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Holiday rentals with a kayak in Vaca Key

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in Vaca Key

House rentals with a kayak

Guest favourite
Home in Marathon
4.97 out of 5 average rating, 68 reviews

Sombrero beach oasis, great location, many amenities

KendallRating, 5 stars2 weeks ago
Incredible for a family vacation. 🏝️The property feels very private, clean, well decorated, and many amenities. We tried out the paddle boards and spent a lot of time in the pool. When going to the beach, Aileen already had chairs and towels to bring! This property really is a gem. Thank you Aileen!
Guest favourite
Home in Marathon
5 out of 5 average rating, 40 reviews

Yellowtail Getaway with Boat Dock and Pool 2

HopeRating, 5 stars2 months ago
We absolutely loved the place , it was spacious , clean and had all the extras you would need. So convenient with the boat dick and loved having the pool. Would definitely return.
Superhost
Home in Marathon
4.81 out of 5 average rating, 37 reviews

Luxury Waterfront Retreat with Dockage & Pool

KathrynRating, 5 stars1 month ago
We had a wonderful family vacation at Naomi’s 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!
Superhost
Home in Marathon
4.85 out of 5 average rating, 26 reviews

Pelican Inn

JamesRating, 5 stars2 weeks ago
Karen’s place was amazing. Sitting on the deck and fishing was fun to do during the day and in the evenings when we wanted to relax. We were visited by manatees and saw some very cool fish in the canal. The location was perfect right in the middle of the keys with an hour to get to key west and key largo each direction. Local restaurants were bike riding distance. The house was clean and very nicely taken care of. Most of the local neighbors were nice or the people who owned the surrounding homes as vacation homes. Except for the guy who owns the house directly in front of Karen’s closest to the street, yellow house I believe, he had some rude things to say regarding us fishing but it’s not Karen’s fault the neighbor was a rude person, all the others were lovely. We enjoyed our stay so much and would love to return one day.
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 52 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

LoganRating, 5 stars2 weeks ago
The location and access to the beach and canal was amazing! We had such a fun time with the kayaks while being able to see all the wildlife and sail boats. The house was exactly what we needed. Jose was very helpful and flexible throughout our stay.
Guest favourite
Home in Key Colony Beach
4.94 out of 5 average rating, 49 reviews

Sea Glass Beach Bungalow in Key Colony Beach!

SallyRating, 5 stars6 days ago
Our family enjoyed our stay here. Very peaceful setting and we were able to ride the bikes provided by hosts to the beach nearby. The backyard of home offered outdoor relaxation and privacy. The grill worked great too. The home was very clean and comfortable. It is decorated so cute. All kitchen utensils were provided so made cooking meals easy. We did eat out often at nearby keys and the drive was not too far from where we stayed. Lindsey was a great host. She is very responsive and friendly. She checked in to make sure our stay was going well and gave us good info for our stay. We really enjoyed staying here and if we make it back to Key Colony will plan to stay here again. I strongly recommend staying here.
Superhost
Home in Marathon
5 out of 5 average rating, 3 reviews

*NEW!*Paradise Palms~Dock~Pool~Kayaks Grill~View!

NuciaRating, 5 stars1 month ago
We had a wonderful family vacation getaway at Katie and Cody’s place. The house was very clean, and the location is great as well with accessibility to food, Publix, and great beaches. Our favorite aspect of the house was the small pool. Our teenagers played in it endlessly, and when they were gone we enjoyed relaxing on the pool floats. Communication with Katie was top notch. She always responded quickly and had great follow through with any issues we had. they definitely go above and beyond to provide resources of fun activities and resteraunts in the area. We would definitely stay here again!
Guest favourite
Home in Key Colony Beach
4.93 out of 5 average rating, 68 reviews

Waterfront Villa Bring Your Boat Cabana Club Beach

LeeRating, 5 stars3 weeks ago
This place was perfectly located in the middle keys. Easy to get to key west and to Islamorada for our chosen activities. cabana club was very welcoming.

Cottage rentals with a kayak

Guest favourite
Cottage in Islamorada
4.96 out of 5 average rating, 84 reviews

Islamorada bungalow 2 bed & pool

LynnRating, 5 stars3 weeks ago
Such a warm, quaint place. Clean, right next to the pool and close to nearby restaurants, activities and much more. Loved it.
Top guest favourite
Cottage in Marathon
4.97 out of 5 average rating, 34 reviews

Catch n' Relax Canalfront Cottage in Marathon

DeborahRating, 5 stars1 week ago
We really enjoyed our stay at Wendy's place! It was clean, comfortable, and had everything we needed for our stay. We enjoyed riding the bikes to Seven Mile Bridge and exploring with the kayaks. Would definitely recommend it!
Cottage in Islamorada
4.75 out of 5 average rating, 175 reviews

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

JaceyRating, 5 stars4 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!
Cottage in Key Colony Beach
5 out of 5 average rating, 11 reviews

Luxurious Oasis: 2BR w/Pool, Tiki, Dock & Beach

MatthewRating, 5 stars1 month ago
What a fantastic place to stay in Marathon! LeeAnn really makes sure you feel right at home. Forgot a toothbrush? Didn't pack or want to buy shampoo? No problem, it's there! The pool is amazing, house is spotless, and the Key Colony Beach community is the best. It is quiet and relaxing while also being in the heart of everything to do in the Florida Keys. LeeAnn is so nice and responsive, she got back to us quickly with any questions that we had. Overall, this was one of the nicest places that my family and I have ever stayed on a vacation. 10/10 would recommend to anyone!
Cottage in Islamorada

Cottage on Bayfront Estate – Pool, Beach, & Dock

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  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Vaca Key
  6. Rentals with a kayak