Villas and Holiday homes in Sarasota

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Sarasota holiday homes
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1245 Villa rentals in Sarasota

Best Sarasota villas and holiday homes with air conditioning

Siesta Key Beach - Tropea 665 #3 - Sarasota
9.5 271 reviews

Siesta Key Beach - Tropea 665 #3

house, Siesta Key
This Siesta Key holiday home is just a short walk from Crescent Beach and a 10-minute drive from The John and Mable Ringling Museum of Art, offering a peaceful escape from the bustling tourist areas. Guests consistently rate the property excellent for its location, cleanliness, and overall experience.
The single-bedroom property features a separate bedroom for privacy and a fully equipped kitchen with a dishwasher and oven. Guests can enjoy air conditioning, a TV with cable channels, and access to a spa, restaurant, and parking.
Cottage On Lime - Downtown Sarasota - Sarasota
9.7 51 reviews

Cottage On Lime - Downtown Sarasota

cottage, Sarasota
This Sarasota cottage, a 1948 property, is situated in downtown Sarasota, less than 3.2km from the city centre, 1.6km from Ed Smith Stadium, and 8km from Lido Beach and St Armands Circle.
This 93-square-metre house sleeps six, boasts two bedrooms, one bathroom, a fully equipped kitchen, and ample parking for cars, boats, and RVs, plus a large garden suitable for events.
Kingston Arms 1st Floor - Sarasota
9.8 96 reviews

Kingston Arms 1st Floor

house, Sarasota
Kingston Arms 1st Floor Right, a Sarasota property, enjoys a prime location a 3-minute walk from St. Armands Circle and is 9.5km from The John and Mable Ringling Museum of Art.
This 102-square-metre ground-floor apartment offers guests free private parking, Wi-Fi, a fully equipped kitchen, air conditioning, a swimming pool, a spa, and is pet-friendly.
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.

Find the Best Holiday Homes with a Hot Tub in Sarasota

A holiday home with a hot tub in Sarasota offers a secluded sanctuary for a private soak after coastal excursions.

Home With Fenced Yard, Hot Tub, Grill And 3 King Beds! - Sarasota
No reviews

Home With Fenced Yard, Hot Tub, Grill And 3 King Beds!

house, Southgate
This Southgate holiday home is situated approximately 5-11 kilometres from attractions including the Sarasota Opera House, the Ringling Museum of Art, and Sarasota Jungle Gardens.
The 151-square-metre property boasts three king-sized bedrooms, two bathrooms, sleeps up to 15 guests, and includes a hot tub, garden, free Wi-Fi, and parking.
The Palm Court Villa - Sarasota
10 12 reviews

The Palm Court Villa

house, Sarasota
This family-friendly detached house in Sarasota offers a private driveway with ample parking, smart lock entry for convenient self-check-in, and is situated in a district providing easy access to attractions, beaches, and restaurants within a 5-15 minute drive, approximately 800 metres to 2.4 kilometres.
This spacious accommodation for 10 guests features a chef's kitchen with premium appliances and quartz waterfall countertops, a seamless open-concept living space, a swimming pool, Jacuzzi, and a garden, ensuring a comfortable stay with amenities for exploring Sarasota.
Fabulous 2-bedroom Villa Steps From Heated Pool And 15 Minutes From Siesta Key - Sarasota
10 1 review

Fabulous 2-bedroom Villa Steps From Heated Pool And 15 Minutes From Siesta Key

house, Gulf Gate Estates
This villa is located in Gulf Gate Estates, Sarasota, a short drive from Siesta Key Beach and a convenient distance to St. Armands Circle for dining and shopping.
This 125 square meter villa accommodates up to six guests and features two bedrooms, two bathrooms, a private tropical garden, a screened lanai, a heated swimming pool, and a hot tub, with a one-car garage for parking.
6415 Midnight Pass #210 - Sarasota
No reviews

6415 Midnight Pass #210

house, Siesta Key
This Siesta Key holiday home, 6415 Midnight Pass #210, is a 7-minute walk from Crescent Beach, 2.6 km from Turtle Beach, and 2.9 km from Siesta Key Beach, offering convenient access to local attractions including the John and Mable Ringling Museum of Art (18 km away).
The 116-square-metre property boasts two bedrooms, two bathrooms, and sleeps up to 11 guests, featuring a private pool, jacuzzi, sauna, and fitness centre, alongside free Wi-Fi and a fully equipped kitchen.

Frequently asked questions about villa rentals in Sarasota

Popular destinations

Best Sarasota villas and holiday homes with a kitchen

One Block From The Beach Lido Beach Palms 5 - Sarasota
10 3 reviews

One Block From The Beach Lido Beach Palms 5

house, Sarasota
This Old Florida-style apartment complex is situated just 100 metres from Lido Beach and offers convenient access to St. Armands Circle and South Lido Park.
This newly refurbished two-bedroom, two-bathroom unit accommodates up to four guests and features a private pool deck, a shared gazebo with a barbecue grill, and complimentary high-speed internet, with beach essentials provided.
Heated Pool Home 10 Miles Beach 3 Miles Img - Sarasota
9.6 7 reviews

Heated Pool Home 10 Miles Beach 3 Miles Img

house, Bayshore Gardens
This detached house is situated in Bradenton, 4.8 kilometres from IMG Academy, 5.9 kilometres from Sarasota International Convention Centre, and 6.1 kilometres from the John and Mable Ringling Museum of Art.
This 121 square metre residence accommodates up to 11 guests and offers a fully equipped kitchen, air conditioning, internet access, parking, and a heated private swimming pool for year-round enjoyment, with pets being welcome.
The Landings Retreat  Spacious 2br/2ba Getaway - Sarasota
No reviews

The Landings Retreat Spacious 2br/2ba Getaway

house, South Sarasota
This villa is located in South Sarasota, a short walk from a shopping plaza and a 6 kilometre drive to Siesta Key Beach and St. Armands Circle.
This 141 square metre residence offers 3 bedrooms and 2 bathrooms to accommodate up to 6 guests, featuring air conditioning, a swimming pool, a spa, a garden, and a playroom with two twin beds.
'Ocean Breeze Oasis' W/ Boat Dock & Slip On Canal! - Sarasota
9.3 124 reviews

'Ocean Breeze Oasis' W/ Boat Dock & Slip On Canal!

house, Bayshore Gardens
This Bayshore Gardens holiday home is situated in Bradenton, Florida, 3.1km from Sarasota Bradenton International Airport and a short drive from attractions such as the Van Wezel Performing Arts Hall and The John and Mable Ringling Museum of Art.
The 135-square-metre property boasts three bedrooms, a private boat dock, a swimming pool, Jacuzzi, fitness centre, free Wi-Fi, and bicycles for guest use, perfect for families or groups seeking a relaxing Florida getaway.

Compare Holiday Houses with a Swimming Pool in Sarasota

Having a pool at your holiday home in Sarasota ensures a refreshing dip is always available.

New Condo Near Downtown Sarasota - Sarasota
9.9 18 reviews

New Condo Near Downtown Sarasota

house, Sarasota
This Sarasota studio apartment, situated in the Strand complex near Whitaker Bayou, offers easy access to Lido Key Beach, St. Armands Circle, and Siesta Key Beach, all within a short driving distance.
The one-bedroom condo boasts a king-size bed and a convertible single bed, accommodating up to three guests, and features two smart TVs, WiFi, a balcony, and access to a swimming pool, hot tub, fitness centre and kayak launch.
70 M² House ∙ 1 Bedroom ∙ 4 Guests - Sarasota
9.4 8 reviews

70 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Siesta Key
Mimosa, a ground-floor duplex in Siesta Key Village, is a three-minute walk (approximately 0.24 km) from Siesta Key Beach.
This pet-friendly (dogs up to 25lbs, fee applies) 69 square metre apartment sleeps four, featuring a king bed, queen sleeper sofa, well-equipped kitchen, two HDTVs, Wi-Fi, washer/dryer, shared heated pool (15 November – 15 April), and access to island shuttle transport.
209 M² House ∙ 4 Bedrooms ∙ 8 Guests - Sarasota
10 7 reviews

209 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Sarasota
Siesta Dolce, a five-bedroom house on Siesta Key, Sarasota, is located less than 3.2km from Siesta Key Public Beach Access #2 and a 5-minute walk from Shell Beach, offering easy access to Siesta Key Village.
This 208 square metre property sleeps up to 10 guests, boasting a private heated pool (heated Nov 15th-Apr 15th), a fully equipped kitchen, and extensive amenities including beach equipment, bikes, and a gas grill; one well-behaved dog (up to 25lbs) is welcome (fee applies).
Beautifully Renovated 5 Bed 3 Bath Mid Century Home - Sarasota
No reviews

Beautifully Renovated 5 Bed 3 Bath Mid Century Home

house, Bayshore Gardens
This holiday home in Bayshore Gardens is located 3.1 kilometres from Sarasota Bradenton International Airport and 5 kilometres from the Sarasota International Convention Centre.
This 700 square metre residence offers 1 bedroom, 1 bathroom and accommodates up to 2 guests, featuring a private swimming pool, garden, balcony, barbecue area, and a modern, fully equipped kitchen with free WiFi and air conditioning.

Find the Best Seaside Holiday Homes in Sarasota

Discover beautiful seaside walks from comfortable coastal holiday homes in Sarasota located a short drive from the beaches.

Tiny House Margarita - Sleeps 6 - Sarasota
9.5 110 reviews

Tiny House Margarita - Sleeps 6

apartment, Gulf Gate Estates

Popular 5-Star Holiday Houses in Sarasota

Elegance and comfort are guaranteed at each luxury holiday home in Sarasota.

Charming Lido Beach Condo - Sarasota
9.4 83 reviews

Charming Lido Beach Condo

house, Sarasota

Our Favourite Family-Friendly Holiday Houses in Sarasota

These family-friendly holiday homes in Sarasota provide generous living space and easy access to local lifeguarded beaches for a stress-free break.

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

Perfect Florida Location: Craftsman Carriage House

house, Sarasota
The Blessing House- Htd Pool/spa, Close To Beaches - Sarasota
10 113 reviews

The Blessing House- Htd Pool/spa, Close To Beaches

house, Sarasota
The Solaster | Pet Friendly Home On Siesta Key W/ 2 Heated Pools, Walk To Beach & South Village! - Sarasota
9.7 76 reviews

The Solaster | Pet Friendly Home On Siesta Key W/ 2 Heated Pools, Walk To Beach & South Village!

apartment, Siesta Key
4411 Shorewalk 15 Min To Beach And 5 Mins To Img - Sarasota
8.9 1567 reviews

4411 Shorewalk 15 Min To Beach And 5 Mins To Img

house, Bradenton

Explore Dog-Friendly Holiday Houses in Sarasota

Your dog-friendly holiday home in Sarasota ensures easy beach access and handy outdoor taps for cleaning.

Historic Bayshore Cottage Walk To Bay & Ringling - Sarasota
No reviews

Historic Bayshore Cottage Walk To Bay & Ringling

house, Sarasota
Top Gulf - Sarasota
9.9 15 reviews

Top Gulf

house, Siesta Key
Beach | Family & Pet Friendly | Garage & Balcony | Walk Or Bike | Downtown - Sarasota
No reviews

Beach | Family & Pet Friendly | Garage & Balcony | Walk Or Bike | Downtown

house, Sarasota
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

Guest-Favourite Holiday Homes with Parking in Sarasota

Driving to Sarasota? Each of these holiday homes include a car park, ensuring the coast is easily accessible from the moment you arrive.

Delightful 2 Br Downtown Sarasota Condo - The White Pearl - Sarasota
9.3 3 reviews

Delightful 2 Br Downtown Sarasota Condo - The White Pearl

house, Sarasota
Casa Rodante - Sarasota
9.3 27 reviews

Casa Rodante

house, Desoto Lakes
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
Screened-in Porch, Fire Pit, And Outdoor Games - Charming Retreat - Sarasota
No reviews

Screened-in Porch, Fire Pit, And Outdoor Games - Charming Retreat

house, Sarasota
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