Lower Sugarloaf Key Holiday Rentals

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Holiday Rentals in Lower Sugarloaf Key

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (187)
"Great location and our houseboat was perfect. "
The price is AU$413
includes taxes & fees
3 Feb - 4 Feb
Old Wooden Bridge Resort and Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (114)
"This was a terrific quick visit, will be back next year for a longer stay. Boat was clean, deck was nice to sit and have a meal or watch the water and the activities. Recommend highly!"
The price is AU$702
includes taxes & fees
16 Feb - 17 Feb
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (289)
"I had a great experience with my family!"
Hyatt Vacation Club at Sunset Harbor, Key West

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (802)
"Great location, clean, and good customer service. wish they had fishing rods and more to do around the property, and the AC didn't keep the upstairs cool, very hot up there at night. overall, happy about the stay."
Coconut Mallory Resort And Marina By Kees Vacations

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

10.0 out of 10, Exceptional, (2)
"Owner communication was great and Master Suite was very comfortable. AC worked great, boat has lot of bathroom space! Our charter to see the sunset was spectacular with such a great kind crew that did a professional job. Our stay overall was verand will book again on our next trip"
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Poolside Cottage #411

10.0 out of 10, Exceptional, (37)
"From the moment we stepped on the property it was a great experience. We were pleasantly surprised to have a small water view from the front deck of the condo. Walking/biking trail was accessible right outside the property and we could easily walk to a public beach from the property. The condo was well stocked and we had everything we needed to cook our own meals. The resort was quiet and extremely clean. Only disappointment was that “Gumbos” the small bar on property has been closed. Will...
The price is AU$849
includes taxes & fees
12 Feb - 13 Feb
Poolside Cottage #411

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (363)
"Unit was very small but clean and well equipped. Convenient location. We were able to walk everywhere and were away from the noise on Duval St"
The price is AU$552
includes taxes & fees
3 Feb - 4 Feb
Steps from Duval, Pool on Site & Bikes Included!

PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!

9.6 out of 10, Exceptional, (14)
"Great location good layout but outdated and for the price paid should be more up to date. The bed was very uncomfortable and the pillows were subpar but the interaction with the management was amazing"
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with 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

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

9.8 out of 10, Exceptional, (17)
"Rented this nice boat for 2 nights for a two 60-somethings and three 20-somethings. From "A to Z" it meet or exceeded our expectations. Boat was a bit old, the carpets, etc. were more that a bit "dingy", and 5 adults certainly "maxed out" the space.... but we didn't care much. It was such a unique experience for our 3 younger guests who had NEVER been on a boat before. The harbor is very nice with good restaurants. etc. Jim our "check-in /out" guy was great. Jeff our captain for our 4 hour boat...
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

Margarita Cottage ~ Popular island retreat

2.0 star property
9.6 out of 10, Exceptional, (37)
"Loved our stay at the Margarita Cottage. Walked all over Key West from very central location. Heated Pool was a plus - even for a mid December dip!"
The price is AU$1,127
includes taxes & fees
19 Feb - 20 Feb
Margarita Cottage ~ Popular island retreat

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.8 out of 10, Exceptional, (63)
"Just a beautiful location, paradise. Spent mornings in the covered porch, husband loved the lagoon for fishing. We brought kayaks and the kids loved it. The dogs enjoyed the large property as well. "
The price is AU$1,445
includes taxes & fees
2 Feb - 3 Feb
Old Florida Style, wrap around porch, boat basin for dockage, open water

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

9.0 out of 10, Wonderful, (34)
"Great place in a very convenient location! Pull out couch isn’t the most comfortable thing in the world, but it sleeps. Super clean, super easy check in (was even able to get in early) and a great price! "
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

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

9.4 out of 10, Exceptional, (216)
"Very clean. Could use some updating such as fresh paint. "
The price is AU$1,184
includes taxes & fees
23 Feb - 24 Feb
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!

9.4 out of 10, Exceptional, (107)
"Nice, comfortable, clean, walkable to Duval Street & other places."
The price is AU$712
includes taxes & fees
1 Feb - 2 Feb
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!

J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & Shared Pool!

8.8 out of 10, Excellent, (249)
"The accommodation is quaint and bathroom is a challenge but room was very clean. Location is surrounded by local residences. Pool was very peaceful and felt great. Close to historic locations by easy walk. "
J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & Shared Pool!

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (30)
"It was 6 miles from key west which we liked. It sits in an inlet so you don’t see much ocean or beach. Property had a separate bath house. Bathroom wasn’t really usable & tv cord was missing so no tv (wasn’t there to watch tv) If you have problems with close spaces, it wouldn’t be for you "
34’ Catamaran Sailboat

Spec. Jan 26-31 --219. lodg + w. 3 night stay close beach

9.0 out of 10, Wonderful, (157)
"Excellent location very clean. Excellent communication with the owner of the accommodations were wonderful. We enjoyed our New Year’s."
Spec. Jan 26-31 --219. lodg + w. 3 night stay close beach

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

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."
The price is AU$631
includes taxes & fees
3 Feb - 4 Feb
Bahama Village studio @ the Galleria!
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

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1005)
"Great quiet place to have as a base, staff were all great. "
The price is AU$708
includes taxes & fees
9 Feb - 10 Feb
The Perry Hotel & Marina Key West

Ibis Bay Beach Resort

2.5 star property
8.0 out of 10, Very good, (1740)
"We were only there one night this time but it is a nice resort, in a great spot and the free shuttle to Duval area is awesome. Will definitely stay afain"
The price is AU$328
includes taxes & fees
4 Feb - 5 Feb
Ibis Bay Beach Resort

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2246)
"Nice property, a big more than I would to spend however. No large coffee cups for a good cup of coffee so I had to do the espresso shots in my personal tumbler and share with my friend. Good communication with guests via text but, not communication with front desk as they nee nothing of the happy hour 2 for 1. It is a bit of a walk to all the action on Duval if you have someone with mobility issues it as it is 1.3 mile walk to Caroline."
The price is AU$922
includes taxes & fees
3 Feb - 4 Feb
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.