Florida Keys Vacation Rentals

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Our top choices for Florida Keys vacation rentals

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (143 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
$312 nightly
The price is $352
Mar 22 - Mar 23
Total with taxes and fees
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, (309 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
$303 nightly
The price is $341
Apr 12 - Apr 13
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,235 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
$278 nightly
The price is $313
Apr 12 - Apr 13
Total with taxes and fees
Skipjack Resort & Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (635 reviews)
"We enjoyed our stay! This was a better experience than the more expensive house one I paid in Key West. "
United States
Wendy
$255 nightly
The price is $287
Mar 24 - Mar 25
Total with taxes and fees
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (211 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
$388 nightly
The price is $436
Apr 12 - Apr 13
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160 reviews)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
$305 nightly
The price is $343
Mar 16 - Mar 17
Total with taxes and fees
Sunshine Key RV Resort & Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,180 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
$215 nightly
The price is $239
Apr 6 - Apr 7
Total with taxes and fees
Knight's Key Suites

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (181 reviews)
"Great stay better than we expected "
Canada
Jordan
$337 nightly
The price is $379
Mar 24 - Mar 25
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (284 reviews)
"great place great views"
United States
Matthew
$404 nightly
The price is $455
Mar 23 - Mar 24
Total with taxes and fees
Yacht Haven Marina

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (319 reviews)
"Room was spotless staff was nice "
United States
Jerquyitha
$250 nightly
The price is $281
Mar 15 - Mar 16
Total with taxes and fees
Anchorage Resort & Yacht Club

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (44 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
$378 nightly
The price is $420
Apr 12 - Apr 13
Total with taxes and fees
Amazing Ocean view condo

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (112 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$475 nightly
The price is $528
Apr 6 - Apr 7
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Brand New Marina View Suite – Pool and Tiki Bar

Brand New Marina View Suite – Pool and Tiki Bar
Marathon
$504 nightly
The price is $568
Mar 13 - Mar 14
Total with taxes and fees
Brand New Marina View Suite – Pool and Tiki Bar

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.6 out of 10, Exceptional, (22 reviews)
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "
United States
Michele G.
$417 nightly
The price is $463
Apr 7 - Apr 8
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View

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, (122 reviews)
"Loved our stay here! "
United States
samantha s.
$359 nightly
The price is $398
Mar 18 - Mar 19
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

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, (152 reviews)
"Great stay lovely home "
United States
Yezenia
$461 nightly
The price is $501
Mar 23 - Mar 24
Total with taxes and fees
3212 Across from Pool * King & Queen/Twin Bunk Bed

Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.8 out of 10, Excellent, (42 reviews)
"The condo was renovated, and very nicely decorated, very clean and cozy. We enjoyed our short stay. Community and pool were good too. "
United States
Lina
$428 nightly
The price is $475
Mar 24 - Mar 25
Total with taxes and fees
Ocean view condo with balcony/marina view

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (27 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
Lazy Daze Double King Suite Ocean Pointe 2310

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (165 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
Private Oceanfront Cottage with dockage, pool just minutes to 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

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 $214 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.

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