Vacation homes Siesta Key
Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Siesta Key

Apr 19 - Apr 20 ·
2 guests

Vacation homes in Siesta Key

Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 970 stays assessed to highlight the standout picks
if (!empty($heroPhotos))

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

The welcoming Bianco Sands By Beachside Management Siesta Key villa is located 2.4 km from the Escape Room Sarasota and provides a plunge swimming pool, ensuring a relaxing stay. This villa offers guests a relaxing experience with a plunge pool.

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

The welcoming Bianco Sands By Beachside Management Siesta Key villa is located 2.4 km from the Escape Room Sarasota and provides a plunge swimming pool, ensuring a relaxing stay. This villa offers guests a relaxing experience with a plunge pool.

8.7
104 reviews
Average price US$ 141 / night
  • Private beach
Hotel Image Hotel Image

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

The 2-bedroom Siesta Key Beach House villa entices guests to enjoy windsurfing, canoeing, and fishing and offers proximity to the Jamaica Royale, located merely 0.7 km away. The Siesta Key villa is approximately a 10-minute drive from Edson Keith Estate Park and features a free private car park on site.

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

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 centre
  • Heated swimming pool

Siesta Key Beach House

The 2-bedroom Siesta Key Beach House villa entices guests to enjoy windsurfing, canoeing, and fishing and offers proximity to the Jamaica Royale, located merely 0.7 km away. The Siesta Key villa is approximately a 10-minute drive from Edson Keith Estate Park and features a free private car park on site.

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

8.3
67 reviews
Average price US$ 237 / night
Hotel Image Hotel Image

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

Along with access to such natural sites as the Turtle Beach, 3.2 km away, the welcoming Crescent Beach Villas By Beachside Management Siesta Key offers a plunge swimming pool. The villa is located about 15 minutes by car from the Siesta Key Beach Access 2 and offers guests to relax in a plunge pool available on site.

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

Along with access to such natural sites as the Turtle Beach, 3.2 km away, the welcoming Crescent Beach Villas By Beachside Management Siesta Key offers a plunge swimming pool. The villa is located about 15 minutes by car from the Siesta Key Beach Access 2 and offers guests to relax in a plunge pool available on site.

8.6
25 reviews
Average price US$ 253 / night
Hotel Image Hotel Image

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

Sun And Sea By Beachside Management Siesta Key villa is located merely 8 minutes' walk from the Siesta Key Marina and invites guests to enjoy guided snorkelling trips.

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

Sun And Sea By Beachside Management Siesta Key villa is located merely 8 minutes' walk from the Siesta Key Marina and invites guests to enjoy guided snorkelling trips.

8.8
26 reviews
Average price US$ 213 / night
  • 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

The 1-bedroom Beautiful Property On Siesta Key villa is located nearly a 25-minute walk from the Jamaica Royale and offers guests to relax by a private swimming pool with sun loungers.

The surrounding area offers to enjoy windsurfing, canoeing, and fishing.

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 centre
  • Heated swimming pool

Beautiful Property On Siesta Key

The 1-bedroom Beautiful Property On Siesta Key villa is located nearly a 25-minute walk from the Jamaica Royale and offers guests to relax by a private swimming pool with sun loungers.

The surrounding area offers to enjoy windsurfing, canoeing, and fishing.

7.8
62 reviews
Average price US$ 200 / night
Hotel Image Hotel Image

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

Offering a location only 6 minutes' walk from Siesta Harbour Condominium, the 2-bedroom Siesta Villa Laughing Gull Siesta Key gives access to various tourist spots 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

Offering a location only 6 minutes' walk from Siesta Harbour Condominium, the 2-bedroom Siesta Villa Laughing Gull Siesta Key gives access to various tourist spots in the area.

7.5
2 reviews
Average price US$ 493 / night
  • Great deal
Hotel Image Hotel Image

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 1.6 km from the Jamaica Royale, Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key offers a terrace with views of the river. Offering a private swimming pool, the Siesta Key villa invites guests to visit the Red Bug Slough Preserve, located approximately a 10-minute ride 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 just 1.6 km from the Jamaica Royale, Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key offers a terrace with views of the river. Offering a private swimming pool, the Siesta Key villa invites guests to visit the Red Bug Slough Preserve, located approximately a 10-minute ride away.

Hotel Image Hotel Image

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 7 minutes' 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 7 minutes' 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.

Hotel Image Hotel Image

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

Located around a 25-minute walk from the Siesta Key Beach, Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa boasts an outdoor swimming pool with a sauna. Boasting access to a terrace, this property invites guests to visit the shaped Crescent Beach, located a mere 1.4 km away.

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

Located around a 25-minute walk from the Siesta Key Beach, Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa boasts an outdoor swimming pool with a sauna. Boasting access to a terrace, this property invites guests to visit the shaped Crescent Beach, located a mere 1.4 km away.

  • Private beach
Hotel Image Hotel Image

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

Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located only 500 metres from the Siesta Key Craft Festival and offers guests to relish a patio as well as a private swimming pool. Featuring a Jacuzzi, the Siesta Key villa is nestled approximately 5 minutes' drive from the Shell Beach.

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

Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located only 500 metres from the Siesta Key Craft Festival and offers guests to relish a patio as well as a private swimming pool. Featuring a Jacuzzi, the Siesta Key villa is nestled approximately 5 minutes' drive from the Shell Beach.

Hotel Image Hotel Image

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 offers proximity to such city sites as the Siesta Key Craft Festival, 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

Village West In Heart Of Siesta Siesta Key villa offers proximity to such city sites as the Siesta Key Craft Festival, located approximately 5 minutes' walk away.

Hotel Image Hotel Image

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

Located merely 1.4 km from the Siesta Beach Pavillion, Three Sandy Sisters Siesta Key villa provides access to various tourist attractions in the vicinity.

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

Located merely 1.4 km from the Siesta Beach Pavillion, Three Sandy Sisters Siesta Key villa provides access to various tourist attractions in the vicinity.

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).

  • Beach access
Hotel Image Hotel Image

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

Offering a picnic area and barbecue grills for an enjoyable stay, the self-catering Siesta Key Beachside Villas Sarasota is a 5-minute walk from Beach Club. Located right in the centre of Sarasota, this villa is featuring a swimming pool as well as loungers for guests' leisure.

You can engage in cycling or rent bicycles to explore the area.

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

Offering a picnic area and barbecue grills for an enjoyable stay, the self-catering Siesta Key Beachside Villas Sarasota is a 5-minute walk from Beach Club. Located right in the centre of Sarasota, this villa is featuring a swimming pool as well as loungers for guests' leisure.

You can engage in cycling or rent bicycles to explore the area.

8.7
360 reviews
Average price US$ 223 / night
Hotel Image Hotel Image

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

Positioned approximately a 25-minute walk from bustling shopping destinations such as the Shell Point Cottage, Pirates Pointe Resort Ruskin villa offers guests to use a free private car park. The property features opportunities for canoeing and fishing in the area, about 5 km from Ott's Off Leash Dog Sanctuary Park.

The Ruskin accommodation has a swimming pool and a patio with outdoor dining areas for more comfort.

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

Positioned approximately a 25-minute walk from bustling shopping destinations such as the Shell Point Cottage, Pirates Pointe Resort Ruskin villa offers guests to use a free private car park. The property features opportunities for canoeing and fishing in the area, about 5 km from Ott's Off Leash Dog Sanctuary Park.

The Ruskin accommodation has a swimming pool and a patio with outdoor dining areas for more comfort.

9.3
89 reviews
Average price US$ 169 / night
  • Private beach
Hotel Image Hotel Image

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

Staying at the 6-room Sand Glo Villas Clearwater Beach, guests can easily reach the Seminole City Park, located approximately 10 minutes' drive away.

There is canoeing, tennis, and fishing available on-site.

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

Staying at the 6-room Sand Glo Villas Clearwater Beach, guests can easily reach the Seminole City Park, located approximately 10 minutes' drive away.

There is canoeing, tennis, and fishing available on-site.

9.6
84 reviews
Average price US$ 161 / night
  • Best-rated
  • Beach access
Hotel Image Hotel Image

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 located only an 8-minute walk from the Siesta Key Beach Access 2 and invites guests to enjoy spa therapy, a shared lounge, and various recreational opportunities.

Siesta Key Beach Resort And Suites villa features a hot tub as well as a swimming pool. Bicycles are available for rent to explore the surroundings, where you can also try cycling.

8.7
560 reviews
~ US$340 / 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 located only an 8-minute walk from the Siesta Key Beach Access 2 and invites guests to enjoy spa therapy, a shared lounge, and various recreational opportunities.

Siesta Key Beach Resort And Suites villa features a hot tub as well as a swimming pool. Bicycles are available for rent to explore the surroundings, where you can also try cycling.

8.7
560 reviews
Average price US$ 340 / night
Hotel Image Hotel Image

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

Offering Wi-Fi, Gorgeous Waterfront! Mermaid'S Retreat Wows! Englewood villa is located about a 25-minute walk from the Peninsula at Englewood Beach.

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!

Offering Wi-Fi, Gorgeous Waterfront! Mermaid'S Retreat Wows! Englewood villa is located about a 25-minute walk from the Peninsula at Englewood Beach.

9.6
22 reviews
Average price US$ 307 / 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

8.7 / 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$

More accommodations in Siesta Key

Beachpoint Cottages Beachpoint Cottages Beachpoint Cottages
9
213 reviews
~ US$ 369 / night
Living The Dream By Beachside Management Living The Dream By Beachside Management Living The Dream By Beachside Management
9.2
25 reviews
~ US$ 234 / night
The Ringling Beach House The Ringling Beach House The Ringling Beach House
8.4
476 reviews
~ US$ 582 / night
The Ringling Beach House The Ringling Beach House The Ringling Beach House
8.4
476 reviews
~ US$ 582 / night

Siesta Key and related destinations

Location