A waterfront with a pier, calm water, and houses with palm trees in the background.

Sugarloaf Key Vacation Rentals

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Our top choices for Sugarloaf Key vacation rentals

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is P20,381
P44,551 total
includes taxes & fees
Jul 1 - Jul 2
Starlight Serenity - Hideaway w Stunning Views

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (349 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is P5,837
P15,188 total
includes taxes & fees
Jun 30 - Jul 1
Old Wooden Bridge Resort and Marina

Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
2.0 star property
Key West
The price is P18,108
P25,875 total
includes taxes & fees
Jun 30 - Jul 1
Resort View 1BR Suite With Direct Pool Access

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is P28,631
P70,413 total
includes taxes & fees
Jul 12 - Jul 13
Lighthouse Suites Collection

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
2.0 out of 10, (1 review)
"They did not have a room for me when i arrived. Said there was nothing they could do. I was left stranded and ended up paying twice the price for a worst room which was all I could find."
United States
Paris
The price is P60,641
P80,483 total
includes taxes & fees
Jul 10 - Jul 11
Coconut Mallory Marina and Resort Condo

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (190 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is P4,662
P15,522 total
includes taxes & fees
Jun 30 - Jul 1
Aqua Lodges at Hurricane Hole Marina

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
The price is P50,580
P81,426 total
includes taxes & fees
Jun 29 - Jun 30
Contra House Key West

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"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 P40,004
P69,145 total
includes taxes & fees
Jul 27 - Jul 28
Atlantic View Luxury Villa with Pool

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is P19,570
P27,327 total
includes taxes & fees
Jun 29 - Jun 30
Ocean Front One Bedroom Residence

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 P21,684
P42,086 total
includes taxes & fees
Jul 6 - Jul 7
Poolside Suite by Brightwild Pvt Pool Parking

Ocean Front 2BR Residence

Ocean Front 2BR Residence
2.0 star property
Key West
The price is P26,934
P30,301 total
includes taxes & fees
Jun 30 - Jul 1
Ocean Front 2BR Residence

Resort View 2BR Residence

Resort View 2BR Residence
2.0 star property
Key West
The price is P23,320
P39,133 total
includes taxes & fees
Jul 1 - Jul 2
Resort View 2BR Residence

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 P25,608
P49,646 total
includes taxes & fees
Jul 8 - Jul 9
Sea Breeze by Brightwild Off-street Parking

Sky Suite on Duval by Brightwild Condo w Balcony

Sky Suite on Duval by Brightwild Condo w Balcony
2.0 star property
Old Town Key West
The price is P52,914
P81,151 total
includes taxes & fees
Jul 27 - Jul 28
Sky Suite on Duval by Brightwild Condo w Balcony

New Coastal Rose - Bright Loft With High Ceilings

New Coastal Rose - Bright Loft With High Ceilings
2.0 star property
Key West Historic District
New Coastal Rose - Bright Loft With High Ceilings

The Collins on Duval by Brightwild

The Collins on Duval by Brightwild
2.0 star property
Old Town Key West
The price is P32,730
P58,445 total
includes taxes & fees
Jul 1 - Jul 2
The Collins on Duval by Brightwild

Resort View 3BR Residence

Resort View 3BR Residence
2.0 star property
Key West
The price is P41,526
P70,616 total
includes taxes & fees
Jul 28 - Jul 29
Resort View 3BR Residence

New Rose Retreat - Pool Parking

New Rose Retreat - Pool Parking
2.0 star property
Key West Historic District
The price is P48,565
P84,121 total
includes taxes & fees
Jul 12 - Jul 13
New Rose Retreat - Pool Parking

NEW The Rigby House - Pvt Pool Amazing Location

NEW The Rigby House - Pvt Pool Amazing Location
2.0 star property
Key West Historic District
NEW The Rigby House - Pvt Pool Amazing Location
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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