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.

Kingston Arms, 2nd Floor, Walk To Beach - Sarasota
9.8 84 reviews

Kingston Arms, 2nd Floor, Walk To Beach

house, Sarasota
Kingston Arms is a short walk from Lido Beach in Sarasota, close to South Lido Beach and Longboat Key Beach, offering easy access to the beautiful white sand and turquoise waters. This property has been rated excellent for location, cleanliness, and user experience.
This house is 96 square metres and features an elevator, free private parking, and complimentary Wi-Fi. Enjoy a comfortable stay with air conditioning, a seating area, a fully equipped kitchen, satellite TV, and a bathroom with a hairdryer, as well as a swimming pool, jacuzzi, terrace, garden, and a location close to the St. Armands Circle shopping and dining district.
Flamingo House, Cozy 2/2 [Pet Friendly] - Sarasota
No reviews

Flamingo House, Cozy 2/2 [Pet Friendly]

apartment, Sarasota
This Indian Beach Sapphire Shores flat is located a block from Sarasota Bay and a few kilometres from Lido Beach, Siesta Key Beach, St. Armand's Circle, and Sarasota Jungle Gardens, offering a retro-beach atmosphere with terrazzo floors and block walls.
This pet-friendly two-bedroom, two-bathroom abode provides a fully fenced garden with a fire pit, beach gear, a screened patio, and is equipped with internet, air conditioning, and a kitchen featuring a fridge, microwave, and dishwasher.
Beautiful Apartment With First Class Amenities On The Anchorage, Siesta Key Apartment 1006 - Sarasota
9.5 109 reviews

Beautiful Apartment With First Class Amenities On The Anchorage, Siesta Key Apartment 1006

apartment, Siesta Key
This smoke-free apartment is located on Siesta Key, just 0.6 kilometres from Siesta Key Beach, a 10-minute walk from Siesta Key Marina and Crescent Beach. It has received excellent ratings for location, cleanliness, and user experience.
The apartment is a 2-bedroom, 2-bathroom property with a floor area of 116 square metres, accommodating up to 6 guests. It features a fully equipped kitchen, a terrace, a swimming pool, a jacuzzi, and a fitness centre, along with other amenities and activities.
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.

Best family friendly Sarasota holiday rentals

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

Experience "Old Florida" At The Coral Cottage - Sarasota
9.9 77 reviews

Experience "Old Florida" At The Coral Cottage

apartment, South Sarasota
This South Sarasota vacation home is conveniently located just under a mile from The Landings and within easy reach of other attractions like Coconuts Family Entertainment Center, Bee Ridge Park, Gulf Gate Mall, and Sarasota Memorial Health Care System. It boasts excellent user, location, and cleanliness ratings.
The property offers 139 square metres of space, with three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Amenities include a swimming pool, Jacuzzi, terrace, garden, spa, parking, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
16 Guest Pool House Walk To The Beach And Village - Sarasota
9.7 89 reviews

16 Guest Pool House Walk To The Beach And Village

apartment, Siesta Key
This Siesta Key house is situated just under 3 kilometres from Siesta Key Beach, and within 5 kilometres of both Shell Beach and Crescent Beach. It is located in Siesta Key Village, a quiet and relaxing area, offering a peaceful retreat from the hustle and bustle of more crowded areas. Guests have rated this property excellent for location, cleanliness and overall experience.
The property is a 6-bedroom house that provides ample space for large families or groups of friends. It offers modern amenities, including free Wi-Fi, a fully equipped kitchen, a private pool, a fenced private yard, and barbecue grills.
Alta Vida | Cozy Duplex Retreat - Sarasota
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.
Central & Spacious Home - Close To Everything! - Sarasota
10 7 reviews

Central & Spacious Home - Close To Everything!

apartment, Sarasota
This Bellevue Terrace holiday home in Sarasota is situated within 3.2km of Payne Park, Sarasota Art Museum, and Sarasota Memorial Hospital, and within 4.8km of Sarasota Commons Shopping Centre and Marie Selby Botanical Gardens.
This four-bedroom, two-bathroom property offers 149 square metres of space, sleeping up to ten guests and boasting a fully equipped kitchen, private garden, and Smart TV; nearby attractions include leisurely walks in Payne Park and visits to the Sarasota Art Museum.

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.

3br Garden Condo, Fully Fenced | Near Siesta - Sarasota
9.3 59 reviews

3br Garden Condo, Fully Fenced | Near Siesta

apartment, Gulf Gate Estates
This three-bedroom, two-bathroom ground-floor apartment in Gulf Gate Estates is situated approximately 10km from Siesta Key Beach and offers easy access to I-75 and Sarasota-Bradenton International Airport (SRQ), all within a 20km radius.
The self-catering property sleeps eight guests, features a fully equipped kitchen with dishwasher, a private garden with hot tub, and includes free parking, beach essentials (chairs, towels, umbrella), plus a shared heated swimming pool; nearby amenities include Publix supermarket and various restaurants and bars.
Luxury Sport Vacation Pool House-downtown Sarasota - Sarasota
10 48 reviews

Luxury Sport Vacation Pool House-downtown Sarasota

apartment, Sarasota
This Sarasota holiday home is situated approximately 1.6 kilometres from Sarasota city centre, offering easy access to Siesta Key Beach and Lido Key Beach.
The three-bedroom, two-bathroom property sleeps eight guests and boasts a private multi-sport court, heated pool, game room with ping pong and air hockey, a fully equipped kitchen, and three bicycles and an inflatable kayak for guest use.
Pool+hot Tub | Coffee Bar | Volleyball | Location - Sarasota
9.9 29 reviews

Pool+hot Tub | Coffee Bar | Volleyball | Location

house, Whitfield
This family-friendly villa is located in a quiet residential neighbourhood in Whitfield, a short drive of 800 metres to local shops, and 8 to 16 kilometres from Siesta Key and Lido Key beaches, and 8 to 16 kilometres from Downtown Sarasota's dining and St. Armands Circle.
This newly renovated retreat offers accommodation for up to 10 guests across 3 bedrooms, featuring a private resort-style backyard with a heated swimming pool, hot tub, fire pit, mini golf, and volleyball court for entertainment.
Wonderful Vacation Home Near Siesta Key Beach - Sarasota
9.8 83 reviews

Wonderful Vacation Home Near Siesta Key Beach

apartment, South Sarasota
This family-friendly holiday home is located in South Sarasota, just 3.2 kilometres from the beach and within easy reach of attractions like Coconuts Family Entertainment Center and Bee Ridge Park. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The 142 square metre house has 3 bedrooms, a sofa bed, and can accommodate up to 8 guests. Enjoy a range of amenities including a private garden, a spa, a tennis court, and a fully equipped kitchen with a dishwasher, microwave, fridge and freezer.

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.

Sunny Sarasota Home Near Siesta Key Beach - Sarasota
10 15 reviews

Sunny Sarasota Home Near Siesta Key Beach

apartment, Sarasota
This three-bedroom, two-bathroom flat in Sarasota offers a central base, just a short drive from Siesta Key beach and close to downtown Sarasota's cultural attractions.
This pet-friendly accommodation accommodates up to five guests and features a modern kitchen, a private garden, and in-unit laundry facilities, ideal for exploring the local dining and shopping.
Updated Downtown Sarasota Villa, 2b/2b - Sarasota
9.6 8 reviews

Updated Downtown Sarasota Villa, 2b/2b

house, Sarasota
This Laurel Park villa in downtown Sarasota offers easy walking access to Selby Gardens, Marina Jack, and Main Street, lying within 5.6km of Siesta Key and 6.4km of Lido Beach and St Armands Circle.
The two-bedroom, two-bathroom property sleeps six, features a fenced patio with washer/dryer, Pottery Barn furnishings, a 75” smart TV, free Wi-Fi, and is close to a community park; the property is updated and includes a microwave and fridge.
Deal 5* Min 30 Days Spacious Remodelled Home - Sarasota
10 21 reviews

Deal 5* Min 30 Days Spacious Remodelled Home

apartment, Sarasota
This Sarasota house, centrally located and offering easy access to Downtown Sarasota, Lido Key Beach, and Sarasota International Airport, provides a convenient base for exploring the city and its surroundings.
Sleeping up to five guests, this newly renovated two-bedroom, one-bathroom property boasts a fully equipped kitchen, a private gated garden, ultra-fast Wi-Fi, and keyless entry.
Cozy 2br - Walk To Downtown - Patio & Beach Chairs - Sarasota
No reviews

Cozy 2br - Walk To Downtown - Patio & Beach Chairs

house, Sarasota
This 2-bedroom holiday home in Sarasota is situated a short walk from downtown and 965 metres from the Sarasota County Visitor Information Centre and History Museum, offering prime walkability to the Van Wezel Performing Arts Hall and convenient access to Indian Beach (2.3 kilometres) and the John And Mable Ringling Museum Of Art (4.3 kilometres).
This 158 square metre holiday home accommodates up to 6 guests, featuring air conditioning, a fully equipped kitchen with a fridge, microwave, dishwasher, and oven, free WiFi in public areas, and a garden with outdoor seating, plus beach chairs for excursions to the coast.

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.

Charming Old-sarasota -Florida Home - Cozy 2br Retreat Near Beaches And Bay Park - Sarasota
No reviews

Charming Old-sarasota -Florida Home - Cozy 2br Retreat Near Beaches And Bay Park

apartment, Sarasota

Best Sarasota holiday rentals with a balcony

Charlotte Ave Coastal Retreat Private Pool Fire Pit & Backyard Lounge - Sarasota
No reviews

Charlotte Ave Coastal Retreat Private Pool Fire Pit & Backyard Lounge

apartment, Sarasota
Ideal 2-bed/2-bath Condo At Whitaker Bayou. - Sarasota
No reviews

Ideal 2-bed/2-bath Condo At Whitaker Bayou.

apartment, Sarasota
Tropical Breeze Oasis With Heated Pool, Large Patio - Sarasota
No reviews

Tropical Breeze Oasis With Heated Pool, Large Patio

house, Sarasota
Lux Villas On Beautiful Palmer Ranch - Sarasota
9.4 97 reviews

Lux Villas On Beautiful Palmer Ranch

house, Gulf Gate Estates

Best Pet-Friendly Holiday Rentals in Sarasota

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

Sarasota Pool Heated Home Near Siesta Key Beach - Sarasota
9.7 52 reviews

Sarasota Pool Heated Home Near Siesta Key Beach

apartment, South Gate Ridge
The Palm Cottage - Sarasota
10 12 reviews

The Palm Cottage

apartment, South Sarasota
Heated Pool + Spa + Mini Golf + Tiki Near Siesta - Sarasota
10 66 reviews

Heated Pool + Spa + Mini Golf + Tiki Near Siesta

apartment, South Sarasota
3 Blocks To The Coast! Cozy Sarasota Retreat - Sarasota
9.4 35 reviews

3 Blocks To The Coast! Cozy Sarasota Retreat

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.

Sarasota Paradise Heated Pool Home Close To Siesta Key Beach. - Sarasota
9.6 5 reviews

Sarasota Paradise Heated Pool Home Close To Siesta Key Beach.

apartment, South Gate Ridge
Modern Home W/ Heated Pool, Spa + Putting Green - Sarasota
10 9 reviews

Modern Home W/ Heated Pool, Spa + Putting Green

apartment, Sarasota
New Luxury Waterfront Condo  Pool/gym/hot Tub - Sarasota
9.6 7 reviews

New Luxury Waterfront Condo Pool/gym/hot Tub

apartment, Sarasota
Luxury Oasis In Sarasota - Sarasota
10 26 reviews

Luxury Oasis In Sarasota

apartment, 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.

Perfect Family Getaway+ping Pong, Mini Golf, Bikes - Sarasota
9.9 78 reviews

Perfect Family Getaway+ping Pong, Mini Golf, Bikes

apartment, Sarasota
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