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Vacation rentals in Florida Keys

Vacation rentals in Florida Keys

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Yacht in Key Largo, Florida
    SUPERHOSTBoat · 5 guests · 2 beds · 1 bath
    Yacht in Key Largo, Florida

    *No Cleaning Fee* Dolphins, manatees, fishing, amazing sunsets, all right off the back of the boat. Docked next to Blackwater Siren, a quiet tiki bar with great food, and a small bait shop that rents jetskis and pontoons. Beachside food and drink service is available at the the largest tiki bar in the Keys, Gilbert's right across the bridge. 5 minutes from John Pennykamp Coral Reef State Park. This Airbnb is for anyone who is looking for someplace unique and enjoys being on the water.

    What guests are saying:

    “If you are looking for a fancy resort hotel this is not the place. If you love the water, fishing, and the laid back lifestyle then yes. The black water siren restaurant/bar is right by the boat and the food is good! I surprised my boyfriend for his 40th birthday and he couldn’t have been happier. The provided paddle boat and kayaks were a bonus. We took the paddle boat and our own fishing poles and actually caught a 17” sheepshead and snapper that we had for dinner. There are fishing poles and some tackle provided but we didn’t use them. The water is clear and we can actually see the fish swimming underneath the deck by the boat! The only downside was the boat toilet was out of commission but we were told before we arrived. We had access to the marina bathroom which was fine and just a minor inconvenience. There is a screened in area on the boat, but I would advised bringing some mosquito repellant as they are rampant. The hosts were very responsive to messages and phone calls and we were walked through everything via phone when we arrived . We would for sure come back when possibly. It was the perfect little 2 day getaway for a water loving couple.”

  • Sailboat - Swim/Snorkel/Kayak
    Boat · 2 guests · 1 bed · 1 bath
    Sailboat - Swim/Snorkel/Kayak

    Our rustic, yet clean and comfortable 24' Columbia sleep aboard offers the experience of sleeping on a boat but provides land amenities such as shower and restroom facilities, barbecue grills, picnic tables, etc.

  • Wht.Beach 5 min. Paddle.Hom.1-6ppl/1-30nite
    Private room · 2 guests · 0 beds · 1 shared bath
    Wht.Beach 5 min. Paddle.Hom.1-6ppl/1-30nite

    Real B&B HOME Pvt. room/bath+Brkfast!Unique&PVT! Wifi,FREE Floats & swimming. Addl. listings upon request.We're the only Airbnb that has access to a true Florida Keys White beach ONLY for Paddlers. Rent our Paddle boards or kayaks & enjoy our Bays white beach, Paddle to a private island & grab a lunch at one of our FL.Bay restaurants. All available ONLY on our Bay!

    What guests are saying:

    “My boyfriend and I booked for a long weekend driving all the way from Ohio. A few days before we left, Joyce started communicating with us about check in and they have a video which gives a little tour! It was extremely helpful because you knew what to expect when you arrived. The communication was superb! We received replies almost immediately and they also gave local restaurant tips! This place is RIGHT on the water with a beautiful view and tucked away from the world. The sunsets don’t get much better than here at this little gem. We loved it and will definitely return. The grounds are safe because of the private gated entrance and it’s so quiet and peaceful. Waking up and walking out of our French doors to the ocean was amazing! Not to mention, we’re divers so we were able to hang our gear up outside and never worried about it getting taken. We got to meet the hosts as well and they were lovely! They really do a fantastic job making you feel at home and comfortable! I can’t recommend enough if you’re looking for privacy, waterfront, snorkeling/kayaking/relaxing, gorgeous sunsets and a central location!”

Holiday rentals for every style

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Popular amenities for Florida Keys holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Florida Keys

Waterfront, Dock, Tiki Hut
SUPERHOSTEntire guest suite
Waterfront, Dock, Tiki Hut
Price:$239 NZD / night
Waterfront Bungalow- Bring Your Boat!
SUPERHOSTEntire house
Waterfront Bungalow- Bring Your Boat!
Price:$188 NZD / night
Your Keys Getaway!
SUPERHOSTEntire apartment
Your Keys Getaway!
Price:$192 NZD / night
Efficiency - Snorkel, Swim, Kayak
Entire guest suite
Efficiency - Snorkel, Swim, Kayak
Price:$210 NZD / night
The Tiki Suite - soon to be a Key West icon
Houseboat
The Tiki Suite - soon to be a Key West icon
Price:$630 NZD / night
The Island Dog Conch House 2 Bedoom Islamorada FL
SUPERHOSTEntire villa
The Island Dog Conch House 2 Bedoom Islamorada FL
Price:$227 NZD / night
Bella Vita - 1B/1B Condo Just Steps from Duval
SUPERHOSTEntire apartment
Bella Vita - 1B/1B Condo Just Steps from Duval
Price:$294 NZD / night
1 bedroom Cottage
SUPERHOSTEntire apartment
1 bedroom Cottage
Price:$245 NZD / night
Cottage - Waterview, Kayak, Snorkel
Entire guest suite
Cottage - Waterview, Kayak, Snorkel
Price:$251 NZD / night
Hunter Cherubini Sailboat, “Seesea” 30 foot.
SUPERHOSTBoat
Hunter Cherubini Sailboat, “Seesea” 30 foot.
Price:$187 NZD / night
The Salty Seahorse - Unique Floating Barrel Cabin
SUPERHOSTHouseboat
The Salty Seahorse - Unique Floating Barrel Cabin
Price:$342 NZD / night
House - Waterview, Kayak, Snorkel
Entire bungalow
House - Waterview, Kayak, Snorkel
Price:$297 NZD / night
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