Resorts Space Siesta Key
Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Siesta Key

Nov 02 - Nov 03 ·
2 guests

Siesta Key Vacation Rentals

Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 1,130 stays assessed to highlight the standout picks

Navigation

1. Bianco Sands By Beachside Management

2. Siesta Key Beach House

3. Beautiful Property On Siesta Key

4. Crescent Beach Villas By Beachside Management

Cheap Vacation Rentals in Siesta Key Florida

5. Siesta Villa Laughing Gull

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

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

Pet Friendly Vacation Rentals Siesta Key

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

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

10. Village West In Heart Of Siesta

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

Nestled merely an 11-minute walk from Siesta Key Marina, the 9-room Bianco Sands By Beachside Management Siesta Key villa entices guests to explore various tourist destinations nearby.

8.9
82 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

Nestled merely an 11-minute walk from Siesta Key Marina, the 9-room Bianco Sands By Beachside Management Siesta Key villa entices guests to explore various tourist destinations nearby.

8.9
82 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 course
  • Heated swimming pool

The 3-bedroom Siesta Key Beach House villa hosts up to 6 guests and provides proximity to Jamaica Royale, situated merely 0.7 km away. Providing a year-round outdoor pool, this Siesta Key villa also offers windsurfing, canyoning, and fisheries for active guests.

Here, guests will be able to enjoy a sunbathing terrace, a picnic area, and a golf course, as well as entertain themselves with karaoke.

8.4
73 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

The 3-bedroom Siesta Key Beach House villa hosts up to 6 guests and provides proximity to Jamaica Royale, situated merely 0.7 km away. Providing a year-round outdoor pool, this Siesta Key villa also offers windsurfing, canyoning, and fisheries for active guests.

Here, guests will be able to enjoy a sunbathing terrace, a picnic area, and a golf course, as well as entertain themselves with karaoke.

8.4
73 reviews
From US$ 237 / night
  • 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 course
  • Heated swimming pool

Located a mere 9 minutes' walk from Jamaica Royale, the 2-bedroom Beautiful Property On Siesta Key villa features an outdoor swimming pool and can accommodate up to 4 guests.

Windsurfing, canyoning, and fisheries can be arranged in the area.

8.3
63 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

Located a mere 9 minutes' walk from Jamaica Royale, the 2-bedroom Beautiful Property On Siesta Key villa features an outdoor swimming pool and can accommodate up to 4 guests.

Windsurfing, canyoning, and fisheries can be arranged in the area.

8.3
63 reviews
From US$ 200 / night

Cheap Vacation Rentals in Siesta Key Florida

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 19 minutes' walk from the shaped Crescent Beach, the 2-room Crescent Beach Villas By Beachside Management Siesta Key entices guests to explore various tourist attractions in the area.

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 19 minutes' walk from the shaped Crescent Beach, the 2-room Crescent Beach Villas By Beachside Management Siesta Key entices guests to explore various tourist attractions in the area.

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

Situated approximately 25 minutes' walk from Siesta Beach Pavillion, the 2-bedroom Siesta Villa Laughing Gull Siesta Key provides access to numerous tourist attractions in the area. With a maximum capacity of 5 guests, the property offers a car park.

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

Situated approximately 25 minutes' walk from Siesta Beach Pavillion, the 2-bedroom Siesta Villa Laughing Gull Siesta Key provides access to numerous tourist attractions in the area. With a maximum capacity of 5 guests, the property offers a car park.

7.5
2 reviews
From US$ 493 / night
  • 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

The 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key hosts up to 4 guests and provides proximity to Siesta Key Village, situated only a 5-minute 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
  • Flat-screen TV
  • Heated swimming pool
  • Outdoor swimming pool

Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach

The 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key hosts up to 4 guests and provides proximity to Siesta Key Village, situated only a 5-minute walk away.

Pet Friendly Vacation Rentals Siesta Key

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

Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key accommodates up to 4 guests and offers proximity to Siesta Key Marina, located a 7-minute walk 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
  • Ironing facilities
  • Tea and coffee facilities
  • Heating
  • Fitness centre

Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities

Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key accommodates up to 4 guests and offers proximity to Siesta Key Marina, located a 7-minute walk away.

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

Located just a 7-minute walk 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 a sauna for a truly relaxing stay.

This property 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
  • Ironing facilities
  • Tea and coffee facilities
  • Sauna
  • Outdoor swimming pool

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

Located just a 7-minute walk 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 a sauna for a truly relaxing stay.

This property has a terrace to relax on after a busy day, along with an 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

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

Accommodating up to 6 guests, the 3-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is situated only 1.8 km from renowned cultural sites such as the co-op Gallery on Siesta Key. Featuring a Jacuzzi, this Siesta Key villa is approximately a 10-minute drive from the Nora Patterson Bay Island Park.

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

Accommodating up to 6 guests, the 3-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is situated only 1.8 km from renowned cultural sites such as the co-op Gallery on Siesta Key. Featuring a Jacuzzi, this Siesta Key villa is approximately a 10-minute drive from the Nora Patterson Bay Island Park.

Siesta Key Vacation Rentals Oceanfront

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

Up to 4 guests can stay at the 1-bedroom Village West In Heart Of Siesta Siesta Key villa and enjoy Siesta Key Craft Festival Museum, located around 5 minutes' walk away. Providing guests with Wi-Fi and a car park, the villa is 4.2 km from Lido Key Sandy Beach.

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

Up to 4 guests can stay at the 1-bedroom Village West In Heart Of Siesta Siesta Key villa and enjoy Siesta Key Craft Festival Museum, located around 5 minutes' walk away. Providing guests with Wi-Fi and a car park, the villa is 4.2 km from Lido Key Sandy Beach.

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 course
  • Spa centre

Staying at the 2-bedroom Three Sandy Sisters Siesta Key villa, guests can easily reach Siesta Key Beach, located nearly a 20-minute walk away. Suitable for 6 guests, this Siesta Key villa offers fisheries to diversify guests' leisure.

Three Sandy Sisters

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

Three Sandy Sisters

Staying at the 2-bedroom Three Sandy Sisters Siesta Key villa, guests can easily reach Siesta Key Beach, located nearly a 20-minute walk away. Suitable for 6 guests, this Siesta Key villa offers fisheries to diversify guests' leisure.

Vacation rentals near Siesta Key

  • Private beach
Sand Glo Villas Sand Glo Villas

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

Offering a location within 20 minutes' walk of the Seaside Seabird Sanctuary, the 6-room Sand Glo Villas Clearwater Beach gives access to various tourist spots in the area.

Canoeing, hiking, and fishing can be arranged upon request.

9.7
79 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

Offering a location within 20 minutes' walk of the Seaside Seabird Sanctuary, the 6-room Sand Glo Villas Clearwater Beach gives access to various tourist spots in the area.

Canoeing, hiking, and fishing can be arranged upon request.

9.7
79 reviews
From US$ 161 / night

Siesta Key Vacation Rentals with Private Pool

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

Situated nearly a 25-minute walk from E G Simmons Park, Pirates Pointe Resort Ruskin villa offers guests to enjoy a terrace and a picnic area. Providing guests with Wi-Fi and private car parking, this accommodation is around 5 km from Ott's Off Leash Dog Sanctuary Park.

Spend the day enjoying canyoning and fisheries, as well as an outdoor swimming pool.

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

Situated nearly a 25-minute walk from E G Simmons Park, Pirates Pointe Resort Ruskin villa offers guests to enjoy a terrace and a picnic area. Providing guests with Wi-Fi and private car parking, this accommodation is around 5 km from Ott's Off Leash Dog Sanctuary Park.

Spend the day enjoying canyoning and fisheries, as well as an outdoor swimming pool.

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

Offering a hot tub, Siesta Key Beach Resort And Suites Sarasota villa is located about a 20-minute walk from Siesta Key Beach. Nestled in the Siesta Key Village district, the resort offers live performances to diversify guests' leisure.

For a complete wellness experience, Siesta Key Beach Resort And Suites villa provides access to a sun deck and a shared lounge, along with a heated pool. Bicycles for hire are available at this Sarasota accommodation, while cycling can also be arranged onsite.

8.8
482 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

Offering a hot tub, Siesta Key Beach Resort And Suites Sarasota villa is located about a 20-minute walk from Siesta Key Beach. Nestled in the Siesta Key Village district, the resort offers live performances to diversify guests' leisure.

For a complete wellness experience, Siesta Key Beach Resort And Suites villa provides access to a sun deck and a shared lounge, along with a heated pool. Bicycles for hire are available at this Sarasota accommodation, while cycling can also be arranged onsite.

8.8
482 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

Offering spa therapy and a patio for guests' leisure, the 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa is situated about a 25-minute walk from Peninsula at Englewood Beach.

9.3
25 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

Offering spa therapy and a patio for guests' leisure, the 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa is situated about a 25-minute walk from Peninsula at Englewood Beach.

9.3
25 reviews
From US$ 307 / night
Waterfront "Paradise Bay" Wows Guests! Pool & Bay Waterfront "Paradise Bay" Wows Guests! Pool & Bay

Waterfront "Paradise Bay" Wows Guests! Pool & Bay

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

Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa offers proximity to nearby tourist spots, such as Chadwick Park at Englewood Beach, situated about 25 minutes' walk away.

8.3
28 reviews
~ US$306 / night

Waterfront "Paradise Bay" Wows Guests! Pool & Bay

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 "Paradise Bay" Wows Guests! Pool & Bay

Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa offers proximity to nearby tourist spots, such as Chadwick Park at Englewood Beach, situated about 25 minutes' walk away.

8.3
28 reviews
From US$ 306 / night
Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock

Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock

4274 Gillot Boulevard
44.6 km (27.7 mi) from Siesta Key
151
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Outdoor swimming pool

Nestled approximately 10 minutes by car from Sunnybrook Alliance Church, the 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte entices guests to explore various tourist destinations nearby.

8.6
20 reviews
~ US$122 / night

Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock

44.6 km (27.7 mi) from Siesta Key
151
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Outdoor swimming pool

Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock

Nestled approximately 10 minutes by car from Sunnybrook Alliance Church, the 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte entices guests to explore various tourist destinations nearby.

8.6
20 reviews
From US$ 122 / 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

(82 Reviews)

From 141$
Siesta Key Beach House

8.4 / 10

(73 Reviews)

From 237$
Beautiful Property On Siesta Key

8.3 / 10

(63 Reviews)

From 200$
Crescent Beach Villas By Beachside Management

8.2 / 10

(23 Reviews)

From 253$
Siesta Villa Laughing Gull

7.5 / 10

(2 Reviews)

From 493$

Siesta Key and related destinations

Location