Holiday 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, 139 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

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, 160 reviews

Cute Crystal Beach home steps from the ocean!

Child friendly, cozy home with 2 bedrooms and 1 bathroom, about 200m to the beach on a direct access road--this cute beach house is a great place to relax with family/friends. Come hang out on the large patio where you can see and hear the ocean and or hang out underneath and enjoy the fire pit, outdoor games, an outdoor shower, grill, kayak and paddle board. Plenty of activities to keep you entertained on your next beach vacation! Up to two well behaved dogs are welcome for a $50 pet fee.

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, 352 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.

A person holds a large fish near a green kayak and a yellow kayak, positioned on a dock by the water. The image also features a modern kitchen with granite countertops, white cabinetry, and stainless appliances, illuminated by natural light from nearby windows.

4.94 out of 5 average rating, 236 reviews

Bikes, kayaks, pickelball, firepit! Prime fishing!

Borrowing from Walt Disney's mission for Disneyland, our mission for 'Kachina 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

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, 159 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, bikes, games and more. Large deck and waterfront patio w/ gas and 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!

4.98 out of 5 average rating, 176 reviews

An aerial view of a modern beach home reveals a spacious deck with multiple lounge chairs and access to a private dock. The home is situated by the water, showcasing a swimming pool and nearby boats, with surrounding greenery adding a natural touch.

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+Bonus Room downstairs/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!

4.97 out of 5 average rating, 123 reviews

A scenic view of the waterfront is captured, featuring the sun rising above the horizon. A hammock is suspended between two posts on the deck, overlooking the calm water and lush greenery nearby. A dock extends into the water, enhancing the serene backdrop.

Home in San Leon

“Sunny San Leon Casita”

Beautiful waterfront place in sunny side San Leon with one bedroom and queen bed, sectional couch in living room and air mattress. The living space is open concept with full kitchen overlooking the dining and living area, perfect for families. Pier 6,Topwater and Gilhooley’s restaurants are just 1 mile away.Just minutes from Kemah Boardwalk. This property sits right on the water! Your waterfront vacation home to relax and enjoy the scenery, come and relax or fish in this beautiful place.

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.

4.97 out of 5 average rating, 151 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

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.

4.94 out of 5 average rating, 160 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

4.8 out of 5 average rating, 128 reviews

A wooden bench is positioned on a grassy area adjacent to a calm river. Lush greenery and trees line the opposite bank, reflecting the warm colors of the foliage in the water. The scene conveys a serene, natural setting ideal for relaxation.

Guest suite in Dickinson

Riverside getaway between Houston & Galveston

Riverside Manor is a peaceful retreat outside of Houston, just 15 min from NASA and Galveston island. This self enclosed Guest suite has a private entrance, bathroom and kitchenette (no full stove). Exit through the kitchenette straight down to the river, where you can relax around the fire pit, fish in the Bayou or paddle a kayak (or 3). Property is raised up amongst the trees, surrounded by nature and peace. Can sleep 4 but best suited for one couple, families or 3 close friends.

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.

4.96 out of 5 average rating, 119 reviews

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

Ideal for a family or friends Galveston Getaway RAIN or SHINE with WEEKLY & MONTHLY DISCOUNTS SEPT-APRIL! With a hot tub tiki-bar, the Peacock Cabana is a sanctuary perfectly positioned near the sun-kissed beach and local attractions! With three big bedrooms, inviting balconies, a sprawling yard with games, and a fully-equipped kitchen, there’s something delightful for every member of your family. 1 Block Golf Cart Ride to Beach! 5-Min to Restaurants Easy 20-Min Drive to Downtown

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.

4.95 out of 5 average rating, 135 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!

Popular amenities for Jamaica Beach kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

A scenic view of a sunset over the beach can be appreciated from the deck. Layers of orange and purple hues blend in the sky, while green vegetation and water are visible in the foreground, providing a tranquil backdrop to the scenic coastline.

4.9 out of 5 average rating, 20 reviews

Cozy Beach Cottage - 2/1 up & Second Bath down

Home in Bolivar Peninsula

A spacious beach house is featured with a vibrant turquoise exterior. The large deck is furnished with colorful Adirondack chairs, providing a relaxing outdoor space. The area beneath the house includes additional seating and picnic tables, with greenery surrounding the property.

4.99 out of 5 average rating, 71 reviews

Feelin Beachy 3BR | Crystal Beach TX + Golf Cart

4.92 out of 5 average rating, 25 reviews

Home in League City

2 KING, 1 queen Remodeled Fenced Yard, NASA KEMAH

The exterior of a spacious two-story home is visible, featuring a covered balcony and a wooden deck. Palm trees are situated in the yard, which is bordered by a waterway. Outdoor seating is arranged on the patio, offering a comfortable area for relaxation.

4.98 out of 5 average rating, 51 reviews

Terramar canal great views, beach, kayaks, fishing

The exterior of a spacious three-story beach house is visible at dusk, featuring a private pool and a covered lounge area. Kayaks sit by the pool, and multiple balconies overlook a well-maintained lawn and canal.

4.81 out of 5 average rating, 27 reviews

Brand New Canal Home With Heated Pool

4.95 out of 5 average rating, 98 reviews

Home in League City

Entire Home in League City near NASA & Kemah

4.97 out of 5 average rating, 63 reviews

A spacious pool area is depicted, featuring a sparkling blue pool with a surrounding brick deck. Sunlight reflects off the water, enhancing the serene atmosphere. The covered patio provides shaded seating options, offering a perfect spot for relaxation by the pool.

Home in Seabrook

A Warm Nest-Pool/Close to Kemah Boardwalk & NASA!

4.92 out of 5 average rating, 39 reviews

A dining area on a wooden deck is set with plates and glasses, facing a scenic view of the beach and ocean. Tropical-patterned cushions add a pop of color to the wicker chairs. The sky is filled with clouds, reflecting a warm evening light.

Home in Freeport

Island Fancy

Other holiday rentals with a kayak

4.87 out of 5 average rating, 31 reviews

Paradise Isle, 2b/2ba game room, beach and bay.

4.73 out of 5 average rating, 109 reviews

A contemporary lakefront home features a dynamic architectural design with sharp angles and a spacious deck. Warm evening light casts a glow on the facade, reflecting off the calm lake surface. A lush green lawn surrounds the structure, enhancing its inviting setting.

Home in Seabrook

Stunning NEW Waterfront Retreat

5 out of 5 average rating, 12 reviews

A covered balcony offers sweeping views of the bay, framed by green walls and a light-colored railing. Two comfortable chairs are positioned for relaxation. Lush green grass and a path can be seen below, leading toward the water, enhancing the serene outdoor setting.

Apartment in Galveston

Pointe West-resort amenities community pool,

4.86 out of 5 average rating, 99 reviews

Condo in Galveston

Beachfront Condo | Pool + Resort Amenities

A canal beach house is depicted, showcasing a multi-level exterior with spacious balconies. Several outdoor seating areas are visible on the upper deck. Lush green grass surrounds the property, and neighboring homes can be seen in the background under a clear blue sky.

4.93 out of 5 average rating, 14 reviews

Sunset luxury: Boat lift, kayaks, firepit! 5 bdrm

Tiny home in Crystal Beach

A spacious outdoor area is seen, featuring well-maintained grass and a palm tree. Bright blue lounge chairs are positioned on one side, while a converted bus is parked nearby. The background includes a colorful mural, adding a touch of vibrancy to the setting.

4.74 out of 5 average rating, 38 reviews

Skoolie glamping on Canal w/boat dock

5 out of 5 average rating, 12 reviews

Home in Hitchcock

Fair Haven on Highland Bayou

Three individuals are seen kayaking in calm waters surrounded by palm trees and residential homes. The kayaks are in vibrant colors: green, blue, and orange. A serene sunset casts soft hues over the waterway, enhancing the tranquil atmosphere.