Search Vacation Homes in Lower Keys

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 401 Vacation Homes in Lower Keys with updated reviews, rates, and availability.

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.0 out of 10, Wonderful, (179)
"The view was wonderful. Great place to see sunrise every morning. This was a girls trip. If you are just there for fishing, this place is perfect. The refrigerator and freezer smelled of fish. Even after 3 nights, the smell was strong. I recommend bringing some arm and hammer baking soda for both fridge and freezer. The place is pretty close to Key West, so location is great. The neighbors were cleaning their fish right off the dock, so there were many seagulls. With seagulls, comes poop. They...
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
20 MINUTES TO KEY WEST , BOATERS PARADISE
Pool
20 MINUTES TO KEY WEST , BOATERS PARADISE
9.6 out of 10, Exceptional, (41)
"This rental had everything with just the right amount of space for our family of 4. Eric was very attentive and responsive, getting back to us within no time. The check-in process was a piece of cake. Nothing beats a kitchen to eat breakfast and pack lunches before heading out to snorkel for a few hours. Bahia Honda is a our favorite, and a short distance away from the rental. We enjoyed daily naps in the comfortable beds. It was very hot outside in the summer, and the AC worked very well. We...
20 MINUTES TO KEY WEST , BOATERS PARADISE
Old Florida Style, wrap around porch, boat basin for dockage, open water
Beach
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (54)
"Very pretty location "
Old Florida Style, wrap around porch, boat basin for dockage, open water
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Your porch overlooking the open water
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
9.6 out of 10, Exceptional, (173)
"The house had everything to stay comfortably. We stayed a week there. Enjoyed watching sunrise every morning and fished right there from the dock."
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Kelly's Kabin - Adorable Private Summerland Key Cottage
Aerial view of Kelly's Kabin.
Kelly's Kabin - Adorable Private Summerland Key Cottage
9.8 out of 10, Exceptional, (103)
"Fantastic little spot to stay if you want to be away from the Key West mobs but want to be close enough for a quick trip there. Finely equipped cottage with good parking and close to a few good places to eat. Very clean and enjoyable."
The price is SAR 751
SAR 1,916 total
includes taxes & fees
23 Sep - 24 Sep
Kelly's Kabin - Adorable Private Summerland Key Cottage
Brand New Home on The Ocean, bring your boat and RV!!
Exterior
Brand New Home on The Ocean, bring your boat and RV!!
10.0 out of 10, Exceptional, (2)
"House was on the canal. Beautiful sunrises. House was clean and well equipped. Convenient to Key West and state park. Enjoyed our stay. Host was very friendly and helpful. Would stay here again"
Brand New Home on The Ocean, bring your boat and RV!!
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Property grounds
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
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."
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
Entrance of the heated pool overlooking Cudjoe Bay.
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
10.0 out of 10, Exceptional, (203)
"We have stayed at the property several years in a row. Terrific place. Clean, comfortable beds, well stocked kitchen, and super convenient to enjoy both boating/fishing and the night life of Key West. Highly recommend!!"
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
Latitudes - Ocean front with pool
Exterior
Latitudes - Ocean front with pool
9.8 out of 10, Exceptional, (20)
"We had an absolutely fantastic stay at this Cudjoe Key home! Our family thoroughly enjoyed every moment, and it quickly became a highlight of our trip. The house was incredibly accommodating, perfectly suited for all of us, and we felt right at home from the moment we arrived. The location was ideal—peaceful and quiet yet close enough to all the attractions we wanted to explore. Whether we were heading out for a day of adventure or just relaxing, it was the perfect base. The house itself was...
Latitudes - Ocean front with pool
6 Bedroom 4 bath<br>Rental Rates are based on the number of guests
Exterior
6 Bedroom 4 bath<br>Rental Rates are based on the number of guests
9.4 out of 10, Exceptional, (76)
"This property was in a great location! Only 25 minutes to Bahia Honda and 25 minutes to Key West! Our family had a great week! We had just enough room for the 14 of us. The pool was great! Hot tub was great as well! We made use of the Kayaks every day! Would definitely recommend!"
6 Bedroom 4 bath<br>Rental Rates are based on the number of guests
Ocean/Canal Views 21ft Dock - Venture Out #357
Ocean/Canal Views 21ft Dock - Venture Out #357
8.8 out of 10, Excellent, (10)
"Great place for my brother and myself to have as a home base for fishing near Key West."
Ocean/Canal Views 21ft Dock - Venture Out #357
Fishermen`s Paradise | Waterfront home with huge pool, 220-foot dock & gorgeous interior
Fishermen`s Paradise | Waterfront home with huge pool, 220-foot dock & gorgeous interior
9.6 out of 10, Exceptional, (14)
"The place and location were beautiful. Everyone had an awesome time. Communication with Karen was easy. "
Fishermen`s Paradise | Waterfront home with huge pool, 220-foot dock & gorgeous interior
Island Therapy
Exterior
Island Therapy
9.8 out of 10, Exceptional, (46)
"We thoroughly enjoyed our stay at our little piece of paradise in Cudjoe Keys, Florida! Communication with the property owner was fantastic. Parking in the community could present a problem for people traveling with family and multiple vehicles. We were able to use the overflow parking for my son’s car, but had to rent a spot for our boat and trailer. It didn’t take away from the fun that we had on our trip. Worth every penny.!!"
Island Therapy
Ocean Front - Private 56' Dock
Ocean Front - Private 56' Dock
9.8 out of 10, Exceptional, (134)
"This place is fantastic! The morning view of the sunrise is spectacular! The condo is stocked and ready to go! Very Clean! And I repeat VERY CLEAN! The community has great activities and we used the bicycles. Beds were wonderful! This was our second trip to the Keys and much better experience than first! Book this!!"
The price is SAR 1,126
SAR 3,039 total
includes taxes & fees
5 Oct - 6 Oct
Ocean Front - Private 56' Dock
Keys 3 Bedroom Corner Home near Beach & Key West
Living area
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 SAR 747
SAR 2,166 total
includes taxes & fees
23 Sep - 24 Sep
Keys 3 Bedroom Corner Home near Beach & Key West
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Exterior
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (196)
"We had a wonderful time for a quick Labor Day weekend trip. The neighborhood is family friendly and we enjoyed riding the bikes to the pool with our kids. It was convenient to have the boat ramp in the community as well. The house was clean, comfortable and well stocked. Thank you for sharing your home with us! "
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Ocean Front Luxury Vacation Rental Near Key West
Ocean Front Luxury Vacation Rental Near Key West
9.4 out of 10, Exceptional, (38)
"Entering the Villa was pure ‘Candy to the Eye!’ All amenities were over the top. We absolutely loved the beach, kayaks and canoes. So much fun. The pool was fabulous. The outdoor furniture was so beachy, comfy and many fun seating arrangements. Enjoyed coffee on the balcony every morning. Views, views, views, just stunning. We would love to return to the Villa in the future and stay longer!"
Ocean Front Luxury Vacation Rental Near Key West
Palms Resort at Sugarloaf Beach - Main House
Palms Resort at Sugarloaf Beach - Main House
9.8 out of 10, Exceptional, (14)
"Everything about this property is nothing shy of perfection! From the moment we arrived, we were greeted by Tom, the property manager, who was the most accommodating for all that one might need during your stay. From ice to directions on and off the water, and advice on navigating the Keys, he was the greatest host anyone could ask for. The house is laid out so comfortably and was perfect for our large group. I would recommend this property and location to anyone looking for a paradise to wake...
Palms Resort at Sugarloaf Beach - Main House
Waterfront Anchor House with Boat Basin & Ramp!
Anchor House point for fishing, snorkeling, and relaxing.
Waterfront Anchor House with Boat Basin & Ramp!
9.6 out of 10, Exceptional, (15)
"Very pleasant host and property manager. 4 bedroom and bathroom layout was awkward but we worked it out. Well equipped kitchen . Overall great time ."
Waterfront Anchor House with Boat Basin & Ramp!
Little Torch Key Nest - Ocean view with pool
Pool
Little Torch Key Nest - Ocean view with pool
9.6 out of 10, Exceptional, (33)
"Did lots of lobstering and yellow tail fishing Easy access to gulf and Atlantic Close to reefs"
Little Torch Key Nest - Ocean view with pool
Don't see what you're looking for?
See all available properties in Lower Keys
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Lower Keys

Old Wooden Bridge Resort and Marina
Exterior
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (150)
"It was a great cabin. No view of anything and kind of nasty around the area but a great place to stay."
The price is SAR 484
SAR 920 total
includes taxes & fees
23 Sep - 24 Sep
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Aerial view
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (135)
"great place, will come there again!"
Sunshine Key RV Resort & Marina
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.0 out of 10, Wonderful, (179)
"The view was wonderful. Great place to see sunrise every morning. This was a girls trip. If you are just there for fishing, this place is perfect. The refrigerator and freezer smelled of fish. Even after 3 nights, the smell was strong. I recommend bringing some arm and hammer baking soda for both fridge and freezer. The place is pretty close to Key West, so location is great. The neighbors were cleaning their fish right off the dock, so there were many seagulls. With seagulls, comes poop. They...
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min 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.