Holiday Rentals in Sarasota, FL

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Sarasota, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Sarasota, FL

Best family friendly Sarasota, FL holiday rentals

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

Very Tropical, Private And Peaceful, Short Walk To Everything Happening Downtown - Sarasota, FL
9.6 74 reviews

Very Tropical, Private And Peaceful, Short Walk To Everything Happening Downtown

apartment, Sarasota
This apartment is conveniently located in central Sarasota, just a kilometre from Payne Park, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and Bayfront Park. It has received excellent reviews for its location, cleanliness, and overall experience.
The apartment is a one-bedroom, one-bathroom flat with a floor area of 47 square metres, comfortably accommodating up to three guests. It offers a range of amenities, including a fully equipped kitchen, a balcony, a garden, a spa, and parking, ensuring a comfortable and enjoyable stay.
Apartment ∙ 1 Bedroom ∙ 4 Guests - Sarasota, FL
No reviews

Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Sarasota
This one-bedroom flat is centrally located in Sarasota, offering quick access to the city's beaches, downtown dining, boutique shopping and cultural attractions, all within a few minutes' drive.
The accommodation accommodates up to four guests, featuring a fully equipped kitchen with high-end appliances, a comfortable living area with a Smart TV and a queen-size sleeper sofa, and a shared backyard with a gas firepit table and hammock for relaxation.
Drift Inn B Heated Pool & Private Beach Access! - Sarasota, FL
9.6 556 reviews

Drift Inn B Heated Pool & Private Beach Access!

apartment, Siesta Key
This charming cottage is a short walk from the soft white sands of Crescent Beach and Siesta Key Beach, making it the perfect base for exploring this popular Florida destination. It has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The cottage offers 57 square metres of space, comfortably accommodating up to 4 guests in its two bedrooms. Enjoy the Florida sunshine with a private pool, relax in the garden, and prepare meals in the fully equipped kitchen, complete with a dishwasher, fridge, microwave, and oven.
Boho Vibe 3b/2b West Of S.tuttle - 1mi To Downtown - Sarasota, FL
9.9 71 reviews

Boho Vibe 3b/2b West Of S.tuttle - 1mi To Downtown

apartment, Sarasota
This Alta Vista holiday home in Sarasota is situated less than 1.6km from Payne Park and Tuttle Avenue Park, and under 1.6km from Colonial Village Shopping Centre and the Sarasota Art Museum.
The 139 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, private fenced garden, free Wi-Fi, barbecue facilities, and access to a fitness centre and tennis court.

Best Sarasota, FL holiday rentals with a pool

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

Private Pool Home Near Downtown & Legacy Trail - Sarasota, FL
9.3 226 reviews

Private Pool Home Near Downtown & Legacy Trail

apartment, Sarasota
This Sarasota City home is conveniently located just 13 kilometres from Siesta Key Beach, making it easy to explore the area's beautiful beaches, vibrant downtown, and the Tamiami Trail. The property has received excellent ratings for its cleanliness, location, and overall experience.
The three-bedroom apartment offers 121 square metres of space, comfortably accommodating up to six guests. It features a private pool, a fenced garden, a terrace, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
Luxury 6br Villa W/ Pool, Spa & Fire Pit - Sarasota, FL
10 6 reviews

Luxury 6br Villa W/ Pool, Spa & Fire Pit

house, Sarasota
This Sarasota villa, situated minutes from Siesta Key Beach and Southside Village, offers convenient access to Sarasota's prime locations.
Sleeping up to 14 guests, this six-bedroom, seven-bathroom property boasts a chef's kitchen, saltwater pool, Jacuzzi, and smart home features, all within approximately 8km of both Siesta Key and Lido Key beaches.
Kingston Arms Paradise
St. Armands & Lido Beach - Sarasota, FL
9.7 49 reviews

Kingston Arms Paradise St. Armands & Lido Beach

apartment, Sarasota
This apartment is located in Saint Armands Key, a 10-minute walk from the shops, restaurants, and beach of St. Armands Circle. It has been rated excellent for location, cleanliness, and overall user experience.
The 121 square meter apartment has two bedrooms, two bathrooms, and can accommodate up to six guests. It includes a fully equipped kitchen, a balcony, a swimming pool, a jacuzzi, and free Wi-Fi.
Aria 1-bed Apartment In Southside Village, Sarasota With New Pool, Wifi - Sarasota, FL
10 1 review

Aria 1-bed Apartment In Southside Village, Sarasota With New Pool, Wifi

apartment, Sarasota
This Sarasota apartment rental is located in Southside Village, a short drive from St. Armands Circle and the University Town Center mall, offering easy access to Siesta Key and Crescent Beach.
The one-bedroom flat sleeps three guests and includes Wi-Fi, air conditioning, and a shared laundry; nearby attractions include the Marie Selby Botanical Gardens and Coconuts Family Entertainment Center.

Frequently asked questions about holiday rentals in Sarasota, FL

  • What are the top family-friendly attractions in Sarasota, FL?

    For families, there's the Mote Marine Laboratory and Aquarium, which is always a hit. And of course, there's the Sarasota Jungle Gardens, where you can see all sorts of exotic animals. For a fun day out, head to the Sarasota County Fairgrounds, which hosts events throughout the year.
  • What are the best Airbnb and vacation rentals in Sarasota, FL?

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

    The best time to book a vacation rental in Sarasota is during the shoulder seasons, from April to May and September to October. You'll get better rates and less crowds compared to the peak season, which is from December to April.
  • What are the most popular Airbnbs in Sarasota, FL?

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

    Sarasota has a lot of fun events! The Sarasota Film Festival is a big one, held in April. In March, there's the Suncoast Music Festival, which is a great music festival. If you're here in October, check out the Sarasota Chalk Festival, it's a real unique event.
  • What are the best vacation rentals with a pool in Sarasota, FL?

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

    For a budget-friendly day out, head to the Bayfront Park, which has beautiful views of the bay. You can also take a stroll along the Legacy Trail, which is a scenic paved trail that runs through the city. And for a free cultural experience, visit the Sarasota Opera House.
  • What are the best rentals for families and kids in Sarasota, FL?

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

    For local dishes, you can't go wrong with the seafood. I recommend checking out the restaurants on St. Armands Circle, like the Columbia Restaurant, which is known for its Spanish and Cuban cuisine. For a more casual option, try the Lazy Lobster, which is a popular spot for fresh seafood.
  • What are the best rentals or Airbnbs with a jacuzzi in Sarasota, FL?

  • What are the best walking or cycling routes in Sarasota, FL?

    The Legacy Trail is a great option for walking or cycling, it runs for 12 miles along the old railway line. If you want a beach walk, try the Siesta Key Beach, which is known for its soft, white sand. For a more scenic route, head to the Myakka River State Park, which has several hiking trails and a beautiful river.
  • Are there pet-friendly attractions in Sarasota, FL?

    Yes, there are lots of pet-friendly attractions in Sarasota! You can take your dog to the beach, just make sure to keep them on a leash. There are also several dog parks in the city, like the Celery Fields Dog Park. And for a fun day out, head to the Sarasota Farmers Market, which is pet-friendly.
  • What are the benefits of choosing a vacation rental in Sarasota, FL?

    Vacation rentals offer a lot of flexibility and privacy. They're often more spacious than hotel rooms, and you can cook your own meals, which can save money. And if you're travelling with a group or family, it can be a more convenient option.

Popular destinations

Best Sarasota, FL holiday rentals with a balcony

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.
Sea Esta - Sarasota, FL
10 2 reviews

Sea Esta

house, Siesta Key
This holiday home in Siesta Key is located a 4-minute walk from Siesta Key Beach and 16 kilometres from the John and Mable Ringling Museum of Art.
This property offers accommodation for up to 15 guests across 139 square metres, featuring 2 bathrooms, a fully equipped kitchen, air conditioning, Wi-Fi, a private swimming pool, and barbecue facilities.
Professional Stay - Sarasota, FL
10 1 review

Professional Stay

apartment, Fruitville
This Sarasota flat is located approximately 6.4 kilometres from Tatum Ridge Golf Links and 8 kilometres from Sarasota Opera.
This one-bedroom flat offers air conditioning, a kitchen, WiFi, a balcony, and free private parking for up to 11 guests, with check-out between 08:00 and 11:00.
Lovely One Bedroom Condo Near Siesta Key Beach - Sarasota, FL
9.0 28 reviews

Lovely One Bedroom Condo Near Siesta Key Beach

apartment, Gulf Gate Estates
This one-bedroom apartment is located in Gulf Gate Estates, a short distance from Sarasota Memorial Health Care System, Gulf Gate Golf Club, and Gulf Gate Mall. The property has an excellent user rating, reflecting its high standard of accommodation.
The apartment offers 71 square metres of living space and can comfortably accommodate up to four guests. It comes equipped with a range of features including a fully equipped kitchen, a private balcony, a swimming pool, and free parking.

Best Sarasota, FL holiday rentals with parking

Heated Pool+firepit+pool Table | 6 Min. To Dwtn - Sarasota, FL
9.7 113 reviews

Heated Pool+firepit+pool Table | 6 Min. To Dwtn

apartment, Sarasota
This Sarasota holiday home is centrally located, within 3.2 kilometres of Sarasota Commons, Tuttle Avenue Park, and Northeast Plaza Shopping Centre.
The three-bedroom property sleeps ten guests and boasts a private pool, barbecue, and free Wi-Fi, plus it is conveniently situated near Bobby Jones Golf Complex and Colonial Village Shopping Centre.
Alta Vida | Cozy Duplex Retreat - Sarasota, FL
9.8 65 reviews

Alta Vida | Cozy Duplex Retreat

house, Sarasota
This Sarasota duplex is conveniently located minutes from downtown Sarasota, near Payne Park, Selby Gardens, and Sarasota Bay, offering easy access to Siesta Key and Lido Key beaches.
The two-bedroom, two-bathroom property sleeps six guests and features a fully equipped kitchen, 65” smart TV, private backyard, and shared parking; nearby attractions include the beaches and various parks.
3 Blocks To The Coast! Cozy Sarasota Retreat - Sarasota, FL
9.6 74 reviews

3 Blocks To The Coast! Cozy Sarasota Retreat

apartment, Sarasota
This two-bedroom apartment is situated in the Indian Beach Sapphire Shores district of Sarasota, just a 5-minute walk from Sarasota Jungle Gardens and McCurdy's Comedy Theatre. The apartment has excellent user ratings, reflecting its comfortable and convenient location.
The 79 square metre apartment can accommodate up to four guests and offers a fully equipped kitchen, laundry facilities, a dining area, and a TV. The apartment also benefits from air conditioning, a spa, and parking facilities, as well as a smoke-free environment and barbecue grills for outdoor dining.
Sarasota Getaway Guest House - Sarasota, FL
9.7 369 reviews

Sarasota Getaway Guest House

house, Sarasota
This charming bed and breakfast is situated in the Gillispie Park area of Sarasota, just a short walk from the city centre and its attractions, and within easy reach of the beautiful beaches. The accommodation has been consistently praised by guests, receiving excellent ratings for its location, cleanliness and overall experience.
The guest house has a private room and bathroom, accommodating up to two guests. Enjoy free parking, air conditioning, Wi-Fi, and a secure patio, as well as the option to bring your well-behaved dog with prior approval.
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