Sugarloaf Key Vacation Rentals

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Our top choices for Sugarloaf Key holiday rentals

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is RM1,607
RM3,162 total
includes taxes & fees
6 Jan - 7 Jan 2026
Starlight Serenity - Hideaway w Stunning Views

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is RM835
RM1,618 total
includes taxes & fees
6 Jan - 7 Jan 2026
Aqua Lodges at Hurricane Hole Marina

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is RM1,235
RM1,390 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sunshine Key RV Resort & Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (283)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina

The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
The Grenada Suite Pool View Private Balcony

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is RM2,278
RM4,158 total
includes taxes & fees
16 Jan - 17 Jan 2026
Atlantic View Luxury Villa with Pool

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is RM4,654
RM6,856 total
includes taxes & fees
12 Jan - 13 Jan 2026
Contra House Key West

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
The price is RM4,006
RM5,317 total
includes taxes & fees
2 Jan - 3 Jan 2026
Coconut Mallory Marina and Resort Condo

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
The price is RM2,489
RM3,785 total
includes taxes & fees
20 Jan - 21 Jan 2026
Grand Marina Suite by Brightwild Waterfront

Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
The price is RM2,769
RM3,854 total
includes taxes & fees
11 Jan - 12 Jan 2026
Mesa House Uno by Brightwild Perfect Location

The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
The price is RM2,352
RM3,384 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Bartlum Luxury Studio In Prime Location

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is RM2,414
RM3,060 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ocean Front One Bedroom Residence

New Coastal Rose - Bright Loft With High Ceilings

New Coastal Rose - Bright Loft With High Ceilings
2.0 star property
Key West Historic District
The price is RM2,864
RM4,452 total
includes taxes & fees
11 Jan - 12 Jan 2026
New Coastal Rose - Bright Loft With High Ceilings

The Trinidad by Brightwild Pool View Parking

The Trinidad by Brightwild Pool View Parking
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."
United States
Xiulin
The price is RM2,617
RM4,052 total
includes taxes & fees
29 Jan - 30 Jan 2026
The Trinidad by Brightwild Pool View Parking

Banana Split by Brightwild Pool Grill

Banana Split by Brightwild Pool Grill
2.0 star property
Key West Historic District
Banana Split by Brightwild Pool Grill

New The Cottage at James House

New The Cottage at James House
2.0 star property
Key West Historic District
8.0 out of 10, Very good, (2)
"The best thing about this property is location. Short walk to everything - short walk to Sloppy Joes. It is overpriced for the accommodations but you pay for location. "
United States
Pamela
The price is RM2,361
RM3,149 total
includes taxes & fees
11 Jan - 12 Jan 2026
New The Cottage at James House

Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
Old Town Key West
The price is RM2,238
RM3,625 total
includes taxes & fees
11 Jan - 12 Jan 2026
Poolside Suite by Brightwild Pvt Pool Parking

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Old Town Key West
The price is RM2,034
RM3,593 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sea Breeze by Brightwild Off-street Parking

Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1)
The price is RM4,590
RM6,517 total
includes taxes & fees
11 Jan - 12 Jan 2026
Duval Dream Loft by Brightwild Right on Duval

Contra House by Brightwild Luxury Home w Pool

Contra House by Brightwild Luxury Home w Pool
2.0 star property
Old Town Key West
The price is RM10,641
RM14,185 total
includes taxes & fees
20 Jan - 21 Jan 2026
Contra House by Brightwild Luxury Home w Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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