Lower Sugarloaf Key Vacation Rentals

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Vacation Rentals in Lower Sugarloaf Key

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (179)
"Nice place to stay if going to Key West for a day. Cute, quiet and good restaurant down the street."
The price is ¥20,027
¥38,056 total
includes taxes & fees
Jan 26 - Jan 27
Old Wooden Bridge Resort and Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (112)
"We loved staying on the houseboat."
The price is ¥23,613
¥48,395 total
includes taxes & fees
Jan 28 - Jan 29
Aqua Lodges at Hurricane Hole Marina

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (361)
"Fun little place with a great pool. Ken was very helpful in all aspects. Highly recommended. Be aware its a small place but very comfortable."
The price is ¥27,790
¥52,883 total
includes taxes & fees
Feb 9 - Feb 10
Steps from Duval, Pool on Site & Bikes Included!

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (30)
"We had a wonderful time. It is an older, smaller boat but we enjoyed it. There is a port a pot in the cabin but there is a huge shower and bathroom under the carport. We were able to fish right off the boat. Frank will answer texts pretty quickly. "
34’ Catamaran Sailboat

Poolside Cottage #411

10.0 out of 10, Exceptional, (36)
"Great little condo - perfect for our family to visit Key West! "
The price is ¥37,726
¥62,682 total
includes taxes & fees
Jan 28 - Jan 29
Poolside Cottage #411

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (169)
"It was kind of exciting. the cops showed up on the property and on the next door property to the North, there was a tree of stolen bouys and a stolen crab trap. It was quiet. there was a bit of a flood when it rained but within a day or 2 the water was gone. we had trouble opening the slider on the deck and I think there was moisture in the door. Hopefully we left it pretty clean. we had to be at the airport by 6:30. thank you, it was a wonderful stay. Patty "
Direct Oceanfront Cottage-Sunrise View- #2,

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!

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

9.6 out of 10, Exceptional, (118)
"We had a great time. Enjoyed the property very much."
The price is ¥68,214
¥106,079 total
includes taxes & fees
Feb 10 - Feb 11
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!

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

9.4 out of 10, Exceptional, (111)
"Great location!"
The price is ¥31,826
¥59,928 total
includes taxes & fees
Jan 29 - Jan 30
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!

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

8.8 out of 10, Excellent, (205)
"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 ¥44,712
¥82,990 total
includes taxes & fees
Feb 20 - Feb 21
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

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 ¥61,285
¥106,323 total
includes taxes & fees
Jan 23 - Jan 24
The Caroline Suite | 1 bed, 1 bath condo w/shared pool

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 ¥108,675
¥136,698 total
includes taxes & fees
Jan 25 - Jan 26
The Crystalmarine Suite – Rustic Luxury on the Sea

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

9.4 out of 10, Exceptional, (215)
"Very clean. Could use some updating such as fresh paint. "
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

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

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

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

9.8 out of 10, Exceptional, (221)
"Our family loved everything about our stay in Cudjoe Key. The property had everything we needed and was extremely comfortable. The property owner was very friendly and helpful and easy to get a hold of. We highly recommend this place for your next vacation!"
The price is ¥66,190
¥141,160 total
includes taxes & fees
Feb 20 - Feb 21
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

Bahama Village studio @ the Galleria!

9.6 out of 10, Exceptional, (10)
"Everything was as advertised. Its location was fantastic with easy access on foot to everything Key West has to offer. Only negative is that there is a high top table and two chairs in a space that really doesn’t afford those niceties. The bed was comfortable. The ac was a bit loud."
Bahama Village studio @ the Galleria!

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (280)
"We had a wonderful week during the Christmas/ New Year break. The condo is exceptional. Very clean including many items that make your stay easy and welcoming. The kitchen is fully stocked, not that one needs much while staying on the island. We relaxed in the condo, enjoyed restaurants and music across the island. "
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

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

Unique Home with loft @ Truman Annex

9.8 out of 10, Exceptional, (113)
"Not a single issue, very responsive"
Unique Home with loft @ Truman Annex
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

Havana Cabana at Key West - Adults Only

4.0 star property
8.8 out of 10, Excellent, (1648)
"The cleanliness and activities around the pool area."
The price is ¥40,776
¥55,939 total
includes taxes & fees
Jan 26 - Jan 27
Havana Cabana at Key West - Adults Only

Ibis Bay Beach Resort

2.5 star property
8.0 out of 10, Very Good, (1721)
"The shuttle is super convenient and the included breakfast isca nice touch. Rooms are basic and the property is well kept, so a good experience overall."
The price is ¥38,390
¥47,376 total
includes taxes & fees
Jan 26 - Jan 27
Ibis Bay Beach Resort

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2237)
"First time visiting key west and I absolutely loved the southernmost beach resort was in a perfect location with so much to do on and near by the property!!!"
The price is ¥73,239
¥92,875 total
includes taxes & fees
Jan 26 - Jan 27
Southernmost Beach Resort
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.