Florida Keys Holiday Rentals

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Holiday Rentals in Florida Keys

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

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

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 AU$382
includes taxes & fees
12 Oct - 13 Oct
Treasure Harbor

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (541)
"Spacious rooms and location was great for what we needed. "
The price is AU$209
includes taxes & fees
13 Oct - 14 Oct
Breezy Palms Resort

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 AU$338
includes taxes & fees
7 Oct - 8 Oct
Old Wooden Bridge Resort and Marina

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (873)
"Wonderful place for a short stay"
The price is AU$136
includes taxes & fees
5 Oct - 6 Oct
Tropical Cottages

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

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is AU$1,020
includes taxes & fees
12 Oct - 13 Oct
The Islands of Islamorada

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

3.0 star property
9.0 out of 10, Wonderful, (1148)
"Great place "
The price is AU$145
includes taxes & fees
6 Oct - 7 Oct
Knight's Key Suites

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

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

8.8 out of 10, Excellent, (29)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages

Island Bay Resort

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

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (81)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
Old Florida Style, wrap around porch, boat basin for dockage, open water

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.4 out of 10, Exceptional, (73)
"My brother my son and three other friends stayed the first five days. Fish bonded had a great time everyone thought the accommodations were great. Second five days my son the rest of my family joined us eight adults for children. Accommodated all of us very well. Pool was great location was very good."
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Piece of Paradise located at Hawks Cay in Duck Key

9.6 out of 10, Exceptional, (5)
Piece of Paradise located at Hawks Cay in Duck Key

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

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

10.0 out of 10, Exceptional, (179)
"Beautiful property. Great location. We thoroughly enjoyed ourselves. "
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

10.0 out of 10, Exceptional, (16)
"Great vacation spot , only thing missing is a good saltwater beach."
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
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

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, 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 favourite 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 depend 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 AU$136 per night. Entering your travel dates in the search wizard might find you 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.