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Siesta Key
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Siesta Key

Nov 04 - Nov 05 ·
2 guests

Siesta Key Villas with private pool

Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 1,160 stays assessed to highlight the standout picks

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1. Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral

2. Guest Suite - Waterfront -Pool & Hot Tub- Walk To Beach

3. Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key

4. Beachfront Bliss Villas

Villas in Siesta Key with Private Pool

5. Villa With Swimming Pool & Spa In Quiet Area

6. Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities

7. Mins To Florida White Sand Beach Villa Heated Pool

Holiday Villas in Siesta Key with Private Pool

8. Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden

9. Clearwater House 3Br Great For Family Vacations

10. New Modern Tuscan Villa Beach 10 Min Heated Pool Luxury

Villas with private pool near Siesta Key

Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral

Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral

4227 Nw 28Th St
78.8 km (49.0 mi) from Siesta Key
235
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Spa & wellness centre
  • Pool with view

Located about a 10-minute ride from Coral Oaks Golf Course, the 4-bedroom Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral boasts an outdoor swimming pool with a Jacuzzi.

10
1 reviews
~ US$308 / night

Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral

78.8 km (49.0 mi) from Siesta Key
235
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Spa & wellness centre
  • Pool with view

Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral

Located about a 10-minute ride from Coral Oaks Golf Course, the 4-bedroom Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral boasts an outdoor swimming pool with a Jacuzzi.

10
1 reviews
From US$ 308 / night
  • Guest favorite
  • Beach access
Guest Suite - Waterfront -Pool & Hot Tub- Walk To Beach Guest Suite - Waterfront -Pool & Hot Tub- Walk To Beach

Guest Suite - Waterfront -Pool & Hot Tub- Walk To Beach

333 6Th Avenue
74.8 km (46.5 mi) from Siesta Key
65
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Pool with view

Nestled a 19-minute walk from George MC Gough Nature Park, Guest Suite - Waterfront -Pool & Hot Tub- Walk To Beach Clearwater Beach villa entices guests to explore various tourist destinations nearby. Situated 3.3 km from the Indoor Pinellas County Heritage Village Outdoor Museum, the 1-bedroom villa is suitable for 2 guests and provides a Jacuzzi for additional relaxation.

9.8
17 reviews

Guest Suite - Waterfront -Pool & Hot Tub- Walk To Beach

74.8 km (46.5 mi) from Siesta Key
65
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Pool with view

Guest Suite - Waterfront -Pool & Hot Tub- Walk To Beach

Nestled a 19-minute walk from George MC Gough Nature Park, Guest Suite - Waterfront -Pool & Hot Tub- Walk To Beach Clearwater Beach villa entices guests to explore various tourist destinations nearby. Situated 3.3 km from the Indoor Pinellas County Heritage Village Outdoor Museum, the 1-bedroom villa is suitable for 2 guests and provides a Jacuzzi for additional relaxation.

9.8
17 reviews
  • Top location
Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key

Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key

4342 Riverwood Avenue
3.4 km (2.1 mi) from Siesta Key
7
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Spa lounge
  • Pool with view

Nestled 3.8 km from Siesta Beach Pavillion, the 3-bedroom Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key Sarasota villa features an outdoor swimming pool along with a sun terrace and a pool cover to help guests unwind.

9.9
15 reviews

Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key

3.4 km (2.1 mi) from Siesta Key
7
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Spa lounge
  • Pool with view

Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key

Nestled 3.8 km from Siesta Beach Pavillion, the 3-bedroom Enchanted & Peaceful Oasis 10 Min Away From One Of The Most Beautiful Beaches In The World Siesta Key Sarasota villa features an outdoor swimming pool along with a sun terrace and a pool cover to help guests unwind.

9.9
15 reviews

Villas in Siesta Key with Private Pool

  • Private beach
Beachfront Bliss Villas Beachfront Bliss Villas

Beachfront Bliss Villas

814 Beach Trail
75.6 km (46.9 mi) from Siesta Key
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Golf centre
  • Pool with view

Located approximately a 5-minute ride from the oceanfront park "Indian Rocks Beach Nature Preserve", the 2-bedroom Beachfront Bliss Villas Clearwater Beach offers guests to relax in a Jacuzzi, or enjoy lawn tennis, badminton, and cycling.

A sunbathing terrace, a shared lounge, and a golf course can be found at Beachfront Bliss Villas, along with an outdoor swimming pool.

10
3 reviews
~ US$439 / night

Beachfront Bliss Villas

75.6 km (46.9 mi) from Siesta Key
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Golf centre
  • Pool with view

Beachfront Bliss Villas

Located approximately a 5-minute ride from the oceanfront park "Indian Rocks Beach Nature Preserve", the 2-bedroom Beachfront Bliss Villas Clearwater Beach offers guests to relax in a Jacuzzi, or enjoy lawn tennis, badminton, and cycling.

A sunbathing terrace, a shared lounge, and a golf course can be found at Beachfront Bliss Villas, along with an outdoor swimming pool.

10
3 reviews
From US$ 439 / night
Villa With Swimming Pool & Spa In Quiet Area Villa With Swimming Pool & Spa In Quiet Area

Villa With Swimming Pool & Spa In Quiet Area

Long Meadow Lane North
49.5 km (30.8 mi) from Siesta Key
186
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Spa lounge
  • Pool with view

Situated within 25 minutes' walk of Pine Valley, the 3-bedroom Villa With Swimming Pool & Spa In Quiet Area Rotonda West includes an outdoor swimming pool, as well as a Jacuzzi to relax in.

8.6
6 reviews
~ US$492 / night

Villa With Swimming Pool & Spa In Quiet Area

49.5 km (30.8 mi) from Siesta Key
186
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Spa lounge
  • Pool with view

Villa With Swimming Pool & Spa In Quiet Area

Situated within 25 minutes' walk of Pine Valley, the 3-bedroom Villa With Swimming Pool & Spa In Quiet Area Rotonda West includes an outdoor swimming pool, as well as a Jacuzzi to relax in.

8.6
6 reviews
From US$ 492 / night
  • Beach access
Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities

Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities

843 Bimini Lane
61.7 km (38.3 mi) from Siesta Key
233
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Located around a 25-minute walk from Punta Gorda History Park Museum, the 3-bedroom Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities Punta Gorda entices guests to relax in a Jacuzzi. Hosting up to 10 guests, this villa ensures their enjoyment with a nightclub and karaoke.

Featuring an outdoor swimming pool, Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities also has fitness facilities such as bicycles. The surrounding area offers to enjoy canyoning, cycling, and fisheries.

10
4 reviews

Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities

61.7 km (38.3 mi) from Siesta Key
233
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities

Located around a 25-minute walk from Punta Gorda History Park Museum, the 3-bedroom Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities Punta Gorda entices guests to relax in a Jacuzzi. Hosting up to 10 guests, this villa ensures their enjoyment with a nightclub and karaoke.

Featuring an outdoor swimming pool, Villa Hibiscus-Waterfront-Free Heated Pool-Dock-Bikes-Other Amenities also has fitness facilities such as bicycles. The surrounding area offers to enjoy canyoning, cycling, and fisheries.

10
4 reviews

Holiday Villas in Siesta Key with Private Pool

  • Private beach
Mins To Florida White Sand Beach Villa Heated Pool Mins To Florida White Sand Beach Villa Heated Pool

Mins To Florida White Sand Beach Villa Heated Pool

208 Pine Road
18.6 km (11.6 mi) from Siesta Key
239
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour security
  • Air conditioning
  • Live entertainment
  • Pool with view

Featuring a sunbathing terrace, a picnic area, and a golf course for a delightful experience, the 3-bedroom Mins To Florida White Sand Beach Villa Heated Pool Nokomis offers a convenient location merely 5 minutes' walk from Venice-Nokomis United Methodist Church. This 3-bathroom villa accommodates up to 6 guests and provides live music and a games room for their entertainment.

10
1 reviews
~ US$605 / night

Mins To Florida White Sand Beach Villa Heated Pool

18.6 km (11.6 mi) from Siesta Key
239
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour security
  • Air conditioning
  • Live entertainment
  • Pool with view

Mins To Florida White Sand Beach Villa Heated Pool

Featuring a sunbathing terrace, a picnic area, and a golf course for a delightful experience, the 3-bedroom Mins To Florida White Sand Beach Villa Heated Pool Nokomis offers a convenient location merely 5 minutes' walk from Venice-Nokomis United Methodist Church. This 3-bathroom villa accommodates up to 6 guests and provides live music and a games room for their entertainment.

10
1 reviews
From US$ 605 / night
Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden

Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden

3996 Church Creek Point
75.5 km (46.9 mi) from Siesta Key
195
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

The 3-bedroom Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden Villa Largo is located around a 25-minute walk from Belleair Causeway Boat Ramp Dog Beach and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for up to 10 guests, this 2-bathroom villa offers opportunities for canyoning and fisheries.

Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden Villa has a Jacuzzi for relaxation along with a sunbathing terrace and a picnic area for leisure.

10
1 reviews

Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden

75.5 km (46.9 mi) from Siesta Key
195
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden

The 3-bedroom Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden Villa Largo is located around a 25-minute walk from Belleair Causeway Boat Ramp Dog Beach and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for up to 10 guests, this 2-bathroom villa offers opportunities for canyoning and fisheries.

Magical Waterfront Cove With Pool, Dock, Boat Slip & Magic Garden Villa has a Jacuzzi for relaxation along with a sunbathing terrace and a picnic area for leisure.

10
1 reviews
  • Private beach
Clearwater House 3Br Great For Family Vacations Clearwater House 3Br Great For Family Vacations

Clearwater House 3Br Great For Family Vacations

2937 163Rd Ave N, Clearwater, Fl 33760,
74.5 km (46.3 mi) from Siesta Key
1000
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Jacuzzi
  • Pool with view

Situated around 10 minutes by car from Eagle Lake Park, Clearwater House 3Br Great For Family Vacations Villa includes a private pool, as well as a Jacuzzi to relax in.

Clearwater House 3Br Great For Family Vacations

74.5 km (46.3 mi) from Siesta Key
1000
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Jacuzzi
  • Pool with view

Clearwater House 3Br Great For Family Vacations

Situated around 10 minutes by car from Eagle Lake Park, Clearwater House 3Br Great For Family Vacations Villa includes a private pool, as well as a Jacuzzi to relax in.

Cheap Villas in Siesta Key with Private Pool

New Modern Tuscan Villa Beach 10 Min Heated Pool Luxury New Modern Tuscan Villa Beach 10 Min Heated Pool Luxury

New Modern Tuscan Villa Beach 10 Min Heated Pool Luxury

122 Arrow Lane
47.1 km (29.3 mi) from Siesta Key
153
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Pool with view

Located around 10 minutes' drive from Ann Dever Memorial Regional Park, the 3-bedroom Free Heated Salt Water Pool - New Modern Tuscan Villa - Beach 10 Min Rotonda West provides access to an outdoor swimming pool. Hosting up to 6 guests, this Rotonda West villa offers a convenient location 3.1 km from the full service Stump Pass Marina.

New Modern Tuscan Villa Beach 10 Min Heated Pool Luxury

47.1 km (29.3 mi) from Siesta Key
153
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Pool with view

New Modern Tuscan Villa Beach 10 Min Heated Pool Luxury

Located around 10 minutes' drive from Ann Dever Memorial Regional Park, the 3-bedroom Free Heated Salt Water Pool - New Modern Tuscan Villa - Beach 10 Min Rotonda West provides access to an outdoor swimming pool. Hosting up to 6 guests, this Rotonda West villa offers a convenient location 3.1 km from the full service Stump Pass Marina.

Upscale Getaway Upscale Getaway

Upscale Getaway

61 Tee View Terrace
51.6 km (32.1 mi) from Siesta Key
33
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Pool with view

Located a mere 5 minutes' walk from Pine Valley, Upscale Getaway Villa Rotonda West is suitable for 6 guests and provides an outdoor swimming pool to relax in. This 3-bedroom villa features opportunities for cycling in the area, 4.7 km from Rambler Hole.

Upscale Getaway Villa indulges guests with a sunbathing terrace and a golf course as well as a Jacuzzi. To keep kids entertained, this property offers board games and toys.

Upscale Getaway

51.6 km (32.1 mi) from Siesta Key
33
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Pool with view

Upscale Getaway

Located a mere 5 minutes' walk from Pine Valley, Upscale Getaway Villa Rotonda West is suitable for 6 guests and provides an outdoor swimming pool to relax in. This 3-bedroom villa features opportunities for cycling in the area, 4.7 km from Rambler Hole.

Upscale Getaway Villa indulges guests with a sunbathing terrace and a golf course as well as a Jacuzzi. To keep kids entertained, this property offers board games and toys.

Huge Waterfront Mini-Resort W Gym, Dock & Pool Huge Waterfront Mini-Resort W Gym, Dock & Pool

Huge Waterfront Mini-Resort W Gym, Dock & Pool

8820 Hickory Lane South
68.2 km (42.4 mi) from Siesta Key
503
  • Free parking
  • Air conditioning
  • Bar/ Lounge area
  • Pool with view
  • Outdoor swimming pool
  • Terrace

Huge Waterfront Mini-Resort W Gym, Dock & Pool Riverview villa is located within a 10-minute drive of East Bay Raceway Park, giving access to various tourist spots nearby.

8
1 reviews

Huge Waterfront Mini-Resort W Gym, Dock & Pool

68.2 km (42.4 mi) from Siesta Key
503
  • Free parking
  • Air conditioning
  • Bar/ Lounge area
  • Pool with view
  • Outdoor swimming pool
  • Terrace

Huge Waterfront Mini-Resort W Gym, Dock & Pool

Huge Waterfront Mini-Resort W Gym, Dock & Pool Riverview villa is located within a 10-minute drive of East Bay Raceway Park, giving access to various tourist spots nearby.

8
1 reviews

Are you in a hurry?

Here is a quick list of hotels in Siesta Key, selected based on their rating

Name of hotel Accommodation Rating Price, $
Gorgeous Lakefront Heated Pool Home, Great Wi-Fi In Cape Coral

10.0 / 10

(1 Reviews)

From 308$
Beachfront Bliss Villas

10.0 / 10

(3 Reviews)

From 439$
Villa With Swimming Pool & Spa In Quiet Area

8.6 / 10

(6 Reviews)

From 492$
Mins To Florida White Sand Beach Villa Heated Pool

10.0 / 10

(1 Reviews)

From 605$

Location