Holiday Rentals in Florida Keys

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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, (299 reviews)
"great place great views"
United States
Matthew
The price is €248
includes taxes & fees
13 May - 14 May
Yacht Haven Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (660 reviews)
"Clean room, good staff and convenience location for a visit."
United States
Judbelth
The price is €136
includes taxes & fees
28 Apr - 29 Apr
Breezy Palms Resort

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (150 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is €256
includes taxes & fees
22 Apr - 23 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, (323 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 €231
includes taxes & fees
28 Apr - 29 Apr
Old Wooden Bridge Resort and Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,185 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 €125
includes taxes & fees
27 Apr - 28 Apr
Knight's Key Suites

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 €299
includes taxes & fees
6 May - 7 May
Aqua Lodge Rentals At Coconut Cay

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (958 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 €123
includes taxes & fees
14 May - 15 May
Tropical Cottages

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,253 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
The price is €240
includes taxes & fees
3 May - 4 May
Skipjack Resort & Marina

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 €276
includes taxes & fees
21 Apr - 22 Apr
Aqua Lodges at Hurricane Hole Marina

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 €256
includes taxes & fees
6 May - 7 May
Steps from Duval, Pool on Site & Bikes Included!

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 €380
includes taxes & fees
28 Apr - 29 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (326 reviews)
"The room was clean and the views from our rooms were amazing!!!"
United States
Elizabeth
The price is €187
includes taxes & fees
3 May - 4 May
Anchorage Resort & Yacht Club

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (45 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
The price is €371
includes taxes & fees
6 May - 7 May
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.6 out of 10, Exceptional, (69 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

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 €343
includes taxes & fees
26 Apr - 27 Apr
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, (31 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is €369
includes taxes & fees
12 May - 13 May
Lazy Daze Double King Suite Ocean Pointe 2310

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, (28 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 €369
includes taxes & fees
5 May - 6 May
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

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 €299
includes taxes & fees
20 May - 21 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, (164 reviews)
"Amazing details definitely will be back !"
United States
Jamie P.
The price is €378
includes taxes & fees
21 Apr - 22 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (34 reviews)
"Great location!!"
United States
Julie
The price is €332
includes taxes & fees
28 Apr - 29 Apr
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
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 €123 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.