This eight-bedroom Siesta Key property, The Conch, is a short walk from Crescent Beach and 1.8km from Turtle Beach, offering easy access to Siesta Key's beautiful coastline. This 383 square metre house boasts six bathrooms, a fully equipped kitchen, a private pool, parking and sleeps up to 51 guests, making it ideal for large groups or families visiting the John and Mable Ringling Museum of Art (17.7km away) and Sarasota Opera House (12.2km away).
Siesta Key, FL
10/07 – 12/07
£397/nighttotal: £794 (2 )
The Beach Club At Siesta #100b
1 2
house , Siesta Key
This holiday flat is situated in the Point O'Rocks district of Siesta Key, mere steps from Crescent Beach and approximately 17.7 kilometres from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport. This 46 square metre abode accommodates up to seven guests with one bathroom, featuring a fully equipped kitchen with a dishwasher, complimentary WiFi, private parking, air conditioning, a swimming pool, hot tub, and direct access to a private patio and a balcony from the bedroom.
Siesta Key, FL
27/06 – 11/07
£384/nighttotal: £5376 (14 )
Crystal Sands Villa 11 - Private Beach
2 5
house , Siesta Key
This villa is located on Siesta Key, a short distance from Siesta Key Village and St. Armands Circle, offering proximity to theme parks and beaches. This 116 square meter apartment accommodates up to six guests and features a kitchen with a fridge, microwave oven, and dishwasher, alongside air conditioning, a swimming pool, spa, and parking.
8.5 1211 reviews
Siesta Key, FL
24/06 – 01/07
£159/nighttotal: £1113 (7 )
Tiny House Siesta
2 6
house , Gulf Gate Estates
Tiny House Siesta is located in Sarasota, Florida, just a short walk from the famous Siesta Key Beach and close to the vibrant Gulf Gate Estates area. The accommodation has received very good ratings for its cleanliness, location, and overall experience. The mobile home offers a unique and cosy living space with some units featuring two levels. Guests can enjoy a range of amenities including a kitchen, air conditioning, a terrace, a garden, and free Wi-Fi.
10 1 review
Siesta Key, FL
04/07 – 11/07
£1574/nighttotal: £11018 (7 )
Sunset Splash
8 12
house , Siesta Key
Sunset Splash, a large house in Siesta Key, Florida, is a 2-minute walk from Siesta Key Beach and within 16km of the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport. This 331 square metre property boasts 8 bedrooms, 7 bathrooms, sleeps 47 guests, and includes a private pool, free Wi-Fi, and parking; enjoy self-catering in the fully equipped kitchen.
Siesta Key, FL
14/07 – 11/08
£170/nighttotal: £4760 (28 )
1055-302 Third Floor High-rise Retreat
2 3
house , Siesta Key
This Sarasota high-rise apartment is situated near Crescent Beach, 1.9km from Siesta Key Beach and 19km from the Ringling Museum. The two-bedroom, two-bathroom property sleeps seven, boasting a pool, fitness centre, tennis court, free Wi-Fi, and a fully equipped kitchen; nearby activities include exploring Siesta Key Beach and visiting Sarasota's attractions.
9.5 224 reviews
Siesta Key, FL
27/06 – 30/06
£411/nighttotal: £1233 (3 )
Island House Beach Resort V29 Home
2 2
house , Siesta Key
This house is located in Siesta Key, Florida, just a short walk from Crescent Beach and 2 kilometres from the famous Siesta Key Beach. The property has received excellent ratings for its location and user experience, and a good rating for cleanliness. The house offers two bedrooms and a fully equipped kitchen with a microwave, dishwasher, and fridge. Guests can enjoy the private patio, swimming pool, and fitness centre, as well as the free WiFi and parking.
10 29 reviews
Siesta Key, FL
14/08 – 21/08
£647/nighttotal: £4529 (7 )
Palm Island Canal Home - 4 Br
4 8
house , Siesta Key
This Siesta Key holiday home is a six-minute walk from Siesta Key Beach and under two kilometres from Crescent Beach, offering easy access to Sarasota attractions such as the Ringling Museum (16km) and Sarasota Opera House (11km). The 323-square-metre property boasts a private pool, fully equipped kitchen, free Wi-Fi, and parking, sleeping up to a number of guests (number of guests needs to be specified in the original text).
Siesta Key, FL
30/07 – 09/08
£234/nighttotal: £2340 (10 )
Crescent Royale Condominiums 303
2 5
house , Siesta Key
Crescent Royale Condominiums 303 is a holiday flat located in Siesta Key, a 4-minute walk from Siesta Key Beach and 19 kilometres from Sarasota Bradenton International Airport. This 112 square metre apartment offers accommodation for up to 11 guests, featuring two bedrooms, a living room, a fully equipped kitchen, air conditioning, a rooftop pool with sea views, and private parking, with the John and Mable Ringling Museum of Art 18 kilometres away.
9.8 25 reviews
Siesta Key, FL
03/10 – 31/10
£153/nighttotal: £4284 (28 )
White Sands Walk To Siesta Beach
2 2
house , Siesta Key
This Siesta Key property is a short walk from two of the area's most popular beaches, Crescent Beach and Siesta Key Beach, offering easy access to the sand and surf. The accommodation has received excellent ratings for location, cleanliness, and overall experience. The house itself is a comfortable 100 square metres in size. It comes equipped with a range of amenities including a fully equipped kitchen, air conditioning, free Wi-Fi, and a private parking space.
9.6 131 reviews
Siesta Key, FL
27/06 – 04/07
£254/nighttotal: £1778 (7 )
Crescent Arms Condominiums
2 2
house , Siesta Key
This house is located in Siesta Key, just a 2.4 kilometre walk from Crescent Beach and a 2.4 kilometre drive from Siesta Key Beach. The property has received excellent ratings for its location, cleanliness, and overall user experience. The two-bedroom house spans 84 square metres and can comfortably accommodate up to five guests. Amenities include a private beach area, an outdoor pool, a terrace with sea views, a fully equipped kitchen, streaming services, bicycle rental, a picnic area, and a 24-hour front desk.
8.5 4 reviews
Siesta Key, FL
04/08 – 05/08
£936/nightfor 1 night
Vinca - 5251d
1 4
house , Siesta Key
Vinca - 5251D is a holiday home located just 800 metres from Siesta Key Beach, a short walk from the lively Siesta Key Village, offering easy access to the area's attractions. It has received very good user ratings, with good ratings for location and cleanliness. The one-bedroom property offers 69 square metres of space, accommodating up to four guests. The home features a fully equipped kitchen, air conditioning, a swimming pool, and free private parking, providing everything you need for a comfortable and enjoyable stay.
Best Siesta Key, FL villas and holiday homes with air conditioning
10 2 reviews
Siesta Key, FL
03/10 – 31/10
£184/nighttotal: £5152 (28 )
Crystal Sands Villa 12 - Private Beach
1 2
house , Siesta Key
This Siesta Key beachfront villa is situated near Siesta Key Beach and Crescent Beach, a 1.6km stroll away, and 4km from Turtle Beach. This 116 square metre property boasts two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, swimming pool, and barbecue facilities.
9.9 35 reviews
Siesta Key, FL
30/07 – 05/08
£175/nighttotal: £1050 (6 )
Heated Pool, Dock, Kayaks, 1-mile To Turtle Beach
1 2
bungalow , Siesta Key
The Catamaran Bungalow is situated on Siesta Key, directly on Heron Lagoon, a short walk from the shared pool and courtyard. This one-bedroom cottage offers a king-size bed, a roll-away single bed, a full kitchen with dishwasher, private bathroom, free Wi-Fi, and access to a private dock with complimentary kayaks, plus shared laundry facilities and a beach load-out service.
10 5 reviews
Siesta Key, FL
04/09 – 08/09
£550/nighttotal: £2200 (4 )
242 M² House ∙ 3 Bedrooms ∙ 9 Guests
3 8
house , Siesta Key
Avanti Villa, a three-bedroom duplex in Siesta Key, Florida, is situated a 0.5km stroll from Siesta Key Beach and a short walk from Siesta Key Village. This 241 square metre property offers a four-level elevator, a private hot tub, rooftop balcony with panoramic beach views, and sleeps up to nine guests, boasting a fully equipped kitchen and numerous amenities including beach equipment and a gas grill.
Siesta Key, FL
02/07 – 04/07
£400/nighttotal: £800 (2 )
106 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 3
house , Siesta Key
This private duplex unit is situated in Siesta Key, offering a secluded experience just a 5-minute walk from Point of Rocks Beach and a short drive to Crescent Beach, with dining and shops located within 1 kilometre. This 106 square metre accommodation provides two bedrooms and two bathrooms for up to four guests, featuring a full kitchen, in-unit laundry, air conditioning, a garden with patio seating and cornhole, and a vintage video game table for entertainment.
Our Favourite Holiday Homes with a Hot Tub in Siesta Key, FL
Whether you prefer a jacuzzi or a hot tub, these holiday homes in Siesta Key, FL offer a private setting for a relaxing soak.
Siesta Key, FL
25/12 – 02/01
£2693/nighttotal: £21544 (8 )
Siesta Beach 3 Min Walk To Village And Patio
4 5
house , Siesta Key
This four-bedroom holiday home in Siesta Key is a 5-minute walk from Siesta Key Beach and a 3-minute walk from Siesta Village, situated approximately 16 kilometres from the John and Mable Ringling Museum of Art. This property accommodates up to 12 guests and features a private outdoor pool, a children's playground, an on-site fitness centre, and complimentary WiFi, with a kitchen equipped with an oven, microwave, and toaster.
8.5 2 reviews
Siesta Key, FL
16/07 – 19/07
£415/nighttotal: £1245 (3 )
Jellyfish Unit, Walk To Beach & Siesta Key Village, Pet-friendly
2 2
house , Siesta Key
This Siesta Key holiday home is a 0.6km stroll from Siesta Key Beach and under 1.6km from Crescent Beach, offering easy access to both stunning stretches of sand. The 93 square metre property boasts two bedrooms, one bathroom, sleeps up to 19 guests, and includes a private pool, jacuzzi, and fully equipped kitchen; free Wi-Fi and parking are also provided.
10 1 review
Siesta Key, FL
23/07 – 26/07
£359/nighttotal: £1077 (3 )
Yellow Palm Cottage Steps From The Beach
2 4
cottage , Siesta Key
This Key West-style holiday home is situated in Siesta Key Village, a mere 100 metres from Siesta Key Beach, and within walking distance of Crescent Beach. This 46 square metre holiday home offers accommodation for up to four guests in two bedrooms, featuring a kitchenette, air conditioning, a shared jacuzzi pool, and parking, with a check-out time of 10:00 AM.
Siesta Key, FL
31/10 – 07/11
£169/nighttotal: £1183 (7 )
Casita East
2 4
house , Siesta Key
This Casita East property is located in Point O'Rocks, Siesta Key, a 3-minute walk from Crescent Beach and approximately 17.7 kilometres from the John and Mable Ringling Museum of Art. This 63 square metre bungalow offers accommodation for up to 7 guests, featuring 1 bedroom, 1 bathroom, air conditioning, a kitchen with a fridge, microwave, and dishwasher, a terrace, swimming pool access, and complimentary private parking.
Frequently asked questions about villa rentals in Siesta Key, FL
What are the must-see attractions in and around Siesta Key, FL?
Siesta Key is famous for its beautiful beaches, so you'll want to spend some time on Siesta Key Beach, voted one of the best beaches in the USA. You can also visit the Siesta Key Drum Circle, a vibrant gathering of musicians and performers. If you want to explore further, you can take a trip to the nearby Sarasota Jungle Gardens, a tropical oasis with exotic animals and lush vegetation.
What are the best holiday homes in Siesta Key, FL?
What types of wildlife can travelers expect to see in the area of Siesta Key, FL?
You'll see plenty of birds around Siesta Key, like herons, egrets, and pelicans. You might also spot dolphins playing in the Gulf of Mexico, and if you're lucky, you might even see a manatee or two in the waters around the key.
What are the best holiday homes with a pool in Siesta Key, FL?
The best time to visit Siesta Key is during the shoulder seasons, from April to May and September to October, when the weather is still good but the crowds are smaller and prices are lower. You'll also find the weather more pleasant than during the hot and humid summer months.
What are the best holiday homes with a jacuzzi in Siesta Key, FL?
What are the top hiking trails near Siesta Key, FL?
There aren't many hiking trails directly on Siesta Key, but you can find some great trails nearby at Myakka River State Park, about a 45-minute drive from the key. There, you can explore the diverse ecosystems of the park, including the Myakka River, a beautiful cypress swamp, and a pine flatwoods.
What are the best holiday homes for families and kids in Siesta Key, FL?
What are the advantages of renting a house or a villa in Siesta Key, FL
Renting a villa in Siesta Key offers more space and privacy than a hotel room. You'll also have access to a kitchen and laundry facilities, which can be convenient for families or groups travelling together. You can also often find villas with private pools or other amenities that you won't find in a hotel.
What are the best pet friendly holiday homes in Siesta Key, FL?
Are there popular destinations near Siesta Key, FL?
Yes, there are plenty of popular destinations near Siesta Key. Sarasota is just a short drive away and offers a vibrant downtown area with shops, restaurants, and museums. You can also visit the Ringling Museum of Art, the Mote Marine Laboratory & Aquarium, and the Marie Selby Botanical Gardens, all within easy reach of Siesta Key.
What are the best holiday homes with parking in Siesta Key, FL?
Best Siesta Key, FL villas and holiday homes with a kitchen
Siesta Key, FL
12/07 – 14/07
£387/nighttotal: £774 (2 )
The Beach Club At Siesta #101e
1 2
house , Siesta Key
This holiday home is located in the Point O'Rocks district of Siesta Key, just a few steps from Crescent Beach and 17.7 kilometres from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport. This spacious 65 square metre, two-bedroom holiday home accommodates up to 11 guests and features a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, hot tub, fitness centre, tennis court, and private parking, with patio access and proximity to cycling routes.
9.2 36 reviews
Siesta Key, FL
12/09 – 19/09
£222/nighttotal: £1554 (7 )
Casa Mar By Beachside Management
1 3
house , Siesta Key
Casa Mar, situated in Sarasota, offers a self-catering apartment conveniently located an 8-minute walk from Crescent Beach and 1.8 km from Siesta Key Beach. This 7-guest property boasts a fully equipped kitchen, including a fridge, microwave, and dishwasher, plus free Wi-Fi, on-site parking, and air conditioning; nearby attractions include the John and Mable Ringling Museum of Art (18 km) and Sarasota–Bradenton International Airport (18 km).
Siesta Key, FL
01/08 – 08/08
£188/nighttotal: £1316 (7 )
Coastal Condo, Water Views, Fishing Dock & 0.6 Miles To Siesta Beach
1 5
house , Siesta Key
This coastal condominium in Siesta Key is situated a 4-minute walk from Crescent Beach and 0.97 kilometres to Siesta Beach, with the Ringling Museum of Art 17.70 kilometres away. This property offers a floor area of 124 square metres, accommodates up to 14 guests with 2 bathrooms, and features a fully equipped kitchen, a swimming pool, spa access, a fitness centre, a tennis court, and a fishing dock.
9.0 7 reviews
Siesta Key, FL
12/09 – 19/09
£229/nighttotal: £1603 (7 )
Our House At The Lake House C117 By Beachside
2 3
house , Siesta Key
This Siesta Key lakeside property offers a two-bedroom, two-bathroom house, a seven-minute walk from Siesta Key Beach and 0.6km from Crescent Beach, conveniently located 18km from the Ringling Museum of Art and 11km from the Sarasota Opera House. The 126-square-metre dwelling boasts a fully equipped kitchen, private pool and tennis court, accommodating up to 11 guests with free Wi-Fi, on-site parking, and free bikes for exploring the island.
Best Holiday Houses with a Swimming Pool in Siesta Key, FL
On-site pool access at your holiday home in Siesta Key, FL makes a refreshing dip the perfect way to complement a day by the water.
10 3 reviews
Siesta Key, FL
12/07 – 19/07
£281/nighttotal: £1967 (7 )
House ∙ 2 Bedrooms ∙ 6 Guests
2 5
house , Siesta Key
Aloha Kai #49, a two-bedroom property on Crescent Beach in Siesta Key, Florida, offers direct beach access to this consistently top-ranked US beach and is within walking distance of local restaurants and bars. This self-catering holiday home sleeps six guests comfortably, boasting a private patio, access to a large shared pool, and resort amenities including shuffleboard, ping pong, and complimentary beach toys, all within the secure Aloha Kai gated community.
9.8 154 reviews
Siesta Key, FL
12/09 – 19/09
£222/nighttotal: £1554 (7 )
Full Beachfront Condo - Gulf View- Sunsets - Pool - Chairs
1 2
house , Siesta Key
This two-bedroom apartment is situated on Siesta Key, just 2.6 kilometres from Siesta Key Beach and 17.7 kilometres from the John and Mable Ringling Museum of Art. The 93 square metre apartment offers a private beach area, a swimming pool, a garden, and free Wi-Fi and parking.
9.9 25 reviews
Siesta Key, FL
05/07 – 11/07
£744/nighttotal: £4464 (6 )
186 M² House ∙ 4 Bedrooms ∙ 14 Guests
4 12
house , Siesta Key
Casa Coquina, a four-bedroom duplex on Siesta Key's southern end, is less than 1.6km from Crescent Village and under a 3-minute walk from Crescent Beach and Point of Rocks. This 185 square metre property sleeps up to 14 guests, boasting a private heated pool, third-story balcony with sunset views, and extensive amenities including a cabana, gas grill, ping pong table, and beach gear.
9.0 736 reviews
Siesta Key, FL
05/07 – 07/07
£162/nighttotal: £324 (2 )
Siesta Heron Suites & Villas
1 3
house , Vamo
The Siesta Heron Suites & Villas are located in Siesta Key, just 2.4 kilometres from Crescent Beach and 19.3 kilometres from The John and Mable Ringling Museum of Art. The apartment has received very good user and location ratings, and an excellent rating for cleanliness. This self-catering property features a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. The apartment also has a balcony or patio with views of the lake and pool, air conditioning, cable TV, a garden, a swimming pool, a spa, parking, and internet access.
Top-Rated Coastal Holiday Homes in Siesta Key, FL
Base your next maritime trip at comfortable coastal holiday homes located a short distance from beaches in Siesta Key, FL.
9.2 382 reviews
Siesta Key, FL
31/10 – 07/11
£142/nighttotal: £994 (7 )
One Ocean - B 1103
2 4
house , Siesta Key
Choose the Right 5-Star Holiday Houses in Siesta Key, FL
A luxury holiday home in Siesta Key, FL provides a spectacular setting for your break, delivering 5-star comfort and breathtaking views throughout your stay.
10 5 reviews
Siesta Key, FL
04/08 – 05/08
£589/nightfor 1 night
50 M² House ∙ 1 Bedroom ∙ 4 Guests
1 4
house , Siesta Key
Top Family-Friendly Holiday Homes in Siesta Key, FL
Choosing the right holiday home makes all the difference for a family trip to Siesta Key, FL, offering ample room.
9.5 2 reviews
Siesta Key, FL
30/07 – 09/08
£270/nighttotal: £2700 (10 )
Bayfront Condo In The Heart Of Siesta Key
3 5
house , Siesta Key
10 2 reviews
Siesta Key, FL
14/07 – 11/08
£550/nighttotal: £15400 (28 )
213 M² House ∙ 3 Bedrooms ∙ 9 Guests
3 3
house , Siesta Key
Siesta Key, FL
25/12 – 02/01
£3565/nighttotal: £28520 (8 )
Entire Siesta Key Beach House - 6 Br, Pool & Ocean Access
1 5
house , Siesta Key
10 3 reviews
Siesta Key, FL
23/06 – 30/06
£277/nighttotal: £1939 (7 )
Coastal Lakehouse Condo On Siesta Key Public Beach
2 2
house , Siesta Key
Top-Rated Dog-Friendly Holiday Houses in Siesta Key, FL
Your dog-friendly holiday home in Siesta Key, FL ensures easy beach access and handy outdoor taps.
10 203 reviews
Siesta Key, FL
05/07 – 07/07
£319/nighttotal: £638 (2 )
In The Heart Of Siesta Key Village And Steps To The #1 Beach
2 3
house , Siesta Key
9.2 99 reviews
Siesta Key, FL
14/07 – 11/08
£170/nighttotal: £4760 (28 )
Lux Villas On Beautiful Palmer Ranch
2 3
house , Gulf Gate Estates
9.8 53 reviews
Siesta Key, FL
31/08 – 02/09
£1193/nighttotal: £2386 (2 )
155 M² House ∙ 4 Bedrooms ∙ 10 Guests
4 2
house , Siesta Key
8.1 18 reviews
Siesta Key, FL
25/12 – 02/01
£371/nighttotal: £2968 (8 )
Spanish-style Retreat- Just Steps To Beach!
3 5
house , Siesta Key
Check Out Holiday Homes with Parking in Siesta Key, FL
On-site parking removes one more worry from your list, as these holiday homes in Siesta Key, FL include dedicated spaces for a stress-free arrival.
