Vacation rentals with a kayak in Jamaica Beach

An aerial view captures the newly updated beach house, highlighting the fenced saltwater pool surrounded by ample seating. The multiple decks and close proximity to the canal offer a spacious outdoor area for relaxation and leisure activities.

4.96 out of 5 average rating, 158 reviews

"R" Beach House-New pool & showers; Updated pics!

Pack up & come play in this beautiful beachhouse located on the "Main Street" canal in Sea Isle, Galveston. Just minutes away from the beach, marina, park, & pier, this home features fun activities, one of which is swimming with the “dolphins” in our sparkling pool. Other fun stuff include a ping pong, foosball, & dual basketball tables plus a double seated kayak & charcoal grill. Guests will enjoy day or night fishing as one of the best ways to unwind or relax upstairs on the lit deck at dusk

Outdoor spacesLocationGrill

4.97 out of 5 average rating, 224 reviews

Villa in Jamaica Beach

Agua Vista Waterfront Paradise/Hot Tub/Fish/Kayaks

Looking for a modern exquisitely decorated beach home where you can fish/kayak right off the back porch & enjoy sunrises/sunsets from multiple private decks? You've found it! Welcome to Agua Vista Waterfront Villa. Our gorgeous modern home features 3bedrooms up+Bonus 4th bedroom down +2.5baths w/ expansive living/kitchen space, Smart TV's in every room, Ping Pong, Kayaks provided for you, Fishing (w/ underwater lights), Shade, Games, 8 person Hot Tub, Fans on all porches and lots of beach toys!

Outdoor spacesLocationCondition

The cottage is a raised, two-story structure with a light yellow exterior, featuring a covered porch and wooden deck. Stairs lead down to a grassy area, surrounded by palm trees. The clear sky above showcases scattered clouds, enhancing the coastal setting.

4.99 out of 5 average rating, 377 reviews

Galveston Bayhouse on Main Canal with Bay View

The cute "Yellow Gator" cottage with amazing views is in Galveston's Sea Isle community. It's a 2 bedroom that sleeps 6 (with queen sleeper sofa). The house with boat dock and hot/cold outdoor shower is just 100 meters from West Galveston Bay, easily accessed by the canal. Easy 1000 meters walk/drive to the beach (parking available). Fishing is fantastic in this area even from the dock. 25 minute drive to city of Galveston. The neighborhood has a full service marina, restaurant and bar.

ValueOutdoor spacesLong stay

A spacious outdoor deck is shown, furnished with a large dining table surrounded by chairs. A vibrant American flag and a flag with a sea motif are seen waving in the breeze. A picturesque canal and neighboring houses are visible in the background under a partly cloudy sky.

5.0 out of 5 average rating, 190 reviews

Canal Home- Fishing & Kayaks, Pet Friendly

3 bedroom, 2 adult rooms, 1 children's room 2 Full beds. Gated dog run adjacent to the house. Located on the canal w/ swim deck, ladder and dog ramp. 2 kayaks to use in the canal (We have adult life jackets only). Lots of outdoor space to enjoy fishing/swimming from the deck or under the house away from the sun. There are underwater lights in the canal for great night fishing. The downstairs area has a bar, outdoor shower, half bath and washer/dryer. City of Galveston Rental ID: GVR-07800

LocationValueComfort

The exterior of Tortuga Cay is shown, featuring a two-story structure with a large deck overlooking the water. Brightly colored chairs are placed around a wooden table, and kayaks are visible at the dock. Lush palm trees flank the home, contributing to the coastal setting.

4.93 out of 5 average rating, 258 reviews

Bikes/kayaks, great fishing, fire pit, pickleball!

Borrowing from Walt Disney's mission for Disneyland, our mission for Tortuga Cay is simple...'to be a place where friends & family can have fun together.' Located on one of the largest canals in Jamaica Beach w/ direct access to Galveston Bay & State Park, you can't ask for a better location... - 10 minute bike ride to the beach, Jamaica Beach Swimming Pool (open seasonally), playground & city park - 20 minute drive to the Pleasure Pier, Moody Gardens, Schlitterbahn, the Strand & Sea Wall

LocationValueHospitality

A two-story beach house is framed by a lush lawn and gravel pathway. The upper deck features railings and is accessible from the front, offering shaded outdoor seating. The ground level is raised, showcasing the sturdy support beams beneath the house.

4.95 out of 5 average rating, 170 reviews

Private Hot Tub - Canal view - Dog Friendly

The Blue Lagoon is the perfect family-friendly getaway in Jamaica Beach. Just a short walk or drive from the beach, it's also surrounded by canals for kayaking and fishing. Wake up to the aroma of fresh breakfast made in the fully equipped kitchen and enjoy the evening relaxing in the spa while your kids play in the fully fenced outdoor area. Comfortably sleeping eight, this home boasts an upper deck with seating, perfect for enjoying those stunning sunsets. Registration: SRT25-000133

Outdoor spacesValueBathroom

A blue home is positioned near calm waters, with a concrete driveway leading up to a raised entrance. A palm tree adds greenery to the landscape, while outdoor seating includes white chairs. A boat lift is visible in the background, indicating access to water activities.

4.92 out of 5 average rating, 194 reviews

Just 1 More

This 2-bedroom home is on a corner lot leading out to West Bay, which makes it Perfect for fishing/crabbing/boating. (Boat lift is available)Home was completely renovated summer of 2022 will all new amenities. There are 2 bedrooms and 1 full bathroom upstairs. There is a separate bathroom downstairs with A/C and heat (note: the bathroom downstairs is not connected to the upstairs) Master bdrm. - one king 2nd bdrm. -queen bunk beds. Living room. -1 queen sleeper sofa STR25-00014

ValueOutdoor spacesKitchen

The waterfront home features a large deck with turquoise lounge chairs and an umbrella, providing a relaxing space. The wooden dock extends into the canal, complemented by lined palm trees and a grassy yard, creating an inviting outdoor area.

4.98 out of 5 average rating, 175 reviews

Waterfront Home! Kids/Pet Friendly! Kayaks/Bikes!

1628 sqft, 3 bedroom, 2 bath home on main floor, sleeps 8. Welcome to Water's Edge in Jamaica Beach where there’s so much to do! Water views are everywhere. House includes kayaks, paddle board, foosball, games and more. Large deck and waterfront patio w/ a charcoal grills, wet bar. Fully-equipped kitchen, open concept living/dining/kitchen. Master bedroom with en suite bath, two additional spacious bedrooms and new bunk bed. Free WiFi and TV streaming. Fenced yard. Pet friendly!

ValueLocationAccuracy

5.0 out of 5 average rating, 113 reviews

A spacious deck features comfortable seating and two green stools, overlooking the tranquil bay. The wooden railing provides a clear view of the calm water and fishing piers extending into the horizon, framed by palm trees under a vibrant blue sky.

Home in Kemah

Steps to Boardwalk, Bayfront, 216ft Pier, Elevator

Our Kemah Bay Retreat is only a 2-3 minute walk from the Kemah Boardwalk and Lighthouse District! You're steps away from family entertainment, shops, restaurants and bars. At the waterfront house, enjoy the sight and sound of the bay from boats and birds passing by. Get on the water with provided kayaks and explore the coast. Fish from our private 216-ft pier. There's an elevator, EV charger, foosball, ping pong, basketball, arcade, outdoor chess/checker and cornhole game.

ValueLocationHospitality

A bright dining area features a round table surrounded by teal chairs. A decorative pendant light hangs overhead, and large windows allow natural light to fill the space. The area includes an open kitchen bar with modern stools and a nautical-themed wall decoration.

4.94 out of 5 average rating, 143 reviews

Jamaica Beach Waterfront Canal Bungalow|Kayaks

This bright, modern canal house is located in Jamaica Beach just minutes from the beach, west end restaurants and grocery store! Check out our guest book for all our favorite nearby and Galveston spots! Fish right off the dock with deck mounted fishing lights, kayak or go for a swim in canal! Enjoy meals on our expansive deck overlooking the water. This bungalow has all of the amenities you need for a wonderful and relaxing getaway with your family and friends!

LocationOutdoor spacesBackyard

An aerial view captures the spacious deck of a vacation home, featuring multiple areas of outdoor seating, including tables and loungers. The house is surrounded by water, with a boat dock visible below. Nearby, palm trees and neighboring homes are framed against a serene bay backdrop.

4.95 out of 5 average rating, 265 reviews

THE COVE - Waterfront, Hot Tub, Close to Beach! 🏖☀️

Welcome to The Cove! This newly renovated vacation home offers 2 bedrooms and 2 full bathrooms. The house sleeps up to 7 guests and is a great place to entertain family and friends. We also offer a fully equipped kitchen and a blackstone grill outdoors to barbecue. Enjoy going around the beautiful bay with kayaks and the beach is only a quick drive away. Make this your home away from home!

ValueLocationBathroom

A serene canal view is presented, featuring wooden docks and multi-level homes along the water. The scene is framed by blue skies and scattered clouds, reflecting a peaceful coastal atmosphere. The calm water surface adds to the overall tranquil setting.

4.93 out of 5 average rating, 145 reviews

Beau's Landing (Canal Front)

Discover our 2-bed canal cottage in Jamaica Beach, TX. Sleeps 4. Cozy interior, fully equipped kitchen, deck with canal views. Downstairs: covered patio with half bath, bar, dining, grill, lounging, and complimentary kayaks/canoes. Explore canals, nearby beaches, and Galveston's attractions. Relax and unwind in coastal comfort! Registration Number: 25-000212

ValueOutdoor spacesHospitality

Popular amenities for Jamaica Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Bolivar Peninsula

An aerial view captures the neighborhood surrounding the beach house, showcasing well-maintained homes and green lawns. The ocean glimmers in the distance, while streets are lined with structures designed for coastal living, illustrating the vibrant community atmosphere.

4.93 out of 5 average rating, 196 reviews

Cute Crystal Beach home steps from the ocean!

Outdoor spacesValueHospitality

A bright living area features large windows with views of the beach and surrounding landscape, complemented by modern seating. A private master bedroom boasts a king-sized bed with decorative pillows and bedside tables. Outside, a hot tub and tiki bar are surrounded by colorful lounge chairs.

4.94 out of 5 average rating, 151 reviews

Ocean+Bay Views|Hot Tub|Golf Cart|TIKI BAR|Premium

LocationOutdoor spacesQuiet

A spacious two-story home is viewed from the front, featuring a light-colored brick exterior and multiple prominent windows. A well-kept lawn is visible, adorned with shrubs on either side of the entrance, which is framed by a simple wreath. Two bright blue chairs are positioned on the front porch.

4.79 out of 5 average rating, 107 reviews

Spacious Home Steps from Beach!

ValueOutdoor spacesAccuracy

4.95 out of 5 average rating, 59 reviews

Jamaican Waves Canal Front, Hot Tub, Dock, Kayaks

LocationOutdoor spacesAccuracy

4.98 out of 5 average rating, 41 reviews

Bay Breeze - Waterfront Home

LocationOutdoor spacesLayout

4.81 out of 5 average rating, 21 reviews

Waterfront Bay Home with Pool

LocationOutdoor spacesCondition

4.95 out of 5 average rating, 84 reviews

Beachfront Ocean Views 2 King Beds Upscale

Outdoor spacesLocationAccuracy

A bright and airy living room is showcased, featuring large windows that offer views of the surrounding landscape. Comfortable seating is arranged around a textured area rug. A flat-screen TV is mounted on the wall, complemented by decorative artwork and soft lighting.

5.0 out of 5 average rating, 17 reviews

Labor Day Weekend Fun *Views Views Views*

LocationOutdoor spacesAir conditioning

Other vacation rentals with a kayak

4.91 out of 5 average rating, 220 reviews

A three-story villa is displayed, featuring a modern exterior with white walls and a dark shingled roof. A landscaped yard with a stone border surrounds the entryway. A serene bayou lies adjacent to the property, with a private dock visible along the water's edge.

Villa in Dickinson

Waterfront Retreat Getaway Gameroom FirepitFishing

Outdoor spacesLocationBathroom

5.0 out of 5 average rating, 4 reviews

Bayside Canal Home | Private Boat Lift and Tiki

AccuracyCleanlinessCheck-in

4.96 out of 5 average rating, 27 reviews

Cozy Beachfront House, Steps to Sand, Sea Isle

LocationOutdoor spacesFamily

A serene waterfront scene is captured at sunset, as soft hues of orange and pink reflect off the calm water. Wooden docks lead to charming houses on either side, with boats gently bobbing in the distance under a clear sky.

5.0 out of 5 average rating, 69 reviews

Home in Jamaica Beach on Canal

ValueLocationDecor

An aerial view captures the home situated along a canal, with multiple waterfront properties visible nearby. The house features a light blue exterior and a covered deck facing the water. The bay stretches out in the background under a clear sky.

4.94 out of 5 average rating, 52 reviews

5 O'Clock Somewhere @ Sea Isle --- 4 bed 3 bath!

Outdoor spacesLocationAmenities

5.0 out of 5 average rating, 15 reviews

Water front Turtle Cove w/ private pool

Outdoor spacesLocationBeach

4.52 out of 5 average rating, 273 reviews

Waterfront Vacation Home

LocationOutdoor spacesGetting around

A coastal home is positioned on stilts above a canal, featuring a large upper deck with multiple lounge chairs and two umbrellas. Kayaks are visible along the dock, with palm trees and manicured grass creating a relaxing outdoor environment.