Holiday Rentals in Sarasota, FL

4506 available vacation rental offers

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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

The Mimosa House - Sarasota, FL
10 1 review

The Mimosa House

house, Sarasota
The Mimosa House is a holiday home located in Sarasota, offering a peaceful retreat close to local attractions but outside the immediate downtown area.
This 138 square meter holiday home features three bedrooms, two bathrooms, and can accommodate up to 21 guests, with amenities including a swimming pool, hot tub, spa, air conditioning, WiFi, and private parking.
72 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Sarasota, FL
10 3 reviews

72 M² Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Gulf Gate Estates
This 72 square metre, one-bedroom flat is situated in Sienna Park, Sarasota, just a 5-minute drive from Siesta Key Public Beach, offering convenient access to the Gulf Gate Estates area.
This pet-friendly accommodation for four guests boasts a private balcony, a well-equipped kitchen with a dishwasher and oven, air conditioning, and access to a communal swimming pool and fitness centre.
Peaceful Oasis With Pool Near Downtown And Beaches - Sarasota, FL
10 9 reviews

Peaceful Oasis With Pool Near Downtown And Beaches

apartment, Sarasota
This Sarasota bungalow offers a prime location, situated just 50 metres from the Legacy Trail and a 10-minute walk to downtown Sarasota, with convenient access to Siesta Key and Lido Key.
This family-friendly apartment sleeps eight guests and features three bedrooms, two bathrooms, a private heated swimming pool, a modern kitchen with carrara quartz countertops, and a retro gaming table for entertainment.
Couples & Family Getaway Near Siesta Key Beach - Sarasota, FL
9.9 52 reviews

Couples & Family Getaway Near Siesta Key Beach

apartment, Sarasota
This Sarasota house, ideally situated for exploring the city, offers easy access to Sarasota's beaches and museums, with precise distances to specific attractions not provided.
Sleeping six guests comfortably, this three-bedroom, two-bathroom property boasts a newly renovated kitchen, in-house laundry facilities, and a large garden perfect for outdoor relaxation; further details on the property's size and specific location within Sarasota are unavailable.

Best Sarasota, FL holiday rentals with a pool

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

27 M² Studio Flat ∙ 2 Guests - Sarasota, FL
8.0 1 review

27 M² Studio Flat ∙ 2 Guests

studio, Sarasota
This studio apartment offers direct access to Lido Key Beach, a prime location in Sarasota, Florida, with private parking available.
This 27-square-meter flat accommodates two guests and features air conditioning, a heated swimming pool, a kitchenette, a private patio, and complimentary beach essentials.
Crescent Beach Villas By Beachside Management - Sarasota, FL
8.8 208 reviews

Crescent Beach Villas By Beachside Management

house, Siesta Key
This apartment is situated in Siesta Key, just a short walk from Crescent Beach and Turtle Beach, offering a prime location for exploring the island's beautiful beaches. It has received very good user ratings, with an excellent location rating and a very good cleanliness rating. The apartment features a comfortable living space with a seating area and a satellite flat-screen TV, perfect for relaxation. Guests can enjoy a range of amenities, including a swimming pool, a spa, a garden, a terrace, and free access to bikes and parking.
Stylish 2/2 Corner Unit Pool View W/ 2 Terraces 4th Floor - Sarasota, FL
10 15 reviews

Stylish 2/2 Corner Unit Pool View W/ 2 Terraces 4th Floor

apartment, Sarasota
This Sarasota apartment is centrally located, within a 1.6km walk of the Marietta Museum of Art and Whimsy and Ringling College of Art and Design, and less than 1.6km from the Van Wezel Performing Arts Hall.
The 126 square metre property offers two bedrooms, two bathrooms, sleeps four guests, and includes a private balcony, swimming pool, fitness centre, and free Wi-Fi.
Sarasota Designer Waterfront Retreat * Paddleboard - Sarasota, FL
No reviews

Sarasota Designer Waterfront Retreat * Paddleboard

apartment, Sarasota
This Sarasota flat offers serene waterfront living on Whitaker Bayou, just 2.5 kilometres from Sarasota's renowned beaches and downtown amenities.
This designer-furnished two-bedroom condominium accommodates two guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, a swimming pool, jacuzzi, garden, and fitness centre, with opportunities to observe marine life from the balcony.

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

Mins To The Beaches And Downtown, Backyard Oasis, Serene Neighborhood - Sarasota, FL
8.0 1 review

Mins To The Beaches And Downtown, Backyard Oasis, Serene Neighborhood

apartment, Sarasota
This Sarasota dwelling is located in Arlington Park, a quiet residential district approximately 3 kilometres from Downtown Sarasota and 5 kilometres from Siesta Key and Lido Key beaches.
This 100 square metre apartment sleeps six guests, offering four bedrooms, two bathrooms, a modern kitchen, air conditioning, a terrace, garden, and a private backyard with a fire pit and putt-putt golf.
Coastal Chic 1br Condo  Heated Pool Near Siesta - Sarasota, FL
9.2 7 reviews

Coastal Chic 1br Condo Heated Pool Near Siesta

apartment, Gulf Gate Estates
This coastal-themed, one-bedroom flat in Sarasota's Gulf Gate Estates is a short 5-10 minute drive from Siesta Key Beach and within 500 meters of local amenities including Publix, restaurants, and bars.
This pet-friendly condominium offers a fully equipped kitchen, a screened balcony, air conditioning, and access to a heated community pool, with beach essentials provided for up to four guests.
Perfect Downtown Space-walk To Library, Theater - Sarasota, FL
No reviews

Perfect Downtown Space-walk To Library, Theater

apartment, Sarasota
Apartment. You will stay in Sarasota.
Services and facilities include air conditioning, free parking and a terrace.
Gorgeous Lido Key Condo - 6 Minute Walk To Beach - Sarasota, FL
No reviews

Gorgeous Lido Key Condo - 6 Minute Walk To Beach

house, Sarasota
This Lido Key apartment is situated a short 1km walk from Lido Beach and under 1.5km from St. Armands Circle, approximately 10km from the Ringling Museum of Art.
The 101 square metre property offers two bedrooms, two bathrooms, sleeps eleven guests, and includes a spa, fitness centre, parking, and free Wi-Fi, with easy access to a terrace.

Best Sarasota, FL holiday rentals with parking

The Hatton House - Sarasota, FL
10 37 reviews

The Hatton House

apartment, Sarasota
This Sarasota property is conveniently located near the Legacy Trail cycle path, Pompano Pickleball Courts, and Pinecraft, a short walk from the house.
The two-bedroom, one-bathroom house sleeps four guests and features two living areas, a dedicated office, a well-equipped kitchen with dishwasher, air conditioning, parking, and a spacious backyard; ideal for cyclists, pickleball enthusiasts, and those wishing to explore Pinecraft.
Downtown Sarasota 2 Bedroom Boutique Apt! Sleeps 4 - Sarasota, FL
9.6 16 reviews

Downtown Sarasota 2 Bedroom Boutique Apt! Sleeps 4

apartment, Sarasota
This Sarasota flat is centrally located in the Laurel Park district, offering easy access to downtown dining, shopping, and cultural attractions within 1.5 kilometres, or a short walk and free bus ride away.
This two-bedroom flat for four guests features a 65-inch smart TV, a private screened porch, on-site laundry, and provided parking, all on the first floor.
Cozy 1 Bedroom A Block From Lido Beach - Sarasota, FL
9.7 38 reviews

Cozy 1 Bedroom A Block From Lido Beach

apartment, Sarasota
This Lido Beach flat is situated just 0.16km from Lido Beach and a short walk from St. Armands Circle and the Ringling Bridge, offering easy access to Sarasota city centre.
The one-bedroom, one-bathroom apartment sleeps four, features a balcony, on-site laundry, parking, and is close to a public swimming pool, kayak rentals at South Lido Park, and numerous restaurants and shops.
7 Min To Siesta Beach  Cozy Sarasota House - Sarasota, FL
9.8 57 reviews

7 Min To Siesta Beach Cozy Sarasota House

apartment, Ridge Wood Heights
Ocean Breeze Gateway, situated in Ridgewood Heights near Siesta Key, offers a two-bedroom house a short distance (less than 1.6 km) from the world-famous beach.
This self-catering property sleeps six, boasting two bathrooms, a fully equipped kitchen with dishwasher, high-speed Wi-Fi, in-house laundry facilities, a large backyard, and convenient smartlock access; a queen bed in the master bedroom and a king in the second.
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