Florida Keys Vacation Rentals

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Vacation Rentals in Florida Keys

Skipjack Resort & Marina
3 out of 5
19 Sombrero Blvd, Marathon, FL, 33050
Fully refundableReserve now, pay when you stay
The price is $229 per night from Jul 7 to Jul 8
Stay at this 3-star golf aparthotel in Marathon. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the pool in our reviews. Popular ...
4.2/5 Excellent! (866 reviews)
"Everyone was very nice and helpful. They property was nice with lots of things to do. The picture online were a little different then in real life,but overall a nice place to stay. If you rent a kayak it is 5.00 an hour per person which is cheaper then other places I looked at. If you get a drink ..."

Reviewed on Jul 2, 2022

Skipjack Resort & Marina
Tropical Cottages
3 out of 5
243 61st Street Gulf, Marathon, FL, 33050
The price is $155 per night from Jul 11 to Jul 12
Stay at this 3-star cottage in Marathon. Enjoy free WiFi, free parking, and a terrace. Popular attractions Sombrero Beach and Crane Point Museum and Nature Center ...
4.1/5 Very Good! (339 reviews)
"I like the place was very clean friendly staff the young lady Liz she was excellent I'm going to have my Spanish together by the next time I come to the property LOL Liz was great what made the place you need you had a tiki bar and a taco Stan people would come from all over , for happy hour and ..."

Reviewed on Jun 23, 2022

Tropical Cottages
Breezy Palms Resort
2.5 out of 5
80015 Overseas Highway, Islamorada, FL, 33036
The price is $139 per night from Jul 13 to Jul 14
Stay at this beach aparthotel in Islamorada. Enjoy free WiFi, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular ...
4.1/5 Very Good! (95 reviews)
"IT was good, as expected."

Reviewed on Jul 4, 2022

Breezy Palms Resort
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Captain Pip's at Knight's Key Inn
3 out of 5
40 Kyle Way W, Marathon, FL, 33050
The price is $129 per night from Jul 13 to Jul 14
Stay at this 3-star aparthotel in Marathon. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms ...
4.5/5 Wonderful! (846 reviews)
"Was a nice place just wish they had queen size beds instead of doubles."

Reviewed on Jun 25, 2022

Captain Pip's at Knight's Key Inn
Island Bay Resort
2.5 out of 5
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL, 33070
Stay at this beach aparthotel in Tavernier. Enjoy free WiFi, free parking, and a private beach. Popular attractions Harry Harris Park and Baker's Cay Resort ...
5/5 Exceptional! (6 reviews)
"Amazing place to go and relax. It’s very clean and staff on site. No traffic or unpleasant resort guests."

Reviewed on Jul 1, 2022

Island Bay Resort
Anchorage Resort & Yacht Club
3 out of 5
107800 Overseas Hwy, Key Largo, FL, 33037
The price is $235 per night from Jul 6 to Jul 7
Stay at this 3-star aparthotel in Key Largo. Enjoy free WiFi, free parking, and a marina. Our guests praise the spacious rooms in our reviews. Popular attractions ...
4.2/5 Very Good! (214 reviews)
"Excellent for boaters"

Reviewed on Jun 20, 2022

Anchorage Resort & Yacht Club
Mangrove Marina and Resort Aqualodge Houseboats
3 out of 5
200 Florida Ave, Tavernier, FL, 33070
The price is $375 per night from Jul 25 to Jul 26
Stay at this 3-star houseboat in Tavernier. Enjoy free WiFi, free parking, and a marina. Our guests praise the pool and the WiFi in our reviews. Popular attractions ...
4.6/5 Wonderful! (215 reviews)
"very nice experience. Staff was very friendly the stay on the boat was very nice."

Reviewed on May 23, 2022

Mangrove Marina and Resort Aqualodge Houseboats
The Islands of Islamorada
4 out of 5
82779 Old Hwy, Islamorada, FL, 33036
Stay at this 4-star beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Florida Keys ...
4.7/5 Exceptional! (26 reviews)
"Very well maintained property, and ask the staff was curious throughout our stay. We stayed in the suites, though if we'd head a larger group the Villa would have been even nicer. Quiet property in a nice way, with several other families around any given time but never felt crowded. Many restaurants ..."

Reviewed on Apr 10, 2022

The Islands of Islamorada
Key Largo Cottages
2.5 out of 5
99306 Overseas Highway, Key Largo, FL, 33037
Stay at this beach apartment in Key Largo. Enjoy free WiFi, a private beach, and free bicycles on site. Popular attractions Bluefin Rock Harbor Marina and Baker's ...
4.4/5 Excellent! (10 reviews)
"Perfect if you are looking for a hidden sanctuary in the middle of the hustle and bustle of Key Largo. The owners and staff are exceptional! We enjoyed KLSC so much that we booked our next stay with them before we even left :)"

Reviewed on May 6, 2022

Key Largo Cottages
3 BEDROOM BEACH HOUSE CLOSE TO BEACH & KEY WEST
The price is $425 per night from Jul 18 to Jul 19
Stay at this family-friendly vacation home in Big Pine Key. Enjoy free WiFi, onsite parking, and a garden. Our guests praise the comfy beds in our reviews. Popular ...
3.9/5 Very Good! (16 reviews)
Great Stay on Short Notice!
"Jesus was in constant communication and helped us with a 2 night stay on very short notice. Highly recommend!"

Reviewed on Jul 26, 2021

3 BEDROOM BEACH HOUSE CLOSE TO BEACH & KEY WEST
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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.

Other types of properties in Florida Keys you may be interested in

Amara Cay Resort

Amara Cay Resort

3.5 out of 5
80001 Overseas Hwy, Islamorada, FL, 33036
Fully refundableReserve now, pay when you stay
The price is $167 per night from Aug 1 to Aug 2
Amara Cay Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL, 33036
Fully refundableReserve now, pay when you stay
The price is $199 per night from Jul 31 to Aug 1
Chesapeake Beach 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.

Find your new favorite Florida Keys vacation rental with Expedia

How much is a vacation rental in Florida Keys?


Prices start at an exciting $129 up to $425 per night for deluxe Florida Keys vacation rentals. Cost may vary depending on your travel dates, location, and the property’s amenities.


How many vacation rentals are available in Florida Keys?


You have enticing Florida Keys vacation rentals just a click away on Expedia.


Where can I find the best Florida Keys vacation rentals?


This stunning string of islands connected by the Overseas Highway has stunning vacation rentals to match. Book a vacation rental in Key Largo—a diving mecca an hour from Miami International Airport. If fishing is your passion, stay in Islamorada where world-class marinas await. Properties in Key West come in cute pastels, and a tropical shirt is as formal as it gets!


What type of vacation rental can I get in Florida Keys?


The Florida Keys islands have an impressive selection of vacation rentals, from luxury beachside resorts and condos to family-sized villas and townhouses.


What amenities should I look out for in a Florida Keys vacation rental?


Ocean views for dolphin spotting bring the Florida Keys magic to your doorstep. Vacation rentals with private pools, hot tubs, free Wi-Fi, and loads more amenities are easy to find thanks to Expedia’s search filter. Book today!


What are some great pet-friendly vacation rentals in Florida Keys?


Bring your dog to Islamorada’s pet-friendly La Siesta Resort & Marina, where brightly colored cottages sit on a beautiful beach. Your furry buddy will love cuddles on the patio at this 2-bedroom Waterfront Townhouse in Key Largo. We have plenty of pet-friendly rentals in Florida Keys–which will you pick?


What are some great waterfront Florida Keys vacation rentals?


There are loads on Expedia, but popular waterfront aparthotel Skipjack Resort & Marina in Marathon has space for your boat. And you can’t get closer to the water than a stay in Tavernier’s Mangrove Marina and Resort Aqualodge Houseboats!


Where is it best to stay in Florida Keys for snorkeling?


For snorkeling in the world-famous John Pennekamp Coral Reef State Park, this modern coastal villa in Key Largo could be the perfect base. Near Fort Zachary Taylor beach, a stay at Saltwater Sapphire means you can easily snorkel from the shore. You have so much choice!


Where can I find great Florida Keys vacation rentals with a private pool?


Maybe choose to relax by your heated pool at the luxurious Grouper House villa in Marathon. Or this canal-front vacation home comes with a private pool and hot tub outside. Filter your search to find loads of exciting options on Expedia.


What are some great vacation rentals with dockage in Florida Keys?


Book a stay at this 2-bedroom vacation home in Key Colony Beach with a 30 foot dock,  cutting table, and space for your gear. Or prepare your ‘catch of the day’ on the 52 foot dockage, at this Oceanfront vacation villa in Cudjoe Key. 


Why book a Florida Keys vacation rental?


Live your best life in a vacation rental that feels like the home you’ve always dreamed of. The extra privacy, space, freedom, and savings for families and groups are big reasons vacation rentals are a popular choice.


How do I find the best deals for a vacation rental in Florida Keys?


We’ve locked in some top deals, and you can find more by simply entering your travel details and using the advanced filters on Expedia. The map also lets you choose a vacation rental on your perfect key.


When is the best time to stay in a vacation rental in Florida Keys?


The subtropical climate makes Florida Keys a stunning year-round vacation spot. bring festivals and fun for visitors. Fewer tourists visit in , so you may get an even better price on your vacation rental!


Why book a vacation rental in Florida Keys with Expedia?


At Expedia, we have incredible deals waiting for you on Florida Keys vacation rentals, flights, and car rentals. And when you bundle them together, we give you even bigger discounts!


Can I cancel or change my Florida Keys booking?


We know vacation plans change. That’s why we’re flexible and offer free cancellation on some vacation rentals. Just go into your itinerary or visit our Customer Service page for more information. 


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