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

Palm Paradise Oasis: Heated Saltwater Pool By Siesta Key - Sarasota, FL
9.9 55 reviews
Sarasota, FL
27/06 – 04/07
SG$473/nightTotal: SG$3311 (7 )

Palm Paradise Oasis: Heated Saltwater Pool By Siesta Key

1 5
house , Sarasota
This Sarasota holiday home is situated near Lido Key, less than 3.2km from Sarasota Memorial Hospital and within a 3.2km radius of Payne Park and Marie Selby Botanical Gardens.
This family-friendly property offers a private pool, free Wi-Fi, a fully equipped kitchen, two bathrooms, three bedrooms plus a sofa bed, accommodating up to twelve guests, and ample parking.
4br Sarasota Retreat | Private Pool & Game Room! - Sarasota, FL
10 17 reviews
Sarasota, FL
30/07 – 02/08
SG$859/nightTotal: SG$2577 (3 )

4br Sarasota Retreat | Private Pool & Game Room!

4 10
apartment , Whitfield
This Whitfield Estates apartment, situated 11km from both Sarasota and Bradenton city centres and a 5-minute drive from Sarasota-Bradenton International Airport, offers easy access to Lido Beach (13km) and Siesta Key (21km).
The four-bedroom, two-bathroom property sleeps eight, boasting a fully equipped gourmet kitchen, private fenced backyard, heated pool (seasonal surcharge applies), and extensive beach gear, plus on-site entertainment including arcade games and shuffleboard.
The Bromeliads - Cozy Cottage Close To Everything W/ Grill On Patio - Sarasota, FL
9.6 7 reviews
Sarasota, FL
01/01 – 31/03
SG$288/nightTotal: SG$25632 (89 )

The Bromeliads - Cozy Cottage Close To Everything W/ Grill On Patio

1 2
cottage , Sarasota
This Sarasota West of Trail guesthouse, situated in the Indian Beach Sapphire Shores neighbourhood, offers easy access to Sarasota Bay and downtown Sarasota's attractions, including Lido Beach and St. Armands Circle, all within a few kilometres.
The 54-square-metre self-catering property features a king-size bed, a wet bar with coffee maker, a private porch, a 200-square-foot laundry room doubling as a mini-gym, and accommodates two guests, providing a tranquil retreat close to Sarasota's cultural and leisure amenities.
Three-bedroom Home In Sarasota Minutes To Siesta - Sarasota, FL
10 13 reviews
Sarasota, FL
05/07 – 07/07
SG$515/nightTotal: SG$1030 (2 )

Three-bedroom Home In Sarasota Minutes To Siesta

1 4
apartment , Sarasota
This Sarasota property, a three-bedroom, two-bathroom house, is conveniently located within walking distance of Sarasota's downtown area and Southside Village, offering easy access to restaurants and shops, and a short 5-7 minute (8-11 km) drive to Longboat Key and Siesta Key beaches.
The self-catering house sleeps up to 10 guests, boasts a fully fenced private yard with a swimming pool and covered patio, plus a fully equipped kitchen, air conditioning, internet access, and parking; pets are welcome.

Best Sarasota, FL holiday rentals with a pool

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

Modern Coastal Downtown Home W/saltwater Pool - Sarasota, FL
10 80 reviews
Sarasota, FL
27/06 – 04/07
SG$409/nightTotal: SG$2863 (7 )

Modern Coastal Downtown Home W/saltwater Pool

1 2
apartment , Sarasota
This Sarasota house, located less than 3km from Payne Park and under 32km from Lido Key and Siesta Key beaches, offers easy access to Sarasota's attractions via the Sarasota Bay Runner trolley.
The 150 sq m, three-bedroom, two-bathroom property sleeps six, boasting a private heated saltwater pool, a new air conditioning system, a 55" LG Smart TV with Netflix, and a fully equipped kitchen including a dishwasher.
Sarasota Bay Views Luxury Waterfront - Sarasota, FL
10 6 reviews
Sarasota, FL
05/07 – 02/08
SG$291/nightTotal: SG$8148 (28 )

Sarasota Bay Views Luxury Waterfront

2 2
apartment , Sarasota
This Sarasota waterfront apartment, situated minutes from Lido Beach and St. Armands Circle, offers direct paddleboard access to Sarasota Bay.
The 91-square-metre (980-square-foot) property features two bedrooms, two bathrooms, and a balcony with sweeping sunset views, comfortably accommodating four guests and including a swimming pool, parking, and internet access.
Lido-key, Tiny Cute Studio-d - Sarasota, FL
9.8 31 reviews
Sarasota, FL
14/07 – 19/07
SG$227/nightTotal: SG$1135 (5 )

Lido-key, Tiny Cute Studio-d

1 2
apartment , Sarasota
This Lido Key studio apartment is situated a kilometre from Lido Beach and St Armands Circle, offering easy access to Sarasota's attractions.
The self-catering unit, sleeping two, includes a queen-size bed, fully equipped kitchenette with cooking utensils, and beach essentials; guests can enjoy the on-site swimming pool and garden.
Palm Tree Cottage With (Salt Water )Pool - Sarasota, FL
9.9 63 reviews
Sarasota, FL
28/07 – 03/08
SG$374/nightTotal: SG$2244 (6 )

Palm Tree Cottage With (Salt Water )Pool

4 7
apartment , Sarasota
This Sarasota holiday home, near Pinecraft, offers easy access to Lido and Siesta Key beaches (approx. 32km) and the Legacy Trail.
The four-bedroom, two-bathroom property sleeps eight, boasting a private fenced garden, deck with gas grill, and is minutes from new pickleball courts.

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.

Destinations nearby

Best Sarasota, FL holiday rentals with a balcony

Cozy Sarasota Escape For 4 - Sarasota, FL
Sarasota, FL
26/06 – 30/06
SG$174/nightTotal: SG$696 (4 )

Cozy Sarasota Escape For 4

1 2
apartment , South Sarasota
This South Sarasota flat is ideally situated for exploring Florida's Gulf Coast, located just a few minutes' drive from Siesta Key Beach and within easy reach of St. Armands Circle and the Mall at University Town Center.
This one-bedroom, one-bathroom property can accommodate up to six guests, featuring two double beds and a sofa bed, and includes air conditioning and internet access, making it a practical base for visiting attractions such as Ed Smith Stadium and Mote Marine Laboratory & Aquarium.
Cozy House At Arlington Park - Sarasota, FL
9.6 7 reviews
Sarasota, FL
20/12 – 03/01
SG$228/nightTotal: SG$3192 (14 )

Cozy House At Arlington Park

3 2
apartment , Sarasota
This Sarasota Arlington Park house is conveniently located within a 3km radius of Sarasota Memorial Hospital, the Sarasota Art Museum, Payne Park, and Marie Selby Botanical Gardens.
This three-bedroom, one-bathroom property sleeps five guests and offers a fully equipped kitchen, washing machine, sofa bed, Smart TV, barbecue grills, and free internet access.
Waterfront, Pet-friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota - Sarasota, FL
Sarasota, FL
07/09 – 30/09
SG$209/nightTotal: SG$4807 (23 )

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

1 2
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.
Shiny Oasis With Lake View - Sarasota, FL
9.4 141 reviews
Sarasota, FL
25/07 – 31/07
SG$192/nightTotal: SG$1152 (6 )

Shiny Oasis With Lake View

1 2
apartment , Gulf Gate Estates
This one-bedroom apartment is situated in Sarasota, Florida, just 11 miles from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport, making it an ideal base for exploring the Gulf Gate Estates area. The apartment has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment comfortably accommodates up to four guests and features a fully equipped kitchen, allowing you to prepare meals during your stay. Enjoy the tranquil lake views from the balcony, relax by the heated pool, and take advantage of the private parking, complimentary Wi-Fi, and access to a spa, garden, and terrace.

Best Sarasota, FL holiday rentals with parking

Cozy Sarasota Home W/ Fire Pit | The Olive Turtle - Sarasota, FL
10 1 review
Sarasota, FL
23/06 – 30/06
SG$319/nightTotal: SG$2233 (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.
Quiet Nomad Retreat: Workspace|near Arlington Park - Sarasota, FL
10 1 review
Sarasota, FL
26/06 – 30/06
SG$142/nightTotal: SG$568 (4 )

Quiet Nomad Retreat: Workspace|near Arlington Park

1 2
apartment , Sarasota
This flat is situated in Sarasota's Arlington Park district, offering easy access to the Arlington Park & Aquatic Complex which is a short walk away, and is conveniently located for reaching world-class beaches, downtown cultural attractions, and major shopping centres.
This one-bedroom flat accommodates up to four guests and features a fully equipped kitchen with a breakfast bar, a dedicated workspace, in-unit laundry, and high-speed Wi-Fi, with secure keyless entry provided by smart lock technology.
New! Charming 3/3 Home Near Payne Park And Legacy Trail - Sarasota, FL
9.6 4 reviews
Sarasota, FL
23/06 – 28/07
SG$206/nightTotal: SG$7210 (35 )

New! Charming 3/3 Home Near Payne Park And Legacy Trail

3 5
apartment , Sarasota
This Alta Vista holiday home in Sarasota is situated minutes from the city centre, a 6.4km drive from Payne Park, 24km from Lido Key and St. Armands Circle, and 32km from Siesta Key Beach.
This three-bedroom, three-bathroom property offers 168 square metres of living space, comfortably accommodating six guests and boasting a private fenced backyard, a fully equipped kitchen with quartz countertops, a one-car garage, in-garage laundry facilities, and multiple Smart TVs.
Tropical Heart Villa Is Walking Distance To Downtown And A 5 Min Drive To Beach! - Sarasota, FL
10 5 reviews
Sarasota, FL
25/06 – 28/06
SG$345/nightTotal: SG$1035 (3 )

Tropical Heart Villa Is Walking Distance To Downtown And A 5 Min Drive To Beach!

2 3
house , Sarasota
This Sarasota holiday home is situated in the Laurel Park neighbourhood, a short drive from downtown Sarasota's attractions and Lido Beach and Siesta Key Beach.
The two-bedroom, one-bathroom villa sleeps six, features a private garden, and includes amenities such as a fridge, microwave, dishwasher, air conditioning, and parking; nearby attractions include Marie Selby Botanical Gardens and Sarasota Jungle Gardens.
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