Holiday Rentals in Sarasota

3210 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.

Siesta Key Beach Gempool | Private Beach | Fast Wifi - Siesta Sky - Sarasota
9.8 305 reviews

Siesta Key Beach Gempool | Private Beach | Fast Wifi - Siesta Sky

apartment, Siesta Key
This one-bedroom apartment is located in a gated complex on Siesta Key, just a 0.6 km walk from the beach and within easy reach of local attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is 48 square metres in size and comfortably accommodates two guests. It offers a range of amenities including a swimming pool, spa, garden, and parking, plus a fully equipped kitchen and air conditioning.
Aloft On Canal  Luxury Beachside Retreat - Sarasota
No reviews

Aloft On Canal Luxury Beachside Retreat

apartment, Siesta Key
This luxury apartment is located in Siesta Key, just 240 metres from Siesta Key Beach and across the street from canal and dock access.
This 8-bedroom, 6-bathroom holiday home accommodates up to 22 guests and features a heated pool with waterslide, spa, swim-up bar, rooftop deck, game room, elevator access, and includes beach gear, with dog-friendly options available.
The Pink Palm On Siesta Key - Sarasota
9.8 16 reviews

The Pink Palm On Siesta Key

apartment, Sarasota
This Bay Isle holiday home is situated on the north end of Siesta Key, Sarasota, Florida, a short 0.8 km walk from a public beach and under 3.2 km from Siesta Key Village.
This three-bedroom, three-bathroom property sleeps eight guests and boasts a large fenced garden, a resort-style saltwater pool, and a fully equipped kitchen; nearby activities include exploring the renowned Siesta Key Beach.
Charming Beach Cottage On Lido Beach....walk To The Beach And St Armand's Circle - Sarasota
10 56 reviews

Charming Beach Cottage On Lido Beach....walk To The Beach And St Armand's Circle

apartment, Sarasota
This charming beach house is located just a short walk from Lido Beach and St. Armands Circle in Sarasota, offering easy access to the area's attractions and amenities. The property has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
The three-bedroom, two-bathroom property spans 181 square metres and comfortably accommodates up to six guests. The house is fully equipped with everything you need for a relaxing beach getaway, including a private backyard with a tiki bar, outdoor dining, and a fire ring, as well as direct access to the beach.

Best family friendly Sarasota holiday rentals

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

Coastal Sarasota Pool Home~near Downtown & Legacy - Sarasota
9.9 28 reviews

Coastal Sarasota Pool Home~near Downtown & Legacy

apartment, Sarasota
This Sarasota property, near the Legacy Trail, offers easy cycling access to both Sarasota and Venice city centres.
The three-bedroom, two-bathroom house sleeps seven guests and boasts a private pool, fully equipped kitchen, high-speed Wi-Fi, and free use of on-site bicycles; nearby motorized scooter rentals are available for exploring the Legacy Trail.
Sarasota Downtown Beach Getaway - Sarasota
9.6 5 reviews

Sarasota Downtown Beach Getaway

house, Sarasota
This two-bedroom, two-bathroom Sarasota city centre apartment is conveniently located near Sarasota Memorial Hospital, offering easy access via the free trolley to Siesta Key beach and Sarasota-Bradenton International Airport (SRQ).
The fully-remodelled flat sleeps four guests and boasts a kitchen with fridge, microwave, and dishwasher, air conditioning, a swimming pool, parking, and internet access; nearby attractions include downtown Sarasota's museums and theatres.
Trendy & Relaxing - Close To Beach - Pool - Hot Tub - Sarasota
10 1 review

Trendy & Relaxing - Close To Beach - Pool - Hot Tub

apartment, Siesta Key
This Siesta Key apartment, an eight-minute walk from Crescent Beach and 18 kilometres from Sarasota Bradenton International Airport, offers convenient access to Siesta Key's attractions. This three-bedroom, two-bathroom property sleeps 22 guests and boasts a fully equipped kitchen, private parking, a Jacuzzi, and a swimming pool.
Urban Serenity Among Mango Trees - Sarasota
10 80 reviews

Urban Serenity Among Mango Trees

apartment, Sarasota
This Sarasota holiday home is situated in the Indian Beach/Sapphire Shores neighbourhood, within easy reach (under 5km) of the Ringling Museum of Art, the Asolo Repertory Theatre, and Sarasota-Bradenton International Airport.
The two-bedroom, two-bathroom property sleeps up to six guests and features a fully equipped kitchen, private tropical garden, Tesla charger, and is close to Sapphire Shores Park for dolphin and manatee spotting, as well as Lido Beach and St. Armands Circle (within 10km).

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.

Modern Bright Escape Mins Beach, Pool, Hot Tub - Sarasota
9.0 2 reviews

Modern Bright Escape Mins Beach, Pool, Hot Tub

apartment, Siesta Key
This Siesta Key apartment, an eight-minute walk from Crescent Beach, is 11.6km from Marina Jack and 17.7km from the Ringling Museum.
The 70-square-metre self-catering flat offers one bedroom, one bathroom, sleeps ten guests, and includes a private pool, hot tub, free Wi-Fi, and parking.
A Few Steps From The Beach With Community Pool - Sarasota
9.2 61 reviews

A Few Steps From The Beach With Community Pool

apartment, Siesta Key
This Siesta Key apartment is conveniently located just a mile from the world-renowned Siesta Key Beach, offering easy access to its powdery white sands and calm waters. It also enjoys close proximity to other popular attractions like Crescent Beach and St. Boniface Episcopal Church Labyrinth, making it ideal for exploring the area. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom, two-bathroom apartment spans 72 square metres and comfortably accommodates up to six guests. It features a fully equipped kitchen, a comfortable living area, a private balcony, and a swimming pool, providing everything you need for a relaxing and enjoyable stay.
House On Hibiscus - New, Close To Beach And Everything Else. Pet Friendly! - Sarasota
9.8 23 reviews

House On Hibiscus - New, Close To Beach And Everything Else. Pet Friendly!

apartment, Sarasota
This Sarasota holiday home, situated in Arlington Park, is less than 3.2 kilometres from Siesta Key Beach and a short 5-minute walk from Southside Village.
The fully renovated three-bedroom property boasts two bathrooms, a separate office, sleeps eight guests, includes a swimming pool and garden, and offers easy access to nearby attractions such as Marie Selby Botanical Gardens and St. Armands Circle.
Waterfront Condo W/ Kayaks, Resort Pool, Sarasota - Sarasota
9.9 68 reviews

Waterfront Condo W/ Kayaks, Resort Pool, Sarasota

house, Sarasota
This Sarasota, Florida luxury condo boasts direct Gulf access via a private 93-metre boardwalk, offering breathtaking waterfront views and proximity to Sarasota's beaches, restaurants, and shops.
The two-bedroom, two-bathroom property sleeps four guests and features a modern open-plan layout, a private swimming pool, Jacuzzi, fitness centre, and access to kayaks and paddleboards, ideal for exploring the Gulf of Mexico.

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.

Historic Craftsman Charm - Fido Friendly, Fenced Yard, Fire Pit, Near Sarasota Beaches And Downtown! - Sarasota
9.4 29 reviews

Historic Craftsman Charm - Fido Friendly, Fenced Yard, Fire Pit, Near Sarasota Beaches And Downtown!

apartment, Sarasota
This centrally located Sarasota holiday home is within a 2.4km walk of Ringling College of Art and Design, the Van Wezel Performing Arts Hall, and the Sarasota County Visitor Information Centre, and under 1.6km from the Westcoast Black Theatre Troupe and McCurdy's Comedy Theatre.
The 111 square metre property features two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, private garden with a patio, and a tennis court.
Charming Waterfront 1/1.5 Beautiful Sunsets At The Strand! - Sarasota
9.9 24 reviews

Charming Waterfront 1/1.5 Beautiful Sunsets At The Strand!

apartment, Sarasota
This centrally located Sarasota condo is within 1.6km of the Marietta Museum of Art and Whimsy and Ringling College of Art and Design, and under 2.4km from the Van Wezel Performing Arts Hall.
The one-bedroom, one-bathroom apartment sleeps four, boasts a fully equipped kitchen, private balcony, free Wi-Fi, and access to a swimming pool, jacuzzi, fitness centre, and parking; nearby attractions include the Sarasota County Visitor Information Centre and History Museum.
Modern Retro Oasis: Private Yard|driveway|downtown - Sarasota
10 5 reviews

Modern Retro Oasis: Private Yard|driveway|downtown

apartment, Southgate
This South Gate flat offers a prime location, situated 12 kilometres from Siesta Key Beach and 8 kilometres from downtown Sarasota's cultural attractions, with St. Armands Circle also a short distance away.
This two-bedroom residence, accommodating up to six guests, boasts a private fenced garden with a fire pit and BBQ grill, a fully equipped kitchen with a dining area for four, in-unit laundry facilities, and fast Wi-Fi, all within a 5-kilometre radius of Westfield Siesta Key mall and major grocery stores.
New 3br | Heated Pool | 5 Min To Siesta - Sarasota
9.3 11 reviews

New 3br | Heated Pool | 5 Min To Siesta

apartment, Gulf Gate Estates
This Sarasota flat is located in a peaceful neighbourhood, a short 5-10 minute drive from Siesta Key Beach, offering easy access to shops and eateries.
This three-bedroom, two-bathroom residence accommodates up to eight guests and features a fully equipped kitchen, air conditioning, a private patio with a barbecue, and a year-round heated community swimming pool, with beach essentials and high-speed internet provided.

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.

Tropical Beach Resorts - Sarasota - Sarasota
9.3 7388 reviews

Tropical Beach Resorts - Sarasota

resort, Siesta Key

Best Sarasota holiday rentals with a balcony

Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min Trolley To Village! - Sarasota
9.8 193 reviews

Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min Trolley To Village!

apartment, Siesta Key
Daisy Apartment Southside Village - Sarasota
8.7 7 reviews

Daisy Apartment Southside Village

apartment, Sarasota
Spacious Siesta Key Home With Private Heated Pool  Pet Friendly, Near Beaches - Sarasota
9.0 56 reviews

Spacious Siesta Key Home With Private Heated Pool Pet Friendly, Near Beaches

apartment, Sarasota
Charm | Comfy | Tiki | Pool Private Beach - Sarasota
9.6 282 reviews

Charm | Comfy | Tiki | Pool Private Beach

apartment, Siesta Key

Best Pet-Friendly Holiday Rentals in Sarasota

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

Christianbnb For Teams Groups & Leaders Sleeps 14 - Sarasota
No reviews

Christianbnb For Teams Groups & Leaders Sleeps 14

apartment, Sarasota Springs
Guests Love This Home & Location Walk Downtown, Trolley To Lido Beach, Pets Ok! - Sarasota
10 86 reviews

Guests Love This Home & Location Walk Downtown, Trolley To Lido Beach, Pets Ok!

apartment, Sarasota
Resort Pool & Spa, Fitness Center, Pet Friendly, Waterfront Condo In Downtown! - Sarasota
9.0 2 reviews

Resort Pool & Spa, Fitness Center, Pet Friendly, Waterfront Condo In Downtown!

house, Sarasota
Close To Beaches With Hot Tub And Large Garden - Sarasota
9.4 47 reviews

Close To Beaches With Hot Tub And Large Garden

apartment, Gulf Gate Estates

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.

Lido Sands - 213   Lido Key - Sarasota
9.8 68 reviews

Lido Sands - 213 Lido Key

apartment, Sarasota
Modern Home With Jacuzzi/ Near Siesta Key Beach - Sarasota
No reviews

Modern Home With Jacuzzi/ Near Siesta Key Beach

apartment, Kensington Park
Waterfront, Pet-friendly Condo With Pool, Spa, And Fitness Center Near Downtown Sarasota - Sarasota
10 24 reviews

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

apartment, Sarasota
St. Armands Circle Sarasota, Florida - Restaurants, Shopping, Beaches, Sun & Fun - Sarasota
10 42 reviews

St. Armands Circle Sarasota, Florida - Restaurants, Shopping, Beaches, Sun & Fun

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.

Always Seasun, 2 Bedroom Sleeps 5, Clean/updated, Full Kitchen, Internet, Park - Sarasota
9.6 10 reviews

Always Seasun, 2 Bedroom Sleeps 5, Clean/updated, Full Kitchen, Internet, Park

apartment, Sarasota
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