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Holiday rentals with a kayak in Florida Keys

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in Florida Keys

House rentals with a kayak

Top guest favourite
Home in Key Largo
4.94 out of 5 average rating, 82 reviews

Large Waterfront Home, w/Efficiency, Pool, Kayaks

RogerRating, 5 stars1 week ago
We had an absolutely wonderful stay here! It couldn’t have been any better. The house is laid out in a perfect way inside and out to make you just relax and enjoy the relaxed Key Largo way of life! There is an abundance of lovely towels for the bathroom as well as the pool, all showers are stocked with shower gels and soaps – it feels like a 5 star hotel! We appreciated all the personal touches very much. We love wildlife and we saw Manatees swim past us a few times, ospreys around us and such beautiful bird song. The layout allows you to enjoy the day downstairs on the deck in sun surrounded by palm trees and shade on the lovely outdoor seating area whatever you wish and the BBQ facility allows you to cook and enjoy the outdoor life. Upstairs has a great balcony place to sit outside at night around the table and enjoy dinner fully enclosed with mosquito netting so that you don’t get targeted or bitten. We loved our kayaking around the Mangroves and all the wildlife you can see
Top guest favourite
Home in Pompano Beach
4.96 out of 5 average rating, 23 reviews

Heated Pool! Waterfront+Pool Table! Close 2 Beach!

BrendanRating, 5 stars2 weeks ago
I had a wonderful stay! The house was clean and comfortable, and the pool was absolutely perfect for relaxing. The environment was peaceful and well-kept, making it a great place to unwind. Would definitely stay here again!
Superhost
Home in Naples
4.91 out of 5 average rating, 123 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

ShawnRating, 5 stars1 week ago
This is our second year in a row staying at Bob’s home. We absolutely love the property. Close to the beach and lots of restaurants and many other things to do. The home is in great shape, very clean and all the amenities you need to enjoy the property! We will definitely book again.
Superhost
Home in Fort Lauderdale
4.92 out of 5 average rating, 124 reviews

Waterfront home walking distance to Las Olas/Beach

JocelynRating, 5 stars1 month ago
Great stay! The Airbnb was very clean, well-located, and an excellent value for the price. Would definitely recommend!
Superhost
Home in Cudjoe Key
4.83 out of 5 average rating, 263 reviews

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!

AngieRating, 5 stars3 weeks ago
Beautiful place with all the amenities and great location! We will be back!
Guest favourite
Home in Key Largo
4.83 out of 5 average rating, 60 reviews

Deckhouse

OkyoRating, 5 stars1 month ago
Absolutely amazing! Tanya’s Airbnb was the perfect venue for our wedding. The space was stunning, beautifully maintained, and created the most magical atmosphere for our special day. Tanya and Lana were incredible hosts—responsive, accommodating, and truly went above and beyond to make sure everything was perfect. Our guests couldn’t stop raving about the beautiful setting and how comfortable the stay was. If you’re looking for a dreamy location with a fantastic host, this is it! Highly recommend! Let me know if you’d like any tweaks!
Top guest favourite
Home in Oakland Park
4.98 out of 5 average rating, 44 reviews

HeatedPool*SPA*Kayak/Boards*Beach*BBQ*FIREPIT*FISH

ElizabethRating, 5 stars3 days ago
Our stay was great, the property was exactly what the description said. It was a last minute booking for us and it was well worth it! Ronny was very responsive when I messaged him as well! The neighborhood was also nice and peaceful as well.
Top guest favourite
Home in Naples
4.98 out of 5 average rating, 178 reviews

Gulf Access Sanctuary, Kayaks, Bikes, ebikes

TagRating, 5 stars1 week ago
Be open on your expectations and Jody is very accommodative. The Spa/massage recommendation was spot on and amazing. The home was excellent and met all expectations for our family.

Cottage rentals with a kayak

Guest favourite
Cottage in Islamorada
4.96 out of 5 average rating, 80 reviews

Islamorada bungalow 2 beds & pool

MoiraRating, 5 stars2 weeks ago
Very clean and hosts are very responsive. Couldn't find the toaster that was listed. Nice to have beach towels to use for the pool located next door or when going to the beach. Enjoyed having a cooler, beach chairs and umbrella to use for a beach outing. Loved the backyard with a fire pit and Adirondack chairs however the highway runs right behind it and it was a bit noisy. The pool next door was very clean and relaxing. We enjoyed our stay and the recommendations for restaurants and things to do in the area.
Top guest favourite
Cottage in Marathon
4.97 out of 5 average rating, 32 reviews

Catch n' Relax Canalfront Cottage in Marathon

SandyRating, 5 stars1 month ago
We stayed for 11 nights at Wendy's beautiful home. We had everything we needed for our entire stay. The area is very quiet and peaceful. It was so lovely walking up on the water and enjoying breakfast outside. Extra touches like having bikes and kayaks to use were also sooo nice! Wendy was very helpful with local spots to check out as well. We will definitely be back!
Guest favourite
Cottage in Naples
4.95 out of 5 average rating, 143 reviews

Tropical Cottage by the Sea- No Storm Damage

LaurenRating, 5 stars1 week ago
The place itself was so beautiful and the outdoor space leading right to the lake was so peaceful! I enjoyed sitting on the porch in the mornings for a quiet, relaxing start to the day! Robin was very friendly and provided helpful instructions. Definitely recommend 😊
Top guest favourite
Cottage in Key Largo
5 out of 5 average rating, 6 reviews

Kampground Paradise w/Kayaks, Heated Pool & Marina

TylerRating, 5 stars1 week ago
What an amazing stay!! The campground was so peaceful and tucked away from everyday reality. This trip was a much needed escape from our everyday life! The cottage was very new and clean and came with all the amenity’s needed to enjoy all the local beaches. The host was great and responded immediately with any questions we had. We will for sure be back again :)
Top guest favourite
Cottage in Naples
4.9 out of 5 average rating, 242 reviews

Cottage Close to Vanderbilt Beach Heated Pool

KendraRating, 5 stars1 month ago
We didn’t want to leave! Such a great house and location. It had everything we needed, including all kitchen ware. It was so nice being able to go up to Whole Foods & Trader Joe’s close by to cook at the house. The pool and screened in porch were so lovely. We’d definitely stay here again.
Guest favourite
Cottage in Cudjoe Key
4.93 out of 5 average rating, 122 reviews

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

ElisaRating, 5 stars2 weeks ago
Cute spot! There’s a small store nearby if you didn’t bring soap or shampoo. Pools are heated and close by. Beautiful beaches 30 minutes away by car and Duval st if you’re into nightlife. Was very quiet area so if you have loud kids like we did then reconsider haha but overall we had a great time!
Top guest favourite
Cottage in Key Largo
5 out of 5 average rating, 12 reviews

New 150 ft Dock/Private Swim Spa/Tiki/Outdoor Bar

EdwardRating, 5 stars2 weeks ago
This was one of our favorite Air BnB rentals. The house was easy to get to from the Miami Airport, but was far away from the hustle of Florida. The amenities at the house were extraordinary and appropriate. Michelle was in the oversized hot tub twice a day while I was out on the canoe exploring the mangroves and fishing alongside Manatees and Stingrays. The dock provided multiple locations to be in, or out of the sun to fish, read or take in some sun. I did all three at the same time! The fire pit was in the perfect spot where we cooked most of our dinners. If you are looking for a spot for a mellow time to get away from the Northern cold and snow to relax, this is the spot. Sean was more accommodating and proactive with his replies and suggestions than most. There is even a sign on the refrigerator with his cell phone noting that 'if you are not having a 5* vacation, call me, and if you are, call me to rebook'! From the attention to detail throughout, he meant it!!
Guest favourite
Cottage in Key Largo
4.9 out of 5 average rating, 80 reviews

THE PARADISE

LeahRating, 5 stars4 days ago
We enjoyed our stay! Nice location, right on the water. We were able to jump right in the kayaks and get out to spend the day on the water. House was just as described and had everything we needed for a weekend getaway. Host was great and very responsive! Thank you.

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