Lower Sugarloaf Key Holiday Rentals

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Holiday Rentals in Lower Sugarloaf Key

Old Wooden Bridge Resort and Marina
Living area
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (161)
"The houseboat was a delight. Super comfortable and a full kitchen. Very dog-friendly. The woman who checked us in was super nice, and the salt-water pool felt great!"
The price is HK$1,004
HK$1,908 total
includes taxes & fees
24 Nov - 25 Nov
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, (104)
"Nice for affordable price "
The price is HK$1,044
HK$2,269 total
includes taxes & fees
3 Dec - 4 Dec
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, (356)
"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "
The price is HK$1,004
HK$2,143 total
includes taxes & fees
22 Dec - 23 Dec
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (30)
"Nice location very close to everything and close enough to Duval St. Unit itself was in good condition and the kitchen stocked pretty good but was missing dish cloths, dish towels and dishwasher detergent. None of the grills on the property were functional. Host was very responsive the entire process. Would stay there again"
The price is HK$1,751
HK$2,961 total
includes taxes & fees
3 Dec - 4 Dec
Poolside Cottage #411
34’ Catamaran Sailboat
Interior
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
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!
10.0 out of 10, Exceptional, (14)
"BOOK THIS BOAT!!!’ TOP 10 vacations ever!!! Hannah was so accommodating and onboarded us to The Grand Admiral. Beautiful marina with easy access to The Perry hotel and bar, making it a very very comfortable stay. And then the excursion 😍!! Captain Jeff made our day exceptional. We encountered dolphins, lounged on the sandbar, and grilled while watching a breathtaking sunset. We will be making this an annual trip! Thank you Captain Jeff for the best day ever."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
Flat-screen TV, DVD player, stereo
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
9.2 out of 10, Wonderful, (165)
"We found the tides on Simonton online and booked it immediately. When we arrived, the check-in process was very easy and the location is very nice. We ate down the street at Duffys twice during our stay and it is an amazing place. I highly recommend their prime rib. we will definitely be back "
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
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 HK$1,253
HK$3,397 total
includes taxes & fees
26 Nov - 27 Nov
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
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
9.0 out of 10, Wonderful, (202)
"Close to Duval Street and within walking distance to everything. Full kitchen is nice. Good for a Key West visit. "
The price is HK$778
HK$2,141 total
includes taxes & fees
11 Dec - 12 Dec
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
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, (112)
"Quit little place."
The price is HK$1,331
HK$2,668 total
includes taxes & fees
23 Nov - 24 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Sun-loungers, beach towels
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
9.2 out of 10, Wonderful, (238)
"Place was very comfortable-great for couples who "
The price is HK$2,327
HK$4,533 total
includes taxes & fees
27 Nov - 28 Nov
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Outdoor dining
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.0 out of 10, Wonderful, (184)
"Loved this ocean view property! Very nice location and very comfortable home!"
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Heart of Old Town getaway, perfect romantic retreat - near the action
Beach
Heart of Old Town getaway, perfect romantic retreat - near the action
9.0 out of 10, Wonderful, (38)
"Good"
The price is HK$1,020
HK$2,605 total
includes taxes & fees
3 Dec - 4 Dec
Heart of Old Town getaway, perfect romantic retreat - near the action
Feb 3-10 $245 off the rates close beach full kitchen & patio
Exterior detail
Feb 3-10 $245 off the rates close beach full kitchen & patio
9.6 out of 10, Exceptional, (200)
"Very walkable. Cozy comfortable place. Cute and safe neighborhood. Setup well for cooking. AC pumps some good cold air. "
Feb 3-10 $245 off the rates close beach full kitchen & patio
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, (216)
"the property it is good but expedia say good price for cleaning and vrbo say higher price i not agree, because i believed all time that cleaning it is the price said Expedia thanks , but i never rent or recommend again thanks"
The price is HK$2,140
HK$5,578 total
includes taxes & fees
23 Nov - 24 Nov
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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, (171)
"Room fit our needs. small, but very clean. Location was great! "
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Property grounds
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, (222)
"Nice place ,great ammenties very close to duval street, cuban place right on the corner by it is great "
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
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 HK$5,448
HK$6,907 total
includes taxes & fees
8 Dec - 9 Dec
The Crystalmarine Suite – Rustic Luxury on the Sea
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, (127)
"Had a great time. "
The price is HK$1,331
HK$2,660 total
includes taxes & fees
25 Nov - 26 Nov
CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!
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, (106)
"Not bad comfortable room was a little smaller then expected bathroom was clean no daily maid cleaning there is a service charge for cleaning though ?? Pool area looks rundown cleaning required probably i didnt use the pool anyway overall property was somwhat quiet other then person upstairs was not considerate to other i would recommend this property."
The price is HK$1,269
HK$2,574 total
includes taxes & fees
24 Nov - 25 Nov
FONTANA ~ Adults Only, Pool Access King Suite 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

Southernmost Beach Resort
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort
4.0 star property
8.6 out of 10, Excellent, (2181)
"I loved this place. They tried to do anything we asked and smiled about it. We will be back."
The price is HK$1,892
HK$2,654 total
includes taxes & fees
17 Dec - 18 Dec
Southernmost Beach Resort
Havana Cabana at Key West - Adults Only
Outdoor pool, pool loungers
Havana Cabana at Key West - Adults Only
4.0 star property
8.8 out of 10, Excellent, (1597)
"Amazing stay! The entire property and rooms are all kept at all times. Every area smells so good too. I can not say enough about the staff; each was was attentive and took pride in their duties to the patrons. Bartenders were next level good! We loved the hen and her baby chicks and the Iguanas that came out to play. We are already planning to go back next year, and this IS where we will be staying. We came for the boat races, next year maybe we'll go earlier so we can enjoy some of the...
The price is HK$1,256
HK$1,909 total
includes taxes & fees
9 Dec - 10 Dec
Havana Cabana at Key West - Adults Only
Margaritaville Beach House Key West
Beach nearby, white sand
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, (1782)
"X"
The price is HK$1,588
HK$2,277 total
includes taxes & fees
19 Dec - 20 Dec
Margaritaville Beach House Key West
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.
Beautiful view of the beach with palm trees

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