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, (189)
"Nice quiet area Everyone is so friendly and the little deer , are just adorable "
The price is AU$514
includes taxes & fees
24 Feb - 25 Feb
Old Wooden Bridge Resort and Marina

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (65)
"Great location for just about everything in the Keys! Overall awe had a great stay. Good recommendations on local spots to check out and restaurants. We were a bit concerned with the info we received indicating one roll of toilet paper and no dish or laundry soap, but we found the unit well stocked with everything we needed. Would return for sure!"
Old Florida Style, wrap around porch, boat basin for dockage, open water

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (31)
"Great time enjoying the keys like a pirate. "
34’ Catamaran Sailboat

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,

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

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

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

9.0 out of 10, Wonderful, (137)
"We had a wonderful stay in a small cottage in Cudjoe Key. It was a fun little place stay. Location was great for visiting the other Keys. I would seriously look at staying in one of the bigger cottages if I brought my family down. Thank you very much!"
The price is AU$454
includes taxes & fees
16 Feb - 17 Feb
Cottage with swimming pool and dockage, just minutes to Key West!

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

9.0 out of 10, Wonderful, (42)
"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

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

9.0 out of 10, Wonderful, (194)
"We loved the house! Thank you for being so flexible with us. We thought the second bedroom had 2 beds when we booked online but it only has 1."
The price is AU$875
includes taxes & fees
3 Mar - 4 Mar
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (222)
"Melanie gets top rating for being quick and thorough in responding to our questions or problems. The furniture was very comfortable and were the beds.The kitchen was well stocked with pot/pans/utensils and dishes but did not have an abundance of silverware so we had to run the dishwasher every day.Our biggest disappointment was the poor viewing of water. The ocean was only visible from the second third floor porch."
The price is AU$1,456
includes taxes & fees
20 Feb - 21 Feb
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

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

8.8 out of 10, Excellent, (59)
"We just love this place"
The price is AU$795
includes taxes & fees
19 Feb - 20 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (132)
"We had a wonderful time at your place. Thank you for having us, we loved the Keys!"
Cottage with Pool and Dockage, just minutes to Key West

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

8.4 out of 10, Very good, (99)
"Property was exaxtly as described. Could use some updating, but everything was clean and functioning. The house was plenty spacious, but we did spend most of out time on the deck. Wouod stay again! "
The price is AU$978
includes taxes & fees
22 Feb - 23 Feb
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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

9.2 out of 10, Wonderful, (67)
"My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again."
The price is AU$795
includes taxes & fees
26 Feb - 27 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (105)
"This particular unit needs some updates as other reviews have mentioned, but it was clean and quiet. There were enough dishes and utensils to cook meals. The AC and internet worked well. We enjoyed using the pool each day and watched the sunset by the water. The kayaks looked clean and new. Other guests had dogs that were no issue, all were quiet and kept on a leash. We spent most of our time in Bahia Honda State Park and Key West, this property was easy to get to both areas."
The price is AU$711
includes taxes & fees
7 Mar - 8 Mar
Charming cottages, dockage, pool, just minutes to Key West

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!

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

9.0 out of 10, Wonderful, (57)
"Our family of 10 stayed here the week of Christmas 2024 and the entire process went smoothly with excellent communication with the host prior to our stay. The property was immaculately maintained, plenty of room for all and we enjoyed every minute.The bedroom layout isn’t what many would expect. It was disclosed, but somehow I missed it. The entire second floor is accessible by winding staircase, but is more like a loft (no noise protection from the first floor) and the “fourth bedroom” is...
The price is AU$2,133
includes taxes & fees
19 Feb - 20 Feb
One of the very few beach houses with a daily, rental license in the Keys.

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

FL Keys Cottage with Ocean Views - Venture Out Unit 395

8.8 out of 10, Excellent, (3)
"Very clean, comfortable beds. Close to everything we wanted to do!"
FL Keys Cottage with Ocean Views - Venture Out Unit 395

OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

9.2 out of 10, Wonderful, (96)
"My family had a wonderful time staying for 10 days over mini lobster season. The location was perfect. We could walk to Kiki's Bar and Restaurant for live music and food. Gas for the boat is just across Pine Channel. Short drive to groceries, gas, pharmacy, and bait. Property manager was quick to respond. Long dock with water for the boat. My only wish was power at the end of the dock to recharge my trolling motor. Otherwise, great stay!"
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

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 AU$1,213
includes taxes & fees
3 Mar - 4 Mar
Keys 3 Bedroom Corner Home near Beach & 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

Parmer's Resort

2.5 star property
8.8 out of 10, Excellent, (1006)
"Great place FYI Resort fees will be charged daily."
The price is AU$589
includes taxes & fees
5 Mar - 6 Mar
Parmer's Resort

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1002)
"The people were great. It was everything I expected."
The price is AU$529
includes taxes & fees
25 Feb - 26 Feb
Looe Key Reef Resort

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (189)
"Nice quiet area Everyone is so friendly and the little deer , are just adorable "
The price is AU$514
includes taxes & fees
24 Feb - 25 Feb
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.