Florida Keys Vacation Rentals from CA $240: Short-Term Rentals for 2025

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Vacation Rentals in Florida Keys

"Great Stay Great Staff. Big Suite rooms, Great front desk staff. Great Bistro pizza staff and breakfast. Parker at Bar excellent. Great location..Overall outstanding facility with very large pool. No hidden charges. Would recommend to anyone! Thanks"

CA $670 total

includes taxes & fees

Mar 4 - Mar 5

"We only spent 3 nights, but our room was very clean and comfortable. We did have an oceanfront room, so the views were great! The room had a full kitchen and living room. I only wish there was a TV in the bedroom as well. We did not use the pool, but it looked very refreshing and well kept. The beach area was beautiful with plenty of seating, and the jetty for fishing was great for my husband. It was within walking distance to Lazy Days Restaurant and Bud & Mary's Marina. We stayed at several...

CA $356 total

includes taxes & fees

Mar 25 - Mar 26

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

"Fantastic accommodations for a family!"

CA $702 total

includes taxes & fees

Feb 23 - Feb 24

2 Bedroom Aqua Lodge # 13 Barracuda | Living area

"Everything about it was great"

CA $411 total

includes taxes & fees

Feb 24 - Feb 25

"The tropical cottages was a spectacular place to stay. Online check in did not work well and the lady i dealt with when i arrived spoke zero English, although she did get me checked in and showed me to my cottage. The scenery outside the cottage was beautiful, and the cottage itself was inviting and comfortable. I would stay again in a heartbeat. "

CA $301 total

includes taxes & fees

Feb 23 - Feb 24

"What a fun stay! Beautiful view for morning coffee and evening wine on the boat's deck on the water. Houseboat was very clean and nicely appointed. There was a great area on the property to enjoy watching the sunset. Would definitely stay here again. "

CA $649 total

includes taxes & fees

Mar 2 - Mar 3

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

"Everything was lovely except I felt rushed on my departure date. A front desk representative knocked around 9am to find out what time I was leaving. If your check out policy is 11am, you should not knock on people’s door to find out what time they are planning on leaving. It doesn’t feel like a luxurious experience when you do. In addition to the early knock, the entire housekeeping staff was waiting by my front door when I checked out at 10:25. What if I wasn’t checking out at 10:25 and was...

CA $1,368 total

includes taxes & fees

Feb 24 - Feb 25

"Property is well-maintained "

Deluxe Cabin, Lagoon View | Private kitchen

"Had a wonderful time. So much to do in the area. We enjoyed the Cabana Club beach only a short drive away and included in the fee. We were there for the coldest week of the year. The maintenance gentleman, Scott and his assistant were kind enough to bring a hard to find space heater that kept us toasty warm as well a giving spot on recommendations for great places to eat. Some construction in the area but tolerable. Hope to return someday. "

CA $479 total

includes taxes & fees

Mar 24 - Mar 25

"The property was in a great location for us to take a day trip to Key West "

CA $330 total

includes taxes & fees

Mar 10 - Mar 11

"Love this place! Very friendly and secluded. Not your typical resort-look elsewhere if that’s what you want. But if you want a friendly private sailing camp where you hang out with other fun people and like to sail and kayak, this is absolutely it! The use of the sailboat alone more than pays for the room."

CA $733 total

includes taxes & fees

Feb 25 - Feb 26

"Nice facilities. Wish we had better weather. Always enjoy our home away from home. KEYS LIFE FOR ME!!!!"

CA $578 total

includes taxes & fees

Feb 24 - Feb 25

"We stayed a week in the wonderful resort at Kawama. The lagoon was right in front of our unit. There were beautiful tropical fish in the lagoon as well as tarpons and lobster! The 2 pools were heated and delightful to swim in. We love walking out to the end of the jetty each evening to watch the sunset. It was a fantastic place to spend a week and soak up the sun."

"Drove From CLE to The Keys with my dog and enjoyed the quietness of the property. 30 an hour from Key West. Great rate. Would recommend. "

CA $585 total

includes taxes & fees

Feb 26 - Feb 27

"We loved our stay and the central / gated location was perfect! The view from all of the rooms balconies face the water to enjoy the sunset and it’s small enough to feel very private. Loved the bar restaurant, The Black Siren, next door! The service, food and drinks were perfect! Yes, it a bit dated but we knew that and it added to the fishing village vibe. We would definitely stay again! "

CA $359 total

includes taxes & fees

Feb 23 - Feb 24

Private beach, sun loungers, beach umbrellas, beach towels

"Great place to turn off the iPhone and relax. Bring your snacks, build a charcuterie board or two and pop a cork. Wonderful calm area to kayak or paddle board even if you’re not a pro. Nice bay cove with iguanas! Sue and Steve’s hospitality is exceptional. "

"We loved the house! Thank you for being so flexible with us. We thought the second bedroom had 2 beds when we booked online but it only has 1."

"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."

CA $581 total

includes taxes & fees

Mar 23 - Mar 24

"Loved the Tiny Home! Perfect for our family of five, 3 of which are teenagers. Great community, amenities, and friendly folks. Key Largo is such a fun place to vacation! Host was very communicative and friendly, would stay here again! Thanks for a fun trip!"

CA $677 total

includes taxes & fees

Mar 24 - Mar 25

"Really nice place, no surprises. Location was excellent and pictures and description very accurate. Unfortunately, the weather was not in our favor but can't control that! Would definitely stay here again."

CA $718 total

includes taxes & fees

Mar 6 - Mar 7

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"This was a beautiful property. It is older probably could use a little updating very good value walkable to two restaurants, beautiful pool however the pool is not heated, but we didn’t need the heat so we lucked out. I would highly recommend it again."

CA $358 total

includes taxes & fees

Feb 23 - Feb 24

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

"This resort was everything my husband and I wanted for a last minute relaxing getaway! I can’t say enough wonderful things about it! From the second we arrived, we were greeted so nicely, felt serene, and instantly relaxed. Great food options, wonderful staff, beautiful rooms, property, pool & beach all fantastic! We will definitely be back!"

CA $681 total

includes taxes & fees

Mar 2 - Mar 3

"Everyone was so nice and it was so romantic"

CA $729 total

includes taxes & fees

Feb 23 - Feb 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 $240 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)

Recent reviews of Florida Keys properties

5/5 Excellent

"Friendly pretty and clean "

A verified traveller stayed at Banana Bay Resort & Marina

Posted 1 day ago

5/5 Excellent

"This is definitely a resort property with upgraded rooms, however there seemed to be more of a focus on cheezy decor rather than guest comfort. There was no table or desk in the room and only one chair. No places to have a snack or use a laptop. Wicker decorative pieces were useless. Daily resort fee charged to include breakfast - no place to eat under cover in bright sun or wet weather. Beach and pool are beautiful. Hot tub - too hot!! Unsafe for adults and especially small children - could cook kids alive. "

A verified traveller from Lewisberry stayed at Chesapeake Beach Resort

Posted 3 days ago

5/5 Excellent

"This was a beautiful property. It is older probably could use a little updating very good value walkable to two restaurants, beautiful pool however the pool is not heated, but we didn’t need the heat so we lucked out. I would highly recommend it again."

A verified traveller stayed at Marina Del Mar Resort and Marina

Posted 3 days ago

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

5/5 Excellent

"This resort was everything my husband and I wanted for a last minute relaxing getaway! I can’t say enough wonderful things about it! From the second we arrived, we were greeted so nicely, felt serene, and instantly relaxed. Great food options, wonderful staff, beautiful rooms, property, pool & beach all fantastic! We will definitely be back!"

A verified traveller stayed at Baker's Cay Resort Key Largo, Curio Collection by Hilton

Posted 4 days ago

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Florida Keys Vacation Rentals

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Check prices for these dates

Vacation Rentals in Florida Keys

Skipjack Resort & Marina

Skipjack Resort & Marina

Breezy Palms Resort

Breezy Palms Resort

Yacht Haven Marina

Yacht Haven Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

Tropical Cottages

Tropical Cottages

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay

The Islands of Islamorada

The Islands of Islamorada

Cabins at Bonefish Bay

Cabins at Bonefish Bay

Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside

Knight's Key Suites

Knight's Key Suites

Key Largo Cottages

Key Largo Cottages

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

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

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

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club

Island Bay Resort

Island Bay Resort

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

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

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

Cozy Waterfront Retreat w/ Private Boat Dock + Tiki

Cozy Waterfront Retreat w/ Private Boat Dock + Tiki

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

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

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

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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

Find out more about Florida Keys

Find out more about Florida Keys

Florida Keys Vacation Rental Travel Info

Recent reviews of Florida Keys properties

Recent reviews of Florida Keys properties

Banana Bay Resort & Marina

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Explore a world of travel with Expedia

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