Holiday Rentals in Sarasota, FL

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Sarasota, FL holiday rentals
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3210 Holiday rentals and Airbnb in Sarasota, FL

Best family friendly Sarasota, FL holiday rentals

Among the 3210 accommodations in Sarasota, FL, here are the 4 best family friendly rentals

Sarasota Sunset Bay View Condo - Sarasota, FL
10 45 reviews
Sarasota, FL
03/01 – 24/01
217 €/nighttotal: 4557 € (21 )

Sarasota Sunset Bay View Condo

1 2
apartment , Sarasota
This Sarasota city centre apartment is conveniently located within walking distance of restaurants and parks, and 3.2km from Sarasota Bradenton International Airport (SRQ).
The two-bedroom, two-bathroom flat sleeps five guests, offering a private balcony, beach gear, access to a resort-style pool, jacuzzi, fitness centre, and a private marina boardwalk with kayak/paddleboard launch; one covered parking space is included.
1/1.5 Modern Waterfront Condo With Pool And Fitness Room - Sarasota, FL
9.6 4 reviews
Sarasota, FL
03/01 – 24/01
313 €/nighttotal: 6573 € (21 )

1/1.5 Modern Waterfront Condo With Pool And Fitness Room

1 2
apartment , Sarasota
This Sarasota waterfront condo, situated on The Strand's west side, offers easy access to downtown Sarasota (5-10 minutes' drive), Lido Beach (15 minutes' drive), and Siesta Key Beach (25 minutes' drive).
The 78 square metre apartment features one bedroom, two bathrooms, sleeps four, and includes a fully equipped kitchen, patio overlooking Whitaker Bayou, in-unit laundry, reserved parking, and access to a gated community with a pool, gym, and BBQ areas.
Cozy Boho Bungalow Pool/spa
Qr Code Walkthrough - Sarasota, FL
10 137 reviews
Sarasota, FL
07/09 – 11/09
200 €/nighttotal: 800 € (4 )

Cozy Boho Bungalow Pool/spa Qr Code Walkthrough

1 2
apartment , Sarasota
This Park East Sarasota bungalow, minutes from downtown Sarasota's restaurants, shops, and beaches, offers convenient access to local attractions.
Sleeping four guests, this two-bedroom, one-bathroom house boasts a private pool and spa with a bar area, a fully equipped kitchen, beach gear, and a modern boho interior; a washer and dryer are also provided.
Coastal Sarasota Pool Home~near Downtown & Legacy - Sarasota, FL
9.9 26 reviews
Sarasota, FL
23/06 – 28/07
203 €/nighttotal: 7105 € (35 )

Coastal Sarasota Pool Home~near Downtown & Legacy

1 5
apartment , Sarasota
This Sarasota property, near the Legacy Trail, offers easy cycling access to both Sarasota and Venice city centres.
The three-bedroom, two-bathroom house sleeps seven guests and boasts a private pool, fully equipped kitchen, high-speed Wi-Fi, and free use of on-site bicycles; nearby motorized scooter rentals are available for exploring the Legacy Trail.

Best Sarasota, FL holiday rentals with a pool

Among the 3210 accommodations in Sarasota, FL, here are the 4 best rentals with a pool

Luxury Lido Retreat With Pool, Spa, Firepit & Rooftop Views - Sarasota, FL
10 1 review
Sarasota, FL
02/07 – 05/07
1787 €/nighttotal: 5361 € (3 )

Luxury Lido Retreat With Pool, Spa, Firepit & Rooftop Views

5 9
apartment , Sarasota
This luxury five-bedroom, five-bathroom villa in Lido Key is situated just metres from St Armands Circle's boutiques and restaurants, and a short walk to Lido Beach.
This new build holiday home for up to eleven guests offers a private heated pool, spa, firepit, rooftop deck with island views, two living areas, and a gourmet kitchen, with laundry facilities on both floors.
Sea Spray  Ultimate Beach & Boaters Paradise - Sarasota, FL
Sarasota, FL
30/08 – 06/09
1218 €/nighttotal: 8526 € (7 )

Sea Spray Ultimate Beach & Boaters Paradise

8 20
apartment , Siesta Key
This luxury apartment in Siesta Key is located a mere 100 metres from Siesta Key Beach and directly across from a private boat dock.
This spacious 8-bedroom, 6-bathroom holiday home accommodates up to 22 guests and features a resort-style backyard waterpark, a rooftop deck with sea views, a game room, and elevator access, with beach essentials provided.
Backyard Paradise - Sarasota, FL
9.9 42 reviews
Sarasota, FL
13/08 – 16/08
247 €/nighttotal: 741 € (3 )

Backyard Paradise

1 2
apartment , Sarasota
This Sarasota holiday home enjoys a central location, approximately 11-13km from Siesta Key Beach, Lido Beach, and Sarasota Bradenton International Airport.
The three-bedroom property sleeps six guests, boasting a private heated pool, hot tub, full kitchen, laundry facilities, and ample parking in a private driveway; beach towels are provided.
Waterfront Penthouse The Strand - Sarasota, FL
10 14 reviews
Sarasota, FL
05/07 – 02/08
115 €/nighttotal: 3220 € (28 )

Waterfront Penthouse The Strand

1 2
apartment , Sarasota
This Sarasota Strand condo offers a luxurious 896 sq ft (83 sqm) top-floor apartment, a five-minute drive from Sarasota city centre, fifteen minutes from Lido Beach, and twenty-five minutes from Siesta Key Beach.
The open-plan, one-bedroom, one-bathroom property sleeps four, boasting a fully-equipped kitchen, in-unit laundry, a terrace with water views, and access to a community pool, spa, fitness centre, and kayak launch; covered parking is also provided.

Frequently asked questions about holiday rentals in Sarasota, FL

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

    For a first-timer, you absolutely must visit the Ringling Museum of Art, with its stunning collection and beautiful grounds. Then, head over to Siesta Key Beach, which is consistently ranked as one of the best beaches in the US, with its white, powdery sand.
  • What are the best Airbnb and holiday rentals in Sarasota, FL?

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

    For a vacation rental, I'd recommend the neighbourhood of Siesta Key. It's a popular choice for families and couples, offering a range of rental options, from beachside condos to charming cottages. You'll be close to the beach and have easy access to restaurants and shops.
  • What are the most popular Airbnbs in Sarasota, FL?

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

    Sarasota is great for families! The Mote Marine Laboratory & Aquarium is a must-see for kids of all ages, with its fascinating exhibits on marine life. The Children's Garden at Selby Gardens is another great option, offering a fun and educational experience with its interactive displays.
  • What are the best holiday rentals with a pool 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 find great deals and fewer crowds compared to the peak season, which runs from June to August.
  • What are the best rentals for families and kids in Sarasota, FL?

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

    The Sarasota Film Festival is a popular event that attracts film enthusiasts from around the world. You can also catch the Sarasota Chalk Festival, a vibrant street art festival that transforms the city into a canvas of colourful chalk drawings.
  • What are the best rentals or Airbnbs with a jacuzzi in Sarasota, FL?

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

    Sarasota has plenty of free activities! Take a stroll along the scenic Bayfront, enjoy a picnic at the Lido Key Beach, or explore the exhibits at the Sarasota Art Museum of New College. You can also visit the Marie Selby Botanical Gardens, which offers free admission on Tuesdays.
  • What are the best restaurants with local dishes in Sarasota, FL?

    For a taste of local cuisine, I recommend checking out The Old Salty Dog, a waterfront restaurant known for its fresh seafood. You can also try the award-winning seafood at Owen's Fish Camp, which has been a local favourite for decades.
  • What are the best walking or cycling routes in Sarasota, FL?

    The Legacy Trail is a great option for both walking and cycling. It's a paved, multi-use trail that stretches for 13 kilometres, offering scenic views of the area. You can also explore the scenic Bayfront Trail, which winds along the waterfront and offers stunning views of the bay.
  • Are there pet-friendly attractions in Sarasota, FL?

    Absolutely! Many of the beaches in Sarasota are dog-friendly, including Brohard Paw Park, which is specifically designed for dogs. Many local restaurants also have outdoor seating areas where you can bring your furry friend.
  • What are the benefits of choosing a vacation rental in Sarasota, FL?

    Vacation rentals offer more space and privacy compared to hotels. You'll also have access to a kitchen, allowing you to prepare your own meals and save on dining costs. Many rentals also have unique features, like private pools or balconies with stunning views.
  • What are the top sports attractions and facilities in Sarasota, FL?

    Sarasota is a great place for sports enthusiasts. The Ed Smith Stadium is home to the Baltimore Orioles spring training, attracting baseball fans from all over. The Sarasota Polo Club offers exciting polo matches, and the Sarasota Sailing Squadron hosts various sailing events throughout the year.

Destinations nearby

Best Sarasota, FL holiday rentals with a balcony

Luxury Condo Living On Sarasota Bay, Minutes From Downtown - Admirals Watch - Sarasota, FL
9.4 3 reviews
Sarasota, FL
07/09 – 30/09
125 €/nighttotal: 2875 € (23 )

Luxury Condo Living On Sarasota Bay, Minutes From Downtown - Admirals Watch

1 2
apartment , Sarasota
This centrally located Sarasota condo is within 1.6km of the Marietta Museum of Art and Whimsy and Ringling College of Art and Design, and under 1.6km from the Van Wezel Performing Arts Hall and Sarasota County Visitor Information Center and History Museum.
The 80 square metre apartment sleeps four, offering one bedroom, two bathrooms, a fully equipped kitchen, free Wi-Fi, a private balcony, and access to an on-site fitness centre, swimming pool, and jacuzzi.
The Ringling Beach House - Sarasota, FL
8.7 905 reviews
Sarasota, FL
30/07 – 02/08
853 €/nighttotal: 2559 € (3 )

The Ringling Beach House

1 10
resort , Siesta Key
The Ringling Beach House is directly opposite the world-renowned Siesta Key Beach, with the lively Siesta Key Village just an 8-minute walk away, offering a perfect blend of beachside relaxation and easy access to shops and restaurants. This apartment complex has consistently received very good ratings for cleanliness and user experience, and an excellent rating for its location.
Each apartment is individually decorated with a choice of leather, dark wood, or patterned furnishings, creating a unique and comfortable atmosphere. Guests can enjoy a refreshing outdoor community pool, barbecue facilities, and complimentary beach chairs, making it easy to relax and enjoy the beautiful Florida weather.
75 M² Condo ∙ 1 Bedroom ∙ 2 Guests - Sarasota, FL
10 1 review
Sarasota, FL
27/06 – 04/07
175 €/nighttotal: 1225 € (7 )

75 M² Condo ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Sarasota
This fourth-floor condominium in The Strand, Sarasota, is situated just a few kilometres from Downtown Sarasota's dining, shopping, and entertainment venues.
This 75 square metre flat offers a 1-bedroom, 1-bathroom layout for up to 2 guests, featuring a modern kitchen, air conditioning, a swimming pool, jacuzzi, spa, fitness centre, and gated community security.
Pineapple Paradise #1  13 Min To Beach  Fire Pit - Sarasota, FL
8.0 1 review
Sarasota, FL
06/08 – 09/08
199 €/nighttotal: 597 € (3 )

Pineapple Paradise #1 13 Min To Beach Fire Pit

1 2
apartment , Sarasota
This pet-friendly apartment in downtown Sarasota is a short walk (less than 2km) from the Westcoast Black Theatre Troupe and Payne Park, offering easy access to Lido Beach and Siesta Key.
The 44 square metre self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a well-equipped kitchen, Wi-Fi, air conditioning, and a terrace; nearby activities include cycling and horse riding.

Best Sarasota, FL holiday rentals with parking

Free Htd Pool  Steps To The Bay  Pet-friendly  Near Siesta Key - Sarasota, FL
9.9 147 reviews
Sarasota, FL
30/07 – 02/08
685 €/nighttotal: 2055 € (3 )

Free Htd Pool Steps To The Bay Pet-friendly Near Siesta Key

4 10
apartment , Whitfield
This four-bedroom apartment is located in Sarasota, just one kilometre from the bay and within a short drive of popular beaches like Lido Key, Longboat Key, Anna Maria Island, and Siesta Key. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment spans 195 square metres and can comfortably accommodate up to 13 guests. It features a fully equipped kitchen, a spacious living area, a private garden, a terrace, a swimming pool, and a range of amenities for families, including a gaming station and a treehouse.
Cozy Sarasota Home W/ Fire Pit | The Olive Turtle - Sarasota, FL
10 1 review
Sarasota, FL
23/06 – 30/06
215 €/nighttotal: 1505 € (7 )

Cozy Sarasota Home W/ Fire Pit | The Olive Turtle

3 4
apartment , Sarasota
This pet-friendly apartment in Sarasota's Bellevue Terrace is conveniently situated a short distance from St. Armands Circle and Lido Beach, with easy access to public transport for exploring downtown Sarasota.
The 153 square metre flat offers three bedrooms accommodating up to six guests, a fully-equipped kitchen, a dedicated office space, and a private patio with a fire pit, all within reach of local dining and grocery stores.
2 Bedroom 2 Bath Home Near Siesta Key Beach - Sarasota, FL
8.9 144 reviews
Sarasota, FL
05/07 – 07/07
231 €/nighttotal: 462 € (2 )

2 Bedroom 2 Bath Home Near Siesta Key Beach

2 4
apartment , Gulf Gate Estates
This two-bedroom house is located in Sarasota, just 1.6km from Gulf Gate Mall and Crescent Beach, offering easy access to shopping, dining, and the beautiful coastline. The property has received very good user ratings, with excellent scores for location and cleanliness.
The house features two bathrooms and can accommodate up to seven guests. Amenities include a fully equipped kitchen, air conditioning, parking, and a barbecue grill, perfect for enjoying a relaxing evening meal outdoors.
Cozy & Stylish Sarasota Suite-mins To Srq, Ringling & Beaches - Rilma's Villa - Sarasota, FL
Sarasota, FL
03/07 – 05/07
186 €/nighttotal: 372 € (2 )

Cozy & Stylish Sarasota Suite-mins To Srq, Ringling & Beaches - Rilma's Villa

1 4
apartment , Sarasota
This Rilma's Villa is located in the Bayou Oaks district of Sarasota, offering a 5-minute drive to the Ringling Museum and proximity to Lido Beach and Siesta Key Beach.
This one-bedroom flat, spanning 74 square metres and accommodating up to four guests, features air conditioning, a kitchen with a fridge and microwave, internet, a terrace, garden, spa, and parking, with opportunities for water sports nearby and weekly/monthly discounts available.
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