
Holiday rentals with a kayak in Monroe County
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Monroe County
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
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Holiday House Rentals with a Kayak
Top Guest favourite

Home in Key Largo
4.97 out of 5 average rating, 39 reviewsKeys Home, Boat Slip + Golf Cart
KenanRating, 5 stars1 week ago
I absolutely loved this place. The home made my experience in Key Largo very special. I look forward to returning for the next time I am in the keys!
Superhost

Home in Marathon
4.69 out of 5 average rating, 16 reviews#7 Waterfront 4Bed 3Bath Pool Home
CarolRating, 5 stars11 months ago
Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.
Superhost

Home in Marathon
4.75 out of 5 average rating, 24 reviewsSunset Views, Pool and Dock
JamesRating, 5 stars2 weeks ago
We stayed at Frankâs place for two weeks and had an absolutely amazing time! The house was spotless, well-equipped, and super practical for our two energetic little ones. The pool and hot tub were perfect. We made the most of every sunset soaking in the hot tub, followed by peaceful late-night floats in the pool under clear, starry skies. We fished off the jetty most days and caught barracuda, mangrove snapper, plenty of sharksâand the neighbors even hooked a tarpon and landed a grouper! The kids loved snorkeling right off the dock, spotting rays, turtles, and loads of colorful fish. We missed the manatees when they came by one morning, but luckily caught up with them later while kayaking through the mangroves. Huge thanks to Frank for being such a fantastic host. One day we had a small issue with the pool, and his team showed up in under 10âabsolutely amazing service. We truly didnât want to leave and would come back in a heartbeat. Highly recommended!
Superhost

Home in Marathon
4.81 out of 5 average rating, 36 reviewsLuxury Waterfront Retreat with Dockage & Pool
KathrynRating, 5 stars1 week ago
We had a wonderful family vacation at Naomiâs place. The place was perfect for our family of 4. There was so much to do to keep our active family busy. The house was well stocked with everything you may need for meals. Host was very responsive and helpful throughout our stay. We rented a boat and the dock was perfect for storing. We are looking forward to staying here again on our next visit to the keys!
Top Guest favourite

Home in Key Largo
4.94 out of 5 average rating, 83 reviewsLarge Waterfront Home, w/Efficiency, Pool, Kayaks
MicheleRating, 5 stars1 week ago
From the amazing outdoor amenities (gazebo, pool, outdoor kitchen and dock) to the well-equipped kitchen, Stu's place exceeded our expectations. We were especially happy with the separate efficiency apartment with a full kitchen as I was still recovering from knee surgery. We enjoyed having our boat docked directly behind the house with easy access to the Bay and were fortunate to see manatees in the canal behind the house one morning. We took a sunset cruise to nearby Gilbert's Resort and were delighted to see dolphins frolicking in the Bay! Stu was very attentive to our needs and quickly resolved any issues that we had during our visit. I would highly recommend a stay at Stu's waterfront retreat!
Guest favourite

Home in Key Largo
4.83 out of 5 average rating, 60 reviewsDeckhouse
OkyoRating, 5 stars1 month ago
Absolutely amazing! Tanyaâs 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 hostsâresponsive, accommodating, and truly went above and beyond to make sure everything was perfect. Our guests couldnât stop raving about the beautiful setting and how comfortable the stay was. If youâre looking for a dreamy location with a fantastic host, this is it! Highly recommend! Let me know if youâd like any tweaks!
Guest favourite

Home in Key Colony Beach
4.87 out of 5 average rating, 15 reviewsFun in the Sun!
BrentRating, 5 stars1 month ago
Great attached townhome/duplex with privacy fence between the other side. Great private pool just on the canal! The bottom story was perfect for extended family to have privacy but still be close! We even saw a manatee in the canal.
Guest favourite

Home in Marathon
4.88 out of 5 average rating, 24 reviewsGolf Coast Oasis
AmandaRating, 5 stars1 week ago
This was the most perfect Airbnb for our vacation. First of all, Marathon is the perfect location if you are looking to explore multiple parts of the Keys. 1 hour to Key Largo, 1 hour to Key West. We could not have asked for a better location. The home looks just like the photos and was perfect for our family of 4 + our pup. The beds were comfortable, the living space had plenty of room for our crew, but the real show stopper was the pool. If we weren't out and about exploring the Keys, we were definitely in/by the pool! A few added bonuses: (1) K-cups for our use for that first morning. This kept us from having to worry about an emergency grocery store trip the evening of our arrival (2) pool floats available for our use (3) bikes & kayaks for everyone (4) EVERYTHING. We couldn't have asked for better - we will definitely be back!
Cottages with a kayak
Guest favourite

Cottage in Islamorada
4.96 out of 5 average rating, 80 reviewsIslamorada bungalow 2 bed & 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.
Superhost

Cottage in Cudjoe Key
New place to stayOcean Breeze at Venture Out 537
TessaRating, 5 stars1 week ago
It was great! Everything was as amazing!
Top Guest favourite

Cottage in Marathon
4.97 out of 5 average rating, 32 reviewsCatch 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!
Top Guest favourite

Cottage in Key Largo
5 out of 5 average rating, 6 reviewsKampground 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 amenityâs 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 :)

Cottage in Islamorada
4.75 out of 5 average rating, 175 reviewsFLOATING 1BD 1BA PRIVATE COTTAGE - MAKO
JaceyRating, 5 stars3 months ago
We loved staying here for the two nights we were on the Keys. The patio outside was great for looking at the stars or sipping coffee and watching manatees. We would definitely return!
Guest favourite

Cottage in Cudjoe Key
4.93 out of 5 average rating, 123 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
ElisaRating, 5 stars2 weeks ago
Cute spot! Thereâs a small store nearby if you didnât bring soap or shampoo. Pools are heated and close by. Beautiful beaches 30 minutes away by car and Duval st if youâre 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, 13 reviewsNew 150 ft Dock/Private Swim Spa/Tiki/Outdoor Bar
EdwardRating, 5 stars3 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!!

Cottage in Cudjoe Key
4.81 out of 5 average rating, 95 reviewsOCEANIA... water front cottage retreat ~
RachelRating, 5 stars7 months ago
If we could rate this 6+ stars out of 5, we would! Manuel was super easy to reach, he provided simple and clear instructions, the guards at the gate were easy to work with and available for 24/7 entry and check in.. the location is unbeatable for a boat owner! You dock right at your back door, clean your fish at the back door OR at the marina, immediate access to the Atlantic.. perfection. The home itself is extremely clean & beautiful. The kitchen and bathrooms were all stocked with anything youâd need as well as even the laundry room! We truly felt at home but twice as relaxed! Thanks Manuel!!
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Zoo Miami
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Long Beach
- Monkey Jungle
- Cocoa Plum Beach
- Theater of the Sea
- Windley Key Fossil Reef Geological State Park
- Sea Oats Beach
- Highland Beach
- EAA Air Museum
- Sandspur Beach
- Far Beach
- Everglades Alligator Farm
- Long Key State Park
- Horseshoe Beach
- Keys' Meads
- Things to do Monroe County
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