Holiday Rentals in Sarasota

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Sarasota holiday rentals
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Best Holiday rentals and Airbnb offers in Sarasota

Search Coastal Holiday Rentals near Sarasota

Experience relaxing coastal vibes at seaside holiday rentals in Sarasota, positioned short distances from local beach-town shorelines.

Lido Beach Retreat - Book Your Romantic Escape Today! - Sarasota
9.2 5 reviews

Lido Beach Retreat - Book Your Romantic Escape Today!

apartment, Sarasota
This Lido Key apartment is located a short distance from St. Armands Circle shopping district and a five-minute walk (approximately 0.8km) from Lido Beach.
The 77 square metre (829 sq ft) property features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, swimming pool access, and beach chairs and cart for guest use.
Million Dollar Location Budget Friendly Price - Sarasota
9.7 66 reviews

Million Dollar Location Budget Friendly Price

apartment, Siesta Key
This renovated cottage is located in Siesta Key, two blocks from Siesta Key Village and across the street from Siesta Key Beach, America's number one beach.
This 59 square meter apartment sleeps two guests and features one bedroom, one bathroom, a kitchen with a fridge, freezer, and microwave, air conditioning, on-site laundry, and garden access, with optional nanny and housekeeping services available.
The Bromeliads - Cozy Cottage Close To Everything W/ Grill On Patio - Sarasota
9.6 7 reviews

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

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.
Sarasota Home W/ Large Backyard & Water Access - Sarasota
9.6 70 reviews

Sarasota Home W/ Large Backyard & Water Access

house, Whitfield
This Sarasota house is located just a short drive from The John and Mable Ringling Museum of Art and Van Wezel Performing Arts Hall, making it a convenient base for exploring the local attractions. The property has received excellent user ratings and is considered OK for location and cleanliness.
The two-bedroom property offers 139 square metres of space, comfortably accommodating up to five guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, and parking, ensuring a comfortable and enjoyable stay.

Best family friendly Sarasota holiday rentals

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

Apt 1br, Playgrnd, Srq Dwntwn, Siesta Key, 20,  3ppl - Sarasota
No reviews

Apt 1br, Playgrnd, Srq Dwntwn, Siesta Key, 20, 3ppl

apartment, Sarasota
This studio flat in Sarasota is a 3-minute walk from Downtown, providing direct access to Marina Jack, Main Street, and numerous eateries and shops, with Lido Beach and Siesta Key accessible within 8-10 kilometres by car.
This 37-square-metre accommodation offers one bedroom, one bathroom, and can host up to two guests, featuring a fully equipped kitchen, Smart TV, fast Wi-Fi, a private deck with outdoor dining, and welcomes one well-behaved pet for a fee.
Updated Pool Home Close To Siesta/lido - Sarasota
9.9 86 reviews

Updated Pool Home Close To Siesta/lido

apartment, Sarasota
This Sarasota holiday home is situated 2.4 kilometres from downtown Sarasota, offering easy access to Siesta Key Beach (12 kilometres), Lido Key Beach (8.5 kilometres), St. Armands Circle (7.5 kilometres), and Pinecraft (2.2 kilometres).
The three-bedroom, two-bathroom property sleeps six guests and features a private saltwater pool, fenced backyard, fully equipped kitchen with blender and slow cooker, beach essentials (chairs, coolers, umbrellas, wagon), and a smart TV; extra parking is available for boats or trailers.
Fully Equipped Beach Home Near Beaches/downtown - Sarasota
9.9 61 reviews

Fully Equipped Beach Home Near Beaches/downtown

apartment, Sarasota
This Sarasota holiday home enjoys a prime location in a quiet cul-de-sac, just 1.3 km from Payne Park, 2.6 km from Sarasota city centre, and within a 7.4 km radius of Lido Key and Siesta Key beaches.
The self-catering property features one bedroom with a queen-size bed, a living room with a queen-size sofa bed, a fully equipped kitchen including a dishwasher, two 55-inch smart TVs, a private garden with outdoor furniture and BBQ, and sleeps up to four guests; beach essentials are provided.
Vida Sol | Sunny Duplex Retreat - Sarasota
9.7 29 reviews

Vida Sol | Sunny Duplex Retreat

house, Sarasota
Vida Sol, a detached house in Sarasota, is situated in a quiet district just a few minutes from the city centre's shops and restaurants, and a short drive to popular beaches such as Siesta Key and Lido Key.
This two-bedroom, two-bathroom property accommodates up to six guests and features a fully equipped kitchen, air conditioning, a garden, a fitness centre, and parking, with private access to the entire unit and garden.

Frequently asked questions about holiday rentals in Sarasota

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

    You definitely want to visit the Ringling Museum, it's a real gem! It's a beautiful complex with art, circus history, and a stunning mansion. And don't miss out on the beautiful beaches, Siesta Key Beach is a must-see, it's known for its soft white sand.
  • What are the best Airbnb and holiday rentals in Sarasota?

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

    For a central location, downtown Sarasota is a great choice, you're within walking distance of shops, restaurants, and the waterfront. If you prefer a more relaxed atmosphere, Siesta Key is a great option, it's known for its beautiful beaches and laid-back vibe.
  • What are the most popular Airbnbs in Sarasota?

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

    The Mote Marine Laboratory & Aquarium is a great option for families, it's home to a variety of marine life. The Sarasota Jungle Gardens is also a fun place to visit, with exotic animals and lush gardens. And don't forget about the beaches, they're perfect for building sandcastles and splashing in the waves.
  • What are the best holiday rentals with a pool in Sarasota?

  • 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 avoid the peak season crowds and enjoy more affordable prices.
  • What are the best rentals for families and kids in Sarasota?

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

    The Sarasota Film Festival is a big event in the spring, showcasing independent films. The Suncoast Food & Wine Festival is another popular event, with food and drink from local vendors. And the annual Sarasota Chalk Festival is a must-see, with artists creating stunning chalk masterpieces on the streets.
  • What are the best rentals or Airbnbs with a jacuzzi in Sarasota?

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

    Take a stroll along the Bayfront, it's a great way to enjoy the scenery and get some exercise. You can also visit the Selby Gardens, a beautiful botanical garden with a variety of plants and flowers. And don't forget about the beaches, they're free and a great way to relax and enjoy the sunshine.
  • What are the best restaurants with local dishes in Sarasota, FL?

    For fresh seafood, try The Old Salty Dog, it's a local favourite. If you're looking for something a bit more upscale, try The Capital Grille, they have a great selection of steaks and seafood. And for a taste of the local culture, visit the Sarasota Farmers Market, you'll find a variety of local vendors selling fresh produce, baked goods, and more.
  • What are the best walking or cycling routes in Sarasota, FL?

    The Legacy Trail is a great option for both walking and cycling, it stretches for 12.5 km along the former route of the Seaboard Air Line Railway. For a more scenic route, try the Bayfront Trail, it offers beautiful views of the water and the downtown area.
  • Are there pet-friendly attractions in Sarasota, FL?

    Yes, many beaches in Sarasota are dog-friendly, including Siesta Key Beach and Lido Beach. You can also find plenty of dog-friendly restaurants and cafes. And don't forget about the dog park at the Nathan Benderson Park, it's a great place for your furry friend to run and play.
  • What are the benefits of choosing a vacation rental in Sarasota, FL?

    Vacation rentals offer more space and privacy compared to hotels. They are often more affordable, especially for larger groups. And many offer amenities like kitchens and laundry facilities, which can be very convenient for families.
  • What are the top sports attractions and facilities in Sarasota, FL?

    The Nathan Benderson Park is a major sports complex, hosting events like rowing competitions and triathlons. The Sarasota Polo Club is also a popular attraction, with matches held throughout the year. And of course, you can always enjoy a game of tennis or pickleball at one of the many public courts around town.

Popular destinations

Find the Best Holiday Rentals with a Pool in Sarasota

Our holiday rentals near the water in Sarasota include a pool, so a relaxing swim is always on the cards.

Private Heated Pool Casita Near Downtown And Beaches In Pinecraft - Sarasota
No reviews

Private Heated Pool Casita Near Downtown And Beaches In Pinecraft

house, Sarasota
This Sarasota holiday home is situated 4.19 kilometres from Marina Jack Restaurant And Marina and 10.29 kilometres from the John and Mable Ringling Museum of Art, also placing it 4.35 kilometres from the Sarasota Opera and 5.95 kilometres from the Van Wezel Performing Arts Hall.
This 91 square metre property offers air-conditioned accommodation for up to 7 guests with 2 bedrooms and 1 bathroom, featuring a private heated swimming pool, a fully equipped kitchen with a dishwasher and kettle, free WiFi, free private parking, and an outdoor dining area.
Charming And Peaceful Condo At The Meadows - Sarasota
No reviews

Charming And Peaceful Condo At The Meadows

apartment, The Meadows
This one-bedroom flat in The Meadows, Sarasota, is located conveniently near UTC Mall and I-75, with downtown Sarasota 10 kilometres away and Lido Beach 15 kilometres away.
This apartment accommodates two guests and features a private patio overlooking the pool, air conditioning, a kitchen with a fridge, microwave, and dishwasher, and offers seasonal rental suitability with access to community tennis, golf, and a gym at an additional cost.
Lido-key- Tiny,  Yet Charming  Studio-b - Sarasota
9.8 101 reviews

Lido-key- Tiny, Yet Charming Studio-b

apartment, Sarasota
This newly renovated Lido Key studio apartment is situated a 0.7-1.1 km walk from Lido Beach and St. Armands Circle, offering easy access to Sarasota's premier attractions.
The self-contained unit sleeps two guests and features a fully equipped kitchenette, a private bathroom, and access to an on-site heated swimming pool and parking; beach equipment is provided for convenient beach trips.
Siesta Key Beachside Villas - Sarasota
8.9 1785 reviews

Siesta Key Beachside Villas

house, Siesta Key
This house is located on Siesta Key, just a short 2-minute walk from the world-famous beach, and within easy reach of other attractions like Marie Selby Botanical Gardens and Oscar Scherer State Park. The property has received very good user ratings for cleanliness and an excellent location rating.
The house offers a comfortable and relaxing atmosphere with a choice of self-catering options, including a kitchen with a fridge and microwave. Guests can enjoy a range of amenities, including a swimming pool, a terrace, a garden, and free bicycle rentals.

Our Favourite Holiday Rentals with Parking in Sarasota

Parking is sorted from the start as these holiday rentals near the water in Sarasota include free on-site spaces.

Sarasota Waterfront Estate Heated Pool Veryprivate - Sarasota
10 1 review

Sarasota Waterfront Estate Heated Pool Veryprivate

apartment, South Sarasota
This luxurious five-bedroom South Sarasota waterfront property, a short 5-minute drive (approx. 3.2km) from the beach, offers secluded tranquility on a wooded lot exceeding 0.4 hectares.
The house boasts four suites each with a private bathroom and air conditioning, accommodating up to 14 guests, and features a heated pool, outdoor TV, BBQ grill, fire pit, private dock, kayak access, and on-site boat rentals for easy beach access.
Downtown Sarasota 2 Bedroom Boutique Apt! Sleeps 4 - Sarasota
9.6 17 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.
Sarasota Memories For A Lifetime - Sarasota
10 76 reviews

Sarasota Memories For A Lifetime

apartment, Sarasota
This Sarasota holiday home, located 3.2km from Sarasota city centre, 1.6km from Pinecraft Village, 9.6km from Lido Beach and 11.2km from Siesta Key Beach, offers easy access to the Legacy Trail (0.4km).
The three-bedroom, three-bathroom property sleeps eight guests and features a mid-century modern design, a spacious open-plan living area, a large heated pool (16x34ft) with a spa (8x8ft), ample parking (four vehicles), and family-friendly amenities including a highchair, toys, and beach equipment.
Studio Apartment In Sarasota - Sarasota
10 5 reviews

Studio Apartment In Sarasota

studio, Sarasota
This newly constructed studio apartment is located in Sarasota, a 16-kilometre drive from Downtown Sarasota and the University Town Centre (UTC) Mall, and a 32-kilometre drive from Siesta Key Beach.
This self-contained apartment accommodates up to three guests and features a kitchenette, air conditioning, Wi-Fi, and off-street parking, making it ideal for a quiet and convenient stay.

Discover 5-Star Self-Catering Rentals in Sarasota

There is much to be said for a well-chosen luxury holiday rental or Airbnb in Sarasota, offering wonderful rooms and a location worth the trip. Choose from the best offers.

Central Location-close To Everything Sarasota - Sarasota
10 3 reviews

Central Location-close To Everything Sarasota

house, Sarasota

Best Sarasota holiday rentals with a balcony

Luxury 3bd House, Siesta Key Beach - Sarasota
9.9 36 reviews

Luxury 3bd House, Siesta Key Beach

house, Gulf Gate Estates
Siesta Key Island Rentals - Sarasota
9.8 751 reviews

Siesta Key Island Rentals

house, Siesta Key
Tiny House Sand Dollar Near Siesta Key - Sarasota
9.2 81 reviews

Tiny House Sand Dollar Near Siesta Key

apartment, Gulf Gate Estates
Waterfront Condo W/ Kayaks, Resort Pool, Sarasota - Sarasota
10 19 reviews

Waterfront Condo W/ Kayaks, Resort Pool, Sarasota

house, Sarasota

Best Pet-Friendly Holiday Rentals in Sarasota

Dog-friendly holiday rentals in Sarasota feature outdoor showers and easy access to pet-welcoming beaches.

Large 3br Garden Condo W/ Heated Pool - Sarasota
9.5 173 reviews

Large 3br Garden Condo W/ Heated Pool

apartment, Gulf Gate Estates
Coastal Sarasota Condo: Minutes To Beach! - Sarasota
9.3 40 reviews

Coastal Sarasota Condo: Minutes To Beach!

house, Sarasota
Sleeping Studio, Secure & Cute Downtown Between Siesta & Lido Beaches - Sarasota
10 2 reviews

Sleeping Studio, Secure & Cute Downtown Between Siesta & Lido Beaches

studio, Sarasota
The Serene Retreat Near Siesta Key And Downtown Sarasota - Sarasota
9.9 59 reviews

The Serene Retreat Near Siesta Key And Downtown Sarasota

apartment, Sarasota

Search Holiday Rentals with a Hot Tub in Sarasota

A holiday rental or Airbnb with a hot tub near the water in Sarasota is ideal for a private evening soak.

Trish's Beach Retreat With Pool/spa By Siesta Keys - Sarasota
9.7 115 reviews

Trish's Beach Retreat With Pool/spa By Siesta Keys

apartment, Gulf Gate Estates
Blue Seas & Sand 2br Beach Club Siesta 200c By Rva - Sarasota
9.2 62 reviews

Blue Seas & Sand 2br Beach Club Siesta 200c By Rva

apartment, Siesta Key
Sarasota Gulf Coast Oasis - Sarasota
9.7 39 reviews

Sarasota Gulf Coast Oasis

apartment, Sarasota
Courtyard Home With Pool, Spa & Sauna Close To Beach & City Center - Sarasota
9.9 17 reviews

Courtyard Home With Pool, Spa & Sauna Close To Beach & City Center

house, Sarasota

Top-Rated Holiday Rentals with a Spa in Sarasota

After enjoying everything Sarasota has to offer, a spa session at your holiday rental is the ideal way to finish the day.

Coastal Villa W/ Amazing Courtyard - Splash Pad! - Sarasota
9.8 66 reviews

Coastal Villa W/ Amazing Courtyard - Splash Pad!

house, Sarasota
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