in Sarasota, FL?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for larger groups or families. You can find rentals in a variety of locations, from the beach to the downtown area.
  • What are the top sports attractions and facilities in Sarasota, FL?

    Sarasota has a strong sports scene! The Ed Smith Stadium hosts spring training for the Baltimore Orioles, and the Sarasota Polo Club offers polo matches throughout the year. The Nathan Benderson Park is a popular destination for rowing and other water sports.

Popular destinations

Best Sarasota, FL holiday rentals with a balcony

Luxury Waterfront Condo | Bay Views | Pool - Sarasota, FL
9.9 24 reviews

Luxury Waterfront Condo | Bay Views | Pool

apartment, Sarasota
This Sarasota condo offers a central location, within a 0.9km walk of Ringling College of Art and Design, the Van Wezel Performing Arts Hall, and the Sarasota County Visitor Information Centre, and under 1.6km from McCurdy's Comedy Theatre and the Westcoast Black Theatre Troupe.
The 89 square metre apartment features two bedrooms, a sofa bed sleeping four, a fully equipped kitchen, and access to an on-site swimming pool, fitness centre, and spa; free Wi-Fi is also provided.
Central & Spacious Home - Close To Everything! - Sarasota, FL
10 7 reviews

Central & Spacious Home - Close To Everything!

apartment, Sarasota
This Bellevue Terrace holiday home in Sarasota is situated within 3.2km of Payne Park, Sarasota Art Museum, and Sarasota Memorial Hospital, and within 4.8km of Sarasota Commons Shopping Centre and Marie Selby Botanical Gardens.
This four-bedroom, two-bathroom property offers 149 square metres of space, sleeping up to ten guests and boasting a fully equipped kitchen, private garden, and Smart TV; nearby attractions include leisurely walks in Payne Park and visits to the Sarasota Art Museum.
Anchorage Resort 2nd Floor 2 Bedroom Condo/pool - Sarasota, FL
9.5 109 reviews

Anchorage Resort 2nd Floor 2 Bedroom Condo/pool

apartment, Siesta Key
This smoke-free apartment is located on Siesta Key, just 0.6 kilometres from Siesta Key Beach, a 10-minute walk from Siesta Key Marina and Crescent Beach. It has received excellent ratings for location, cleanliness, and user experience.
The apartment is a 2-bedroom, 2-bathroom property with a floor area of 116 square metres, accommodating up to 6 guests. It features a fully equipped kitchen, a terrace, a swimming pool, a jacuzzi, and a fitness centre, along with other amenities and activities.
172 M² House ∙ 3 Bedrooms ∙ 11 Guests - Sarasota, FL
No reviews

172 M² House ∙ 3 Bedrooms ∙ 11 Guests

house, Whitfield
This Whitfield residence is situated near Sara Bay Marina, offering waterfront views and convenient access within 500 meters to golf courses, while major attractions such as the Ringling Museum are 13 kilometres away, IMG Academy 24 kilometres away, and downtown Sarasota 24 kilometres away.
This spacious 172 square metre property accommodates up to 11 guests with 3 bedrooms and 2 bathrooms, featuring a newly remodelled kitchen, air conditioning, a swimming pool, jacuzzi, terrace, garden, parking, and a screened-in lanai, alongside kid-friendly essentials and a massage chair for a comfortable stay.

Best Sarasota, FL holiday rentals with parking

Sarasota Cottage Near Beaches, Downtown & Airport - Sarasota, FL
10 13 reviews

Sarasota Cottage Near Beaches, Downtown & Airport

apartment, Sarasota
This one-bedroom cottage is situated in Sarasota Lakes Resort, a gated community just a few kilometres from Siesta Key Beach, Sarasota's vibrant downtown and Sarasota Bradenton International Airport. The cottage offers a private patio, a fully equipped kitchen, a swimming pool, and a Jacuzzi, making it ideal for couples or small families looking for a relaxing getaway.
Sarasota Duplex In Gillespie Park: 1 Mi To Dtwn! - Sarasota, FL
9.6 58 reviews

Sarasota Duplex In Gillespie Park: 1 Mi To Dtwn!

apartment, Sarasota
This Sarasota duplex is situated near downtown Sarasota, a short 6.4km drive from Lido Key Beach.
The pet-friendly apartment sleeps four, offering two bedrooms, one bathroom, a well-equipped kitchen with Nespresso machine and blender, plus a patio with beach essentials, smart TV, free WiFi, board games, and a crib/Pack 'n Play.
Magical Secluded Retreat - Sarasota, FL
10 115 reviews

Magical Secluded Retreat

apartment, Sarasota
This Sarasota mid-century modern apartment is situated in the historic bayside neighbourhood, within 6.4km of Sarasota's beaches and even closer to local restaurants, shops, and museums.
The newly renovated property boasts a one-bedroom, one-bathroom layout sleeping two guests, featuring a fully equipped kitchen, private garden, parking, high-speed internet, and outdoor deck with hammock and swing.
Azure Residence At Sarasota Cay Club - Sarasota, FL
9.0 2 reviews

Azure Residence At Sarasota Cay Club

apartment, Whitfield
This recently renovated one-bedroom flat at Azure Residence, Sarasota Cay Club, is located in Whitfield, just 965 meters from Sarasota Bradenton International Airport and 4 kilometres from the Sarasota International Convention Centre.
This 30 square meter apartment accommodates up to six guests and offers a private pool, complimentary WiFi, on-site private parking, and an electric vehicle charging station, with a year-round outdoor swimming pool, sun terrace, and garden available for use.