A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Florida Keys Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Florida Keys holiday rentals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (352 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is HK$809
HK$2,012 total
includes taxes & fees
14 Jul - 15 Jul
Old Wooden Bridge Resort and Marina

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (335 reviews)
"Very nice. Feels private. Love sitting on the deck watching the fish. Publix is 1/2 block away. We would definitely stay here again"
United States
Glenda
The price is HK$887
HK$2,100 total
includes taxes & fees
20 Jul - 21 Jul
Yacht Haven Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (706 reviews)
"Enjoyed this place."
United States
Christopher
The price is HK$664
HK$1,153 total
includes taxes & fees
19 Jul - 20 Jul
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (227 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
The price is HK$955
HK$2,284 total
includes taxes & fees
23 Jul - 24 Jul
Aqua Lodge Rentals At Coconut Cay

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,279 reviews)
"The room was clean and the staff was very accommodating! The resort was in a great location."
United States
Tracey
The price is HK$1,404
HK$1,897 total
includes taxes & fees
2 Aug - 3 Aug
Skipjack Resort & Marina

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (162 reviews)
"Amazing stay!"
United States
Amanda
The price is HK$1,192
HK$2,444 total
includes taxes & fees
23 Jul - 24 Jul
Treasure Harbor

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,209 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
The price is HK$665
HK$917 total
includes taxes & fees
26 Jul - 27 Jul
Knight's Key Suites

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (192 reviews)
"The bathroom smelled a bit, but we loved the loft and the vibes of the houseboat. It’s hard to find 3 bedrooms at that reasonable price and we have 3 kids that do not want to sleep together so this was perfect. We ate at the bar and really enjoyed watching the jellyfish. It was a cool!"
United States
Emily
The price is HK$769
HK$2,179 total
includes taxes & fees
15 Jul - 16 Jul
Aqua Lodges at Hurricane Hole Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (985 reviews)
"Very well kept-nice cottage! Would book again!"
United States
Susan
The price is HK$1,011
HK$1,138 total
includes taxes & fees
26 Jul - 27 Jul
Tropical Cottages

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (338 reviews)
"It was nice! Difficulty getting in but they weee fast to answer and solve problem. Very nice place will be back !"
United States
Maggie
The price is HK$1,646
HK$1,852 total
includes taxes & fees
2 Aug - 3 Aug
Anchorage Resort & Yacht Club

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (173 reviews)
"The place is beautiful"
United States
Adriana
The price is HK$2,007
HK$2,258 total
includes taxes & fees
3 Aug - 4 Aug
Island Bay Resort

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)
"Great place to stay"
United States
walter l.
The price is HK$660
HK$2,019 total
includes taxes & fees
13 Jul - 14 Jul
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

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, (443 reviews)
"Great location! Close to everything! We biked everywhere and accommodations had everything we needed. "
United States
Richard A.
The price is HK$769
HK$1,871 total
includes taxes & fees
14 Jul - 15 Jul
Steps from Duval, Pool on Site & Bikes Included!

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, (252 reviews)
"Loved our stay here!"
United States
Kristin E.
Feb 3-10 $245 off the rates close beach full kitchen & patio

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, (105 reviews)
"Not really close to much but a comfortable bed and clean room. The pool and grounds are lovely. Will stay again but rent a golf cart. "
United States
Laura T.
The price is HK$691
HK$2,047 total
includes taxes & fees
20 Jul - 21 Jul
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (140 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
The price is HK$1,992
HK$2,462 total
includes taxes & fees
8 Aug - 9 Aug
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
The price is HK$1,482
HK$3,462 total
includes taxes & fees
13 Jul - 14 Jul
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (33 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
The price is HK$800
HK$2,585 total
includes taxes & fees
16 Jul - 17 Jul
Florida Keys Getaway - Slps 4 - Ocean View

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (50 reviews)
"Walking around ground to beach and dock in evening and see osprey nest with two babes was unbelievable."
United States
FRANK S.
The price is HK$1,404
HK$3,159 total
includes taxes & fees
20 Jul - 21 Jul
Amazing Ocean view condo

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (75 reviews)
"Great place to stay everything was as stated. Everyone at campground was super friendly and pool was amazing. Would stay here again!!"
United States
Stacie B.
The price is HK$952
HK$2,381 total
includes taxes & fees
22 Jul - 23 Jul
Paradise in Key Largo, FL
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

Top Florida Keys Hotel Reviews

Find out more about Florida Keys

Search for holiday rentals in Florida Keys on Expedia! You can easily find your home rentals, villas, holiday apartments in Florida Keys using one of the methods below:

  • View our selection of featured holiday rentals in Florida Keys
  • Use the map to find apartments and other holiday homes in the Florida Keys neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Florida Keys while they last

Look no further and take a look at our great range of rental properties in Florida Keys!