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Our top choices for Florida Keys holiday rentals

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,199 reviews)
"Good value for money. Would definitely stay again "
Canada
Raghavan
The price is £91
includes taxes & fees
4 Jun - 5 Jun
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,267 reviews)
"Great hotel in the keys with a great pool and bar area rooms were spectacular, kitchenette and dining room table were great, fantastic getaway"
United States
Randall
The price is £162
includes taxes & fees
21 Jun - 22 Jun
Skipjack Resort & Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (342 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is £211
includes taxes & fees
14 Jun - 15 Jun
Old Wooden Bridge Resort and Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (686 reviews)
"Very clean, spacious, well located."
United Kingdom
Teresa
The price is £108
includes taxes & fees
14 Jun - 15 Jun
Breezy Palms Resort

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (977 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
The price is £108
includes taxes & fees
4 Jun - 5 Jun
Tropical Cottages

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (187 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is £214
includes taxes & fees
2 Jun - 3 Jun
Aqua Lodges at Hurricane Hole Marina

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (224 reviews)
"This was an amazing experience and would stay in a houseboat again! It was so clean, quaint and cozy. The deck off the back was beautiful and we can’t wait to return!!"
United States
Stephanie
The price is £284
includes taxes & fees
3 Jun - 4 Jun
Aqua Lodge Rentals At Coconut Cay

Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (434 reviews)
"Great location within walking distance to both ends of Duval. The bikes were nice as well and the unit was very clean. Enjoyed our stay."
United States
Jeff T.
The price is £204
includes taxes & fees
20 Jun - 21 Jun
Steps from Duval, Pool on Site & Bikes Included!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (132 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is £239
includes taxes & fees
5 Jun - 6 Jun
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (334 reviews)
"Great place "
United States
Jay
The price is £192
includes taxes & fees
2 Jun - 3 Jun
Anchorage Resort & Yacht Club

Osprey Suite | Charming Hideaway, Hot Tubs!

Osprey Suite | Charming Hideaway, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (48 reviews)
"Host was responsive to all of our inquiries and needs"
United States
Ron O.
The price is £311
includes taxes & fees
14 Jun - 15 Jun
Osprey Suite | Charming Hideaway, Hot Tubs!

Feb 3-10 $245 off the rates close beach full kitchen & patio

Feb 3-10 $245 off the rates close beach full kitchen & patio
Old Town Key West
9.6 out of 10, Exceptional, (251 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
Feb 3-10 $245 off the rates close beach full kitchen & patio

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (71 reviews)
"We really enjoyed our stay here .. the place was clean — had everything we needed… thanks for sharing your place.."
United States
brenda b.
The price is £218
includes taxes & fees
2 Jun - 3 Jun
Paradise in Key Largo, FL

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (104 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
The price is £234
includes taxes & fees
2 Jun - 3 Jun
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Claude Monet Suite | Cozy Studio with Pool & Patio

Claude Monet Suite | Cozy Studio with Pool & Patio
Old Town Key West
9.4 out of 10, Exceptional, (36 reviews)
"Room was clean and within easy walk to most attractions. Check in and check out was easy. "
United States
Sharon
The price is £280
includes taxes & fees
6 Jun - 7 Jun
Claude Monet Suite | Cozy Studio with Pool & Patio

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (52 reviews)
"Things ran smoorhly with booking and check-in. "
United States
Bev H.
The price is £269
includes taxes & fees
7 Jun - 8 Jun
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (49 reviews)
"Room had everything we needed!Owners and staff were very responsive and offered free shuttle to/from the airport!"
United States
Timothy P.
The price is £269
includes taxes & fees
3 Jun - 4 Jun
VanGogh Studio | Updated, Old Town, Heated Pool

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (170 reviews)
"Very nice small resort."
United States
Dan
The price is £234
includes taxes & fees
3 Jun - 4 Jun
Island Bay Resort

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (3 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
The price is £255
includes taxes & fees
5 Jun - 6 Jun
Caloosa Cove Resort by CoolVacay

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (49 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is £294
includes taxes & fees
8 Jun - 9 Jun
Amazing Ocean view condo
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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Top Florida Keys Hotel Reviews

Find out more about Florida Keys

Everything you need to know about 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 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 Florida Keys holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Florida Keys holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in 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 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 Florida Keys holiday rentals we have selected for you start as low as £91 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Florida Keys rentals

At Expedia, we put the best 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 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 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 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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