Search Holiday Rentals in Florida Keys

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Holiday Rentals in Florida Keys

Yacht Haven Marina
42-inch Smart TV with digital channels, Netflix, Hulu

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (215)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
Yacht Haven Marina
Cabins at Bonefish Bay
Deluxe Bungalow | Terrace/patio

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (71)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
Cabins at Bonefish Bay
Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (106)
"If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. "
The price is ฿3,202
฿8,150 total
includes taxes & fees
9 Oct - 10 Oct
Treasure Harbor
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (542)
"Spacious rooms and location was great for what we needed. "
The price is ฿2,446
฿4,428 total
includes taxes & fees
13 Oct - 14 Oct
Breezy Palms Resort
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (258)
"Really I have the best experience and soon I want to go again "
The price is ฿2,587
฿7,459 total
includes taxes & fees
5 Oct - 6 Oct
Old Wooden Bridge Resort and Marina
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (873)
"Wonderful place for a short stay"
The price is ฿2,587
฿2,911 total
includes taxes & fees
5 Oct - 6 Oct
Tropical Cottages
Skipjack Resort & Marina
Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1207)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Skipjack Resort & Marina
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ฿17,789
฿21,795 total
includes taxes & fees
5 Oct - 6 Oct
The Islands of Islamorada
The Hammocks at Marathon
Outdoor pool, pool umbrellas, pool loungers

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (104)
"Was a wonderful stay! The pool is very nice, and very clean room "
The Hammocks at Marathon
Knight's Key Suites
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1148)
"Great place "
The price is ฿2,135
฿3,097 total
includes taxes & fees
6 Oct - 7 Oct
Knight's Key Suites
Aqua Lodge Rentals At Coconut Cay
BBQ/picnic Area

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (183)
"Beautiful experience! Amazing area and very clean. Lots of amenities including kayaks, boat rentals, a clean pool and the office staff was amazingly helpful. "
Aqua Lodge Rentals At Coconut Cay
Key Largo Cottages
Boating

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages
Island Bay Resort
Private beach, sun-loungers, beach umbrellas, beach towels

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (132)
"Clean, friendly, has its own beach"
Island Bay Resort
Kings Kamp
Fishing

Kings Kamp

2.5 star property
8.8 out of 10, Excellent, (23)
"The property is beautiful, nicely renovated and clean. A true gem is a covered patio with grill and a small beach right outside the door. There is plenty of local attractions to choose from near by. We had a fantastic stay and would highly recommend this property. We hope to come back again some day. Thank you!"
Kings Kamp
Anchorage Resort & Yacht Club
Exterior

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (296)
"Really good place to stay "
The price is ฿6,469
฿7,277 total
includes taxes & fees
6 Oct - 7 Oct
Anchorage Resort & Yacht Club
Sunshine Key RV Resort & Marina
Kayaking

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (156)
"I loved staying at Sunshine key"
Sunshine Key RV Resort & Marina
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Florida Keys Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Yes"
Donna 1-night trip
Posted 4 days ago
Cheeca Lodge & Spa

Find out more about Florida Keys

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!