Holiday Rentals in Florida Keys

  • 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

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (295 reviews)
"great place great views"
United States
Matthew
The price is €249
includes taxes & fees
13 May - 14 May
Yacht Haven Marina

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (220 reviews)
"Convenient location, clean and well maintained property. Fun experience being on a houseboat. "
United States
Brooke
The price is €300
includes taxes & fees
6 May - 7 May
Aqua Lodge Rentals At Coconut Cay

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (148 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is €257
includes taxes & fees
16 Apr - 17 Apr
Treasure Harbor

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (320 reviews)
"Staff was great. Walking distance to No Name Pub. Water view was terrific. The bridge to nowhere was a good walk."
United States
Amado
The price is €257
includes taxes & fees
10 May - 11 May
Old Wooden Bridge Resort and Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (956 reviews)
"Had a great time here. Towels were clean everyday, coffee was available at the bar at our convenience, check in was simple as well as the door lock, happy with our decision to stay here, This is our 2nd time here and we will be back again. "
United States
jennifer
The price is €124
includes taxes & fees
14 May - 15 May
Tropical Cottages

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,184 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
The price is €128
includes taxes & fees
4 May - 5 May
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,250 reviews)
"The pool was ok. It was crowded for most of our stay. "
United States
Teresa
The price is €241
includes taxes & fees
3 May - 4 May
Skipjack Resort & Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (658 reviews)
"Clean room, good staff and convenience location for a visit."
United States
Judbelth
The price is €169
includes taxes & fees
21 Apr - 22 Apr
Breezy Palms Resort

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is €306
includes taxes & fees
21 Apr - 22 Apr
Aqua Lodges at Hurricane Hole Marina

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Key Largo
9.6 out of 10, Exceptional, (46 reviews)
"I really enjoyed our stay at the campsite. The home is right on the water with plenty of activities to do. Also the grocery store and places to eat are only a few minutes away. "
United States
Everett S.
The price is €315
includes taxes & fees
13 May - 14 May
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.6 out of 10, Exceptional, (68 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 €250
includes taxes & fees
27 Apr - 28 Apr
Paradise in Key Largo, FL

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, (428 reviews)
"Clean room, laundry and great location. Owner/operator was very responsive. "
United States
Ashley
The price is €225
includes taxes & fees
14 Apr - 15 Apr
Steps from Duval, Pool on Site & Bikes Included!

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (46 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is €339
includes taxes & fees
5 May - 6 May
Amazing Ocean view condo

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (30 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is €374
includes taxes & fees
12 May - 13 May
Lazy Daze Double King Suite Ocean Pointe 2310

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
Old Town Key West
9.8 out of 10, Exceptional, (29 reviews)
"The property was cozy and a great location for walking."
United States
Elizabeth E.
The price is €379
includes taxes & fees
10 May - 11 May
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental

2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental
Key Largo
8.6 out of 10, Excellent, (91 reviews)
"Great stay for the price"
United States
William B J.
The price is €318
includes taxes & fees
10 May - 11 May
2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (113 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is €374
includes taxes & fees
14 Apr - 15 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Tavernier
9.8 out of 10, Exceptional, (27 reviews)
"The place was clean, nicely decorated, and the kitchen was well equipped. No problems checking in. Pool was large and very nice."
United States
Dawn W.
The price is €371
includes taxes & fees
13 May - 14 May
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (162 reviews)
"Amazing details definitely will be back !"
United States
Jamie P.
The price is €380
includes taxes & fees
19 Apr - 20 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

3212 Across from Pool * King & Queen/Twin Bunk Bed

3212 Across from Pool * King & Queen/Twin Bunk Bed
Tavernier
9.8 out of 10, Exceptional, (156 reviews)
"The condo was spotless and beautifully decorated. The hosts are exceptionally thoughtful, leaving clear instructions on how to use / where to find items, and a welcome guide with information on local attractions and restaurants. I loved the attention to detail, such as placing nightlights in the bathrooms and beach chairs. The balcony is not large, but comfortably seats two people and offers an expansive view of the ocean. Ocean Pointe is a beautiful complex with a nice pool and beach. I...
United States
Andrea
The price is €399
includes taxes & fees
3 May - 4 May
3212 Across from Pool * King & Queen/Twin Bunk Bed
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

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 €124 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.