Travel deals Siesta Key
Siesta Key
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Siesta Key

May 22 - May 23 ·
2 guests

Vacation homes in Siesta Key

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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Navigation

1. Bianco Sands By Beachside Management

2. Siesta Key Beach House

3. Sun And Sea By Beachside Management

4. Beautiful Property On Siesta Key

Vacation Homes in Siesta Key

5. Crescent Beach Villas By Beachside Management

6. Siesta Villa Laughing Gull

7. Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach

Vacation Homes in Siesta Key,Florida with Private Pool

8. Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities

9. Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004

10. Private Village Home With Heated Pool & Spa With Private Front Courtyard

  • Best-rated
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Bianco Sands By Beachside Management

1126 Point Of Rocks Road
2.7 km (1.7 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities

Bianco Sands By Beachside Management Siesta Key villa boasts a plunge pool and is 900 m from entertainment sites such as the Siesta Key Marina.

8.8
102 reviews
~ US$141 / night

Bianco Sands By Beachside Management

2.7 km (1.7 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities

Bianco Sands By Beachside Management

Bianco Sands By Beachside Management Siesta Key villa boasts a plunge pool and is 900 m from entertainment sites such as the Siesta Key Marina.

8.8
102 reviews
Average price US$ 141 / night
  • Private beach
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Siesta Key Beach House

1232 Derby Lane
0.9 km (0.6 mi) from city center
131
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Heated swimming pool

Located just 9 minutes' stroll from the Jamaica Royale, the 2-bedroom Siesta Key Beach House villa includes a terrace with views of the sea.

Boasting a swimming pool, this accommodation offers opportunities for windsurfing, canoeing, and fishing to stay active during your trip.

8.4
67 reviews
~ US$237 / night

Siesta Key Beach House

0.9 km (0.6 mi) from city center
131
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Heated swimming pool

Siesta Key Beach House

Located just 9 minutes' stroll from the Jamaica Royale, the 2-bedroom Siesta Key Beach House villa includes a terrace with views of the sea.

Boasting a swimming pool, this accommodation offers opportunities for windsurfing, canoeing, and fishing to stay active during your trip.

8.4
67 reviews
Average price US$ 237 / night
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Sun And Sea By Beachside Management

1135 Sun N Sea Drive Unit 1 & 2
2.3 km (1.4 mi) from city center
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities

Sun And Sea By Beachside Management Siesta Key villa offers quick access to such tourist spots as Green Turtle Shell & Gift City, situated only 5 minutes' walk away.

8.8
26 reviews
~ US$213 / night

Sun And Sea By Beachside Management

2.3 km (1.4 mi) from city center
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities

Sun And Sea By Beachside Management

Sun And Sea By Beachside Management Siesta Key villa offers quick access to such tourist spots as Green Turtle Shell & Gift City, situated only 5 minutes' walk away.

8.8
26 reviews
Average price US$ 213 / night

Vacation Homes in Siesta Key

  • Private beach
Hotel Image Hotel Image

Beautiful Property On Siesta Key

1234 Derby Lane
0.9 km (0.6 mi) from city center
100
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Heated swimming pool

Located only 9 minutes' walk from the Jamaica Royale, the 1-bedroom Beautiful Property On Siesta Key villa features a private swimming pool with sun loungers. Offering guests to enjoy a terrace, the accommodation is situated approximately 3 km from the Escape Room Sarasota.

There are karaoke, along with windsurfing, canoeing, and tennis to diversify guests' leisure.

7.8
58 reviews
~ US$200 / night

Beautiful Property On Siesta Key

0.9 km (0.6 mi) from city center
100
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Heated swimming pool

Beautiful Property On Siesta Key

Located only 9 minutes' walk from the Jamaica Royale, the 1-bedroom Beautiful Property On Siesta Key villa features a private swimming pool with sun loungers. Offering guests to enjoy a terrace, the accommodation is situated approximately 3 km from the Escape Room Sarasota.

There are karaoke, along with windsurfing, canoeing, and tennis to diversify guests' leisure.

7.8
58 reviews
Average price US$ 200 / night
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Crescent Beach Villas By Beachside Management

1126 Crescent Street
2.7 km (1.7 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities

The welcoming Crescent Beach Villas By Beachside Management Siesta Key, located nearly a 25-minute walk from the Nontando, invites guests to relax in a plunge pool.

8.2
26 reviews
~ US$253 / night

Crescent Beach Villas By Beachside Management

2.7 km (1.7 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities

Crescent Beach Villas By Beachside Management

The welcoming Crescent Beach Villas By Beachside Management Siesta Key, located nearly a 25-minute walk from the Nontando, invites guests to relax in a plunge pool.

8.2
26 reviews
Average price US$ 253 / night
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Siesta Villa Laughing Gull

1272 Moonmist Circle
1.3 km (0.8 mi) from city center
84
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Terrace

Located only 450 metres from Siesta Harbour Condominium, the 2-bedroom Siesta Villa Laughing Gull Siesta Key gives easy access to various tourist attractions in the area.

7.5
2 reviews
~ US$493 / night

Siesta Villa Laughing Gull

1.3 km (0.8 mi) from city center
84
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Terrace

Siesta Villa Laughing Gull

Located only 450 metres from Siesta Harbour Condominium, the 2-bedroom Siesta Villa Laughing Gull Siesta Key gives easy access to various tourist attractions in the area.

7.5
2 reviews
Average price US$ 493 / night

Vacation Homes in Siesta Key,Florida with Private Pool

  • Great deal
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Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach

5584 Shadow Lawn Drive
0.3 km (0.2 mi) from city center
156
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool
  • Outdoor swimming pool

Located just 5 minutes' stroll from the Siesta Key Village, the 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key includes a terrace with views of the river. Featuring a private swimming pool, the Siesta Key villa is located within a 6-km distance of the friendly Edson Keith Estate Park.

Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach

0.3 km (0.2 mi) from city center
156
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool
  • Outdoor swimming pool

Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach

Located just 5 minutes' stroll from the Siesta Key Village, the 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key includes a terrace with views of the river. Featuring a private swimming pool, the Siesta Key villa is located within a 6-km distance of the friendly Edson Keith Estate Park.

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Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities

6415 Midnight Pass Rd
1.9 km (1.2 mi) from city center
1000
  • Valet parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Fitness centre

Located just a 7-minute walk from Siesta Harbour Condominium, Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key gives access to various tourist sites in the vicinity.

Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities

1.9 km (1.2 mi) from city center
1000
  • Valet parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Fitness centre

Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities

Located just a 7-minute walk from Siesta Harbour Condominium, Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key gives access to various tourist sites in the vicinity.

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Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004

6415 Midnight Pass Rd
1.9 km (1.2 mi) from city center
1000
  • Valet parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Sauna
  • Outdoor swimming pool

Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is located nearly a 25-minute walk from the Siesta Key Beach and provides a sauna.

Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004

1.9 km (1.2 mi) from city center
1000
  • Valet parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Sauna
  • Outdoor swimming pool

Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004

Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is located nearly a 25-minute walk from the Siesta Key Beach and provides a sauna.

Luxury Vacation Homes in Siesta Key

  • Private beach
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Private Village Home With Heated Pool & Spa With Private Front Courtyard

327 Avenida Milano
2.0 km (1.3 mi) from city center
158
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Heated swimming pool

Offering a Jacuzzi for a relaxing experience, Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located 10 minutes' drive from the Siesta Key Drum Circle.

Private Village Home With Heated Pool & Spa With Private Front Courtyard

2.0 km (1.3 mi) from city center
158
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Heated swimming pool

Private Village Home With Heated Pool & Spa With Private Front Courtyard

Offering a Jacuzzi for a relaxing experience, Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located 10 minutes' drive from the Siesta Key Drum Circle.

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Village West In Heart Of Siesta

5216 Avenida Navarra
2.1 km (1.3 mi) from city center
54
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Located about a 5-minute walk from the Siesta Key Craft Festival, the 1-bedroom Village West In Heart Of Siesta Siesta Key villa offers quick access to various city attractions in the vicinity. Located 3.6 km from the Crescent Arms, this accommodation provides Wi-Fi and parking.

Village West In Heart Of Siesta

2.1 km (1.3 mi) from city center
54
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Village West In Heart Of Siesta

Located about a 5-minute walk from the Siesta Key Craft Festival, the 1-bedroom Village West In Heart Of Siesta Siesta Key villa offers quick access to various city attractions in the vicinity. Located 3.6 km from the Crescent Arms, this accommodation provides Wi-Fi and parking.

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Three Sandy Sisters

6005 Midnight Pass Rd #N8
0.8 km (0.5 mi) from city center
137
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Golf centre
  • Golf course

Featuring a private swimming pool for guests' relaxation, Three Sandy Sisters Siesta Key villa is located approximately 25 minutes on foot from the Siesta Key Beach Access 7.

Three Sandy Sisters

0.8 km (0.5 mi) from city center
137
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Golf centre
  • Golf course

Three Sandy Sisters

Featuring a private swimming pool for guests' relaxation, Three Sandy Sisters Siesta Key villa is located approximately 25 minutes on foot from the Siesta Key Beach Access 7.

Vacation homes near Siesta Key

These options match your search but are within a one-hour drive of the city (up to 80 km / 50 mi).

Cheap Vacation Homes in Siesta Key,Florida

  • Private beach
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Sand Glo Villas

19316 Gulf Boulevard
70.9 km (44.1 mi) from Siesta Key
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Tennis court
  • Sun loungers

Located in the Indian Shores district, the 6-room Sand Glo Villas Clearwater Beach offers guests to enjoy canoeing, tennis, and fishing to diversify their leisure. Featuring sea views, the Clearwater Beach villa is located around a 10-minute ride from the Seminole City Park.

9.7
87 reviews
~ US$161 / night

Sand Glo Villas

70.9 km (44.1 mi) from Siesta Key
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Tennis court
  • Sun loungers

Sand Glo Villas

Located in the Indian Shores district, the 6-room Sand Glo Villas Clearwater Beach offers guests to enjoy canoeing, tennis, and fishing to diversify their leisure. Featuring sea views, the Clearwater Beach villa is located around a 10-minute ride from the Seminole City Park.

9.7
87 reviews
Average price US$ 161 / night
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Pirates Pointe Resort

1800 Kofresi Court
50.9 km (31.6 mi) from Siesta Key
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Pirates Pointe Resort Ruskin villa entices guests to enjoy canoeing and fishing and is located 3.6 km from such natural sites as the Hydro Harvest Farms. Situated about a 10-minute drive from E.G. Simmons Regional Park, this Ruskin villa invites guests to enjoy a patio with a dining table.

9.4
90 reviews
~ US$169 / night

Pirates Pointe Resort

50.9 km (31.6 mi) from Siesta Key
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Pirates Pointe Resort

Pirates Pointe Resort Ruskin villa entices guests to enjoy canoeing and fishing and is located 3.6 km from such natural sites as the Hydro Harvest Farms. Situated about a 10-minute drive from E.G. Simmons Regional Park, this Ruskin villa invites guests to enjoy a patio with a dining table.

9.4
90 reviews
Average price US$ 169 / night
  • Guest favorite
  • Beach access
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Siesta Key Beach Resort And Suites

5311 Ocean Boulevard
1.9 km (1.2 mi) from Siesta Key
  • Cookware/ Kitchen utensils
  • Car park
    US$ 10 per day
  • Security
  • Air conditioning
  • Live entertainment
  • Heated swimming pool

The Seaside Vacation Villas is only 5 minutes' walk from Siesta Key Beach Resort And Suites Sarasota villa, offering a hot tub for guests' relaxation.

Siesta Key Beach Resort And Suites villa includes a swimming pool, as well as spa therapy, a shared lounge, and various recreational opportunities on site. At the property, guests can stay active with cycling, while bicycle hire is also available.

8.7
543 reviews
~ US$273 / night

Siesta Key Beach Resort And Suites

1.9 km (1.2 mi) from Siesta Key
  • Cookware/ Kitchen utensils
  • Car park
    US$ 10 per day
  • Security
  • Air conditioning
  • Live entertainment
  • Heated swimming pool

Siesta Key Beach Resort And Suites

The Seaside Vacation Villas is only 5 minutes' walk from Siesta Key Beach Resort And Suites Sarasota villa, offering a hot tub for guests' relaxation.

Siesta Key Beach Resort And Suites villa includes a swimming pool, as well as spa therapy, a shared lounge, and various recreational opportunities on site. At the property, guests can stay active with cycling, while bicycle hire is also available.

8.7
543 reviews
Average price US$ 273 / night

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, $
Bianco Sands By Beachside Management

8.8 / 10

(102 Reviews)

From 141$
Siesta Key Beach House

8.4 / 10

(67 Reviews)

From 237$
Sun And Sea By Beachside Management

8.8 / 10

(26 Reviews)

From 213$
Beautiful Property On Siesta Key

7.8 / 10

(58 Reviews)

From 200$
Crescent Beach Villas By Beachside Management

8.2 / 10

(26 Reviews)

From 253$

Location