
Holiday rentals with a kayak in Vaca Key
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Top-rated Accommodation with a Kayak in Vaca Key
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

Salty kisses beach house
Had a wonderful time at Salty Kisses. The area was beautiful and we were able to relax with the stunning views of the backyard. The house had everything we needed in the kitchen, bedrooms, bathrooms, and even outside for entertainment. Lazaro was very attentive making sure everything was good. Neighborhood was quiet. We spent a lot of time in the pool, grilling, and out on the water which was easily accessible with the dock at the front of the house. The whole family was in love with the decorations of the house which were truly beautiful and making us feel right at home. Thank you Laz and Leslie!

Stunning Waterfront Retreat with Dockage & Pool -C
The house was perfect for eight adults. There were plenty of towels and dishes and silverware and glasses! At some places there’s only six or eight place settings and you have to wash them every time you eat. The house had a nice layout and it was awesome having three full bathrooms. We didn’t like how close to the busy road our Unit C was. We live in a small town and are not used to all of the noisy traffic. The house was great and it was everything we expected if not more! Naomi was an awesome host.

Seaside Sunrise. Newly remodeled waterfront
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.

Discount Available! 100' Dock, Lots of Amenities!
We came down for a weeks vacation brought two boats, plenty of space on the docks. Communication with Meredith was great. Great location.

Sombrero beach oasis, great location, many amenities
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!

Yellowtail Getaway with Boat Dock and Pool 2
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.

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
Michel’s home was absolutely amazing. Perfect location, his pictures do not do the home justice. Everything from the exterior finishings, interior finishings, and the outside decor is perfect for a Florida Keys vacation. The 75 ft doc had ample space, and everything from manatees to tarpon viewing was a plus. The pool is a good size and was convenient when coming off of the boat, and a cool place to hang out at night with the family. There is a fire pit, ping pong table, corn hole to keep everybody busy and happy. The breeze through the outside location made is very easy to just hang out and watch a games on the big screen tv, and the furniture was comfortable. Their is a outside freezer for bait, and ice. The propane grilled was big enough to cook the fresh caught fish, and burgers/hotdogs at the same time. The inside gave everybody their own space when needed with each bedroom having their own private bath. The kitchen has everything a family needs to cook. I rate this 5 +

Waterfront Private Home w/Pool-Family&Pet Friendly
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.
Cottages with a kayak

Islamorada bungalow 2 bed & pool
The hosts were very responsive and accommodating to our needs. The pool was great and the place was pristine!

Catch n' Relax Canalfront Cottage in Marathon
We have three boys and they LOVED being able to fish anytime they wanted. We caught over 12 species of fish from the back dock. The kayaks were very handy! We just rented two more and We loved getting out in the mornings for a family kayaking adventure and the boys fished any chance they got. They even caught a nurse shark! The house was clean and well decorated. There were handy items such as sunscreen and life vests. It was a great place for a family of five.

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO
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 Sunroom Waterfront Retreat 2 ppl
This place is beautiful with old Florida charm. Will be back!

Luxurious Oasis: 2BR w/Pool, Tiki, Dock & Beach
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 on Bayfront Estate – Pool, Beach, & Dock
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- EAA Air Museum
- Cocoa Plum Beach
- Theater of the Sea
- Far Beach
- Horseshoe Beach
- Long Beach
- Sea Oats Beach
- Sugarloaf Beach
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Long Key State Park