Lower Florida Keys Vacation Rentals

Vacation Rentals in Lower Florida Keys

Sun loungers, beach towels
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
10.0 out of 10, Exceptional, (25)
"Easy from start to finish! Lovely cottage in very central location in the Florida Keys. Hope was the highlight of the trip, truly the “hostess with the mostest.” She checked in daily, offered great tips for restaurants and activities. Loved everything about the property: quiet, the outdoor shower, the beds, the pool, Lulu, and the freshest seafood! Would definitely recommend."
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
A heated pool
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.
Property grounds
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
10.0 out of 10, Exceptional, (9)
"Perfect size for a couple. New and clean, couldn’t be happier, thanks!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
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Exterior
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
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (43)
"Great quiet location on the water. Quick communication with the property manager and easy check in and check out process. Definitely recommend it."
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (203)
"Overall, a very nice property in a good location, with good amenities. Located near several good Restaurants, especially the Square Grouper. Communication with Host was very good."
The price is $350
$444 total
includes taxes & fees
May 29 - May 30
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (168)
"We had a awesome family time there, everything is pretty and cute. We fishing behind the house, funny time. Everything was perfect to me and my family. Thank you!"
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (184)
"Rich and Laura provided a wonderful property for our stay in the Keys. It was a quick and enjoyable 30-minute drive to Key West. The resort was beautiful and we could see the canals and a quick golf cart ride to the big water. Wish we could have stayed longer. If I dreamed up the perfect beach house, this would be it! And we had the most delicious key lime pie! Thank you Rich and Laura!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Pool
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
9.8 out of 10, Exceptional, (98)
"Everything was perfect, the house was beautiful and well stocked. We even saw two manatees hang out right in front of the house for about an hour! The location is great and the host was extremely helpful. Side note, the Square Grouper restaurant, which is just down the road, was one of the best places we ate in the Keys!"
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
Outdoor dining
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
9.6 out of 10, Exceptional, (73)
"We always enjoy staying at venture out. They have everything you need right on the premises. Janet’s house was perfect for myself and three kids. Right on the canal so the kids could fish and even had a manatee come right up to us. We will definitely be back."
The price is $179
$475 total
includes taxes & fees
May 23 - May 24
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Sun loungers, beach towels
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (38)
"Relaxed property away from the hub of key west. Access to everything the keys has to offer with your own little slice of heaven at the end of day. Excellent host and communication. Already planning next years trip!!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Beach
FLAMINGO COTTAGE UNIT #1
9.6 out of 10, Exceptional, (24)
"Host was very nice and offered us advice on places to visit. Pool was clean and so warm. Grand daughter loved pool. Also, what was great is that your pet is allowed to stay in room with you. Very quiet area."
FLAMINGO COTTAGE UNIT #1
A heated pool
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
9.6 out of 10, Exceptional, (168)
"Property and property owner were great. Nice quiet place for relaxation."
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (25)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Outdoor pool, a heated pool
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
Beach
Enjoy Caribbean weather. Last minute opening beginning 5/19/24! Enjoy the Keys!
9.4 out of 10, Exceptional, (124)
"Great stay. Comfy beds. Everything you need."
Enjoy Caribbean weather. Last minute opening beginning 5/19/24! Enjoy the Keys!
Beach
SEA SHELL COTTAGE UNIT #2
9.4 out of 10, Exceptional, (8)
"Nice, quiet, relaxing, reasonably priced with a lovely pool outside our door!"
SEA SHELL COTTAGE UNIT #2
Sun loungers, beach towels
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (138)
"Other than the mile hike to front door, jk ( wheel chair ramp) the place was great. Plenty of room for docking my boat, clean with all the amenities. I would stay here again. Outdoor space is great on balcony and canal side. Its nice to be able to flush the boat engine after a day out and spray salt off as well. Thank you for the use of your home."
Comfortable Waterfront Vacation Rental
Outdoor pool, a heated pool
Tropical Getaway in Paradise.
9.4 out of 10, Exceptional, (80)
"It met our needs. Was generally clean. The bathroom was very clean. The beds were clean. The floors and surfaces were ok. The washer and dryer were great. The hot water was good. Nothing to complain about the house. The resort was nice and quiet. Very peaceful. Security did a good job, the resort is well staffed and the bathhouses were very clean. The pool was awesome. Bring your own darts and tennis equipment, the resort doesn’t provide them or have them. I would say the extra $125 was kind...
Tropical Getaway in Paradise.
A heated pool
Gulf-front house near Key West with private beach & pool - snowbird-friendly
9.4 out of 10, Exceptional, (34)
"This house is stunning and very secluded. We were there four nights to celebrate a friends 40th birthday and it did not disappoint. Four adult couples and a baby and we each had our own room with bathrooms within. The sunset from the pool was unbelievable each night. We swam, used kayaks and floated in ocean. If you plan to walk into ocean from private beach I would recommend water shoes. We did not utilize the game room because we had perfect weather and spent the whole trip outside around...
Gulf-front house near Key West with private beach & pool - snowbird-friendly
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See all available properties in Lower Florida 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.

Lower Florida Keys Vacation Rental Travel Info

Vacation rentals
216
Popular accommodation
Lower Florida Keys private vacation homes
International airport
Miami, FL (MIA-Miami Intl.)

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

Private beach, snorkeling, kayaking, motor boating
Sugarloaf Key Hotel at KOA Resort
2.0 star property
9.8 out of 10, Exceptional, (150)
"Really enjoyed our week stay. Suites are clean and everything is in good condition. Great for an extended stay. They don't supply a regular coffee maker so we brought our own. They have a Keurig type. Otherwise all that we needed was there. "
Sugarloaf Key Hotel at KOA Resort
View from property
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1001)
"Clean and tidy, good facilities, lovely beach area and views."
The price is $149
$201 total
includes taxes & fees
Jun 2 - Jun 3
Parmer's Resort
Balcony
Sugar Loaf Lodge
2.5 star property
8.0 out of 10, Very Good, (1000)
"Room clean "
The price is $169
$190 total
includes taxes & fees
May 27 - May 28
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lower Florida Keys vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lower Florida Keys vacation 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 low season months. For more hustle and bustle, you may prefer to visit Lower Florida Keys in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

Recent reviews of Lower Florida Keys properties
Expedia verified reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

5/5 Excellent
"Really enjoyed our week stay. Suites are clean and everything is in good condition. Great for an extended stay. They don't supply a regular coffee maker so we brought our own. They have a Keurig type. Otherwise all that we needed was there. "
A verified traveler stayed at Sugarloaf Key Hotel at KOA Resort
Posted 3 days ago
Sugarloaf Key Hotel at KOA Resort