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, (157)
"A cute apartment and a beautiful place, but charging 100 dollars for cleaning to a person who rented an apartment for only one night is an exaggeration in my opinion. Calculation of cost should be the ratio of their stay to the number of nights."
The price is HK$1,003
HK$1,906 total
includes taxes & fees
5 Nov - 6 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$973
HK$2,188 total
includes taxes & fees
11 Nov - 12 Nov
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, (351)
"Great communication with host (Ken). I was worried about parking but it was never an issue. We used Uber in the evenings. The studio was very cute and well stocked. I liked all the extras (pool, bikes, beach gear, free laundry machines) Comfortable bed and quiet during the weekend. I would definitely stay again!"
The price is HK$848
HK$1,943 total
includes taxes & fees
2 Dec - 3 Dec
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (27)
"Nice STAY"
The price is HK$1,369
HK$2,476 total
includes taxes & fees
18 Nov - 19 Nov
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
40'yacht in Paradise Awaits You!
Marina
40'yacht in Paradise Awaits You!
9.4 out of 10, Exceptional, (25)
"Yacht was clean and well supplied. Included amenities of the resort which were great & convenient, especially the shuttle to downtown Key West. Will add this location to list of future trips."
40'yacht in Paradise Awaits You!
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, (13)
"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!
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, (110)
"We could not have been happier with our stay."
The price is HK$1,275
HK$2,597 total
includes taxes & fees
18 Nov - 19 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$2,325
HK$4,529 total
includes taxes & fees
10 Nov - 11 Nov
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
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$988
HK$2,558 total
includes taxes & fees
5 Nov - 6 Nov
Heart of Old Town getaway, perfect romantic retreat - near 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, (213)
"Very clean. Could use some updating such as fresh paint. "
The price is HK$1,369
HK$3,553 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$513
HK$1,776 total
includes taxes & fees
12 Nov - 13 Nov
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
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
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, (164)
"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!
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, (215)
"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$2,139
HK$5,573 total
includes taxes & fees
5 Nov - 6 Nov
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Outdoor pool, a heated pool
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
9.8 out of 10, Exceptional, (275)
"I don’t want this published but the only problem we had was with the bikes. They were not in great shape but everything else was well taken care of. "
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
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$1,104
HK$2,381 total
includes taxes & fees
12 Nov - 13 Nov
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
Outdoor pool
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
9.8 out of 10, Exceptional, (58)
"Elizabeth’s Secret was a perfect cozy home to celebrate our daughter’s 21st birthday and spend fun/quality time with she and her brother/ his girlfriend. We always rent bikes which gets us around town easily to all of our Key West favorites and continue to explore new spots. The pool was enjoyable morning, noon and night. As well as cooking and grilling the fresh fish we caught Monday on the fishing charter we had booked. Off street parking, coolers to use while kayaking at Lazy Dog, blender...
The price is HK$9,333
HK$16,756 total
includes taxes & fees
10 Nov - 11 Nov
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
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$5,444
HK$6,902 total
includes taxes & fees
7 Nov - 8 Nov
The Crystalmarine Suite – Rustic Luxury on the Sea
FLOR DE CANA ~ Adults Only, Poolview Queen Suite at Azul Mansion!
Beach nearby
FLOR DE CANA ~ Adults Only, Poolview Queen Suite at Azul Mansion!
9.8 out of 10, Exceptional, (115)
"This was a perfect spot to be. Walkable and clean. "
The price is HK$1,540
HK$2,917 total
includes taxes & fees
4 Dec - 5 Dec
FLOR DE CANA ~ Adults Only, Poolview Queen 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, (2174)
"The oversized showers "
The price is HK$1,832
HK$2,586 total
includes taxes & fees
1 Dec - 2 Dec
Southernmost Beach Resort
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences
3.5 star property
8.4 out of 10, Very good, (1020)
"Room was excellent! Fees tacked on after booking are ridiculous! Pool is beautiful and warm."
The price is HK$1,365
HK$1,929 total
includes taxes & fees
3 Dec - 4 Dec
Beachside Resort & Residences
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, (1614)
"Friendly staff, great place to stay!"
The price is HK$1,338
HK$2,002 total
includes taxes & fees
2 Dec - 3 Dec
Havana Cabana at Key West - Adults Only
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.