Sugarloaf Key Luxury Vacation Rentals
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Best-rated
Key West Villas
- Cookware/ Kitchen utensils
-
Car park
US$ 15 per day
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
Offering a sun deck, a shared lounge, and a golf course for guests' leisure, Key West Villas is situated 12 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum. Nestled in Duval with one of Key West's top culinary experiences, this 7-room villa provides a Jacuzzi, along with a heated pool.
Bicycles for rent are available at Key West Villas and the area is popular for snorkelling.
Key West Villas
- 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 sun deck, a shared lounge, and a golf course for guests' leisure, Key West Villas is situated 12 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum. Nestled in Duval with one of Key West's top culinary experiences, this 7-room villa provides a Jacuzzi, along with a heated pool.
Bicycles for rent are available at Key West Villas and the area is popular for snorkelling.
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Guest favorite
Sugarloaf Key Rv Resort & Cottages
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Bar/ Lounge area
- Outdoor swimming pool
Nestled around 6 km from the wooden SkyDive Keywest Tower, Sugarloaf Key Rv Resort & Cottages Summerland Key is boasting a patio and barbecue for guests' enjoyment. Located within a 10-minute drive of Sugarloaf Key, this property provides Wi-Fi and a car park.
Sugarloaf Key Rv Resort & Cottages
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Bar/ Lounge area
- Outdoor swimming pool
Sugarloaf Key Rv Resort & Cottages
Nestled around 6 km from the wooden SkyDive Keywest Tower, Sugarloaf Key Rv Resort & Cottages Summerland Key is boasting a patio and barbecue for guests' enjoyment. Located within a 10-minute drive of Sugarloaf Key, this property provides Wi-Fi and a car park.
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Great deal
Tropical Cottages
- 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 10 minutes by car from Marathon Community Park.
Tropical Cottages
- 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 10 minutes by car from Marathon Community Park.
Cheap Sugarloaf Key Vacation Rentals
Aqua Lodges At 47Th Street
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun loungers
Situated a mere 5 minutes' walk from Tilden's Scuba Center, the 7-room Aqua Lodges At 47Th Street Marathon offers quick access to numerous city landmarks nearby.
Aqua Lodges At 47Th Street
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun loungers
Aqua Lodges At 47Th Street
Situated a mere 5 minutes' walk from Tilden's Scuba Center, the 7-room Aqua Lodges At 47Th Street Marathon offers quick access to numerous city landmarks nearby.
Old Wooden Bridge Resort & Marina
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Old Wooden Bridge Resort & Marina Big Pine Key villa is located approximately 5 minutes' walk from Big Pine Key Shopping Center and provides guests with a sundeck, water slides, and a picnic area to ensure a memorable stay. At this Big Pine Key lodge, located 2.4 km from Blue Hole, guests can enjoy canyoning, boating, and cycling.
Old Wooden Bridge Resort & Marina
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina Big Pine Key villa is located approximately 5 minutes' walk from Big Pine Key Shopping Center and provides guests with a sundeck, water slides, and a picnic area to ensure a memorable stay. At this Big Pine Key lodge, located 2.4 km from Blue Hole, guests can enjoy canyoning, boating, and cycling.
The Bartlum-Luxurious Studio
- Cookware/ Kitchen utensils
- Air conditioning
- Flat-screen TV
Located merely 1.3 km from Key West Butterfly and Nature Conservatory, the 51 m² The Bartlum-Luxurious Studio Key West is merely 8 minutes' walk from a top family-friendly place like Key West Aquarium. Wi-Fi and a car park are provided for guests' utmost comfort.
The Bartlum-Luxurious Studio
- Cookware/ Kitchen utensils
- Air conditioning
- Flat-screen TV
The Bartlum-Luxurious Studio
Located merely 1.3 km from Key West Butterfly and Nature Conservatory, the 51 m² The Bartlum-Luxurious Studio Key West is merely 8 minutes' walk from a top family-friendly place like Key West Aquarium. Wi-Fi and a car park are provided for guests' utmost comfort.
Pet Friendly Vacation Rentals Sugarloaf Key
Tree Top Paradise
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Billiard tables
- Saltwater pool
The 2-bedroom Tree Top Paradise Cudjoe Key villa is situated approximately 25 minutes' walk from Veterans Memorial Park and provides a Jacuzzi, ensuring a relaxing stay.
To diversify guests' leisure, Tree Top Paradise villa provides an outdoor swimming pool, canyoning, cycling, and billiard.
Tree Top Paradise
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Billiard tables
- Saltwater pool
Tree Top Paradise
The 2-bedroom Tree Top Paradise Cudjoe Key villa is situated approximately 25 minutes' walk from Veterans Memorial Park and provides a Jacuzzi, ensuring a relaxing stay.
To diversify guests' leisure, Tree Top Paradise villa provides an outdoor swimming pool, canyoning, cycling, and billiard.
Rose Lane Villas
- Cookware/ Kitchen utensils
-
Car park
US$ 25 per day
- Concierge desk
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Situated just 6 minutes' walk from Mile Marker 0 Store, the 6-room Rose Lane Villas Key West offers easy access to numerous tourist spots in the area.
Guests can keep fit with windsurfing, snorkelling, and diving, and afterwards unwind by a heated outdoor swimming pool.
Rose Lane Villas
- Cookware/ Kitchen utensils
-
Car park
US$ 25 per day
- Concierge desk
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Rose Lane Villas
Situated just 6 minutes' walk from Mile Marker 0 Store, the 6-room Rose Lane Villas Key West offers easy access to numerous tourist spots in the area.
Guests can keep fit with windsurfing, snorkelling, and diving, and afterwards unwind by a heated outdoor swimming pool.
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Private beach
Nautilus...Ocean Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Tennis court
- Pool with view
Featuring a heated pool for guests' relaxation, the 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key is located nearly a 10-minute drive from Sunrise Beach Resort. The accommodation is situated in a beach area of Cudjoe Key and spoils guests with a Jacuzzi.
Access to a sun deck and a picnic area, as well as opportunities for snorkelling, canyoning, and fisheries, are available on site.
Nautilus...Ocean Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Tennis court
- Pool with view
Nautilus...Ocean Front Cottage Retreat ~
Featuring a heated pool for guests' relaxation, the 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key is located nearly a 10-minute drive from Sunrise Beach Resort. The accommodation is situated in a beach area of Cudjoe Key and spoils guests with a Jacuzzi.
Access to a sun deck and a picnic area, as well as opportunities for snorkelling, canyoning, and fisheries, are available on site.
Sugarloaf Key Vacation Rentals Oceanfront
Yellowfin Ledge
- Tea and coffee facilities
Yellowfin Ledge Key West villa accommodates up to 3 guests and offers proximity to The Ernest Hemingway Home and Museum, located 7 minutes' stroll away.
Yellowfin Ledge
- Tea and coffee facilities
Yellowfin Ledge
Yellowfin Ledge Key West villa accommodates up to 3 guests and offers proximity to The Ernest Hemingway Home and Museum, located 7 minutes' stroll away.
Sea Breeze -Great Location!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Patio
Offering an aqua park and a golf course for guests' leisure, the 2-bedroom Sea Breeze -Great Location! Villa Key West is situated around a 25-minute walk from Higgs Beach Dog Park. Suitable for up to 6 guests, this villa offers opportunities for cycling and fisheries.
Sea Breeze -Great Location!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Patio
Sea Breeze -Great Location!
Offering an aqua park and a golf course for guests' leisure, the 2-bedroom Sea Breeze -Great Location! Villa Key West is situated around a 25-minute walk from Higgs Beach Dog Park. Suitable for up to 6 guests, this villa offers opportunities for cycling and fisheries.
Grand Marina Suite -Waterfront Condo
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Located about 25 minutes' walk from Safe Harbor, the 3-room Grand Marina Suite -Waterfront Condo Key West villa offers fitness classes, as well as a fitness room for active guests. This 2-bedroom holiday home can host up to 6 guests and offers quick access to Key West Harbour, located 300 metres away.
Spend the day enjoying cycling and fisheries, as well as a swimming pool.
Grand Marina Suite -Waterfront Condo
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Grand Marina Suite -Waterfront Condo
Located about 25 minutes' walk from Safe Harbor, the 3-room Grand Marina Suite -Waterfront Condo Key West villa offers fitness classes, as well as a fitness room for active guests. This 2-bedroom holiday home can host up to 6 guests and offers quick access to Key West Harbour, located 300 metres away.
Spend the day enjoying cycling and fisheries, as well as a swimming pool.
Sugarloaf Key Vacation Rentals with Private Pool
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Top location
Sugarloaf Lodge
- Restaurant
- Free parking
- Air conditioning
- Flat-screen TV
- Entertainment
- Outdoor swimming pool
Located only 600 metres from Lower Sugarloaf Key, Sugarloaf Lodge Sugarloaf Shores provides access to an outdoor swimming pool. The Sugarloaf Shores lodge is approximately a 10-minute drive from Jumping Bridge and features a car park on site.
At the Sugarloaf Shores property, activities such as skydiving, snorkelling, and kayaking can be enjoyed.
Sugarloaf Lodge
- Restaurant
- Free parking
- Air conditioning
- Flat-screen TV
- Entertainment
- Outdoor swimming pool
Sugarloaf Lodge
Located only 600 metres from Lower Sugarloaf Key, Sugarloaf Lodge Sugarloaf Shores provides access to an outdoor swimming pool. The Sugarloaf Shores lodge is approximately a 10-minute drive from Jumping Bridge and features a car park on site.
At the Sugarloaf Shores property, activities such as skydiving, snorkelling, and kayaking can be enjoyed.
Casa Blue Pelican.
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Billiard tables
- Sun terrace
Situated only a 9-minute walk from San Pablo Catholic Church, the 3-bedroom Casa Blue Pelican. Marathon offers a Jacuzzi and can accommodate up to 8 guests. Guests can enjoy canyoning, ping-pong, and billiard at this villa, located in proximity to Eaa Air Museum.
There are bicycles for sport lovers.
Casa Blue Pelican.
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Billiard tables
- Sun terrace
Casa Blue Pelican.
Situated only a 9-minute walk from San Pablo Catholic Church, the 3-bedroom Casa Blue Pelican. Marathon offers a Jacuzzi and can accommodate up to 8 guests. Guests can enjoy canyoning, ping-pong, and billiard at this villa, located in proximity to Eaa Air Museum.
There are bicycles for sport lovers.
Ma159 Tarpon Breeze
- BBQ facilities
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Golf centre
- Pool with view
Situated a 16-minute walk from San Pablo Catholic Church, Ma159 Tarpon Breeze Villa Marathon offers guests to enjoy a picnic area and a golf course. Suitable for up to 4 guests, the 1-bedroom villa offers opportunities for cycling and fisheries.
Ma159 Tarpon Breeze
- BBQ facilities
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Golf centre
- Pool with view
Ma159 Tarpon Breeze
Situated a 16-minute walk from San Pablo Catholic Church, Ma159 Tarpon Breeze Villa Marathon offers guests to enjoy a picnic area and a golf course. Suitable for up to 4 guests, the 1-bedroom villa offers opportunities for cycling and fisheries.
Ma178 Green Pineapple
- BBQ facilities
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Pool with view
- Outdoor swimming pool
Ma178 Green Pineapple Marathon villa is located a 16-minute walk from the snug Sunset Park Beach and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for 4 guests, the 1-bedroom holiday home offers cycling and fisheries to diversify guests' leisure.
Ma178 Green Pineapple
- BBQ facilities
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Pool with view
- Outdoor swimming pool
Ma178 Green Pineapple
Ma178 Green Pineapple Marathon villa is located a 16-minute walk from the snug Sunset Park Beach and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for 4 guests, the 1-bedroom holiday home offers cycling and fisheries to diversify guests' leisure.
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$ |