Holiday rentals with a kayak in Longboat Key

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Popular amenities for Longboat Key kayak rentals

Holiday House Rentals with a Kayak

Guest favourite
Home in Tampa
4.88 out of 5 average rating, 26 reviews

Waterfront home with pool and Jacuzzi. Boat to bay

AmyRating, 5 stars1 month ago
We enjoyed our stay in Tampa at Chris’s home. House was exactly as described and in pictures. The pool and hot tub was a great addition. Chris was very responsive and accommodating. We enjoyed our short visits from Joseph the cat and friend .
Guest favourite
Home in Bradenton
4.93 out of 5 average rating, 81 reviews

Rambling River Retreat on the Manatee River

AleahRating, 5 stars2 weeks ago
What a Gorgeous and unique Airbnb. I loved the history behind the house and its tie to the Nitty Gritty Dirt Band. It truly felt like a little piece of history. The view out the kitchen window alone was worth the stay. Most peaceful cup of coffee I’ve had in a long time. The beds were comfy, the decor was modern yet meaningful. We partook in the kids game selection. We truly enjoyed our stay. I look forward to our next visit. We even meet and chatted with Wylan on the day of our departure and honestly couldn’t have been a nicer more welcoming host. A big thank you again for opening your home to us!
Superhost
Home in Brandon
4.82 out of 5 average rating, 34 reviews

Water Front Home to Alafia River

NormanRating, 5 stars2 weeks ago
Was great for what we needed it for rent around the corner from the event nice peaceful clean everything was said it was it was
Guest favourite
Home in Tarpon Springs
4.86 out of 5 average rating, 29 reviews

Clean and Spacious Remodeled Home! Master Suite

JanelleRating, 5 stars2 months ago
We had an absolutely fantastic week at Ryan’s place. It was clean with comfortable beds. Some of the extra amenities we enjoyed: Brita water filter, beach chairs, games, and a large garage, which we used to store our kayak trailer when not in use. The location is perfect if you’re looking to explore Tarpon Springs, and a great base for kayaking spring fed rivers within an hour or two drive. Having the nature trail across the street was perfect for morning dog walks.
Top Guest favourite
Home in Apollo Beach
4.98 out of 5 average rating, 135 reviews

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

MicheleRating, 5 stars2 weeks ago
Beautiful, well maintained and stocked property(toilet paper, trash bags etc)!! We enjoyed fishing off the dock as well as relaxing in the hot tub while the kids played in the pool! The beds were comfy home was clean and comfortable! Didn’t hear a complaint from anyone! We loved that the home was located walking distance to restaurants!
Top Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 21 reviews

Beautiful MidCentury Modern Home

PattyRating, 5 stars1 month ago
Michael's home was beautiful! It was exceptionally quiet, perfect for sleeping. The kitchen is spotless, well stocked, very organized and inviting to use. My favorite space was the lanai. We enjoyed the outdoor space for coffee each morning, and a glass of wine in the evening. Neighborhood is safe, friendly, walkable, with beautiful sunsets by the water down the street. Michael was very helpful and immediately responsive when we had some travel issues due to weather.
Superhost
Home in Tarpon Springs
4.7 out of 5 average rating, 37 reviews

A Riverview Hideaway

MichelleRating, 5 stars26 months ago
Super unique home, great location, close to everything, but also tucked away. The home had something for everyone, fishing, lots of space and very cool antiques. The home was very clean and inviting. Pete and Tammy were great, we look forward to visiting again. Thank you for everything!
Guest favourite
Home in Tarpon Springs
4.92 out of 5 average rating, 13 reviews

Boat house on the gulf 4B/3B

RyanRating, 5 stars1 week ago
Joey was outstanding when it came to any questions we had for the house, very responsive. House is exactly as described and the views are outstanding. Joey even had some extras for our arrival.

Cottages with a kayak

Guest favourite
Cottage in Holmes Beach
5 out of 5 average rating, 6 reviews

Anna Maria Cottage w/Golf Cart

AmandaRating, 5 stars1 week ago
Our stay was great. Having the Golf Cart was so handy we didn’t have to rent one. The house is nice and clean the bedding towels. Everything was nice and clean. We would definitely stay again.
Guest favourite
Cottage in Pass-a-Grille Beach
4.87 out of 5 average rating, 166 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

CindyRating, 5 stars4 months ago
If you are looking for a historic, old-school Florida home, this is it. The only reason it isn’t a perfect score is that the hurricane closed most of the shops that make Pass-a-Grille quaint. We were able to support a few local restaurants, and the local traffic was very light. We wouldn’t have changed our trip, but it would have been good to know. It seems like businesses are working hard to get back on their feet. Overall a good experience. I appreciate Lisa’s great responsiveness.
Guest favourite
Cottage in Tampa
4.95 out of 5 average rating, 123 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

HanselRating, 5 stars3 days ago
Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.
Top Guest favourite
Cottage in Bradenton
5 out of 5 average rating, 28 reviews

2/2 Charming Riverfront Cottage w Deck & Kayaks

RenaeRating, 5 stars3 weeks ago
We love this little cottage! The view from the back is phenomenal - we even saw a couple gators. The set up is so good for pets. The cottage has everything you need and the primary bed is more comfortable than a hotel bed. 10/10 and would def stay here again!
Top Guest favourite
Cottage in Tampa
4.97 out of 5 average rating, 197 reviews

Bay Lake Cottage

Michelle AnnRating, 5 stars1 week ago
We had such a great stay at Kristin’s place! It was super cute, really clean, and had everything we needed. Kristin was amazing — super responsive and helpful with all of my questions. The AC worked perfectly, which was such a relief with the April heat, and the shower was awesome too. There was a little construction nearby, but honestly, we barely even noticed it, and Kristin made sure to let us know about it ahead of time. The private dock felt so peaceful and tucked away, and the gazebo made the perfect spot for our wedding ceremony — it was seriously magical. Kristin made us feel so welcome and at home, and we couldn’t have asked for a better place to have our special day. We’re so grateful and would definitely stay here again!
Guest favourite
Cottage in Crystal Beach
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars7 months ago
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!
Guest favourite
Cottage in Indian Rocks Beach
4.95 out of 5 average rating, 19 reviews

Sandy/Salty- Sleep 16 - 2 homes connected by yards

LexiRating, 5 stars2 weeks ago
Great gathering place for an extended family to get together. Very short walk to a stunning beach Great for kids. Perfectly located next to a park as well which was great.
Guest favourite
Cottage in Riverview
4.93 out of 5 average rating, 84 reviews

Alafia River Cottage

Jessica MorrieRating, 5 stars3 weeks ago
The Alafia River House did not disappoint. Check in was easy with helpful photos & directions. The neighborhood is pretty quiet but yet close to everything too. The house is tucked in right on the river, the yard is lush & Florida tropical, it is the perfect place to sit & read, eat a meal or take a nap. Watching the chickens and surrounding nature are an added bonus. The home is old with character, but so clean & refreshing. All the things you need and more are carefully stowed in antique furniture. Martha is easy to contact, but you shouldn’t need anything. The kitchen is up to date & has all of the extra things that you probably forgot to bring. My husband and I had a sweet trip & the Alafia River House was a gem. Thank you Martha.

Quick stats about holiday rentals with a kayak in Longboat Key

  • Total rentals

    50 properties

  • Nightly prices starting at

    $184 AUD before taxes and fees

  • Total number of reviews

    520 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore

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