Holiday Rentals in Sarasota

4506 available vacation rental offers

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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.

Cozy, Charming, Lovely Lido Key Villa - Beach Down The Block! - Sarasota
No reviews

Cozy, Charming, Lovely Lido Key Villa - Beach Down The Block!

house, Sarasota
This pet-friendly villa in Sarasota offers a prime location, just 3 minutes' walk from Lido Beach and 12 minutes' walk to St. Armands Circle.
The 67 square meter accommodation sleeps up to four guests and includes a kitchenette with a full oven, stovetop, fridge, coffee maker, and ice maker, alongside free Wi-Fi, air conditioning, and on-site laundry facilities, with a complimentary kayak available for exploring local waters.
Brisas Del Mar Pool, Spa, Guest House - Sarasota
10 3 reviews

Brisas Del Mar Pool, Spa, Guest House

apartment, Sarasota
This Sarasota flat is situated approximately 3.2 kilometres from Siesta Key Beach, offering convenient access to the area's popular coastal attractions.
This spacious 4-bedroom, 3-bathroom property accommodates up to 10 guests and features a private pool with a spa, an outdoor kitchen, a separate guest house, and bicycles for exploring the local area.
Private Beach Retreat On Siesta Key! Bright Villa - Sarasota
9.8 12 reviews

Private Beach Retreat On Siesta Key! Bright Villa

house, Siesta Key
This two-bedroom villa offers prime positioning on Siesta Key, providing private access to powder-white sands and a short walk to Crescent Beach, with Siesta Key Village located 3.2 kilometres away.
This single-story villa, covering 88 square metres, accommodates up to six guests and features a well-equipped kitchen, a lanai for sunset views, and access to community amenities including a heated outdoor pool and game room, alongside provided beach chairs.
Relax In This Spacious 2-bedroom, 2-bath Condo In Sarasota's Bayside. - Sarasota
9.6 50 reviews

Relax In This Spacious 2-bedroom, 2-bath Condo In Sarasota's Bayside.

apartment, Siesta Key
This first-floor Siesta Key condominium offers a prime Bay-side location, just a short stroll to the Gulf-side beach and within easy reach of St. Armands Circle and the Mall at University Town Centre.
This 101 square meter apartment sleeps six, featuring two bedrooms, two bathrooms, a fully equipped kitchen, and access to both Bay-side and Gulf-side swimming pools and a hot tub.

Best family friendly Sarasota holiday rentals

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

Palm Tree Haven - Sarasota
10 99 reviews

Palm Tree Haven

house, Sarasota Springs
This Sarasota Springs apartment is situated in a peaceful neighbourhood, under 16km from Lido and Siesta Key beaches and 8.8km from Sarasota's city centre.
The two-bedroom, two-bathroom property sleeps four, features a screened porch, and offers convenient access to both beaches and Sarasota's attractions, including its diverse restaurants.
Gorgeous Lido Key Condo - 6 Minute Walk To Beach - Family Tides - Sarasota
9.0 2 reviews

Gorgeous Lido Key Condo - 6 Minute Walk To Beach - Family Tides

apartment, Sarasota
This Sarasota condo is conveniently located within a 2.4km walk of Lido Beach and St Armands Circle, and 1.6km from Coolidge and South Lido Parks, offering easy access to Sarasota's prime attractions.
This two-bedroom, two-bathroom apartment boasts 101 square metres of living space, comfortably accommodating six guests and including amenities such as a fully equipped kitchen, in-unit laundry, free Wi-Fi, and access to a garden and spa.
Close To Beaches With Hot Tub And Large Garden - Sarasota
9.4 43 reviews

Close To Beaches With Hot Tub And Large Garden

apartment, Gulf Gate Estates
This Gulf Gate Estates apartment is conveniently located approximately 16 kilometres from the Ringling Museum of Art and Sarasota Bradenton International Airport, and 11 kilometres from the Sarasota Opera and Marina Jack.
The 37-square-metre self-catering flat features one bedroom, one bathroom, sleeps seven guests, and boasts a private hot tub, garden, and access to a swimming pool, jacuzzi, sauna, spa, tennis court, and on-site restaurant.
Private Pool And Putt Putt Course - Stunning Family Retreat - Sarasota
9.8 50 reviews

Private Pool And Putt Putt Course - Stunning Family Retreat

house, Sarasota
This pet-friendly residence is located in Sarasota's Pinecraft district, a 15-minute drive from Siesta Key Beach, offering convenient access to Downtown Sarasota, Lido Key, and St. Armands Circle via the complimentary Bay Runner trolley.
This holiday home accommodates up to eight guests and features a private heated pool, extensive outdoor recreational amenities including a pickleball court and putt-putt course, two living areas, and a kitchen equipped with an 'Infinity Table' for board games.

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.

Azure Residence At Sarasota Cay Club - Sarasota
9.0 2 reviews

Azure Residence At Sarasota Cay Club

apartment, Whitfield
This recently renovated one-bedroom flat at Azure Residence, Sarasota Cay Club, is located in Whitfield, just 965 meters from Sarasota Bradenton International Airport and 4 kilometres from the Sarasota International Convention Centre.
This 30 square meter apartment accommodates up to six guests and offers a private pool, complimentary WiFi, on-site private parking, and an electric vehicle charging station, with a year-round outdoor swimming pool, sun terrace, and garden available for use.
104 M² House ∙ 2 Bedrooms ∙ 4 Guests - Sarasota
10 3 reviews

104 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Sarasota
This Sarasota property, a two-bedroom condo in Cherokee Park, is conveniently located minutes from Siesta Key's beaches and a short cycle from Sarasota's city centre.
The 96 square metre (104 square meters) residence boasts a spacious layout with king and queen-size beds, accommodating up to six guests, and features a private lanai, backyard, access to a communal pool and fitness centre, plus all utilities included.
Downtown Apartment-pool, Gym, Cowork  31 - Sarasota
9.7 194 reviews

Downtown Apartment-pool, Gym, Cowork 31

apartment, Sarasota
This two-bedroom, two-bathroom Sarasota apartment, situated in Downtown Sarasota, offers easy access to the city's attractions.
The 5-guest property boasts an oversized kitchen island, slider doors with cityscape views, access to a shared gym, rooftop pool and deck, on-site Motoneko Cafe, and secure parking; pet-friendly (prior notification required).
Relax & Unwind  1br Beach Club Siesta Key 110d Rva - Sarasota
8.9 1217 reviews

Relax & Unwind 1br Beach Club Siesta Key 110d Rva

apartment, Siesta Key
The Beach Club At Siesta Key #103e Resort By Rva is situated on Siesta Key, just a short walk from both Crescent Beach and Siesta Key Beach, making it ideal for those seeking a beachside escape. The property enjoys excellent ratings for location, cleanliness and overall user experience.
This two-bedroom apartment offers comfortable accommodation for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, a jacuzzi, a terrace, a garden, a spa, a restaurant, a tennis court and free parking.

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.

Cozy Quaint Home In Sarasota - Sarasota
9.8 71 reviews

Cozy Quaint Home In Sarasota

apartment, Sarasota
This four-bedroom Sarasota holiday home is centrally located, offering easy access to downtown Sarasota and local beaches, though precise distances aren't specified.
Sleeping twelve guests, the property boasts a full kitchen, private hot tub, outdoor fire pit, and office space, alongside three queen beds, twin bunk beds, and a queen sofa bed.
Charming Downtown Sarasota Stay - Sarasota
9.6 10 reviews

Charming Downtown Sarasota Stay

apartment, Sarasota
This one-bedroom flat offers a prime downtown Sarasota location, just minutes on foot from numerous restaurants and shops.
This comfortable flat, accommodating up to four guests, features air conditioning, internet, and a kitchen, providing all necessary amenities for your stay.
75 M² Condo ∙ 1 Bedroom ∙ 2 Guests - Sarasota
10 1 review

75 M² Condo ∙ 1 Bedroom ∙ 2 Guests

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.
Voco Sarasota By Ihg - Sarasota
8.8 1302 reviews

Voco Sarasota By Ihg

resort, Sarasota
Hotel Indigo - Sarasota, An Ihg Hotel is conveniently located near Sarasota-Bradenton International Airport, just a short drive from Lido Beach and the Ringling Museum of Art. The hotel has received excellent ratings for its location, cleanliness, and overall guest experience.
The accommodation features bright, comfortable rooms with hardwood floors and unique wall murals. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, fitness centre, restaurant, bar, and free parking.

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.

Private Sarasota Guest House Near Beaches, Downtown & Siesta Key - Sarasota
No reviews

Private Sarasota Guest House Near Beaches, Downtown & Siesta Key

apartment, Sarasota

Best Sarasota holiday rentals with a balcony

Island House -W/ Heated Pool 1 Mi To Siesta Beach! - Sarasota
9.4 563 reviews

Island House -W/ Heated Pool 1 Mi To Siesta Beach!

apartment, Gulf Gate Estates
A+ Sarasota Condo/ Sleeps 4- Close To Siesta Key Beach - Sarasota
No reviews

A+ Sarasota Condo/ Sleeps 4- Close To Siesta Key Beach

apartment, Bee Ridge
Par-tee | 3bd Home On Golf Course - Sleeps 11 - Sarasota
No reviews

Par-tee | 3bd Home On Golf Course - Sleeps 11

apartment, Whitfield
Charming Sweet Daisy Overlooking Stunning New Pool In Awesome Southside Village! - Sarasota
10 9 reviews

Charming Sweet Daisy Overlooking Stunning New Pool In Awesome Southside Village!

apartment, Sarasota

Best Pet-Friendly Holiday Rentals in Sarasota

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

3 Homes For Large Groups-pool&hot Tub. Downtown - Sarasota
No reviews

3 Homes For Large Groups-pool&hot Tub. Downtown

apartment, Sarasota
Perfect Florida Location: Craftsman Carriage House - Sarasota
9.8 166 reviews

Perfect Florida Location: Craftsman Carriage House

house, Sarasota
Beach Downtown-family & Pet Friendly-balcony & Garage-10 Acre Park With Pickleball, Tennis & Basketball-lido Beach-opera-symphony-st Armands Circle - Sarasota
9.8 4 reviews

Beach Downtown-family & Pet Friendly-balcony & Garage-10 Acre Park With Pickleball, Tennis & Basketball-lido Beach-opera-symphony-st Armands Circle

house, Sarasota
Beach Downtown-family & Pet Friendly-balcony & Garage-10 Acre Park With Pickleball, Tennis & Basketball-lido Beach-opera-symphony-st Armands Circle - Sarasota
8.8 9 reviews

Beach Downtown-family & Pet Friendly-balcony & Garage-10 Acre Park With Pickleball, Tennis & Basketball-lido Beach-opera-symphony-st Armands Circle

house, 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.

Spacious 4br Home With Rooftop Oasis - Sarasota
No reviews

Spacious 4br Home With Rooftop Oasis

apartment, Sarasota
New Listing! Bayside Unit, Balcony, Private Beach! - Sarasota
No reviews

New Listing! Bayside Unit, Balcony, Private Beach!

apartment, Siesta Key
Beautifully Furnished 2b/2b With In-house Laundry - Sarasota
No reviews

Beautifully Furnished 2b/2b With In-house Laundry

apartment, Sarasota
Dream Sunsets & Coastal Blissbeach Club 108a / Rva - Sarasota
9.1 86 reviews

Dream Sunsets & Coastal Blissbeach Club 108a / Rva

apartment, Siesta Key

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.

Beautiful 3-bedroom House With Heated Pool And E-bikes Near Siesta Key Beach - Sarasota
10 32 reviews

Beautiful 3-bedroom House With Heated Pool And E-bikes Near Siesta Key Beach

apartment, Sarasota
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