Florida Keys Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Florida Keys vacation rentals

25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (158 reviews)
"Amazing stay!"
United States
Amanda
$233 nightly
The price is $263
Jun 17 - Jun 18
Total with taxes and fees
Treasure Harbor
Exterior

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (324 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
$270 nightly
The price is $304
Jun 21 - Jun 22
Total with taxes and fees
Yacht Haven Marina
BBQ/picnic area

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (225 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
$337 nightly
The price is $379
Jun 28 - Jun 29
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (347 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
$241 nightly
The price is $271
Jun 17 - Jun 18
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (696 reviews)
"Cute lil resort with pool, beach, boat docks and boat rentals. Great location"
United States
Jill
$176 nightly
The price is $198
Jun 25 - Jun 26
Total with taxes and fees
Breezy Palms Resort
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,203 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
$111 nightly
The price is $123
Jun 16 - Jun 17
Total with taxes and fees
Knight's Key Suites
Outdoor pool, sun loungers

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,269 reviews)
"I love the staff, really helping me when we need The place is excellent location, the bungalow was in pristine condition, and the area outside was wonderful"
United States
Ysabel
$197 nightly
The price is $222
Jun 23 - Jun 24
Total with taxes and fees
Skipjack Resort & Marina
Exterior

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.6 out of 10, Exceptional, (4 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
$197 nightly
The price is $222
Jun 23 - Jun 24
Total with taxes and fees
Caloosa Cove Resort by CoolVacay
Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (188 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
$295 nightly
The price is $332
Jun 28 - Jun 29
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (980 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
$105 nightly
The price is $118
Jun 16 - Jun 17
Total with taxes and fees
Tropical Cottages
Outdoor pool, pool umbrellas, sun loungers

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
$220 nightly
The price is $247
Jul 6 - Jul 7
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Lobby

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (336 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
$230 nightly
The price is $259
Jun 16 - Jun 17
Total with taxes and fees
Anchorage Resort & Yacht Club
Private beach, sun loungers, beach umbrellas, beach towels

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (171 reviews)
"Very nice small resort."
United States
Dan
$260 nightly
The price is $292
Jul 1 - Jul 2
Total with taxes and fees
Island Bay Resort
Exterior detail

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.
$282 nightly
The price is $312
Jun 16 - Jun 17
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Beach nearby

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (71 reviews)
"Clean, comfortable place. The RV park very nice. Great place to use as base for exploring upper keys with your dog."
United States
andrea k.
$262 nightly
The price is $291
Jun 18 - Jun 19
Total with taxes and fees
Paradise in Key Largo, FL
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (166 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
$246 nightly
The price is $272
Jun 21 - Jun 22
Total with taxes and fees
Cottage with Pool and Boat Dockage just minutes to Key West!
Beach towels

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, (437 reviews)
"Great location within walking distance to both ends of Duval. The bikes were nice as well and the unit was very clean. Enjoyed our stay."
United States
Jeff T.
$246 nightly
The price is $273
Jun 20 - Jun 21
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
Exterior

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (31 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
$264 nightly
The price is $293
Jun 16 - Jun 17
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
Outdoor pool

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.4 out of 10, Good, (38 reviews)
"Our stay was good. Yacht was as described. There were fans provided in the bedrooms downstairs so we were comfortable. There is an info book provided which helped a lot. "
United States
Faith C.
$382 nightly
The price is $425
Jun 21 - Jun 22
Total with taxes and fees
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Exterior detail

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, (34 reviews)
"The property was cozy and a great location for walking."
United States
Elizabeth E.
$359 nightly
The price is $398
Jun 28 - Jun 29
Total with taxes and fees
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
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

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"The room and surrounded areas were.clean, staff was friendly. It is a great family place to stay. Huge swiming pool and nice private beach."
Yoilan 2-night trip
Posted 12 hours ago
Tranquility Bay Beachfront Hotel and Resort

Find out more about Florida Keys

Everything you need to know about Florida Keys vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Florida Keys vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Florida Keys vacation 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 low season months. For more hustle and bustle, you may prefer to visit Florida Keys in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Florida Keys rentals

At Expedia, we put the best Florida Keys vacation 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 vacation.

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.