Vacation rentals with a kayak in Holmes Beach

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Popular amenities for Holmes Beach kayak rentals

House rentals with a kayak

Guest favorite
A peaceful river view showcases a small boat moored at a private dock. Lush mangroves line the waterway, while a lantern stands in the foreground, adding a touch of charm to the natural landscape.
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 favorite
The exterior of a wooden house is seen from the river, surrounded by trees and tropical foliage. A spacious deck wraps around the home, furnished with outdoor seating. The calm water reflects the structure and nearby greenery, conveying a serene atmosphere.
Home in Bradenton
4.93 out of 5 average rating, 81 reviews

Rambling River Retreat on the Manatee River

AleahRating, 5 stars1 week 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
A wooden deck overlooks a serene river view, featuring two large yellow umbrellas providing shade. Colorful chairs in red and blue are positioned around a small table, inviting relaxation in a tranquil outdoor setting surrounded by lush greenery.
Home in Brandon
4.82 out of 5 average rating, 33 reviews

Water Front Home to Alafia River

SeniquaRating, 5 stars2 weeks ago
House was clean with lots of things to do on property. Private area and relaxing. Accommodated my 10 guest.
Top guest favorite
A wooden dock extends into the calm water, surrounded by lush greenery. A covered boat lift is positioned at the end of the dock, while palm trees and residential buildings are visible in the background under a clear blue sky.
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 stars1 week 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 favorite
The exterior of the bungalow features a well-maintained façade with light yellow siding and contrasting dark shutters. A small palm tree is positioned in front, surrounded by decorative landscaping, while a stone pathway leads to the front door.
Home in Old Seminole Heights
4.96 out of 5 average rating, 179 reviews

Sunbaked Bungalow

VictorRating, 5 stars10 months ago
Upon arrival at the designated location, we discovered that all items were situated in their proper places. The cleanliness of the house was impeccable, and it was well-equipped with everything we required throughout our stay. Ross demonstrated exceptional hosting skills and maintained consistent communication.
Superhost
A view of the spacious dining area is shown from above, featuring a round table surrounded by four chairs. Natural light floods the space through large windows, highlighting the hardwood flooring and contemporary decor.
Home in Old Seminole Heights
4.82 out of 5 average rating, 176 reviews

Reel relaxing on the river walk 2 Lowry Park Zoo

ChrisRating, 5 stars1 month ago
What a great place for our stay in the Tampa area. Easy access to the airport, Ybor and other areas of town as well as to the interstate to get to other places in the region. The house was exactly what we needed, very clean and comfortable. The place had so many amenities we didn't even have a chance to try them all. We'll definitely be back our next time in Tampa.
Superhost
A storage shed is showcased, revealing two kayaks in vibrant colors, one blue and one orange, resting against the wall. Bicycles in various colors and styles are neatly arranged inside, creating an accessible area for outdoor equipment.
Home in St. Petersburg
4.8 out of 5 average rating, 251 reviews

Bungalow near the sea

DonnaRating, 5 starstoday
Very nice place. Felt at home. We enjoyed walking around the neighborhood and to the bay.
Superhost
Home in Ruskin
4.89 out of 5 average rating, 35 reviews

Waterfront Home w/ guest house!

HeatherRating, 5 stars8 months ago
Spacious with lots of fun things to do. Brock was a great host and when we realized my son lost something at the house, they searched for it and mailed it to us- amazing! Really great place with good people taking care of it. Definitely would stay again!

Cottage rentals with a kayak

A charming duplex features a bright pink exterior with white awnings. A swing and patio chairs are located in the front yard, surrounded by potted plants. Bicycles are parked nearby, enhancing the inviting atmosphere of this beachside property.
Cottage in Clearwater Beach
4.76 out of 5 average rating, 146 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

LoniRating, 5 stars3 months ago
Our cottage wasn’t ready when we arrived but Captain Al was very responsive and accommodating! He provided us another cottage in a timely manner and generously took care of our dinner tab while we waited. It was very chilly in Florida during our stay and Captain Al brought us an additional space heater to use during our stay. The location is amazing and the cottages are very unique! We’d definitely come back!
Guest favorite
A modern kitchen features white shiplap walls and an island with a light marble countertop. Four wooden bar stools with caned backs are positioned at the island. Pendant lights with woven shades hang above, and silver appliances are visible in the background.
Cottage in Holmes Beach
5 out of 5 average rating, 6 reviews

Anna Maria Cottage w/Golf Cart

AmandaRating, 5 stars6 days 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 favorite
A wooden boardwalk leads directly to the beach, framed by sandy dunes and swaying grass. The clear blue sky meets the calm waters of the Gulf, creating an inviting scene for beachgoers. The soft beach sand stretches out, blending seamlessly into the horizon.
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 favorite
A hot tub is seen on a patio, surrounded by greenery and overlooking a serene river. Two individuals are comfortably seated, enjoying the bubbling water. Trees and shrubs frame the scene, contributing to a peaceful outdoor setting.
Cottage in Tampa
4.95 out of 5 average rating, 122 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

Kemp Signs & ServiceRating, 5 stars1 week ago
Hosts was accommodating and quick to respond. Nice, quiet, hidden, place to kick back and relax after a long day!
Top guest favorite
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 favorite
Cottage in Tampa
4.97 out of 5 average rating, 197 reviews

Bay Lake Cottage

Michelle AnnRating, 5 stars6 days 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 favorite
Two brightly colored paddle boards rest against a white fence in a green yard. The vibrant boards are positioned side by side, with the lush grass providing a natural contrast. Behind the fence, palm trees and a light-colored home are visible under a clear blue sky.
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 stars1 week 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 favorite
Two blue adirondack chairs are positioned by the water's edge, offering a serene view of the river. A weathered stump sits between the chairs, while nearby trees provide shade. In the background, residential homes can be seen along the riverbank.
Cottage in Riverview
4.93 out of 5 average rating, 84 reviews

Alafia River Cottage

Jessica MorrieRating, 5 stars2 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 vacation rentals with a kayak in Holmes Beach

  • Total rentals

    10 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    380 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Wifi availability

    10 properties include access to wifi

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