Florida Keys Vacation Rentals

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Our top choices for Florida Keys vacation rentals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (349 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is CA $170
CA $391 total
includes taxes & fees
Jul 2 - Jul 3
Old Wooden Bridge Resort and Marina

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (159 reviews)
"Amazing stay!"
United States
Amanda
The price is CA $192
CA $417 total
includes taxes & fees
Jun 29 - Jun 30
Treasure Harbor

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (330 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
The price is CA $186
CA $409 total
includes taxes & fees
Jul 20 - Jul 21
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, (225 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
The price is CA $165
CA $404 total
includes taxes & fees
Jun 30 - Jul 1
Aqua Lodge Rentals At Coconut Cay

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (701 reviews)
"Enjoyed this place."
United States
Christopher
The price is CA $140
CA $231 total
includes taxes & fees
Jul 7 - Jul 8
Breezy Palms Resort

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,274 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
The price is CA $213
CA $297 total
includes taxes & fees
Jun 29 - Jun 30
Skipjack Resort & Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,206 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
The price is CA $146
CA $195 total
includes taxes & fees
Jul 26 - Jul 27
Knight's Key Suites

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (189 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is CA $127
CA $381 total
includes taxes & fees
Jun 28 - Jun 29
Aqua Lodges at Hurricane Hole Marina

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.8 out of 10, Exceptional, (6 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
The price is CA $417
CA $517 total
includes taxes & fees
Jul 13 - Jul 14
Caloosa Cove Resort by CoolVacay

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (981 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
The price is CA $135
CA $152 total
includes taxes & fees
Jun 29 - Jun 30
Tropical Cottages

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (338 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
The price is CA $327
CA $368 total
includes taxes & fees
Jul 22 - Jul 23
Anchorage Resort & Yacht Club

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
The price is CA $280
CA $355 total
includes taxes & fees
Jul 1 - Jul 2
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

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, (440 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.
The price is CA $204
CA $420 total
includes taxes & fees
Jul 20 - Jul 21
Steps from Duval, Pool on Site & Bikes Included!

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (32 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
The price is CA $149
CA $478 total
includes taxes & fees
Jul 7 - Jul 8
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, (132 reviews)
"Great place to stay"
United States
walter l.
The price is CA $164
CA $422 total
includes taxes & fees
Jun 26 - Jun 27
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (50 reviews)
"Unit was really nice. The only complaint was the pillows were the worst we have ever used anywhere. We did find a pillow in the closet that was a little less lumpy but very stained. The pool does get very crowded. The beach area is really cute but smelled pretty bad. Overall a great place!"
United States
joleen s.
The price is CA $232
CA $548 total
includes taxes & fees
Jun 29 - Jun 30
Amazing Ocean view condo

Carey's Corner | Updated Studio with Heated Pool

Carey's Corner | Updated Studio with Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (45 reviews)
" It was a nice and cozy place in a very convenient location, close to everything. I really enjoyed my stay."
United States
Karen
The price is CA $143
CA $477 total
includes taxes & fees
Jun 28 - Jun 29
Carey's Corner | Updated Studio with Heated Pool

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (73 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.
The price is CA $160
CA $421 total
includes taxes & fees
Jun 30 - Jul 1
Paradise in Key Largo, FL

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
The price is CA $269
CA $630 total
includes taxes & fees
Jun 29 - Jun 30
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (172 reviews)
"Very nice small resort."
United States
Dan
The price is CA $416
CA $468 total
includes taxes & fees
Jul 23 - Jul 24
Island Bay Resort
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Florida Keys. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.