This two-bedroom villa is situated just steps from Crescent Beach and a short distance from Siesta Key Beach, offering easy access to the beautiful white sands and turquoise waters of this popular destination. The property has consistently received excellent ratings for its location, cleanliness and overall experience. The villa is equipped with a fully equipped kitchen, air conditioning, free Wi-Fi and a patio. Enjoy the convenience of home cooking, relax in the comfortable and cool interior, and take advantage of the outdoor space for enjoying the Florida sunshine.
Siesta Key, FL
12/07 – 19/07
£280/nighttotal: £1960 (7 )
Bayfront Siesta Key Condo With Amazing Views
3 5
house , Siesta Key
This Siesta Key condominium boasts a prime bayfront position offering stunning views, with Crescent Beach just an 11-minute walk away and Marina Jack Restaurant and Marina situated approximately 11.6 kilometres distant. This family-friendly property provides 167 square metres of living space, accommodating up to 11 guests across 3 bedrooms and 2 bathrooms, and features a swimming pool, sauna, fitness centre, tennis court, and complimentary Wi-Fi.
Siesta Key, FL
09/08 – 15/08
£177/nighttotal: £1062 (6 )
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.
Siesta Key, FL
14/07 – 11/08
£163/nighttotal: £4564 (28 )
194 M² House ∙ 3 Bedrooms ∙ 10 Guests
3 3
house , Siesta Key
This detached house is located in Siesta Key, a mere 500 metres from the world-famous Siesta Key beach, offering convenient access to its shores. This modern villa, covering 194 square metres, features three bedrooms and three bathrooms, accommodating up to ten guests with a private swimming pool and high-speed internet, and is pet-friendly for one small dog for an additional fee.
Siesta Key, FL
19/07 – 01/08
£228/nighttotal: £2964 (13 )
Crescent Royale Condominiums 4d
2 4
house , Siesta Key
This apartment in Crescent Royale Condominiums 4D is situated in Siesta Key, a mere 270 metres from Siesta Key Beach, 17.7 kilometres from the Ringling Museum of Art, and 19.3 kilometres from Sarasota Bradenton International Airport. This accommodation offers 112 square metres of living space for up to 9 guests, featuring 2 bedrooms, 2 bathrooms, a well-equipped kitchen, air conditioning, a swimming pool, fitness centre, tennis court, lift access, and private parking, with massage services also available.
9.6 9 reviews
Siesta Key, FL
27/07 – 29/07
£497/nighttotal: £994 (2 )
Private Beach Retreat On Siesta Key! Bright Villa
2 4
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.
10 6 reviews
Siesta Key, FL
23/06 – 30/06
£175/nighttotal: £1225 (7 )
158 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Siesta Key
This detached house in Siesta Key is located in a quiet walking neighbourhood, 7 kilometres from Siesta Key Beach, with public beach access #12 a short walk or bike ride over the south bridge. This family-friendly property offers 158 square metres of living space for up to six guests, featuring an open-concept living area, a well-equipped kitchen with multiple coffee maker options, a screened lanai, and included amenities such as beach chairs and bikes.
Siesta Key, FL
29/12 – 31/01
£344/nighttotal: £11352 (33 )
Amazing Location! Walk To Siesta Key Beach, Heated Pool, Activities, Nightlife
2 2
house , Siesta Key
This villa is located in Siesta Key's South Village, a short walk to Siesta Key Beach and conveniently close to shops and dining facilities. This 65 square meter villa accommodates up to four guests, featuring two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a private garden with a gas grill, and a communal heated swimming pool, with beach essentials and parking provided.
Siesta Key, FL
27/06 – 07/07
£238/nighttotal: £2380 (10 )
Midnight Cove Ii By The Docks- First Floor
1 4
house , Siesta Key
Midnight Cove II, situated in Sarasota, offers a one-bedroom property a 4-minute walk from Crescent Beach and 2.6 km from Siesta Key Beach. This adults-only (25+) self-catering house boasts two bathrooms, sleeps seven guests, and includes a swimming pool, tennis court, free Wi-Fi, and private parking; nearby attractions include Sarasota's museums and opera house (within 18 km).
9.6 131 reviews
Siesta Key, FL
22/08 – 05/09
£224/nighttotal: £3136 (14 )
Crescent Arms Condominiums
2 3
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.
10 34 reviews
Siesta Key, FL
09/07 – 11/07
£2625/nighttotal: £5250 (2 )
186 M² House ∙ 4 Bedrooms ∙ 12 Guests
4 4
house , Siesta Key
Casa Antilles, a Siesta Key duplex, is situated on the southern end of the island, a 0.3km stroll from Crescent Beach and Point of Rocks, and under 1.6km from Crescent Village, offering easy access to both beach and local amenities. This 185 square metre, four-bedroom, three-bathroom property sleeps up to twelve guests, boasting a private heated pool, expansive outdoor entertainment area with cabana, fully equipped kitchen, and convenient amenities including a private lift, gas grill, ping pong table, and beach supplies.
10 2 reviews
Siesta Key, FL
01/08 – 09/08
£150/nighttotal: £1200 (8 )
124 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 2
house , Sarasota
This beachy cottage is located near Siesta Key, 6.28 kilometres from its famous beach and 7.08 kilometres from the village, with downtown Sarasota just 4.18 kilometres away. This 123 square metre holiday home, sleeping up to six guests, features air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, a swimming pool, jacuzzi, garden, spa, fitness centre, and parking, plus a private hot tub, outdoor deck with dining facilities and a grill, and a fire pit.
Best Siesta Key, FL villas and holiday homes with air conditioning
Siesta Key, FL
21/07 – 26/07
£264/nighttotal: £1320 (5 )
Bare-foot Bungalow
1 4
house , Siesta Key
This villa in Siesta Key offers direct access to a private beach and is an 80-second walk from the nation's top-rated beach, with St. Armands Circle and the Mall at University Town Centre a short drive away. This holiday home provides accommodation for four guests with one bedroom, one bathroom, a fully equipped kitchen with an outdoor grill, a heated communal pool, and beach equipment, all within 1.6 kilometres of Mote Marine Laboratory & Aquarium.
Siesta Key, FL
12/07 – 14/07
£312/nighttotal: £624 (2 )
The Beach Club At Siesta #106c
1 2
house , Siesta Key
This holiday home in Point O'Rocks, Siesta Key, is a 2-minute walk from Crescent Beach and 17.7 kilometres from the John and Mable Ringling Museum of Art. This 30 square metre cottage accommodates up to three guests and features a heated swimming pool, hot tub, fitness centre, tennis court, and a kitchen equipped with a fridge, microwave, and dishwasher, offering complimentary WiFi and private parking.
9.0 23 reviews
Siesta Key, FL
04/07 – 08/07
£575/nighttotal: £2300 (4 )
Pool Walk To The Village & Beach 3 Bed 2 Bath
3 4
house , Siesta Key
This Siesta Key property, a three-bedroom house sleeping eight, is located on a quiet street a 0.5km stroll from Siesta Key Beach Access #7 and a similar distance from the village's shops and restaurants. The self-catering holiday home boasts a private cabana, barbecue grill, updated kitchen with granite worktops and stainless steel appliances, a king-size bed in the master bedroom, plus two queen beds and another king, a balcony overlooking the shared pool, and flat-screen TV with cable and sports channels.
10 56 reviews
Siesta Key, FL
21/11 – 01/12
£222/nighttotal: £2220 (10 )
100 Steps To Beach Access & 5-min Village Walk
1 2
house , Siesta Key
This Siesta Key holiday home is situated in Siesta Village, a short 0.8km stroll from the village centre and a 0.3km walk from the renowned Siesta Key Beach. The one-bedroom, one-bathroom property sleeps four guests and boasts a private screened-in porch, patio with grill, free high-speed internet, beach equipment, and complimentary toiletries, coffee, and beverages.
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.
9.6 99 reviews
Siesta Key, FL
14/07 – 11/08
£123/nighttotal: £3444 (28 )
Beautiful 2/2 Villas, King Bed, High Speed Wi-fi, Heated Pool And Jacuzzi!
2 3
house , Gulf Gate Estates
This Sarasota villa is located in Gulf Gate Estates, a short 3km cycle from Siesta Key Beach and minutes from a world-class resort. This 156 square metre property, sleeping six guests, boasts two bedrooms, two bathrooms, a private lanai, swimming pool, jacuzzi, tennis court, and free high-speed Wi-Fi; enjoy wildlife viewing and proximity to St. Armands Circle and the Mall at University Town Centre.
9.5 18 reviews
Siesta Key, FL
14/07 – 11/08
£116/nighttotal: £3248 (28 )
Hyland Hills Ave
1 3
house , Lake Sarasota
This Hyland Hills Avenue detached house is located in Lake Sarasota, 10.5 kilometres from Sarasota International Convention Centre and John and Mable Ringling Museum of Art, and 10.5 kilometres from Tatum Ridge Golf Links. This air-conditioned detached house offers 133 square metres of floor area, featuring a fully equipped kitchen with a dishwasher, a swimming pool, a jacuzzi, a spa, and a tennis court, with a strict check-in age requirement of 25 years or older.
Siesta Key, FL
14/07 – 11/08
£205/nighttotal: £5740 (28 )
Hot Tub Retreat With Big Private Fenced Yard By Beach
3 3
house , Gulf Gate Estates
This Gulf Gate Estates holiday home is situated approximately 10.6 km from Sarasota Opera House and 16 km from The Ringling Museum of Art, offering easy access to Siesta Key Beach. This three-bedroom, two-bathroom property boasts 130 square metres of living space, a private hot tub, fenced garden, free Wi-Fi, parking, and accommodates up to 19 guests, perfect for families or groups.
9.5 8 reviews
Siesta Key, FL
09/07 – 11/07
£6257/nighttotal: £12514 (2 )
422 M² House ∙ 8 Bedrooms ∙ 10 Guests
8 4
house , Sarasota
All Oar Nothing, a luxurious nine-bedroom property on Lido Key, Sarasota, is situated 0.5km from Lido Key Beach and a short cycle from St Armands Circle. This 421-square-metre villa boasts a private heated pool with waterslide, rooftop deck, nine en-suite bedrooms sleeping twelve, and includes Wolf/Subzero appliances and beach essentials.
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
16/07 – 19/07
£413/nighttotal: £1239 (3 )
2br Siesta Key Downtown Condo Walk Everywhere
1 2
house , Siesta Key
This holiday home is located in Bailey Hall, a mere 550 metres from Siesta Key Beach and 16 kilometres from the John and Mable Ringling Museum of Art. This property offers a private outdoor swimming pool, a fully equipped kitchen, and parking for up to 7 guests across 93 square metres of living space.
9.0 1 review
Siesta Key, FL
21/07 – 26/07
£292/nighttotal: £1460 (5 )
Coastal Comfort Steps From Crescent Beach Paradise - Aloha Kai #63 - Roelens
1 4
house , Siesta Key
This holiday cottage is situated in Siesta Key, a mere 2-minute walk from Crescent Beach and approximately 12.5 kilometres from Marina Jack Restaurant and Sarasota Opera. This 62-square-metre property offers accommodation for up to 7 guests with 1 bedroom and 1 bathroom, featuring air conditioning, a fully equipped kitchen with a dishwasher and fridge, complimentary Wi-Fi, an outdoor swimming pool, and on-site parking.
10 3 reviews
Siesta Key, FL
18/07 – 25/07
£224/nighttotal: £1568 (7 )
14 Premium - Beach Bliss - Relax In A Gorgeous One-bedroom Villa On Siesta Key
1 2
house , Siesta Key
This waterfront villa in Siesta Key offers direct access to over 60 metres of private beach and is situated a short distance from St. Armands Circle and the Mall at University Town Centre, with Siesta Key Beach and Crescent Beach also nearby. This newly renovated one-bedroom, one-bathroom accommodation for up to four guests features a fully equipped kitchen, a deluxe king bed, and access to resort amenities including two swimming pools, tennis, pickleball, and shuffleboard courts, plus a convenient Siesta trolley stop.
Siesta Key, FL
22/06 – 29/06
£322/nighttotal: £2254 (7 )
Crescent Royale Condominiums 512
2 6
house , Siesta Key
Crescent Royale Condominiums 512 is situated in Siesta Key, a mere 360 metres from Siesta Key Beach, 17.7 kilometres from the Ringling Museum of Art, and 19.3 kilometres from Sarasota Bradenton International Airport. This 112 square metre apartment offers accommodation for up to 11 guests, featuring two bedrooms and two bathrooms, a fully equipped kitchen, air conditioning, complimentary high-speed WiFi, a rooftop swimming pool with sea views, and on-site private parking.
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.
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.
9.0 1 review
Siesta Key, FL
25/07 – 30/07
£323/nighttotal: £1615 (5 )
6415 Midnight Pass #707
2 5
house , Siesta Key
This Siesta Key holiday home, 6415 Midnight Pass #707, is a 7-minute walk from Crescent Beach, 2.6km from Turtle Beach, and 2.9km from Siesta Key Beach, offering convenient access to Siesta Key's famed sands. The 116 square metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, Jacuzzi, sauna, fitness centre, and tennis court, alongside a fully equipped kitchen and free Wi-Fi.
Siesta Key, FL
22/06 – 29/06
£334/nighttotal: £2338 (7 )
C05 - Welcome To Your Beachfront Hideaway
2 6
house , Siesta Key
This two-bedroom, two-bathroom villa in Siesta Key is a short walk to the community pool and offers convenient access to Siesta Key Beach and Crescent Beach, with St. Armands Circle and the Mall at University Town Centre approximately 5 kilometres away. This villa accommodates up to six guests and features a king-size bed in the primary bedroom, bunk beds with two double beds in the guest room, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, and a swimming pool and tennis court within the grounds.
Siesta Key, FL
01/08 – 09/08
£741/nighttotal: £5928 (8 )
Siesta Dolce - 3750
4 2
house , Sarasota
Siesta Dolce - 3750, a four-bedroom property in Siesta Key, Florida, is located 12.6km from The Ringling Museum of Art and 7km from the Sarasota Opera House, offering easy access to Siesta Beach. This 209-square-metre house sleeps eleven guests and boasts a fully equipped kitchen, private parking, Wi-Fi, a swimming pool, spa, and terrace; nearby attractions include Marina Jack and Sarasota Bradenton International Airport, respectively 7km and 13km away.
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.
Siesta Key, FL
12/07 – 19/07
£249/nighttotal: £1743 (7 )
Crescent Royale Condominiums 3e
2 5
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.
9.0 2 reviews
Siesta Key, FL
04/07 – 08/07
£388/nighttotal: £1552 (4 )
Cozy Cottage Near Siesta Key Village!
1 4
cottage , 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.
9.6 205 reviews
Siesta Key, FL
30/07 – 01/08
£440/nighttotal: £880 (2 )
Siesta Key Getaway With King Bed
1 7
house , Siesta Key
9.0 2 reviews
Siesta Key, FL
15/08 – 22/08
£270/nighttotal: £1890 (7 )
106 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 6
house , Siesta Key
Siesta Key, FL
12/07 – 14/07
£1570/nighttotal: £3140 (2 )
Entire Siesta Key Beach House - 6 Br, Pool & Ocean Access
1 2
house , Siesta Key
9.4 8 reviews
Siesta Key, FL
21/06 – 28/06
£227/nighttotal: £1589 (7 )
70 M² House ∙ 1 Bedroom ∙ 4 Guests
1 3
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.
9.6 31 reviews
Siesta Key, FL
01/08 – 09/08
£193/nighttotal: £1544 (8 )
Heated Pool Home - Very Close To Siesta Beach, Restaurants & Shops!
2 2
house , Gulf Gate Estates
Siesta Key, FL
14/08 – 21/08
£389/nighttotal: £2723 (7 )
Siesta Sweet Spot
3 8
house , Siesta Key
9.5 66 reviews
Siesta Key, FL
01/08 – 09/08
£208/nighttotal: £1664 (8 )
Siesta Key Beach 100 Feet From Romantic Unit!
1 2
cabin , Siesta Key
Siesta Key, FL
25/12 – 02/01
£421/nighttotal: £3368 (8 )
4br Spacious Paradise
4 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.
9.8 17 reviews
Siesta Key, FL
09/07 – 11/07
£2078/nighttotal: £4156 (2 )
197 M² House ∙ 3 Bedrooms ∙ 12 Guests
3 4
house , Siesta Key
Siesta Key, FL
01/07 – 04/07
£3322/nighttotal: £9966 (3 )
Oceanview 100 Percent Private, Tiki, 100ft To Beach Path!
