Exceptional Florida Keys, FL Vacation Rentals | TurnKey

Exceptional Florida Keys Vacation Rentals

Every Home. Every Stay. Every Time.℠

Why TurnKey is the smarter way to vacation rental

Distinctive Homes

Discover our collection of luxury and premium properties in top destinations across the U.S.

Professionally Cleaned

Enjoy a spotless home with fresh, hotel-grade linens and a starter set of toiletries.

Full Kitchens

Prepare meals for family and friends in fully equipped kitchens.

24/7 Guest Support

Contact our team at any time to help make your stay more enjoyable.

Complimentary Wi-Fi

Entertain or work with reliable high-speed Wi-Fi in every TurnKey home.

Seamless Check-In

Access each home with clear arrival instructions and easy-to-use digital locks.

Why Florida Keys guests love staying with TurnKey...

"We escaped winter for a week, and it was pretty easy to do. This property is wonderful. The best part, I guess, is that everything was as advertised. You see pictures, read flowery descriptions aaaand often the place doesn't live up to the hype. Not so with this one. Just read and look at the description and you see what you'll get. No need for me to go on about it here. Great place. You'll love it."..."
Greg C. 2 months ago
3BR Oceanfront Oasis w/ Kayaks & Paddle Boards
"Great clean, comfortable vacation home. Good value."..."
Florida Keys TurnKey Guest 2 months ago
3BR Oceanfront Oasis w/ Kayaks & Paddle Boards
"This was the perfect home for visiting all of the Keys! It's located right in the middle of all the best things to do in the Keys. The house itself was clean, had everything we needed and the neighborhood is so peaceful. The backyard was our favorite spot - my family loved spotting the iguanas and manatee. Highly recommend!"..."
Florida Keys TurnKey Guest 2 months ago
Waterfront 3BR w/ Pool & Boat Slip - Near Beach
"Loved the location, easy check in and checkout. Very responsive maintenance team. Perfect size for family of 5"..."
Elizabeth M. 2 months ago
Duck Key Waterfront Villa w/ Private Heated Pool

Top Florida Keys vacation rentals for large groups

New Listing! Spacious Home & Studio w/ 70’ Dock
6 BR 5 BA Sleeps 14
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $100/night
6BR Getaway w/ Private Boat Basin
6 BR 4.5 BA Sleeps 12
This Lower Keys 6BR/4.5 getaway has a private boat basin and ramp, a pool, and a separate guest house with its own kitchen and living room.
From $349/night
Canal-Side 4BR w/ Private Dock & Waterfront Pool
4 BR 3 BA Sleeps 10
Relish in emerald canal views at this lovely 4BR/3BA Key Colony Beach home, complete with a spacious waterside deck and sparkling private...
From $428/night

Guest-favorite Florida Keys vacation homes

Waterfront 3BR w/ Pool & Boat Slip - Near Beach
3 BR 2 BA Sleeps 6
Escape to the Florida Keys at this newly remodeled 3BR/2BA vacation home, set along the canal in the island community of Marathon.
From $142/night
3BR Oceanfront Oasis w/ Kayaks & Paddle Boards
3 BR 2.5 BA Sleeps 8
Boasting stunning floor-to-ceiling ocean views in every room, this newly remodeled 3BR/2.5BA home promises a delightful oceanfront stay i...
From $314/night
Canal-Front 4BR w/ Pool & Dock - 5 Mins from Beach
4 BR 3 BA Sleeps 8
This gorgeous, newly constructed 4BR/3BA canal-front duplex property in Sombrero Beach offers the perfect Florida Keys getaway.
From $145/night

Pet-friendly Florida Keys rentals

New Listing! Lovely Retreat w/ Wraparound Porches
3 BR 2 BA Sleeps 8
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $100/night
Coastal Luxury at Ocean Reef Club w/ Private Pool
4 BR 3 BA Sleeps 10
Experience high-end coastal luxury while staying at the elite Ocean Reef Club that offers exclusive access to a 175-slip marina, two cham...
From $1100/night
Sun-Soaked Canal-Front Home w/ Private Dock & Pool
3 BR 2 BA Sleeps 10
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $450/night

New TurnKey homes in Florida Keys

New Listing! Oceanfront Paradise w/ Dock & Beach
3 BR 3 BA Sleeps 6
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $150/night
Dazzling Bay-View Home w/ Boat Docks & Huge Deck
3 BR 2.5 BA Sleeps 6
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $125/night
Resort-Style Utopia w/ Gulf-View Pool, Spa & Pier
4 BR 3 BA Sleeps 8
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $550/night

Vacation homes near Florida Keys attractions

Bahia Honda State Park
Big Pine Key
Boot Key
Coupon Bight Aquatic Preserve
Crocodile Lake National Wildlife Refuge
Cudjoe Key
Curry Hammock State Park
Dagny Johnson Key Largo Hammock Botanical State Park
Duck Key
Far Beach
Florida Keys Aquarium Encounters
Florida Keys Country Club
Florida Keys/Marathon International Airport
Fort Zachary Taylor
Grassy Key
Higgs Beach
John Pennekamp Coral Reef State Park
Key Colony Beach
Key Largo
Key West
Key West Historic District
Key West International Airport
Key West Lighthouse
Largo Sound
Little Torch Key
Long Key State Park
Lower Matecumbe Key
Mallory Square
Middle Torch key
North Key Largo
Plantation Key
Ramrod Key
Smathers Beach
Sombrero Beach
Sombrero County Club
Southernmost Point of the Continental US
Sugarloaf Key
Summerland Key
Upper Sugarloaf Key
Vaca Key
Windley Key
All Florida Keys Rentals

How to pick the perfect vacation rental in the Florida Keys

Heading south? The Florida Keys is home to the southernmost point in the continental United States, and it’s also home to excellent things to do every single day of your trip. You can watch the waves at Smathers Beach, feed the tarpons at Robbie’s Marina, grab a drink at Alabama Jacks, and take in some history at the Oldest House Museum. When planning your Florida Keys vacation, you have so many islands to choose from. Each one has options for every type of visitor, whether you’re a large family or a solo traveler just looking for some sun.

Follow these tips to make sure you pick the perfect Florida Keys vacation rental for your travel plans.

  • Where to stay near Key West.Key West is probably the island you’re most familiar with. Key West is the southernmost key and is perfect for travelers who want to do a little bit of everything with a tropical drink in their hands. While you’re exploring the island, don’t skip getting a picture at the Southernmost point buoy at the corner of South and Whitehead Streets. Choose your Key West vacation rental near Mallory Square to be walking distance to popular bars like Lagerheads or Tiki House. During the day, check out the Key West Shipwreck Treasure Museum and The Ernest Hemingway Home and Museum for your history fix.
  • Where to stay in Key Largo.If you’re driving south from Miami, Key Largo is the first island you’ll hit in the Florida Keys. Quieter than Key West, Key Largo is great for the outdoorsy types looking to stay active on vacation. Stay in Tavernier to be close to the water for snorkeling, kayaking, fishing, diving, or boating. Check out the John Pennekamp Coral Reef State Park to see the only living coral reef in the continental United States. And don’t leave the island without checking out some of Key Largo’s best eats, like Hobo’s Cafe and The Catch.
  • Where to stay on the six islands of Islamorada.Fishing fanatics should look no further than Islamorada for their tropical vacation. You’ll be able to find a charter boat almost anywhere on Islamorada to take out for the day (it’s known as the “Sport Fishing Capital of the World“ for a reason!). When you’re done fishing, check out the dolphin or sea lion show at the Theater of the Sea. For a more upscale Key Largo experience, find a vacation rental near “Millionaire’s Row” on Plantation Key. If you want a more down-to-earth vacation, search for a beach bungalow on Lower Matecumbe Key.
  • Where to stay near Marathon.This popular town in the Middle Keys is great for travelers of all ages. For some family fun in the sun, look for a vacation rental on Sombrero Beach or in Key Colony Beach. You can lay by the ocean with a book, play some beach volleyball, or pass the time snorkeling in the crystal clear water. After your beach day, learn more about the area’s wildlife by visiting the Turtle Hospital or the Dolphin Research Center.
  • How to choose your own Florida Keys vacation rental experience.With so many islands making up the Florida Keys, there is truly a perfect place to stay for everyone. Whether you’re spending the day golfing at the Florida Keys Country Club, checking out Key West’s famous Duval Street, or kayaking to Indian Key, your trip to the Florida Keys will be one to remember.

Florida Keys Vacation Rentals Frequently Asked Questions

Companies like Airbnb and Vrbo operate listing websites that enable guests to research and book a vacation rental anywhere in the world. However, once a guest books the property, they need to work directly with either the homeowner, host or property manager any time they have questions or need assistance with booking or during their stay. This can be a challenge for some homeowners, particularly those who live far away from their vacation rental. TurnKey offers a consistent and reliable high-end experience, resulting in strong reviews, repeat bookings and more. TurnKey also has a local Florida Keys team, 24/7 support and in-home technology to ensure an amazing vacation experience in every home, every stay, every time.

Yes! TurnKey has established the best network of professional house cleaners in Florida Keys to ensure that our guests always arrive at an exceptionally clean home. Expect to find beds made with hotel-grade linens and bathrooms stocked with fresh towels and a complimentary starter set of toiletries.

Unlike many vacation rentals in the area, our local team and network of Florida Keys house cleaners guarantee that you’ll never need to clean up at the end of your stay. Sometimes, especially during busy seasons, starting a load of towels or linens can help our house cleaners finish their clean more quickly. We certainly appreciate it when guests do this, but we do not require it.

TurnKey offers 24/7 guest support that you can contact at any time to make your stay more enjoyable. Paired with our local Florida Keys team, we can respond quickly to any in-home help you might need.

All of TurnKey’s Florida Keys vacation rentals are equipped with complimentary, reliable, high-speed WiFi so you can always stay connected.

Every TurnKey Florida Keys vacation rental includes a fully-equipped kitchen where you can cook and prepare meals with your friends and family.

We’ve installed our proprietary digital locks on all Florida Keys vacation rentals to offer our guests secure, keyless entry. Each code is time-sensitive, so you don’t have to worry about anyone else having access to the home while you’re there. Prior to check-in, you’ll receive arrival instructions with your custom code for easy, seamless access.

TurnKey carefully vets all of our homes, so you can be sure you’ll always stay in a premium vacation rental. We offer some of the most distinctive, unique vacation homes in all of Florida Keys, backed by our exceptional home care and 24/7 guest service.

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