Key West Papa Sugarloaf Key
Sugarloaf Key
2 guests

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2

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Sugarloaf Key

Oct 31 - Nov 01 ·
2 guests

Sugarloaf Key Vacation Rentals

Sugarloaf Key
2 guests

Adults:

2

Children:

0

Child’s age:

Navigation

1. Key West Villas

2. Sugarloaf Key Rv Resort & Cottages

3. Tropical Cottages

4. Aqua Lodges At 47Th Street

Cheap Vacation Rentals in Sugarloaf Key Florida

5. Old Wooden Bridge Resort & Marina

6. The Bartlum-Luxurious Studio

7. Tree Top Paradise

Pet Friendly Vacation Rentals Sugarloaf Key Florida

8. Rose Lane Villas

9. Nautilus...Ocean Front Cottage Retreat ~

10. Yellowfin Ledge

Luxury Vacation Rentals Sugarloaf Key

Vacation rentals near Sugarloaf Key

  • Best-rated
Key West Villas Key West Villas

Key West Villas

512 Angela Street
27.2 km (16.9 mi) from Sugarloaf Key
  • Cookware/ Kitchen utensils
  • Car park
    US$ 15 per day
  • Express check-in/ -out
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Offering a Jacuzzi for guests to unwind, the 7-room Key West Villas is located only 6 minutes' walk from The Ernest Hemingway Home and Museum. Enticing guests with a sun deck, a shared lounge, and a golf course, this property is situated in proximity to Key West Aquarium.

Boasting a heated pool, Key West Villas offers opportunities for snorkelling to stay active during your trip.

9.7
268 reviews
~ US$314 / night

Key West Villas

27.2 km (16.9 mi) from Sugarloaf Key
  • Cookware/ Kitchen utensils
  • Car park
    US$ 15 per day
  • Express check-in/ -out
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Key West Villas

Offering a Jacuzzi for guests to unwind, the 7-room Key West Villas is located only 6 minutes' walk from The Ernest Hemingway Home and Museum. Enticing guests with a sun deck, a shared lounge, and a golf course, this property is situated in proximity to Key West Aquarium.

Boasting a heated pool, Key West Villas offers opportunities for snorkelling to stay active during your trip.

9.7
268 reviews
From US$ 314 / night
  • Guest favorite
Sugarloaf Key Rv Resort & Cottages Sugarloaf Key Rv Resort & Cottages

Sugarloaf Key Rv Resort & Cottages

3000 Johnson Road
4.4 km (2.7 mi) from Sugarloaf Key
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Bar/ Lounge area
  • Outdoor swimming pool

Sugarloaf Key Rv Resort & Cottages Summerland Key is located about a 10-minute ride from Jumping Bridge and has a patio and barbecue to ensure a memorable stay. Offering an outdoor swimming pool, this Summerland Key holiday home invites guests to visit Sunrise Beach Resort, located 2.8 km away.

9.2
620 reviews
~ US$359 / night

Sugarloaf Key Rv Resort & Cottages

4.4 km (2.7 mi) from Sugarloaf Key
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Bar/ Lounge area
  • Outdoor swimming pool

Sugarloaf Key Rv Resort & Cottages

Sugarloaf Key Rv Resort & Cottages Summerland Key is located about a 10-minute ride from Jumping Bridge and has a patio and barbecue to ensure a memorable stay. Offering an outdoor swimming pool, this Summerland Key holiday home invites guests to visit Sunrise Beach Resort, located 2.8 km away.

9.2
620 reviews
From US$ 359 / night
  • Great deal
Tropical Cottages Tropical Cottages

Tropical Cottages

243 61St Street Gulf
48.9 km (30.4 mi) from Sugarloaf Key
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Bar/ Lounge area
  • Patio

Featuring guided snorkelling trips to make your visit more entertaining, the cosy Tropical Cottages Marathon is around 10 minutes by car from Marathon Community Park.

7.9
403 reviews
~ US$83 / night

Tropical Cottages

48.9 km (30.4 mi) from Sugarloaf Key
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Bar/ Lounge area
  • Patio

Tropical Cottages

Featuring guided snorkelling trips to make your visit more entertaining, the cosy Tropical Cottages Marathon is around 10 minutes by car from Marathon Community Park.

7.9
403 reviews
From US$ 83 / night

Cheap Vacation Rentals in Sugarloaf Key Florida

Aqua Lodges At 47Th Street Aqua Lodges At 47Th Street

Aqua Lodges At 47Th Street

1 47Th Street Gulf
47.7 km (29.6 mi) from Sugarloaf Key
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Located approximately 25 minutes' walk from The Turtle Hospital, the 2-bedroom Aqua Lodges At 47Th Street Marathon provides access to various tourist attractions in the vicinity.

8.6
254 reviews
~ US$218 / night

Aqua Lodges At 47Th Street

47.7 km (29.6 mi) from Sugarloaf Key
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Aqua Lodges At 47Th Street

Located approximately 25 minutes' walk from The Turtle Hospital, the 2-bedroom Aqua Lodges At 47Th Street Marathon provides access to various tourist attractions in the vicinity.

8.6
254 reviews
From US$ 218 / night
Old Wooden Bridge Resort & Marina Old Wooden Bridge Resort & Marina

Old Wooden Bridge Resort & Marina

1791 Bogie Drive
21.3 km (13.2 mi) from Sugarloaf Key
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Pool with view

Boasting a sunbathing terrace and a picnic area for guests' enjoyment, Old Wooden Bridge Resort & Marina Big Pine Key villa is located 150 metres from Big Pine Key Shopping Center.

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

7.8
331 reviews
~ US$149 / night

Old Wooden Bridge Resort & Marina

21.3 km (13.2 mi) from Sugarloaf Key
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Pool with view

Old Wooden Bridge Resort & Marina

Boasting a sunbathing terrace and a picnic area for guests' enjoyment, Old Wooden Bridge Resort & Marina Big Pine Key villa is located 150 metres from Big Pine Key Shopping Center.

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

7.8
331 reviews
From US$ 149 / night
The Bartlum-Luxurious Studio The Bartlum-Luxurious Studio

The Bartlum-Luxurious Studio

533 Caroline Street
27.3 km (17.0 mi) from Sugarloaf Key
51
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Flat-screen TV

The 1-bedroom The Bartlum-Luxurious Studio Key West offers a prime location, only 1.3 km from The Ernest Hemingway Home and Museum. The maximum occupancy at the 51 m² apartment is 4 guests.

9
41 reviews
~ US$186 / night

The Bartlum-Luxurious Studio

27.3 km (17.0 mi) from Sugarloaf Key
51
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Flat-screen TV

The Bartlum-Luxurious Studio

The 1-bedroom The Bartlum-Luxurious Studio Key West offers a prime location, only 1.3 km from The Ernest Hemingway Home and Museum. The maximum occupancy at the 51 m² apartment is 4 guests.

9
41 reviews
From US$ 186 / night

Pet Friendly Vacation Rentals Sugarloaf Key Florida

Tree Top Paradise Tree Top Paradise

Tree Top Paradise

701 Spanish Main Drive 179
7.6 km (4.7 mi) from Sugarloaf Key
78
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Billiard tables
  • Saltwater pool

Offering a sun deck, a picnic area, and a play area for guests' leisure, Tree Top Paradise Cudjoe Key villa is situated 13 minutes' walk from Gopher Key. Featuring a Jacuzzi, the 2-bedroom holiday home is suitable for 6 people.

There is a heated pool to relax, as well as canyoning, cycling, and billiard.

8.8
58 reviews
~ US$237 / night

Tree Top Paradise

7.6 km (4.7 mi) from Sugarloaf Key
78
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Billiard tables
  • Saltwater pool

Tree Top Paradise

Offering a sun deck, a picnic area, and a play area for guests' leisure, Tree Top Paradise Cudjoe Key villa is situated 13 minutes' walk from Gopher Key. Featuring a Jacuzzi, the 2-bedroom holiday home is suitable for 6 people.

There is a heated pool to relax, as well as canyoning, cycling, and billiard.

8.8
58 reviews
From US$ 237 / night
Rose Lane Villas Rose Lane Villas

Rose Lane Villas

511 Eaton Street (Check-In Location)
27.3 km (17.0 mi) from Sugarloaf Key
  • Cookware/ Kitchen utensils
  • Car park
    US$ 25 per day
  • Concierge desk
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Rose Lane Villas Key West is located a 13-minute walk from the historic Key West Lighthouse and provides a heated outdoor swimming pool, ensuring a relaxing stay. This 6-room villa is located in the Duval district and offers opportunities for windsurfing, snorkelling, and diving in the area.

8.6
269 reviews
~ US$709 / night

Rose Lane Villas

27.3 km (17.0 mi) from Sugarloaf Key
  • Cookware/ Kitchen utensils
  • Car park
    US$ 25 per day
  • Concierge desk
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Rose Lane Villas

Rose Lane Villas Key West is located a 13-minute walk from the historic Key West Lighthouse and provides a heated outdoor swimming pool, ensuring a relaxing stay. This 6-room villa is located in the Duval district and offers opportunities for windsurfing, snorkelling, and diving in the area.

8.6
269 reviews
From US$ 709 / night
  • Private beach
Nautilus...Ocean Front Cottage Retreat ~ Nautilus...Ocean Front Cottage Retreat ~

Nautilus...Ocean Front Cottage Retreat ~

701 Spanish Main Drive
7.9 km (4.9 mi) from Sugarloaf Key
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Offering a location approximately a 25-minute walk from Veterans Memorial Park, the 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key gives access to various tourist spots in the area. Suitable for 6 guests, this villa has an outdoor swimming pool, a Jacuzzi to enhance guests' relaxation.

Guests are offered snorkelling, canyoning, and fisheries as well as a sunbathing terrace and a picnic area.

9.4
20 reviews
~ US$426 / night

Nautilus...Ocean Front Cottage Retreat ~

7.9 km (4.9 mi) from Sugarloaf Key
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Nautilus...Ocean Front Cottage Retreat ~

Offering a location approximately a 25-minute walk from Veterans Memorial Park, the 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key gives access to various tourist spots in the area. Suitable for 6 guests, this villa has an outdoor swimming pool, a Jacuzzi to enhance guests' relaxation.

Guests are offered snorkelling, canyoning, and fisheries as well as a sunbathing terrace and a picnic area.

9.4
20 reviews
From US$ 426 / night

Sugarloaf Key Vacation Rentals Oceanfront

Yellowfin Ledge Yellowfin Ledge

Yellowfin Ledge

1201 Duval Street 2
27.1 km (16.8 mi) from Sugarloaf Key
37
  • Tea and coffee facilities

The 1-bedroom Yellowfin Ledge Key West villa offers swift access to various city sites, such as The Ernest Hemingway Home and Museum, situated just 7 minutes' walk away.

10
4 reviews
~ US$236 / night

Yellowfin Ledge

27.1 km (16.8 mi) from Sugarloaf Key
37
  • Tea and coffee facilities

Yellowfin Ledge

The 1-bedroom Yellowfin Ledge Key West villa offers swift access to various city sites, such as The Ernest Hemingway Home and Museum, situated just 7 minutes' walk away.

10
4 reviews
From US$ 236 / night
Sea Breeze -Great Location! Sea Breeze -Great Location!

Sea Breeze -Great Location!

Whitehead Street 1025
27.2 km (16.9 mi) from Sugarloaf Key
74
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Patio

Situated nearly 5 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Sea Breeze -Great Location! Villa Key West offers quick access to numerous city landmarks nearby. Offering a convenient location in the Downtown Key West district of Key West, this Key West villa can accommodate up to 6 guests.

Highlights at Sea Breeze -Great Location! Villa include an aqua park and a golf course, as well as cycling and fisheries for sport lovers.

9.2
35 reviews
~ US$355 / night

Sea Breeze -Great Location!

27.2 km (16.9 mi) from Sugarloaf Key
74
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Patio

Sea Breeze -Great Location!

Situated nearly 5 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Sea Breeze -Great Location! Villa Key West offers quick access to numerous city landmarks nearby. Offering a convenient location in the Downtown Key West district of Key West, this Key West villa can accommodate up to 6 guests.

Highlights at Sea Breeze -Great Location! Villa include an aqua park and a golf course, as well as cycling and fisheries for sport lovers.

9.2
35 reviews
From US$ 355 / night
Grand Marina Suite -Waterfront Condo Grand Marina Suite -Waterfront Condo

Grand Marina Suite -Waterfront Condo

Peninsular Avenue 6000
19.5 km (12.1 mi) from Sugarloaf Key
166
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Fitness centre
  • Outdoor swimming pool

Situated only a 5-minute stroll from Key West Harbour, the 2-bedroom Grand Marina Suite -Waterfront Condo Key West villa offers opportunities for cycling and fisheries in the area. Featuring a swimming pool, the Key West holiday home is located 2.5 km from the newly developed Stock Island Marina Village.

The availability of fitness classes, along with a fitness room, ensures guests an active stay.

8.5
127 reviews
~ US$325 / night

Grand Marina Suite -Waterfront Condo

19.5 km (12.1 mi) from Sugarloaf Key
166
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Fitness centre
  • Outdoor swimming pool

Grand Marina Suite -Waterfront Condo

Situated only a 5-minute stroll from Key West Harbour, the 2-bedroom Grand Marina Suite -Waterfront Condo Key West villa offers opportunities for cycling and fisheries in the area. Featuring a swimming pool, the Key West holiday home is located 2.5 km from the newly developed Stock Island Marina Village.

The availability of fitness classes, along with a fitness room, ensures guests an active stay.

8.5
127 reviews
From US$ 325 / night

Sugarloaf Key Vacation Rentals with Private Pool

  • Top location
Sugarloaf Lodge Sugarloaf Lodge

Sugarloaf Lodge

17001 Overseas Highway
3.3 km (2.1 mi) from Sugarloaf Key
  • Restaurant
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Entertainment
  • Outdoor swimming pool

Sugarloaf Lodge Sugarloaf Shores is located 4.8 km from Sammy Creek Landing and provides skydiving, snorkelling, and kayaking for active guests. Located about 10 minutes by car from Old Finds Bight, the lodge provides Wi-Fi and a car park.

7.8
401 reviews
~ US$299 / night

Sugarloaf Lodge

3.3 km (2.1 mi) from Sugarloaf Key
  • Restaurant
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Entertainment
  • Outdoor swimming pool

Sugarloaf Lodge

Sugarloaf Lodge Sugarloaf Shores is located 4.8 km from Sammy Creek Landing and provides skydiving, snorkelling, and kayaking for active guests. Located about 10 minutes by car from Old Finds Bight, the lodge provides Wi-Fi and a car park.

7.8
401 reviews
From US$ 299 / night
Casa Blue Pelican. Casa Blue Pelican.

Casa Blue Pelican.

11545 2Nd Avenue Ocean
52.9 km (32.9 mi) from Sugarloaf Key
111
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Billiard tables
  • Sun terrace

The 3-bedroom Casa Blue Pelican. Marathon is situated merely 1.2 km from Eaa Air Museum and provides a Jacuzzi, ensuring a relaxing stay. Staying at this Marathon holiday home, just near Captain Hook s Marina Dive Center, guests can enjoy Wi-Fi and private parking.

At Casa Blue Pelican, canyoning, ping-pong, and billiard can be arranged upon request.

9.8
18 reviews
~ US$510 / night

Casa Blue Pelican.

52.9 km (32.9 mi) from Sugarloaf Key
111
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Billiard tables
  • Sun terrace

Casa Blue Pelican.

The 3-bedroom Casa Blue Pelican. Marathon is situated merely 1.2 km from Eaa Air Museum and provides a Jacuzzi, ensuring a relaxing stay. Staying at this Marathon holiday home, just near Captain Hook s Marina Dive Center, guests can enjoy Wi-Fi and private parking.

At Casa Blue Pelican, canyoning, ping-pong, and billiard can be arranged upon request.

9.8
18 reviews
From US$ 510 / night
Ma159 Tarpon Breeze Ma159 Tarpon Breeze

Ma159 Tarpon Breeze

10877 Overseas Hwy Unit 92
52.3 km (32.5 mi) from Sugarloaf Key
  • BBQ facilities
  • Flat-screen TV
  • Laundry
  • Tea and coffee facilities
  • Golf centre
  • Pool with view

Situated 3.9 km from the 63 - acre Crane Point Museum and Nature Center, the 1-bedroom Ma159 Tarpon Breeze Villa Marathon entices guests to explore various tourist attractions in the area. Providing cycling and fisheries, the villa is suitable for 4 guests and also offers an outdoor swimming pool.

9.6
8 reviews
~ US$178 / night

Ma159 Tarpon Breeze

52.3 km (32.5 mi) from Sugarloaf Key
  • BBQ facilities
  • Flat-screen TV
  • Laundry
  • Tea and coffee facilities
  • Golf centre
  • Pool with view

Ma159 Tarpon Breeze

Situated 3.9 km from the 63 - acre Crane Point Museum and Nature Center, the 1-bedroom Ma159 Tarpon Breeze Villa Marathon entices guests to explore various tourist attractions in the area. Providing cycling and fisheries, the villa is suitable for 4 guests and also offers an outdoor swimming pool.

9.6
8 reviews
From US$ 178 / night
Ma178 Green Pineapple Ma178 Green Pineapple

Ma178 Green Pineapple

10877 Overseas Hwy #94
52.3 km (32.5 mi) from Sugarloaf Key
  • BBQ facilities
  • Flat-screen TV
  • Laundry
  • Tea and coffee facilities
  • Pool with view
  • Outdoor swimming pool

Situated merely 11 minutes' walk from Eaa Air Museum, the 1-bedroom Ma178 Green Pineapple Marathon villa entices guests to explore various tourist attractions in the area. Providing cycling and fisheries, the property is suitable for 4 guests and also offers an outdoor swimming pool.

9.8
6 reviews
~ US$178 / night

Ma178 Green Pineapple

52.3 km (32.5 mi) from Sugarloaf Key
  • BBQ facilities
  • Flat-screen TV
  • Laundry
  • Tea and coffee facilities
  • Pool with view
  • Outdoor swimming pool

Ma178 Green Pineapple

Situated merely 11 minutes' walk from Eaa Air Museum, the 1-bedroom Ma178 Green Pineapple Marathon villa entices guests to explore various tourist attractions in the area. Providing cycling and fisheries, the property is suitable for 4 guests and also offers an outdoor swimming pool.

9.8
6 reviews
From US$ 178 / night

The 1-bedroom Carney'S Reef New 1B 1B Pool Patio Villa Marathon is located a mere 13 minutes' walk from the spur-and-groove Sombrero Coral Reef and provides cycling and fisheries for active guests.

The 1-bedroom Carney'S Reef New 1B 1B Pool Patio Villa Marathon is located a mere 13 minutes' walk from the spur-and-groove Sombrero Coral Reef and provides cycling and fisheries for active guests.

Are you in a hurry?

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

Name of hotel Accommodation Rating Price, $
Key West Villas

9.7 / 10

(268 Reviews)

From 314$
Sugarloaf Key Rv Resort & Cottages

9.2 / 10

(620 Reviews)

From 359$
Tropical Cottages

7.9 / 10

(403 Reviews)

From 83$
Aqua Lodges At 47Th Street

8.6 / 10

(254 Reviews)

From 218$
Old Wooden Bridge Resort & Marina

7.8 / 10

(331 Reviews)

From 149$

Location