Siesta Key
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Siesta Key

Apr 22 - Apr 23 ·
2 guests

Siesta Key Vacation Rentals

Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 970 stays assessed to highlight the standout picks
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Best Siesta Key Vacation Rentals

Navigation

1. Bianco Sands By Beachside Management

2. Siesta Key Beach House

3. Crescent Beach Villas By Beachside Management

4. Sun And Sea By Beachside Management

5. Beautiful Property On Siesta Key

6. Siesta Villa Laughing Gull

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

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

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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

Located 450 m from Crescent Beach, the welcoming Bianco Sands By Beachside Management Siesta Key villa provides a plunge swimming pool for guests' relaxation. Featuring a plunge pool, this 9-room villa is 6 km from Sarasota Square.

8.7
104 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

Located 450 m from Crescent Beach, the welcoming Bianco Sands By Beachside Management Siesta Key villa provides a plunge swimming pool for guests' relaxation. Featuring a plunge pool, this 9-room villa is 6 km from Sarasota Square.

8.7
104 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 course
  • Heated swimming pool

Located only 9 minutes' walk from the Jamaica Royale, the 2-bedroom Siesta Key Beach House villa offers opportunities for windsurfing, canoeing, and fishing in the area. The accommodation includes free private parking and a terrace with views of the sea.

8.3
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 course
  • Heated swimming pool

Siesta Key Beach House

Located only 9 minutes' walk from the Jamaica Royale, the 2-bedroom Siesta Key Beach House villa offers opportunities for windsurfing, canoeing, and fishing in the area. The accommodation includes free private parking and a terrace with views of the sea.

8.3
67 reviews
Average price US$ 237 / 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

During the stay at the welcoming Crescent Beach Villas By Beachside Management Siesta Key, guests can indulge in a plunge pool or visit the Siesta Key Marina, located a 14-minute walk away.

8.6
25 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

During the stay at the welcoming Crescent Beach Villas By Beachside Management Siesta Key, guests can indulge in a plunge pool or visit the Siesta Key Marina, located a 14-minute walk away.

8.6
25 reviews
Average price US$ 253 / 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
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities

Staying at Sun And Sea By Beachside Management Siesta Key villa, guests can easily reach Green Turtle Shell & Gift City, located nearly 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
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities

Sun And Sea By Beachside Management

Staying at Sun And Sea By Beachside Management Siesta Key villa, guests can easily reach Green Turtle Shell & Gift City, located nearly 5 minutes' walk away.

8.8
26 reviews
Average price US$ 213 / night
  • Private beach
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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 course
  • Heated swimming pool

At the 1-bedroom Beautiful Property On Siesta Key villa, guests can enjoy windsurfing, canoeing, and tennis as well as a location just a 9-minute walk from the Jamaica Royale. Located 3.3 km from the Siesta Key Beach Access 2, the villa features a private pool with loungers.

7.8
62 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 course
  • Heated swimming pool

Beautiful Property On Siesta Key

At the 1-bedroom Beautiful Property On Siesta Key villa, guests can enjoy windsurfing, canoeing, and tennis as well as a location just a 9-minute walk from the Jamaica Royale. Located 3.3 km from the Siesta Key Beach Access 2, the villa features a private pool with loungers.

7.8
62 reviews
Average price US$ 200 / 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

The 2-bedroom Siesta Villa Laughing Gull Siesta Key offers quick access to such city attractions as Siesta Harbour Condominium, located just 6 minutes' walk away.

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

The 2-bedroom Siesta Villa Laughing Gull Siesta Key offers quick access to such city attractions as Siesta Harbour Condominium, located just 6 minutes' walk away.

7.5
2 reviews
Average price US$ 493 / night
  • 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
  • Heated swimming pool
  • Outdoor swimming pool
  • Sun terrace

Situated 4.7 km from the Bee Ridge Park, Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key features a terrace with views of the river. Guests can relax by a private pool and enjoy the proximity to the Siesta Key Village, which is just 5 minutes' walk away.

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
  • Heated swimming pool
  • Outdoor swimming pool
  • Sun terrace

Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach

Situated 4.7 km from the Bee Ridge Park, Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key features a terrace with views of the river. Guests can relax by a private pool and enjoy the proximity to the Siesta Key Village, which is just 5 minutes' walk away.

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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
  • Heating
  • Fitness centre
  • Spa centre

Staying at Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key, guests can easily reach the friendly Edson Keith Estate Park, located approximately a 10-minute drive away.

Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities

1.9 km (1.2 mi) from city center
1000
  • Valet parking
  • Air conditioning
  • Heating
  • Fitness centre
  • Spa centre

Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities

Staying at Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key, guests can easily reach the friendly Edson Keith Estate Park, located approximately a 10-minute drive away.

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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
  • Heating
  • Sauna
  • Outdoor swimming pool
  • Terrace

Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is situated 7 minutes' walk from the Siesta Key Marina and provides a sauna for a relaxing stay.

The Siesta Key accommodation has a terrace to relax on after a busy day, along with an outdoor swimming pool.

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
  • Heating
  • Sauna
  • Outdoor swimming pool
  • Terrace

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 situated 7 minutes' walk from the Siesta Key Marina and provides a sauna for a relaxing stay.

The Siesta Key accommodation has a terrace to relax on after a busy day, along with an outdoor swimming pool.

  • 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
  • Jacuzzi
  • Heated swimming pool
  • Outdoor swimming pool

Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key, located just 6 minutes' walk from the Siesta Key Craft Festival, entices guests with a private pool as well as a Jacuzzi to relax in. Featuring a patio, this Siesta Key villa is situated within reach of the Seaside Vacation Villas.

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
  • Jacuzzi
  • Heated swimming pool
  • Outdoor swimming pool

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

Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key, located just 6 minutes' walk from the Siesta Key Craft Festival, entices guests with a private pool as well as a Jacuzzi to relax in. Featuring a patio, this Siesta Key villa is situated within reach of the Seaside Vacation Villas.

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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

Village West In Heart Of Siesta Siesta Key villa is situated 6 minutes' walk from the Seaside Vacation Villas, featuring such comforts as Wi-Fi and a car park.

Village West In Heart Of Siesta villa has a patio to relax on after a busy day, along with a swimming pool.

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

Village West In Heart Of Siesta Siesta Key villa is situated 6 minutes' walk from the Seaside Vacation Villas, featuring such comforts as Wi-Fi and a car park.

Village West In Heart Of Siesta villa has a patio to relax on after a busy day, along with a swimming pool.

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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

Offering a location approximately 6 km from South Lido Park, Three Sandy Sisters Siesta Key villa gives access to various tourist spots in the area.

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

Offering a location approximately 6 km from South Lido Park, Three Sandy Sisters Siesta Key villa gives access to various tourist spots in the area.

Vacation rentals near Siesta Key

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

  • Beach access
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Siesta Key Beachside Villas

124 Columbus Blvd
2.2 km (1.3 mi) from Siesta Key
  • BBQ facilities
  • Car park
    US$ 10 per day
  • Housekeeping
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Located just 400 metres from the Siesta Key Beach Access 2, Siesta Key Beachside Villas Sarasota features a swimming pool with loungers. Offering a picnic area and barbecue grills, the self-catering villa is nestled in the centre of Sarasota.

Bicycles are available for rent at the premises, while it is possible to try cycling in the surroundings.

8.7
360 reviews
~ US$223 / night

Siesta Key Beachside Villas

2.2 km (1.3 mi) from Siesta Key
  • BBQ facilities
  • Car park
    US$ 10 per day
  • Housekeeping
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Siesta Key Beachside Villas

Located just 400 metres from the Siesta Key Beach Access 2, Siesta Key Beachside Villas Sarasota features a swimming pool with loungers. Offering a picnic area and barbecue grills, the self-catering villa is nestled in the centre of Sarasota.

Bicycles are available for rent at the premises, while it is possible to try cycling in the surroundings.

8.7
360 reviews
Average price US$ 223 / 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 is located about a 25-minute walk from the Cockroach Bay Aquatic Preserve and invites guests to join canoeing and fishing. At the villa, a patio provides views of the pool as well as a dining table.

9.3
89 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 is located about a 25-minute walk from the Cockroach Bay Aquatic Preserve and invites guests to join canoeing and fishing. At the villa, a patio provides views of the pool as well as a dining table.

9.3
89 reviews
Average price US$ 169 / night
  • 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

The 6-room Sand Glo Villas Clearwater Beach offers swift access to various city sites, such as Smugglers Cove Adventure Golf, situated nearly a 5-minute walk away.

The area is popular for those who like canoeing, tennis, and fishing.

9.6
84 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

The 6-room Sand Glo Villas Clearwater Beach offers swift access to various city sites, such as Smugglers Cove Adventure Golf, situated nearly a 5-minute walk away.

The area is popular for those who like canoeing, tennis, and fishing.

9.6
84 reviews
Average price US$ 161 / night
  • Best-rated
  • 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

Offering live performances for a delightful experience, Siesta Key Beach Resort And Suites Sarasota villa is located 8 minutes' walk from the Siesta Key Beach Access 2. Offering reliable service, this resort accommodates guests 3.1 km from the shaped Crescent Beach.

Spa therapy, a shared lounge, and various recreational opportunities, as well as a swimming pool are among available leisure options. A hot tub are also offered for ultimate relaxation. You can engage in cycling or rent bicycles to explore the area. Siesta Key Beach Resort And Suites villa offers board games and outdoor play equipment for guests' entertainment.

8.7
560 reviews
~ US$320 / 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

Offering live performances for a delightful experience, Siesta Key Beach Resort And Suites Sarasota villa is located 8 minutes' walk from the Siesta Key Beach Access 2. Offering reliable service, this resort accommodates guests 3.1 km from the shaped Crescent Beach.

Spa therapy, a shared lounge, and various recreational opportunities, as well as a swimming pool are among available leisure options. A hot tub are also offered for ultimate relaxation. You can engage in cycling or rent bicycles to explore the area. Siesta Key Beach Resort And Suites villa offers board games and outdoor play equipment for guests' entertainment.

8.7
560 reviews
Average price US$ 320 / night
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Gorgeous Waterfront! Mermaid'S Retreat Wows!

5075 North Beach Road, E, Englewood Florida 34285
39.7 km (24.7 mi) from Siesta Key
51
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Situated a 25-minute walk from the Peninsula at Englewood Beach, Gorgeous Waterfront! Mermaid'S Retreat Wows! Englewood villa invites guests to relax at a patio.

9.6
22 reviews
~ US$307 / night

Gorgeous Waterfront! Mermaid'S Retreat Wows!

39.7 km (24.7 mi) from Siesta Key
51
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Gorgeous Waterfront! Mermaid'S Retreat Wows!

Situated a 25-minute walk from the Peninsula at Englewood Beach, Gorgeous Waterfront! Mermaid'S Retreat Wows! Englewood villa invites guests to relax at a patio.

9.6
22 reviews
Average price US$ 307 / night
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Waterfront Studio With Pool On Manasota Key

5075 North Beach Road
39.8 km (24.7 mi) from Siesta Key
42
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Staying at Waterfront Studio With Pool On Manasota Key Englewood villa, guests can easily reach the performing arts theater "Lemon Bay Playhouse", located 2.5 km away.

9.5
22 reviews
~ US$306 / night

Waterfront Studio With Pool On Manasota Key

39.8 km (24.7 mi) from Siesta Key
42
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Waterfront Studio With Pool On Manasota Key

Staying at Waterfront Studio With Pool On Manasota Key Englewood villa, guests can easily reach the performing arts theater "Lemon Bay Playhouse", located 2.5 km away.

9.5
22 reviews
Average price US$ 306 / night

Are you in a hurry?

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

Name of hotel Accommodation Rating Price, $
Bianco Sands By Beachside Management

8.7 / 10

(104 Reviews)

From 141$
Siesta Key Beach House

8.3 / 10

(67 Reviews)

From 237$
Crescent Beach Villas By Beachside Management

8.6 / 10

(25 Reviews)

From 253$
Sun And Sea By Beachside Management

8.8 / 10

(26 Reviews)

From 213$
Beautiful Property On Siesta Key

7.8 / 10

(62 Reviews)

From 200$

Siesta Key Accommodation lists:

Location