Holiday rentals with a kayak in Highlands County

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Popular amenities for Highlands County kayak rentals

Holiday House Rentals with a Kayak

Guest favourite
Home in Avon Park
4.95 out of 5 average rating, 43 reviews

Sunset Beach Lake Front House

BradleyRating, 5 stars3 weeks ago
REPEAT GUEST. Beautiful home on the lake with gorgeous sunset evenings. A must stay 👍
Guest favourite
Home in Lake Placid
4.89 out of 5 average rating, 19 reviews

Sunny Daze

RosalineRating, 5 stars2 months ago
My family and I had a great, relaxing time. The kids loved the lake, we brought some floaties and they spent their time either kayaking or floating beside the dock. We ate all of our meals in the backyard porch which has a beautiful view to the lake.
Top Guest favourite
Home in Lake Placid
5 out of 5 average rating, 54 reviews

Stunning Lakefront Luxury Getaway

MelissaRating, 5 stars2 days ago
The home and location were absolutely beautiful. Tucked in the cove on Lake Henry, with a stunning dock view and patio area. The home was clean, and plenty of space for our big family to have room hanging out and in the kitchen. Would highly recommend the home and wonderful service and accommodations that Jennifer provided. Thank you for the great stay!
Top Guest favourite
Home in Avon Park
5 out of 5 average rating, 50 reviews

Sandhill Retreat on Lake Letta

VinnyRating, 5 stars1 week ago
The home was beautiful, spacious, and has everything you need to enjoy you getaway. Huge dock has wonderful views and a great place to relax or fish. Janet was super accomodating and her communication is excellent, always responding quickly. The place is really clean and up-to-date, and the neighborhood is quiet and friendly. 100% reccommend if you need a place in the area as the pictures and descriptions Janet provides on the site are accurate. We enjoyed our stay and hope to book again next summer. Thank you Janet!
Guest favourite
Home in Lake Placid
4.73 out of 5 average rating, 22 reviews

Pet friendly, access to Lake June

MelanieRating, 5 stars4 weeks ago
Darcee’s home was perfect for our family of 5. It had a ton of space for us to feel comfortable and like home. The house was in pristine shape.. had all the amenities and more that we needed. She was so flexible with our check in and addressed any questions prior to our arrival expeditiously. I would recommend her home immediately and do hope to go back and use it again!
Guest favourite
Home in Avon Park
4.85 out of 5 average rating, 98 reviews

Private Lakehouse

JeffreyRating, 5 stars1 week ago
Chris was outstanding actually this is my second time using this location. We really enjoyed ourselves and Chris was always a call/text away from answering any questions that i had.
Top Guest favourite
Home in Sebring
4.97 out of 5 average rating, 127 reviews

Manatee Manor 3/2 House on Lake Sebring!

MariMarRating, 5 stars4 weeks ago
Absolutely perfect in every way! This was our second stay—and we’ve already booked our third because we just can’t get enough. The home is spotless, with exceptionally thorough cleaning and a clear sense of care and pride in every detail. Everything is beautifully maintained, from the fresh new carpet to the incredibly comfortable King bed in the master. The kitchen is fully stocked with everything you could possibly need, making it feel just like home. We also loved the thoughtful extras—bikes, kayaks, a peaceful netted seating area, and a private pier that made fishing on the lake a daily treat. The entire place has a warm, homey feel that makes it easy to relax the moment you arrive. The host is amazing, friendly, helpful, and genuinely invested in making your stay perfect. We couldn’t be happier and recommend this home 100% to anyone looking for a peaceful, well-equipped, and truly welcoming getaway. You'll love it here!
Guest favourite
Home in Sebring
4.85 out of 5 average rating, 26 reviews

The Coonbottom Château

ScottRating, 5 stars3 months ago
My wife and I were in town visiting her parents, and this was the perfect place for our stay. Our two adult children joined us. This place was spacious and accommodating and provided the privacy needed for all of us, yet had several great communal spaces for us to hang out. If you’re looking for tranquility, this is the perfect spot! Super quiet. Rarely saw the neighbors or car drive down the street. We arrived slightly early and were able to check in as Aaron had the place ready for our arrival. Wouldn’t hesitate to stay here again. Thanks Aaron!

Cottages with a kayak

Guest favourite
Cottage in Lake Placid
4.97 out of 5 average rating, 62 reviews

Lakefront Charming Cottage

BethanyRating, 5 stars4 weeks ago
I could go on and on about how amazing this place was!! 10/10 absolutely would recommend. Beautiful home with any amenity you could think of. So many wonderful touches here, truly so much care and thought put into it, that’s easy to see! Location was perfect as well. Beautiful property. We are already looking to book again for next year. If this place is available - book it!!
Top Guest favourite
Cottage in Lake Placid
5 out of 5 average rating, 24 reviews

The Lazy Lakehouse Cottage on Lovely Lake June

AmandaRating, 5 stars4 weeks ago
This is our 3rd stay in the past year. We LOVE this place. Kelly is an excellent host and we feel at home at her lake house.
Top Guest favourite
Cottage in Lake Placid
5 out of 5 average rating, 60 reviews

Perfect secluded lake house retreat!

TamiRating, 5 stars3 weeks ago
Our stay here was wonderful! We will be back for sure! Michael was the best host. We had an issue and he took care of it immediately! Ryan came out in a timely manner and went above and beyond. They were pleasant, kind, and very helpful. Local recommendations were also great! The home is spotless and just a perfect peaceful place to enjoy some time away from your busy schedule. Thank you, Michael and Ryan you guys are the best!
Superhost
Cottage in Lake Placid
4.81 out of 5 average rating, 31 reviews

Tranquil 2/1 Cottage, deck & fire pit on Lake

KyleRating, 5 stars3 weeks ago
Charlie was very accommodating to us. We are remodeling our house and of course construction always takes longer than expected. Most serine view and felt like vacation essentially with the construction stress..
Guest favourite
Cottage in Sebring
4.96 out of 5 average rating, 25 reviews

Lake Retreat | Kayaks, Jacuzzi & Stunning Sunrises

MartinRating, 5 stars4 weeks ago
Beautiful grounds and impecable home. Fully stocked with everything you might need. Peaceful surroundings. Great place to disconnect. Guillermo was very responsive to any questions and welcoming. It’s a real hidden gem. Will be back for sure

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