Florida Keys Vacation Rentals from CA $185: Short-Term Rentals for 2025

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Vacation Rentals in Florida Keys

"This is a great little place to stay at a very good rate. It is walking distance to some amazing restaurants. The room had been updated, it was clean. Staff was friendly but I wouldn’t say they go out of their way. The beach is good for relaxing at but it’s pretty shallow a long way out so not much for swimming. The pool was nice but you lose the sun early due to placement. I’d stay here again."

CA $324 total

includes taxes & fees

Jan 26 - Jan 27

2 Bedroom Aqua Lodge # 13 Barracuda | Living area

"Nice place to stay if going to Key West for a day. Cute, quiet and good restaurant down the street."

CA $351 total

includes taxes & fees

Jan 26 - Jan 27

"The aqua lodge was a nice change to the typical accommodations. The only complaint was the air traffic, although i would stay again"

CA $531 total

includes taxes & fees

Jan 28 - Jan 29

"We love staying at this property because it’s just like an apartment with all the comforts of home."

CA $427 total

includes taxes & fees

Jan 23 - Jan 24

42-inch Smart TV with digital channels, Netflix, Hulu

"The property and staff were very nice. The houseboat was set up very nice with everything someone could want for a short trip. It is walkable to Publix and sombrero beach (2 miles one way). One downside is you do hear the roosters and the air-conditioning through the thin walls. You are pretty close to your neighboring boats on the deck facing the water. There is ample air conditioning units (3) to keep the unit cool, however likely not a lot of insulation which may be something to consider if...

CA $579 total

includes taxes & fees

Jan 24 - Jan 25

"Stayed at Tropical Cottages during a bicycle trip with my husband - it was clean, comfortable, and we had all we needed. We accessed the cottage via an app - a link was emailed to us before we arrived. This property has a taco truck and a bar, and when we showed up it was nice to arrive in this upbeat atmosphere! Property is just off of the highway, tucked back on a quiet side street. Hot shower, comfortable bed. I wanted to borrow a hair dryer and though there wasn't one in the room, I called...

CA $240 total

includes taxes & fees

Jan 27 - Jan 28

"Absolutely Perfect stay"

CA $270 total

includes taxes & fees

Jan 23 - Jan 24

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

"This property was immaculate, a great blend of an upscale hotel feel with a vacation rental. We loved all the amenities. Would highly recommend!"

CA $816 total

includes taxes & fees

Feb 11 - Feb 12

"It was a hidden gem, clean and with the comfort of home. "

CA $362 total

includes taxes & fees

Jan 23 - Jan 24

"We had a wonderful time. It is an older, smaller boat but we enjoyed it. There is a port a pot in the cabin but there is a huge shower and bathroom under the carport. We were able to fish right off the boat. Frank will answer texts pretty quickly. "

Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Beach/ocean view

"Gorgeous view, generally quiet. Location just a short drive from numerous dining locations. Would stay again!"

"It was kind of exciting. the cops showed up on the property and on the next door property to the North, there was a tree of stolen bouys and a stolen crab trap. It was quiet. there was a bit of a flood when it rained but within a day or 2 the water was gone. we had trouble opening the slider on the deck and I think there was moisture in the door. Hopefully we left it pretty clean. we had to be at the airport by 6:30. thank you, it was a wonderful stay. Patty "

"my son stepped on nails that are under the carpet on 2nd level. none are exposed. FYI kitchen faucet pin hole leak "

CA $698 total

includes taxes & fees

Feb 5 - Feb 6

"Property is well-maintained "

"Great location second bedroom a little cramped with two beds. Pools are good. Quiet setting and lagoon is nice, "

"Great location. wonderful amenities and Norman was very helpful in explaining and touring the entire property Lots of attractions on the Key and many very good restaurants.."

On the beach, sun loungers, beach towels

"Our family loved everything about our stay in Cudjoe Key. The property had everything we needed and was extremely comfortable. The property owner was very friendly and helpful and easy to get a hold of. We highly recommend this place for your next vacation!"

CA $1,296 total

includes taxes & fees

Feb 20 - Feb 21

"We had 5 adults stay over the Christmas holiday and had a wonderful time! I’m a “clean fanatic” and found the home very clean. It was awesome to have extra amenities such as toilet paper, detergent, soap, and even air freshener available! That was such a great touch and worth 5 plus stars! The only negative comment I have is that house of this quality should have much better mattresses and pillows. The pillows were terrible but an easy fix. "

"Very clean and very comfortable had every thing you would need to make your stay great and easy access to main highway. I would book it again if I ever go back to the Keys"

CA $857 total

includes taxes & fees

Jan 25 - Jan 26

Beach nearby, sun loungers, beach towels

"Best equipped condo ever, also nice firm mattresses. The only little glitch, was getting the keys out of the lock box. This could be replaced! We would love to stay here again!"

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"Nice. Clean. Liked the free breakfast available Pool was very cold !! "

CA $187 total

includes taxes & fees

Jan 27 - Jan 28

32-inch LCD TV with satellite channels, TV, iPod dock

"Beautiful resort and beach. Was very clean and comfortable. "

CA $760 total

includes taxes & fees

Jan 29 - Jan 30

Private beach, sun loungers, beach umbrellas, beach towels

"High-end resort with beautiful facilities but the restaurant wasn’t to the same standard. I thought the food was expensive and came out cold. The side order of mushrooms came out on a stone cold skillet, you could hold the skillet with your hand. The special that night I order was the seabass and risotto which was lukewarm. The restaurant wasn’t that busy so not sure how they let my food get cold. On a better note the king suit was amazing, so spacious and bathroom huge. The checkin staff were...

CA $642 total

includes taxes & fees

Jan 23 - Jan 24

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Florida Keys vacation rentals we have selected for you start as low as CA $185 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 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.

Florida Keys Vacation Rental Travel Info

Vacation rentals	595
Popular accommodation	Florida Keys private vacation homes
International airports	Miami, FL (MIA-Miami Intl.), Key West, FL (EYW-Key West Intl.) and Marathon, FL (MTH-Florida Keys Marathon)

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Florida Keys Vacation Rentals

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Vacation Rentals in Florida Keys

Breezy Palms Resort

Old Wooden Bridge Resort and Marina

Aqua Lodge Rentals At Coconut Cay

Skipjack Resort & Marina

Yacht Haven Marina

Tropical Cottages

Knight's Key Suites

The Islands of Islamorada

Anchorage Resort & Yacht Club

34’ Catamaran Sailboat

Mangrove Marina and Resort Aqualodge Houseboats

Direct Oceanfront Cottage-Sunrise View- #2,

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Cabins at Bonefish Bay

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

VOTED BEST KEY LARGO VACATION RENTAL

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)

Beautiful Modern House in Key Largo

Oceanfront Property with Elevator, Lagoon and 2 Heated Pools

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

Marina Del Mar Resort and Marina

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Cheeca Lodge & Spa

Find out more about Florida Keys

Florida Keys Vacation Rental Travel Info

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