Lower Florida Keys Holiday Rentals

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Holiday Rentals in Lower Florida Keys

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (270)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (167)
"The stay was beautiful "
United States
Jennifer
The price is NZ$523
includes taxes & fees
13 Nov - 14 Nov
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very good, (315)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is NZ$554
includes taxes & fees
20 Nov - 21 Nov
Hyatt Vacation Club at Sunset Harbor, Key West

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
United States
Dianna F.
The price is NZ$614
includes taxes & fees
18 Nov - 19 Nov
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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

Cudjoe Key
8.2 out of 10, Very good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is NZ$561
includes taxes & fees
30 Nov - 1 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Meadows
10.0 out of 10, Exceptional, (24)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
The price is NZ$713
includes taxes & fees
1 Dec - 2 Dec
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
The price is NZ$766
includes taxes & fees
17 Nov - 18 Nov
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (158)
"Great location and very happy with our accommodations."
United States
Carrie B.
The price is NZ$561
includes taxes & fees
15 Nov - 16 Nov
Cottage with Pool and Dockage, just minutes to Key West

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Meadows
10.0 out of 10, Exceptional, (15)
"We stayed for 3 nights. The place was super clean and has a great balcony with water view! Kim was very helpful and answered all our questions!"
United States
Renea S.
The price is NZ$715
includes taxes & fees
18 Nov - 19 Nov
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Old Town Key West
9.0 out of 10, Wonderful, (100)
"Walk to everything. Had a great stay in this cute key west cottage. Beds were very comfortable and needed after a long day of fun. Would stay here again."
United States
Trista P.
The price is NZ$786
includes taxes & fees
1 Dec - 2 Dec
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Old Town Key West
9.6 out of 10, Exceptional, (150)
"Very clean, great location and wonderful amenities!"
United States
Andrea B.
The price is NZ$463
includes taxes & fees
24 Nov - 25 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Key West
8.8 out of 10, Excellent, (202)
"We enjoyed our stay. Location was perfect and just a short ride from the downtown activity. Rooms were adequate and parking was perfect. Our stay was sweet and short"
United States
kateryna s.
The price is NZ$496
includes taxes & fees
16 Nov - 17 Nov
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West
9.6 out of 10, Exceptional, (408)
"Great place to stay and walk to all the attractions."
United States
Byron Debi L.
The price is NZ$400
includes taxes & fees
23 Nov - 24 Nov
Steps from Duval, Pool on Site & Bikes Included!

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

Old Town Key West
9.6 out of 10, Exceptional, (97)
"Very secluded feel to this place. When in the pool, you feel like you are in an oasis on a tropical Caribbean island! Loved this place. Will definitely stay here for our next visit."
United States
David F.
The price is NZ$527
includes taxes & fees
18 Nov - 19 Nov
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

Poolside Cottage #411

Key West
9.8 out of 10, Exceptional, (53)
"Clean and as advertised "
United States
John H.
The price is NZ$524
includes taxes & fees
16 Nov - 17 Nov
Poolside Cottage #411

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
Canal front, dockage, 2 bedroom, 2 bath

Comfortable Condo with Pool, Private Balcony, & Beach Access

Beachside
8.6 out of 10, Excellent, (137)
"I would like to give overall at least 4.5, but nothing available between 4 and 5. The condo could use a little TLC here and there, but was clean and had what we need for our trip, including beach chairs, towels. Smathers Beach not too far a walk if you want the sand, and very nice pool / spa (when working) downstairs. Location was sort of in 1 corner of Key West. We rented bikes for week from Sunshine Scooters (nice folks) and also walked, taxied and ubered places. I read a review that mentioned...
United States
Todd M.
The price is NZ$1,059
includes taxes & fees
19 Nov - 20 Nov
Comfortable Condo with Pool, Private Balcony, & Beach Access

Island View 1BR Residence With Balcony

2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is NZ$667
includes taxes & fees
1 Dec - 2 Dec
Island View 1BR Residence With Balcony

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Stock Island
7.8 out of 10, Good, (24)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is NZ$886
includes taxes & fees
13 Nov - 14 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Old Town Key West
8.8 out of 10, Excellent, (235)
"Property was cute and in a great location! "
United States
Brandie P.
The price is NZ$369
includes taxes & fees
16 Nov - 17 Nov
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
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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Find out more about Lower Florida Keys

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, 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 NZ$561 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.