Vacation rentals with a kayak in Clearwater

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Popular amenities for Clearwater kayak rentals

House rentals with a kayak

Top guest favorite
A view from the patio showcases vibrant turquoise chairs arranged around a small table, overlooking a canal. Two kayaks glide through the water, and string lights provide soft illumination above the outdoor space. Flowers add a touch of color to the gravelled area.
Home in Holiday
5 out of 5 average rating, 36 reviews

Holiday fun canal home

CarmenRating, 5 stars1 month ago
This place was amazing. Dave and Rita, thank you for the wounderful touch of receiving us with fresh flowers and snacks. The home is furnished to comfort, beds are very comfortable, and the amenities the home has a wou.derful. This home is a great space to gather with family and friends. Hot tub was amazing for us to relax after a long day at the beach. Having access to grill and the seating area was great. We also had the opportunity to enjoy a visit from the dolphins. Definitely, would recommend this property and will be back for future visits.
Guest favorite
A heated saltwater pool is framed by a spacious patio, featuring several lounge chairs. A pink flamingo float adds a playful touch to the water. The view includes surrounding palm trees and a serene waterway, enhancing the outdoor relaxation space.
Home in New Port Richey
5 out of 5 average rating, 8 reviews

Waterfront Oasis

KenRating, 5 stars1 month ago
Had the pleasure of staying here for a few days. Nice quiet neighborhood and a very peaceful and relaxing time hanging out here. Would not hesitate to book again only next time would like to book a fishing trip on the Reel Anomaly docked out back. Just book it and enjoy.
Top guest favorite
A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.
Home in Holiday
4.98 out of 5 average rating, 55 reviews

*NEW* Riverside Retreat w/Pool

HeatherRating, 5 stars2 weeks ago
Everything was absolutely perfect! Beautiful and quiet neighborhood. The house was perfect to stay in, very cozy and spacious. Perfect spot for our home base when going to Universal for a day. The weather was perfect as well and being able to kayak down the river a bit was very therapeutic. Would love to come back again, especially to visit Tarpon Springs again. Love from Louisiana.
Top guest favorite
The beachfront property showcases a three-story white home with a sloped metal roof, two garage doors, and a welcoming front porch. Lush palm trees frame the sides, while a brick driveway leads to the entrance, emphasizing the home's attractive coastal design.
Home in Apollo Beach
4.98 out of 5 average rating, 138 reviews

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

ReneeRating, 5 stars1 day ago
This house was perfect in every way!!!! I have two handicapped parents and was able to bring them thanks to the elevator. The pool was great for the kids but the game room was the real winner here. There was something for everyone in this house. It was spacious so we didn’t feel as if we were on top of each other. Would gladly stay here again and highly recommend this house for a family getaway.
Top guest favorite
A cozy bedroom features a queen-sized bed with a light pink quilt and decorative pillows. An air conditioning unit is mounted above, while natural light filters through the windows adorned with white blinds. A mirror and a bedside table with a lamp complete the tranquil setting.
Home in Odessa
4.95 out of 5 average rating, 20 reviews

The Weekender- Lake Access, Bikes, Outdoor Living

LaurenRating, 5 stars1 month ago
This place was absolutely amazing. From the moment I walked in, the house was clean and welcoming. Everything I needed was exactly where Kimberleigh said it would be. Kimberleigh has everything you could possibly need, from make up remover wipes to hair ties and straighteners in case you forgot your own. The home was sparkling clean and quite comfortable, with extra throw blankets and pillows. Every detail you can think of for a peaceful getaway has been executed. Kimberleigh, thank you for the clear communication and quick responses to everything and having such a beautiful getaway spot you’re willing to share with the world. I didn’t want to leave but I will certainly be back.
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, 260 reviews

Bungalow near the sea

MarybethRating, 5 stars1 week ago
Place was great. Very accommodating and pleasure to deal with. Thanks for everything!
Guest favorite
An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.
Home in Holiday
4.91 out of 5 average rating, 80 reviews

Lakefront Paradise with Private Saltwater Pool

WarrenRating, 5 stars1 week ago
Very nice set up with plenty of activitys to do, Salt water pool was fantastic, Nice clean house Will definitly go back
Superhost
The image captures a serene waterfront view featuring a private dock leading down to the calm canal. A spacious backyard with lush green grass frames the caged pool area, while mature trees and tropical plants provide a tranquil setting.
Home in Tampa
4.81 out of 5 average rating, 117 reviews

Casa Paraiso- Pool Home with Canal Access

SeanRating, 5 stars2 months ago
Very clean and comfortable bungalow with a stellar backyard area with lots of seating and places to lounge. Multiple tvs and a very fun game room, and three spacious bedrooms. Located in a great area with just two miles to Publix and other retail locations. The kitchen was fully stocked - could use a little love, as the silverware and cutlery were well used - and clean. The hosts are truly the hidden asset of this unit. Upon arrival, we learned that the previous tenant had broke the coffee pot. We asked Lorena about this on arrival and had a new coffee pot delivered in 90 minutes! Never had faster responses to any requests, and it was all positive. Very impressed and would stay again.

Cottage rentals with a kayak

Superhost
A serene beach scene shows soft, white sand stretching along the shoreline, meeting gentle turquoise waves under a clear blue sky. A few people are visible enjoying the beach, with vibrant green vegetation and distant structures lining the coast.
Cottage in Pass-a-Grille Beach
4.81 out of 5 average rating, 277 reviews

Sunny PaG Island rental w/bikes-just steps2beach

ChristopherRating, 5 stars3 weeks ago
Great place right on Pass-A-Grille. Far enough from the restaurants to be quiet, but close enough to walk/stumble to. Beach access is very close. Parking as easy as possible. Rental was Clean and Plenty of Amenities. Would stay again.
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
4.77 out of 5 average rating, 149 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

MarkRating, 5 stars1 week ago
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!
Guest favorite
A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.
Cottage in Ruskin
4.91 out of 5 average rating, 117 reviews

Little Manatee River Cottage

CharlesRating, 5 stars1 month ago
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !
Guest favorite
Cottage in Tampa
4.94 out of 5 average rating, 125 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

HanselRating, 5 stars1 month 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.
A comfortable living area features light-colored leather seating arranged around a softly textured rug. Natural light fills the space through large windows, complemented by a ceiling fan and neutral wall tones. A dining area and kitchen are visible in the background.
Cottage in Port Richey
5 out of 5 average rating, 4 reviews

Riverfront Home w/ Putting Green & Boat Dock!

KatyRating, 5 stars14 months ago
Thanks for having us. Great location!
Guest favorite
A cozy living space features a dark leather couch and a decorative wooden coffee table. Natural light streams through large windows adorned with blue patterned curtains. A flat-screen TV is mounted on the wall, and a wooden cabinet displays nautical-themed decor.
Cottage in Riverview
4.93 out of 5 average rating, 86 reviews

Alafia River Cottage

AngelaRating, 5 stars3 weeks ago
This place was wonderful ! Martha was great and very responsive anytime ! Quiet and peaceful and very charming cottage ! Will definitely be returning
Guest favorite
A private gated entrance opens to a gravel pathway leading to a house surrounded by towering trees. A wooden fence lines the property, with two dogs playfully running through the entrance, creating a welcoming scene.
Cottage in Odessa
4.88 out of 5 average rating, 51 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

NoelleRating, 5 stars1 week ago
Dave and Lindsay gave us our space, but were quick to respond when I had questions. My kids enjoyed giving the horses carrots. I would def stay here again. Highly recommend.
Superhost
A cozy outdoor space is framed by lush greenery and bamboo, containing several chairs arranged around a circular table. A BBQ grill is positioned against the exterior wall of the cottage, and colorful inflatables are placed nearby, creating a relaxed environment.
Cottage in Crystal Beach
4.88 out of 5 average rating, 34 reviews

Elegant Crystal Beach cottage within sea glimpse

BernitaRating, 5 stars3 months ago
This super cute cottage is very clean with up-to-date appliances and beautifully decorated with well-thought-out use of space! We stayed for 10 weeks and slept soundly every night due to the comfortable mattress, peaceful & quiet safe neighborhood. The newer fixtures and large washer/dryer were so convenient. Communication with Mary Jane was fantastic. She’s very responsive to questions and even though she lives next door, never intrusive. She’s so gracious we’d be back in a heartbeat! 💗 Truly one of the best experiences we’ve had in the nearly decade of staying in Airbnbs. Location is a bonus as is very walkable to Bay/Beach or bicycle to the Pinellas Trail. This area has so much to offer with beaches, trails, restaurants, fairs, etc

Quick stats about vacation rentals with a kayak in Clearwater

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$6,277 GYD before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

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