Lower Sugarloaf Key Vacation Rentals

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Vacation Rentals in Lower Sugarloaf Key

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (169)
"The check was very smooth; everyone friendly and helpful with local suggestions. Location was great! Nice and quiet"
The price is ￥20,164
￥38,316 total
includes taxes & fees
Dec 23 - Dec 24
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (105)
"Nice for affordable price "
The price is ￥30,606
￥56,413 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (358)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is ￥24,853
￥49,414 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
Outdoor dining

Poolside Cottage #411

10.0 out of 10, Exceptional, (33)
"Really nice place to stay. We had a pleasant stay and the property was great "
The price is ￥52,833
￥81,849 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Poolside Cottage #411
34’ Catamaran Sailboat
Interior

34’ Catamaran Sailboat

9.6 out of 10, Exceptional, (28)
"The property was great and the host was very responsive to communication. "
34’ Catamaran Sailboat
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Property grounds

SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

9.8 out of 10, Exceptional, (16)
"Staying on the Grand Admiral was really awesome for my wife and I. The location at Perry Marina was exceptional. The whole process was very easy, working with Kathy for booking, Stephanie for check-in and Captain John for our charter, everything went smooth. "
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Fridge, microwave, oven, stovetop

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (203)
"I recently stayed at this property and had a generally pleasant experience. The property itself is nice and well-maintained, with a great location that adds to its appeal. The surrounding area is excellent, making it convenient and enjoyable. However, there were a few downsides to my stay. The internet was not working, which was quite inconvenient. Additionally, while the property is good overall, it could benefit from having a few more amenities. The bathroom, in particular, could use some...
The price is ￥30,168
￥62,379 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
Miscellaneous

FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!

9.4 out of 10, Exceptional, (107)
"Easy location and overall peaceful neighborhood. Surprisingly peaceful for how close it is to main roads"
The price is ￥19,851
￥44,901 total
includes taxes & fees
Dec 23 - Dec 24
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Terrace/patio

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

9.0 out of 10, Wonderful, (31)
"Peaceful and paradise!"
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
Beach nearby

HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!

9.4 out of 10, Exceptional, (114)
"The property was great and as advertised. Overall location was very good in terms of proximity to Duval St, museums etc. Truman st can get very busy but ended up not being an issue. Would recommend the Inn to friends. "
The price is ￥21,414
￥46,660 total
includes taxes & fees
Dec 25 - Dec 26
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Beach

RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

9.6 out of 10, Exceptional, (172)
"We stayed at Riptides this last week. Centrally located, this efficient unit is nestled right into the neighborhood just a few streets off of Duvall. It is still very quiet while close to action. Check in and communication with our host Whitney was great! Comfy bed, little kitchen and easy stay. It lived up to the positive ratings!"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Fridge, microwave, oven, stovetop

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

9.4 out of 10, Exceptional, (214)
"Very clean. Could use some updating such as fresh paint. "
The price is ￥47,675
￥99,428 total
includes taxes & fees
Dec 24 - Dec 25
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
On the beach, sun loungers, beach towels

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (219)
"Perfect location with sunset views and kayaking "
The price is ￥46,893
￥116,256 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
The Crystalmarine Suite – Rustic Luxury on the Sea
Interior

The Crystalmarine Suite – Rustic Luxury on the Sea

10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is ￥109,417
￥137,631 total
includes taxes & fees
Jan 3 - Jan 4, 2025
The Crystalmarine Suite – Rustic Luxury on the Sea
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aerial view

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

9.6 out of 10, Exceptional, (82)
"Great trip with 16 people for a 50th birthday party. Host was very helpful and informative throughout the trip. Great for large groups."
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
The Caroline Suite | 1 bed, 1 bath condo w/shared pool
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

The Caroline Suite | 1 bed, 1 bath condo w/shared pool

9.4 out of 10, Exceptional, (12)
"Place was clear, ready, and in a great area. If your looking for a good place in key west this is it"
The price is ￥53,184
￥96,995 total
includes taxes & fees
Jan 11 - Jan 12, 2025
The Caroline Suite | 1 bed, 1 bath condo w/shared pool
Bahama Village studio @ the Galleria!
Pool

Bahama Village studio @ the Galleria!

9.6 out of 10, Exceptional, (10)
"The property was great. It was nice and quiet, close proximity to everything. We enjoyed our stay. The kitchen are came very nicely equipped. "
Bahama Village studio @ the Galleria!
Luxury 62' Yacht! In a Beautiful Resort
Outdoor pool, a heated pool

Luxury 62' Yacht! In a Beautiful Resort

10.0 out of 10, Exceptional, (7)
"Excellent boat, excellent stay. Would love to return."
Luxury 62' Yacht! In a Beautiful Resort
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
A heated pool

Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

9.8 out of 10, Exceptional, (117)
"This has been our go to place to stay while in the keys. We love the pool, hot tub and beach. My boys can walk right out into the beach and start fishing. It is out of the hustle and bustle but not too far out. Highly recommend!"
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!
Beach nearby

CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (131)
"I love staying at Azul, Corona fits my lifestyle perfectly. The property is located within walking distance of my interests. The property is always neat and clean. I will choose this property again in the future. "
The price is ￥54,396
￥88,140 total
includes taxes & fees
Jan 4 - Jan 5, 2025
CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!
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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Other types of properties in Lower Sugarloaf Key you may be interested in

Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1530)
"Loved the property "
The price is ￥46,776
￥61,940 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2202)
"Different types of accommodations, walking distance many things. Right on the beach. Activities daily at the resort. Super friendly staff, very welcoming!"
The price is ￥58,980
￥76,903 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Southernmost Beach Resort
Havana Cabana at Key West - Adults Only
Outdoor pool, sun loungers

Havana Cabana at Key West - Adults Only

4.0 star property
8.8 out of 10, Excellent, (1623)
"The pool area is first class"
The price is ￥36,225
￥50,832 total
includes taxes & fees
Dec 23 - Dec 24
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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.