Holidays home Siesta Key
Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Siesta Key

May 22 - May 23 ·
2 guests

Holiday homes in Siesta Key

Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 970 stays assessed to highlight the standout picks
Main Hotel Image

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

Hotel Image Hotel Image

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

Featuring courtyard views, the welcoming Bianco Sands By Beachside Management Siesta Key villa is located only 600 metres from Green Turtle Shell & Gift City.

The property offers a plunge pool as well as a plunge pool to diversify guests' leisure.

8.8
101 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

Featuring courtyard views, the welcoming Bianco Sands By Beachside Management Siesta Key villa is located only 600 metres from Green Turtle Shell & Gift City.

The property offers a plunge pool as well as a plunge pool to diversify guests' leisure.

8.8
101 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

Staying at the 2-bedroom Siesta Key Beach House villa, guests can visit the Siesta Key Village, which is nearly a 25-minute walk away.

The Siesta Key property invites guests to relax by a swimming pool, or enjoy windsurfing, canoeing, and fishing in the area.

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

Staying at the 2-bedroom Siesta Key Beach House villa, guests can visit the Siesta Key Village, which is nearly a 25-minute walk away.

The Siesta Key property invites guests to relax by a swimming pool, or enjoy windsurfing, canoeing, and fishing in the area.

8.4
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

Located about 3 km from the Siesta Key Drum Circle, the welcoming Crescent Beach Villas By Beachside Management Siesta Key provides access to various tourist attractions in the vicinity.

The presence of a plunge pool, a plunge pool ensures a relaxing stay.

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

Located about 3 km from the Siesta Key Drum Circle, the welcoming Crescent Beach Villas By Beachside Management Siesta Key provides access to various tourist attractions in the vicinity.

The presence of a plunge pool, a plunge pool ensures a relaxing stay.

8.2
26 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
  • Ironing facilities
  • Tea and coffee facilities

Located about 5 minutes' walk from Green Turtle Shell & Gift City, Sun And Sea By Beachside Management Siesta Key villa gives easy access to various tourist attractions in the area.

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

Located about 5 minutes' walk from Green Turtle Shell & Gift City, Sun And Sea By Beachside Management Siesta Key villa gives easy access to various tourist attractions in the area.

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 centre
  • Heated swimming pool

Located about 25 minutes' walk from the Jamaica Royale, the 1-bedroom Beautiful Property On Siesta Key villa provides a private swimming pool with sun loungers.

You can try windsurfing, canoeing, and tennis on the premises. The Siesta Key accommodation offers access to a terrace with a swimming pool as well as the pool view.

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 about 25 minutes' walk from the Jamaica Royale, the 1-bedroom Beautiful Property On Siesta Key villa provides a private swimming pool with sun loungers.

You can try windsurfing, canoeing, and tennis on the premises. The Siesta Key accommodation offers access to a terrace with a swimming pool as well as the pool view.

7.8
58 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 easy access to such tourist spots as Siesta Harbour Condominium, located just a 6-minute 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 easy access to such tourist spots as Siesta Harbour Condominium, located just a 6-minute 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
  • Flat-screen TV
  • Heated swimming pool
  • Outdoor swimming pool

Located within a 7-km distance of the upscale Saint Armands Circle Outdoor Mall, the 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key offers 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 only 400 metres 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
  • Flat-screen TV
  • Heated swimming pool
  • Outdoor swimming pool

Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach

Located within a 7-km distance of the upscale Saint Armands Circle Outdoor Mall, the 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key offers 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 only 400 metres 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
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Fitness centre

Situated 7 minutes' stroll from Siesta Harbour Condominium, Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key entices guests to explore various 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 7 minutes' stroll from Siesta Harbour Condominium, Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key entices guests to explore various tourist attractions in the area.

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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 approximately a 25-minute walk from the Siesta Key Village and invites guests to enjoy a terrace. This property offers an outdoor swimming pool as well as a sauna to unwind after a busy day.

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 approximately a 25-minute walk from the Siesta Key Village and invites guests to enjoy a terrace. This property offers an outdoor swimming pool as well as a sauna to unwind after a busy day.

  • 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

Featuring a private pool for guests' relaxation, the 2-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located approximately a 10-minute drive from the Bay Island. Featuring pool views, the property invites guests to visit the Siesta Key Beach, located 3.8 km away.

There are a Jacuzzi to enhance your stay.

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

Featuring a private pool for guests' relaxation, the 2-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located approximately a 10-minute drive from the Bay Island. Featuring pool views, the property invites guests to visit the Siesta Key Beach, located 3.8 km away.

There are a Jacuzzi to enhance your stay.

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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

The 1-bedroom Village West In Heart Of Siesta Siesta Key villa offers proximity to such city sites as the co-op Gallery on Siesta Key, located approximately 5 minutes' walk away.

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 proximity to such city sites as the co-op Gallery on Siesta Key, located approximately 5 minutes' walk away.

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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
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Golf course

Staying at Three Sandy Sisters Siesta Key villa, guests can easily reach the Siesta Key Beach, located merely 1.6 km away.

Three Sandy Sisters

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

Three Sandy Sisters

Staying at Three Sandy Sisters Siesta Key villa, guests can easily reach the Siesta Key Beach, located merely 1.6 km away.

Holiday 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).

  • Best-rated
  • 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 within a 900-metre distance of Sarasota Beach, the self-catering Siesta Key Beachside Villas Sarasota provides a swimming pool for guests' relaxation.

Access to a picnic area and barbecue grills, as well as opportunities for cycling, are available on site.

8.8
354 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 within a 900-metre distance of Sarasota Beach, the self-catering Siesta Key Beachside Villas Sarasota provides a swimming pool for guests' relaxation.

Access to a picnic area and barbecue grills, as well as opportunities for cycling, are available on site.

8.8
354 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

Located about 25 minutes' walk from the E G Simmons Park, Pirates Pointe Resort Ruskin villa provides access to various tourist attractions in the vicinity.

Guests can relax by a swimming pool, or enjoy canoeing and fishing in the area. Pirates Pointe Resort villa also comes with a patio equipped with a dining table.

9.4
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

Located about 25 minutes' walk from the E G Simmons Park, Pirates Pointe Resort Ruskin villa provides access to various tourist attractions in the vicinity.

Guests can relax by a swimming pool, or enjoy canoeing and fishing in the area. Pirates Pointe Resort villa also comes with a patio equipped with a dining table.

9.4
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

Situated within 10 minutes' drive of the Walsingham Park, the 6-room Sand Glo Villas Clearwater Beach invites guests to relax at a terrace.

A variety of outdoor activities such as canoeing, tennis, and fishing can be enjoyed in the surroundings.

9.7
89 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

Situated within 10 minutes' drive of the Walsingham Park, the 6-room Sand Glo Villas Clearwater Beach invites guests to relax at a terrace.

A variety of outdoor activities such as canoeing, tennis, and fishing can be enjoyed in the surroundings.

9.7
89 reviews
Average price US$ 161 / 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

Siesta Key Beach Resort And Suites Sarasota villa is situated only 0.6 km from the Siesta Key Beach Access 2 and provides a hot tub for additional comfort.

Entertainment and leisure options include live performances as well as spa therapy, a shared lounge, and various recreational opportunities. There is also a swimming pool, along with cycling.

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

Siesta Key Beach Resort And Suites Sarasota villa is situated only 0.6 km from the Siesta Key Beach Access 2 and provides a hot tub for additional comfort.

Entertainment and leisure options include live performances as well as spa therapy, a shared lounge, and various recreational opportunities. There is also a swimming pool, along with cycling.

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

(101 Reviews)

From 141$
Siesta Key Beach House

8.4 / 10

(67 Reviews)

From 237$
Crescent Beach Villas By Beachside Management

8.2 / 10

(26 Reviews)

From 253$
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$

More accommodations in Siesta Key

Palm Bay Club By Beachside Management Palm Bay Club By Beachside Management Palm Bay Club By Beachside Management
7.8
26 reviews
~ US$ 462 / night
Turtle Beach Resort Turtle Beach Resort Turtle Beach Resort
9.1
82 reviews
~ US$ 459 / night
The Residences On Siesta Key Beach By Hyatt Vacation Club The Residences On Siesta Key Beach By Hyatt Vacation Club The Residences On Siesta Key Beach By Hyatt Vacation Club
9.2
117 reviews
~ US$ 635 / night

Frequently Asked Questions

Which holiday homes in Siesta Key are best for families?

Siesta Key Beach Resort And Suites and Siesta Key Beach House provide family-friendly accommodations with spacious living areas and kitchen facilities. Kids can enjoy nearby beaches and parks.

Tip:

Consider visiting Siesta Key Beach on weekdays to avoid crowded weekends and enjoy a more relaxing experience.

Are there budget-friendly holiday homes in Siesta Key?

Bianco Sands By Beachside Management and Sand Glo Villas offer affordable options without sacrificing comfort. These homes are perfect for travelers looking to save money.

Tip:

Book your stay on a Sunday night for potentially lower rates compared to Friday and Saturday.

Which holiday homes near the beach are recommended?

Crescent Beach Villas By Beachside Management and Pirates Pointe Resort are both steps from Siesta Key's famous beaches. Enjoy quick access to sun and sand for your vacation.

Tip:

Arrive early to claim your spot on the beach as the best areas fill up quickly during peak hours.

What are the best holiday homes with pools in Siesta Key?

Stay At Sarasota County Villa 1005 and Pool Villa Happy Dolphin feature private pools ideal for cooling off under the Florida sun. These homes provide relaxation and fun for all ages.

Tip:

Check if the pool is heated before booking if you're traveling during cooler months.

Which holiday homes in Siesta Key offer a view?

Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 offers stunning views of the Gulf. Enjoy beautiful sunsets right from your balcony.

Tip:

Request a room on higher floors for even better views of the water and scenery.

Are there romantic holiday homes in Siesta Key?

Three Sandy Sisters and Beautiful Property On Siesta Key provide cozy atmospheres with serene settings perfect for couples. Enjoy intimate dining options and sunset walks nearby.

Tip:

Plan a sunset picnic at nearby Crescent Beach for a memorable romantic evening.

Which holiday homes in Siesta Key are pet-friendly?

Look into Sand Glo Villas or Pirates Pointe Resort, which welcome pets and provide amenities for furry friends. Enjoy walks on the beach with your pet.

Tip:

Confirm pet policies in advance to ensure you can bring your companion without surprises.

What unique activities are available in Siesta Key?

Rent a kayak or paddleboard at Siesta Key Beach and explore the beautiful waters. Don't miss the local farmers market on Sundays for fresh produce and crafts.

Tip:

Arrive early for the farmers market to get the best selections before items sell out.

When is the best time to visit Siesta Key for fewer crowds?

Visit during the late spring or early fall to enjoy pleasant weather and fewer crowds at attractions. The scenery remains lovely without the major tourist rush.

Tip:

Book your holiday home during mid-week for lower rates and quieter beaches.

How do I get around Siesta Key?

The island offers bike rentals, making it easy to explore. Shuttle services are available to transport you around the more popular beaches and attractions.

Tip:

Consider bringing a bike helmet if you plan to rent a bike to ensure your safety while riding.

Siesta Key and related destinations

Location