Lower Keys Holiday Rentals

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Holiday Rentals in Lower Keys

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
25 Nov - 26 Nov
Old Wooden Bridge Resort and Marina
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
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
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (141)
"Nice place to relax"
The price is HK$2,771
HK$3,117 total
includes taxes & fees
7 Dec - 8 Dec
Sunshine Key RV Resort & Marina
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
One of the very few beach houses with a daily, rental license in the Keys.
9.0 out of 10, Wonderful, (54)
"Our trip was supposed to be a boys fishing trip but that was derailed by the hurricane. We were not able to reschedule the trip so my wife and I decided to come down for a private retreat. The house is much more than two people need but we had a great time. The morning views are spectacular. The only thing I would change would be the addition of a full size oven for those who like to cook at the house. "
The price is HK$4,662
HK$10,258 total
includes taxes & fees
26 Nov - 27 Nov
One of the very few beach houses with a daily, rental license in the Keys.
Tropical Caribbean Wonderland
9.2 out of 10, Wonderful, (77)
"The camper was clean and easy to find. There’s a bath/shower house 2campsites away. We enjoyed our stay."
Tropical Caribbean Wonderland
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (198)
"The location was perfect and the unit was clean and comfortable. The key lime pie from the hosts was a nice touch."
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Kelly's Kabin - Adorable Private Summerland Key Cottage
9.8 out of 10, Exceptional, (104)
"Check in was super easy.Over all was a very comfortable place.Air condition was nice and cold..Everything worked properly.Located just South of Boondocks Bar&Grille which os one of our favorite spots.Easy to get back and forth to Key West.Would definately stay here again."
The price is HK$2,140
HK$4,740 total
includes taxes & fees
12 Dec - 13 Dec
Kelly's Kabin - Adorable Private Summerland Key Cottage
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very good, (95)
"Great property. Brought our boat and had a great time. Quick drive to Key Wedt."
The price is HK$1,751
HK$4,157 total
includes taxes & fees
23 Dec - 24 Dec
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Keys 3 Bedroom Corner Home near Beach & Key West
9.6 out of 10, Exceptional, (4)
"Great location, right in the middle keys, easy access to everything. "
The price is HK$1,782
HK$4,748 total
includes taxes & fees
23 Nov - 24 Nov
Keys 3 Bedroom Corner Home near Beach & Key West
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (57)
"Our family of five adults and a dog had a fantastic week at this beautiful house! We had plenty of space, it was super clean and well kept. The countertop ice maker was definitely appreciated! We didn’t cook but all the tools you could need are there. We did place an Instacart order from Publix for a few things and delivery was no problem. Lots of restaurants are within a short drive and Kiki’s right down the road was a plus and had great food. We spent most mornings and evenings hanging out on...
Old Florida Style, wrap around porch, boat basin for dockage, open water
Springs Venture Out Dolphin House (#386) with beautiful open water views
9.4 out of 10, Exceptional, (85)
"Weve stayed here twice now. It offers great views, great location, great hosts, my only suggestions is the beds could use some upgrading."
Springs Venture Out Dolphin House (#386) with beautiful open water views
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (40)
"The property was just as it was listed as, very clean and very inviting. We loved that it was so quiet! We will definitely go back again!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
9.4 out of 10, Exceptional, (26)
"Super nice place Comfortable Couch Comfortable Bed"
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (230)
"Very clean and quiet. Great amenities. Friendly staff. Would stay there again and recommend to our friends."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Enjoy Caribbean weather in the USA. Openings now through Dec 2024!! Book now!
9.4 out of 10, Exceptional, (133)
"Great location! Fabulous pool! Well be back again for sure ! "
Enjoy Caribbean weather in the USA. Openings now through Dec 2024!! Book now!
Waterfront Cozy Cottage with Boat Ramp & Dock!
10.0 out of 10, Exceptional, (51)
"I really enjoyed it there we / my 12 year old and I . Took out charters everyday that we were there . They will pick you up from your dock ! We will be back .. Great experience!"
Waterfront Cozy Cottage with Boat Ramp & Dock!
Relax by Florida Keys Beaches, just a 7-min drive away
9.8 out of 10, Exceptional, (182)
"We enjoyed our visit to Cudjoe Key. We rented a boat for two days to enjoy snorkeling. It was great being able to tie up the boat outside our rental."
Relax by Florida Keys Beaches, just a 7-min drive away
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
10.0 out of 10, Exceptional, (206)
"Great place!"
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
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 Keys you may be interested in

Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1001)
"One of the BEST stays in a hotel/resort I have had in a long time. Absolutely perfect! Both check in and check out hosts were amazing, room was VERY clean and comfortable, grounds were clean, peaceful and the beach on the property gave great views. Any time I come down, this will be my choice for stays!"
The price is HK$839
HK$1,198 total
includes taxes & fees
3 Dec - 4 Dec
Parmer's Resort
Sugarloaf Key Hotel at KOA Resort
3.0 star property
9.8 out of 10, Exceptional, (268)
"OMG. Is this really a KOA? This is better than most 5 star resorts I have ever stayed at. Yes it is a RV resort, but they have two "wings" with small and large type apartments, I was in the smaller one #103 in the North building. First of all check in was a breeze and the girls at the front desk where super friendly and even let us check in a little bit early. Upon entering the unit I was blown away at how new these units where and how super clean. My unit had a studio type area with a pull...
Sugarloaf Key Hotel at KOA Resort
Looe Key Reef Resort
2.5 star property
7.4 out of 10, Good, (1007)
"Great place to stay in the Keys."
The price is HK$978
HK$1,100 total
includes taxes & fees
24 Nov - 25 Nov
Looe Key Reef 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.
Beautiful view of the beach with palm trees

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