Lower Keys Holiday Rentals

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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, (170)
"The check was very smooth; everyone friendly and helpful with local suggestions. Location was great! Nice and quiet"
The price is HK$1,003
HK$1,906 total
includes taxes & fees
23 Dec - 24 Dec
Old Wooden Bridge Resort and Marina
34’ Catamaran Sailboat
Interior

34’ Catamaran Sailboat

9.6 out of 10, Exceptional, (28)
"The property was great and the host was very responsive to communication. "
34’ Catamaran Sailboat
Sunshine Key RV Resort & Marina
Sun deck

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (141)
"Nice place to relax"
Sunshine Key RV Resort & Marina
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, (219)
"Perfect location with sunset views and kayaking "
The price is HK$2,333
HK$5,783 total
includes taxes & fees
7 Jan - 8 Jan 2025
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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, (58)
"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
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!
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, (39)
"The cottage was clean and well appointed. Loved the little porch to sit in late in the evening or drink coffee in early in the morning. Beds were comfy, shower was not as strong as I like (but I'm spoiled by my home one, so . . . ) Only problem we noted was sometimes the toilet would not refill after flushing - simple fix, but kind of annoying. Pool was much smaller than it looked in the picture, though. Really enjoyed our stay and would not hesitate to stay again!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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, (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$4,658
HK$10,326 total
includes taxes & fees
22 Jan - 23 Jan 2025
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, (186)
"We picked this place for the view and it didnt disappoint. We brought our electric bikes and used them pretty much everywhere. "
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
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, (232)
"The unit was spotless and perhaps one of the best equipped places we have stayed at with VRBO. Everything worked, the utensil drawers were overflowing, extra towels and bedding were provided. There was even a printer available. There were 6 bicycles to pick from and several kayaks (although it was too windy to use this time). Everything in the description is accurate. 5 of 5 rating."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Waterfront Home
Terrace/patio

Waterfront Home

8.8 out of 10, Excellent, (150)
"Has a nice seawall that can accomodate about a 30 foot boat. Cleaning station for fish was nice also. Actual house unit was older, but nice. We really just used it for cooking our fish and sleeping. The main perks of this place is that it has a seawall on a protected canal to keep a boat, has good channel access to both the oceanside and gulf, and is clean. Marina with boat fuel and boat ramp is in Venture Out neighborhood just a few hundred feet away from this actual unit. Overall a good...
Waterfront Home
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, (42)
"This place was a gem. Clean, well kept and charming. The owner was very sweet and helpful."
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
A heated pool

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

9.8 out of 10, Exceptional, (199)
"The Property was as advertised. Great location, had everything we needed, served as both a fantastic base camp between outings and home base. We were able to experience everything we wanted for Thanksgiving as well as hit all the Florida Key highlights (Key West, Bahia Honda , and Piegon Key to list a few), the Venture Out location amenities and activities were a fantastic fit for us as well. Would 100% come back and we are even looking for future dates already. "
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
Miscellaneous

Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear

9.8 out of 10, Exceptional, (108)
"This place was beautiful. When staying in a rental, there can always be a little something that is not right or goes wrong. Nothing went wrong with this place. The master bed evidently has an older form top mattress that doesn't dissipate heat, so it you are warm sleeping you will want to sleep in the second bedroom. It's not quite as bad. You may want to bring your own King Sheets and pillowcases. They were very rough!! All in all, I would recommend this place! They seemed to have everything...
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
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, (96)
"This place was nice and came as advertised. Location is solid and near a few good restaurants and bars. It could have been a little cleaner but overall was in good shape. Would stay again. Price is good for what you get. "
The price is HK$1,750
HK$4,192 total
includes taxes & fees
23 Dec - 24 Dec
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Beachside @ Torchview Waterfront Retreat
On the beach, beach towels

Beachside @ Torchview Waterfront Retreat

9.8 out of 10, Exceptional, (37)
"I had a wonderful 3 weeks stay at Beachside@Torchview. I loved the privacy of the house, the gorgeous sunset views, and the peaceful mornings sitting out on the deck while drinking my morning coffee. I would highly recommend this house for anyone looking for a quiet getaway in the busy Florida Keys. It was everything I had hoped for, and I will definitely be staying here again if I decide to return to the Keys next year. The house was very clean and suited my needs perfectly, and the host...
Beachside @ Torchview Waterfront Retreat
Comfortable Waterfront Vacation Rental
Sun-loungers, beach towels

Comfortable Waterfront Vacation Rental

9.4 out of 10, Exceptional, (145)
"I was here for a wedding in key west..i had a great time on Cudjoe Key. I would definitely stay at this location again..the pool are is very nice and you can see the sunrise every morning. "
Comfortable Waterfront Vacation Rental
Tropical Caribbean Wonderland
Pool

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
Relax by Florida Keys Beaches, just a 7-min drive away
Beach

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
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Outdoor dining

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (79)
"The stay was good. It was close enough to wedding venue. Few things wrong when we got there. My husband fixed the closet door because it would not open n shut also a door knob was about to fall off so he tightened it."
The price is HK$2,714
HK$5,319 total
includes taxes & fees
4 Jan - 5 Jan 2025
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
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
View from property

Parmer's Resort

2.5 star property
8.8 out of 10, Excellent, (1002)
"Enjoyed sitting on the waters edge. Very clean. Looking for a laid back relaxing environment this is the spot."
The price is HK$1,742
HK$2,213 total
includes taxes & fees
23 Dec - 24 Dec
Parmer's Resort
Sugarloaf Key Hotel at KOA Resort
Private beach, snorkelling, kayaking, motor boating

Sugarloaf Key Hotel at KOA Resort

3.0 star property
9.8 out of 10, Exceptional, (274)
"Can't wait to go back..!"
Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge
Balcony

Sugar Loaf Lodge

2.5 star property
8.0 out of 10, Very good, (1001)
"Ambience and the place is cool. The property is well maintained, staff courteous and helpful"
The price is HK$1,392
HK$1,566 total
includes taxes & fees
23 Dec - 24 Dec
Sugar Loaf Lodge
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.