Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Siesta Key

Nov 03 - Nov 04 ·
2 guests

Siesta Key Vacation Rentals

Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 1,160 stays assessed to highlight the standout picks

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

Cheap Siesta Key Vacation Rentals

5. Crescent Beach Villas By Beachside Management

6. Siesta Villa Laughing Gull

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

Pet Friendly Vacation Rentals Siesta Key Florida

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

Siesta Key Luxury Vacation Rentals

Bianco Sands By Beachside Management Bianco Sands By Beachside Management

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 around a 10-minute ride from Edson Keith Estate Park, the 9-room Bianco Sands By Beachside Management Siesta Key villa provides access to a plunge pool. Featuring a plunge pool, this Siesta Key villa is nestled 4.2 km from the Grand Canal.

8.9
83 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 around a 10-minute ride from Edson Keith Estate Park, the 9-room Bianco Sands By Beachside Management Siesta Key villa provides access to a plunge pool. Featuring a plunge pool, this Siesta Key villa is nestled 4.2 km from the Grand Canal.

8.9
83 reviews
From US$ 141 / night
  • Private beach
Siesta Key Beach House Siesta Key Beach House

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 only a 9-minute walk from Jamaica Royale, the 3-bedroom Siesta Key Beach House villa features a year-round outdoor swimming pool and can accommodate up to 6 guests.

Access to a sunbathing terrace, a picnic area, and a golf course, as well as opportunities for windsurfing, canyoning, and fisheries, are available to guests.

8.4
74 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 only a 9-minute walk from Jamaica Royale, the 3-bedroom Siesta Key Beach House villa features a year-round outdoor swimming pool and can accommodate up to 6 guests.

Access to a sunbathing terrace, a picnic area, and a golf course, as well as opportunities for windsurfing, canyoning, and fisheries, are available to guests.

8.4
74 reviews
From US$ 237 / night
Sun And Sea By Beachside Management Sun And Sea By Beachside Management

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 proximity to such city sites as Green Turtle Shell & Gift City, located 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 proximity to such city sites as Green Turtle Shell & Gift City, located 5 minutes' walk away.

8.8
26 reviews
From US$ 213 / night

Cheap Siesta Key Vacation Rentals

  • Private beach
Beautiful Property On Siesta Key Beautiful Property On Siesta Key

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 a 25-minute walk from Siesta Key Village, Beautiful Property On Siesta Key villa offers karaoke for guests' leisure. Suitable for up to 4 guests, the 2-bedroom villa offers opportunities for windsurfing, canyoning, and fisheries.

8.3
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 centre
  • Heated swimming pool

Beautiful Property On Siesta Key

Located a 25-minute walk from Siesta Key Village, Beautiful Property On Siesta Key villa offers karaoke for guests' leisure. Suitable for up to 4 guests, the 2-bedroom villa offers opportunities for windsurfing, canyoning, and fisheries.

8.3
62 reviews
From US$ 200 / night
Crescent Beach Villas By Beachside Management Crescent Beach Villas By Beachside Management

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

Situated around 25 minutes on foot from the Jamaica Royale, Crescent Beach Villas By Beachside Management Siesta Key includes a plunge swimming pool, as well as a plunge pool to relax in. Offering a prime location in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, the welcoming villa features Wi-Fi and parking.

8.2
23 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

Situated around 25 minutes on foot from the Jamaica Royale, Crescent Beach Villas By Beachside Management Siesta Key includes a plunge swimming pool, as well as a plunge pool to relax in. Offering a prime location in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, the welcoming villa features Wi-Fi and parking.

8.2
23 reviews
From US$ 253 / night
Siesta Villa Laughing Gull Siesta Villa Laughing Gull

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 accommodates up to 5 guests and offers proximity to Crescent Arms, located approximately 500 metres 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 accommodates up to 5 guests and offers proximity to Crescent Arms, located approximately 500 metres away.

7.5
2 reviews
From US$ 493 / night

Pet Friendly Vacation Rentals Siesta Key Florida

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

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 around a 5-minute walk from Siesta Key Village, the 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key features an outdoor swimming pool and can accommodate up to 4 guests.

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 around a 5-minute walk from Siesta Key Village, the 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key features an outdoor swimming pool and can accommodate up to 4 guests.

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

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

Situated just 0.6 km from Siesta Harbour Condominium Apt Harbor, the 2-bedroom Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key provides access to numerous tourist attractions in the area.

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

Situated just 0.6 km from Siesta Harbour Condominium Apt Harbor, the 2-bedroom Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key provides access to numerous tourist attractions in the area.

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

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

Situated merely 7 minutes on foot from Siesta Key Marina, the 1-bedroom Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Featuring a sauna, the Siesta Key villa is nestled in the vicinity of Green Turtle Shell & Gift City.

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

Situated merely 7 minutes on foot from Siesta Key Marina, the 1-bedroom Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Featuring a sauna, the Siesta Key villa is nestled in the vicinity of Green Turtle Shell & Gift City.

Siesta Key Vacation Rentals Oceanfront

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

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

327 Avenida Milano
2.0 km (1.3 mi) from city center
158
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Hosting up to 6 guests, the 3-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is nestled in a beach area, around 4 km from Coolidge Park. The villa offers guests a relaxing experience with a Jacuzzi.

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

2.0 km (1.3 mi) from city center
158
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

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

Hosting up to 6 guests, the 3-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is nestled in a beach area, around 4 km from Coolidge Park. The villa offers guests a relaxing experience with a Jacuzzi.

Village West In Heart Of Siesta Village West In Heart Of Siesta

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

The 1-bedroom Village West In Heart Of Siesta Siesta Key villa offers quick access to such tourist spots as the co-op Gallery on Siesta Key, situated only a 5-minute walk away. With a maximum capacity of 4 guests, the Siesta Key villa offers a car park.

10
1 reviews

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

The 1-bedroom Village West In Heart Of Siesta Siesta Key villa offers quick access to such tourist spots as the co-op Gallery on Siesta Key, situated only a 5-minute walk away. With a maximum capacity of 4 guests, the Siesta Key villa offers a car park.

10
1 reviews
Three Sandy Sisters Three Sandy Sisters

Three Sandy Sisters

6005 Midnight Pass Rd #N8
0.8 km (0.5 mi) from city center
137
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Golf centre
  • Golf course

The 2-bedroom Three Sandy Sisters Siesta Key villa is nestled only a 7-minute walk from Jamaica Royale and can accommodate up to 6 guests. Guests can enjoy fisheries at the villa, located a mere 1.6 km from Siesta Key Beach.

Three Sandy Sisters

0.8 km (0.5 mi) from city center
137
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Golf centre
  • Golf course

Three Sandy Sisters

The 2-bedroom Three Sandy Sisters Siesta Key villa is nestled only a 7-minute walk from Jamaica Royale and can accommodate up to 6 guests. Guests can enjoy fisheries at the villa, located a mere 1.6 km from Siesta Key Beach.

Vacation rentals near Siesta Key

Siesta Key Vacation Rentals with Private Pool

Sand Glo Villas Sand Glo Villas

Sand Glo Villas

19316 Gulf Boulevard
70.9 km (44.1 mi) from Siesta Key
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Sand Glo Villas Clearwater Beach provides easy access to various city attractions, such as Smugglers Cove Adventure Golf, situated approximately 5 minutes' walk away.

The surroundings feature canoeing, tennis, and fishing.

9.7
79 reviews
~ US$161 / night

Sand Glo Villas

70.9 km (44.1 mi) from Siesta Key
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Sand Glo Villas

Sand Glo Villas Clearwater Beach provides easy access to various city attractions, such as Smugglers Cove Adventure Golf, situated approximately 5 minutes' walk away.

The surroundings feature canoeing, tennis, and fishing.

9.7
79 reviews
From US$ 161 / night
Pirates Pointe Resort Pirates Pointe Resort

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 enjoys a convenient location in Ruskin and offers its guests to make use of a swimming pool.

In this local area canoeing and fishing and other outdoor activities are available.

9.5
80 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 enjoys a convenient location in Ruskin and offers its guests to make use of a swimming pool.

In this local area canoeing and fishing and other outdoor activities are available.

9.5
80 reviews
From US$ 169 / night
  • Best-rated
  • Beach access
Siesta Key Beach Resort And Suites Siesta Key Beach Resort And Suites

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

Located just 650 metres from Siesta Key Beach Access 2, Siesta Key Beach Resort And Suites Sarasota villa comes with an outdoor swimming pool, a Jacuzzi.

The surrounding area is popular for cycling.

8.8
480 reviews
~ US$235 / 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

Located just 650 metres from Siesta Key Beach Access 2, Siesta Key Beach Resort And Suites Sarasota villa comes with an outdoor swimming pool, a Jacuzzi.

The surrounding area is popular for cycling.

8.8
480 reviews
From US$ 235 / night
Waterfront Mermaids Retreat Charms! Pool & Bay Waterfront Mermaids Retreat Charms! Pool & Bay

Waterfront Mermaids Retreat Charms! Pool & Bay

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

Located about a 10-minute ride from Englewood Beach, the 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa provides access to an outdoor swimming pool. Hosting up to 5 guests, the Englewood villa offers a prime location 4.2 km from Cedar Point Environmental Park.

9.4
24 reviews
~ US$307 / night

Waterfront Mermaids Retreat Charms! Pool & Bay

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

Waterfront Mermaids Retreat Charms! Pool & Bay

Located about a 10-minute ride from Englewood Beach, the 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa provides access to an outdoor swimming pool. Hosting up to 5 guests, the Englewood villa offers a prime location 4.2 km from Cedar Point Environmental Park.

9.4
24 reviews
From US$ 307 / 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

8.9 / 10

(83 Reviews)

From 141$
Siesta Key Beach House

8.4 / 10

(74 Reviews)

From 237$
Sun And Sea By Beachside Management

8.8 / 10

(26 Reviews)

From 213$
Beautiful Property On Siesta Key

8.3 / 10

(62 Reviews)

From 200$
Crescent Beach Villas By Beachside Management

8.2 / 10

(23 Reviews)

From 253$

Siesta Key and related destinations

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