Lower Keys Holiday Rentals

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Check prices for these dates

Tonight
22 Jan - 23 Jan
Tomorrow
23 Jan - 24 Jan
This weekend
24 Jan - 26 Jan
Next weekend
31 Jan - 2 Feb

Holiday Rentals in Lower Keys

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, (179)
"Our stay in cabin 9 (turquoise one) was great. This cabin was perfect for our needs and we brought two dogs with us, no issues with that. We loved our stay but to be transparent this is really no frills. There is no sink sponge, no aluminum foil no nothing extra in the kitchen so bring your own!! The mattresses are VERY firm. There were a few small cosmetic issues that could be addressed in this cabin that would make a huge difference, example, crooked drawer front in kitchen, pinned drapes...
The price is HK$1,004
HK$1,907 total
includes taxes & fees
26 Jan - 27 Jan
Old Wooden Bridge Resort and Marina
34’ Catamaran Sailboat
Interior

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
Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

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,
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, (221)
"Everything was very nice. We enjoyed sitting down by the water any time. It was close to everything we were interested in seeing and doing. Great stay."
The price is HK$3,309
HK$7,057 total
includes taxes & fees
20 Feb - 21 Feb
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Cottage with swimming pool and dockage, just minutes to Key West!
Miscellaneous

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (136)
"Property kept clean. Very quiet. Close to my family"
The price is HK$1,167
HK$2,218 total
includes taxes & fees
3 Feb - 4 Feb
Cottage with swimming pool and dockage, just minutes to Key West!
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

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

8.6 out of 10, Excellent, (131)
"Stayed here for a few nights during a multi stop trip to Florida. The location is perfect for accessing the best of the lower keys. We brought our kayaks and launched right from the property for a great paddle. Easy drive to Bahia Honda for some beach time and more paddling. Also a great jumping off location for spending a nice long day in Key West. Beautiful sunrise from this property as well. Would stay again. "
Cottage with Pool and Boat Dockage just minutes to Key West!
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds

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 HK$3,501
HK$6,905 total
includes taxes & fees
9 Feb - 10 Feb
Old Florida Style, wrap around porch, boat basin for dockage, open water
Sunshine Key RV Resort & Marina
Sun deck

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (142)
"This property was all around Excellent!"
Sunshine Key RV Resort & Marina
One of the very few beach houses with a daily, rental license in the Keys.
Outdoor pool

One of the very few beach houses with a daily, rental license in the Keys.

9.0 out of 10, Wonderful, (56)
"The house itself is pretty much as advertised. We selected it for the two master bedrooms. However, as others have noted, the second floor master bedroom is not very private. As we were all family it worked for us. We had a few maintenance issues, but the property manager was very prompt to take care of them. Overall, the host was very nice. For us, the biggest negative was the distance from Key West. It was advertised to be 20 minutes. Rechecking on Google Maps shows that it is 30...
The price is HK$4,661
HK$10,325 total
includes taxes & fees
4 Feb - 5 Feb
One of the very few beach houses with a daily, rental license in the Keys.
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, (189)
"The view was amazing but the inside needs some work. Soft floors in one of the bedrooms and bathroom. There was one spot that we had to step over to avoid going right thru the floor. Outside furniture was in need of repair, chairs with broken slats. Most of the window blinds were either broken or didn't open at all. Compared to other properties in Venture Out (we had family staying in two other rentals two roads over) this was overpriced compared to the others we saw. "
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
3 night minimum! Spectacular Ocean Views!
A heated pool

3 night minimum! Spectacular Ocean Views!

8.4 out of 10, Very good, (18)
"Venture out is a great location for being on the water. This rental was reasonable, spacious and clean! We had an amazing stay with no issues!"
3 night minimum! Spectacular Ocean Views!
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Exterior

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

9.8 out of 10, Exceptional, (234)
"Clean, easy access, friendly complex/neighborhood. "
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (57)
"Spent Monday through Friday enjoying the peace and tranquility of this beautiful location. We brought a 22 foot center console with us and had no problems launching at the onsite boat ramp or tying up to the dock. Had to pay particular attention to the tides for fishing excursions as the immediate waters are very shallow. The cabin was adequately appointed for our needs and clean upon our arrival. The pool was also spotless and there were plenty of chairs/lounges for sitting pool and/or...
The price is HK$2,140
HK$3,849 total
includes taxes & fees
19 Feb - 20 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Balcony

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very good, (97)
"My family of 5 stayed at this place for 3 nights. It is very convenient to Key West and Big Pine Key for the activities we participated in. Easy check-in and great communication with owner. The only issue was the house we stayed in could use a little updating--one example was the peeling wallpaper and old-looking/poorly cut moulding in places. That said, we would definitely stay there again. It was a good place for the whole family."
The price is HK$2,723
HK$5,429 total
includes taxes & fees
6 Feb - 7 Feb
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Sun-loungers, beach towels

THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4

9.6 out of 10, Exceptional, (45)
"Good location to visit multiple keys. VERY handy beach chairs, beach umbrella and cooler for those flying in! Thanks, Hope for including those! Close to good restaurants. "
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Comfortable Waterfront Vacation Rental
Sun-loungers, beach towels

Comfortable Waterfront Vacation Rental

9.4 out of 10, Exceptional, (147)
"This place was perfect for a couple’s getaway! Close enough to Key West to drive over and far enough away from hustle and bustle. Great restaurants nearby. Bed was very comfortable! Our only complaint was that we often ran out of hot water when showering…not a dealbreaker though. "
Comfortable Waterfront Vacation Rental
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (40)
"This is our second year at one of these cottages. We love the complex and the location is great to get to many things. The cottage has everything you would need and is very clean. The host has been great to work with."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Exterior

Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

9.8 out of 10, Exceptional, (9)
"We arrived to a spotless cabana! The bed was perfect! Just awesome accommodations that I would definitely book again!!! Highly recommend- it was close to Key West but quiet and relaxing. And our pet stayed with us."
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Waterfront Home
Terrace/patio

Waterfront Home

8.8 out of 10, Excellent, (154)
"I wasn't expecting a 140 resort fee due before proceeding past the gate guard. The gate guard's response to my puzzled look was, "You were aware of the resort fee, right?" The fee is likely (at least I hope) embedded in the TOS. Moving on. The property permits pets but walking one's dog is prohibited. The properties are so small that one must walk a dog. Knowing this property was on a canal with open water access, I was not surprised that it needed some TLC. I think, most folks rent this type...
The price is HK$1,945
HK$3,790 total
includes taxes & fees
21 Feb - 22 Feb
Waterfront Home
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (127)
"Perfect spot to chill with friends, enjoy the views, and the pool is beautiful."
The price is HK$1,245
HK$2,564 total
includes taxes & fees
27 Jan - 28 Jan
Cottage with Pool and Dockage, just minutes to 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.
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Other types of properties in Lower Keys you may be interested in

Looe Key Reef Resort
Boating

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1002)
"It was a great place nice pool area and the Tiki bar and grill was right next door we ended up staying there for New Year’s Eve and they had excellent entertainment for the evening all in all we will definitely go back there again "
The price is HK$1,624
HK$1,827 total
includes taxes & fees
27 Jan - 28 Jan
Looe Key Reef Resort
Parmer's Resort
View from property

Parmer's Resort

2.5 star property
8.8 out of 10, Excellent, (1002)
"This is an older property, likely developed in the 60’s. We were greeted warmly despite our early arrival. We stayed in a double twin room named “Tuna.” On entering the space there was a strong smell of cleanser. It adjoined two lodging areas on either side. We were able to hear a bit of conversation on both sides. The beds were comfy, the tea and coffee well stocked. My greatest distraction was the condition of the bathroom, considerably in need of updating. While the shower was good and strong...
The price is HK$1,284
HK$1,698 total
includes taxes & fees
23 Jan - 24 Jan
Parmer's Resort
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, (179)
"Our stay in cabin 9 (turquoise one) was great. This cabin was perfect for our needs and we brought two dogs with us, no issues with that. We loved our stay but to be transparent this is really no frills. There is no sink sponge, no aluminum foil no nothing extra in the kitchen so bring your own!! The mattresses are VERY firm. There were a few small cosmetic issues that could be addressed in this cabin that would make a huge difference, example, crooked drawer front in kitchen, pinned drapes...
The price is HK$1,004
HK$1,907 total
includes taxes & fees
26 Jan - 27 Jan
Old Wooden Bridge Resort and Marina
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.