Holiday Rentals in Lower Florida Keys

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Holiday Rentals in Lower Florida Keys

Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (47)
"So glad we found this location. Nice and peaceful but close to anything we needed. Sitting on the porch was so relaxing, watching boats go by. The house was very comfortable. Only wish the 2nd bedroom had a working TV. Our host was quick to answer any issue we had and left some great suggestions on places to eat. I would definitely return to enjoy this beautiful location"
Old Florida Style, wrap around porch, boat basin for dockage, open water
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (187)
"Very cute house! I didn't want to leave. Had plenty of everything. I definitely will stay there again. I have recommennded this house to several people after returning from our trip. The house had really nice & big washer & dryer. Was nice to come home with a suitcase of clean clothes rather than a hamper of dirty clothes. I took my teenager son & his friend & they enjoyed the bikes & kayaks. They also made friends with a couple other teenagers at the pool the first night we were there. Pool is...
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (204)
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is €419
includes taxes & fees
18 Jun - 19 Jun
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (54)
"It was a nice Key West cottage with beautiful views of Cudjoe Bay."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (25)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very good, (90)
"Explain to people that there is an opportunity to park the truck with a trailer and that there are ramps for the boat because I myself did not take my boat thinking that there was nothing like that. Thanks "
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Waterfront Home
8.8 out of 10, Excellent, (141)
"Would definitely come back!!!!"
Waterfront Home
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
10.0 out of 10, Exceptional, (26)
"Very comfortable low key rental. The house was clean and setup perfectly for what we needed. The pool was very warm more like an oversized hot tub but it was still nice to hang out in after a day out. Loved the outdoor shower! Will definitely keep this on our list of places to stay for our next trip down!"
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (39)
"Ww stayed for 6 nights as our first time in the Keys. The property is very well manicured with everything you'll need. We had a small issue with one cottage that was quickly rectified by the owners. Hope Nd Glenn were terrific! Not sure if we'll ever return to the Keys, but we highly recommend The Hidden Hammick to anyone visiting the area."
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (217)
"My daughter and I stayed in Cudjoe Key to be close to Key West. The location was good. The unit had everything we needed both inside and out. We grilled and cooked which was great. The beds were comfortable. Unfortunately, the weather did not cooperate and excursions were cancelled so we spent more time in Key West than we had planned. But the unit had lots of games and the TV had the tennis channel which was very nice. All in all, it was a good time."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
One of the very few beach houses with a daily, rental license in the Keys.
9.0 out of 10, Wonderful, (48)
"Great place in an unbelievable location. Nice and clean with all the amenities we needed."
One of the very few beach houses with a daily, rental license in the Keys.
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (65)
"Resorts was great love the pool and water....home was clean nice bedrooms and baths really small but we just sleep in them. Deck was great. To be in early morning watching sun rise..."
Canal front, dockage, 2 bedroom, 2 bath
Cozy, Perfect Conch Cottage!
9.0 out of 10, Wonderful, (30)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
10.0 out of 10, Exceptional, (197)
"One of the best locations to stay in the Florida keys , if u have a boat and you do fishing you will appreciate it even more , i will definitely come back"
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
SEA SHELL COTTAGE UNIT #2
9.4 out of 10, Exceptional, (8)
"If you don’t need a water view this compound is perfect for what I needed. Very well maintained grounds with brick pavers on all driveways and courtyards. I stayed in a one bedroom with kitchenette with ample areas for my small boat. I will be back."
SEA SHELL COTTAGE UNIT #2
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (175)
"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
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
10.0 out of 10, Exceptional, (14)
"Excellent concept. Loved this unit. Very clean. Only had one small glitch when checking in because I don't text. The lady who manages the unit was exceptional. Wished I could find employees like her."
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
Springs Venture Out Dolphin House (#386) with beautiful open water views
9.4 out of 10, Exceptional, (80)
"The location was great, right on the water with a great view. The house and amenities were perfect for us."
Springs Venture Out Dolphin House (#386) with beautiful open water views
**KEYSIE DOES IT @ CUDJOE KEY** Private Home in Waterfront Community + LAST KEY
10.0 out of 10, Exceptional, (4)
"This cute home was the perfect spot for our 3 day stay in the lower keys. The place was so clean and had an excellent supply of towels, tp, and other supplies. The furniture was comfortable . The beds were ok- a little “bouncy” but that didn’t prevent us from getting a good nights rest. The small pool was a great place to relax after a day of sightseeing. We didn’t make use of kayaks or grill or table at ground level. The water hose provided was an awesome addition to clean our beach gear. This...
**KEYSIE DOES IT @ CUDJOE KEY** Private Home in Waterfront Community + LAST KEY
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (139)
"Lynn was an excellent host. Very quick to respond to any questions you may have. The check in process with the resort leaves a lot to be desired. Security is not friendly nor very helpful. The neighbors we interacted with were very friendly. "
Comfortable Waterfront Vacation Rental
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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.

Other types of properties in Lower Florida Keys you may be interested in

Sugarloaf Key Hotel at KOA Resort
2.0 star property
9.8 out of 10, Exceptional, (164)
"Great location, spacious suite, very clean, would stay here again"
Sugarloaf Key Hotel at KOA Resort
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1002)
"The people are very nice and the view was beautiful. We had a waterfront room. The onky issue is the bathroom is very outdated and the grout/shower shows it. I can look past it because its clean but others may not."
The price is €195
includes taxes & fees
25 Jun - 26 Jun
Parmer's Resort
Sugar Loaf Lodge
2.5 star property
8.0 out of 10, Very good, (1006)
"Good 👍 "
The price is €175
includes taxes & fees
30 Jun - 1 Jul
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.

Everything you need to know about Lower Florida Keys holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lower Florida Keys holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lower Florida Keys holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lower Florida Keys holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lower Florida Keys. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lower Florida Keys holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lower Florida Keys holiday rentals we have selected for you start as low as €419 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lower Florida Keys rentals

At Expedia, we put the best Lower Florida Keys holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lower Florida Keys rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lower Florida Keys holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lower Florida Keys. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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