Exceptional Florida Keys, FL Vacation Rentals | TurnKey

Exceptional Florida Keys Vacation Rentals

Every Home. Every Stay. Every Time.℠

Professionally cleaned before every stay
24/7 local in-market support
100% up-to-date booking calendars
Automated secure home access

Why Florida Keys guests love staying with TurnKey...

"Where do I start? This was an amazing place to stay. Very clean and spacious. All you need to bring is your bathing suit. Literally!! I want to thank the owners for allowing us to bring in the New Year in their incredible home."..."
Florida Keys TurnKey Guest 3 days ago
Waterfront 3BR w/ Pool & Boat Slip - Near Beach
"A wonderfull week in a beautiful setting. Very spacious and nice house. Most things feel brand new. The bicycles worked well and the kayaks were a plus aswell. We found everything we needed in the kitchen. We rent houses frequently and this exceeded expectations. A suggestion would be a few extra sunbeds for days spent around the pool. Thank you for a great week!"..."
Per F. 3 days ago
Luxe Canal-Front 4BR w/ Pool & Dock
"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. 28 days ago
3BR Oceanfront Oasis w/ Kayaks & Paddle Boards
"Great clean, comfortable vacation home. Good value."..."
Florida Keys TurnKey Guest 29 days ago
3BR Oceanfront Oasis w/ Kayaks & Paddle Boards

Top Florida Keys vacation rentals for large groups

New Listing! Spacious Home & Studio w/ 70’ Dock
6 BR 5 BA Sleeps 14
New#1754394
** 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
34|#1461131
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
23|#1223935
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
67|#1265112
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
57|#1401872
Boasting stunning floor-to-ceiling ocean views in every room, this newly remodeled 3BR/2.5BA home promises a delightful oceanfront stay i...
From $325/night
Luxe Canal-Front 4BR w/ Pool & Dock
4 BR 3 BA Sleeps 8
37|#1414264
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

Coastal Luxury at Ocean Reef Club w/ Private Pool
4 BR 3 BA Sleeps 10
New#1606993
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
New1|#1741429
** 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 Listing! Lovely Retreat w/ Wraparound Porches
3 BR 2 BA Sleeps 8
1|#1611620
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $100/night

New TurnKey homes in Florida Keys

New Listing! Gulf-View Oasis w/ Pool, Spa & Dock
4 BR 3 BA Sleeps 8
New#1851838
** 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 Listing! Summerland Canal-Front Escape w/ Pool
2 BR 1 BA Sleeps 6
New#1843420
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $100/night
New Listing! New Canal Home w/ Pool & Dock
4 BR 3 BA Sleeps 8
New#1816963
** This home is professionally managed by TurnKey Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Ren...
From $300/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
Islamorada
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
Marathon
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
Tavernier
Upper Sugarloaf Key
Vaca Key
Windley Key
All Florida Keys Rentals

Every Home. Every Stay. Every Time.

Professional Cleaning
Hotel quality linens
Starter set of toiletries
Complimentary Wi-Fi
Secure, keyless entry
24/7 local support

Local Florida Keys Support Team

With support from our local, Florida Keys team, you can relax and focus on creating one-of-a-kind vacation memories. We’re standing by 24/7 to make sure you experience the smarter way to vacation rental.

24/7 guest support

The TurnKey Promise

Every Home. Every Stay. Every Time.℠ That’s the TurnKey promise. With TurnKey Vacation Rentals, you’ll always find unique vacation rental properties with a consistent, fine-hotel experience.

We guarantee all listing information is accurate and up to date. Upon booking, you’ll be provided timely and helpful communications regarding your trip. If you need anything before, during, or after your stay, our 24/7 local team is ready to help!

At TurnKey properties, 90% of guest reviews are 4-5 stars, and we maintain a 93% guest satisfaction rating of cleanliness upon check in. And don’t worry … you’ll never have to clean up after your stay.

Selecting a TurnKey property, you can truly relax and know you’ve made the right vacation rental decision for your travel needs. TurnKey is truly the smarter way to vacation rental.℠

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.
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