
Vacation rentals with a kayak in Jamaica Beach
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Top-rated kayak rentals in Jamaica Beach
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"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

Pelican Lookout | Heated Pool, Spa, Fire Pit, Bar
STR25-000016 Welcome to Pelican Lookout - A waterfront escape in Jamaica Beach with beautiful panoramic views on the main canal that sleeps 12 guests! Ideal for families & friends looking to relax & enjoy coastal living! This resort-style home combines comfort, fun amenities & easy beach access. Relax in the heated pool, gather around the fire pit, or catch the game on the oversized TV at the poolside bar. With 100 feet of canal frontage, you’ll have plenty of space to fish or launch a kayak.

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.

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

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!

"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.

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

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

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

Waterfront Home! Pet Friendly/Kayaks/Ping Pong
Tampico Breeze waterfront house includes kayaks, paddle board, ping pong, foosball, darts, corn hole, bikes, and more. Large deck, dock and waterfront patio with charcoal grill and wet bar. Fully-equipped kitchen with new quartz countertops, open concept living/dining/kitchen. Large master bedroom and two adjoining bedrooms with recently renovated large bathroom, and a bunk room with 2 bunk beds and its own renovated bathroom. Free WiFi and TV streaming. Fenced yard. Pet friendly!

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!

Crashboat Camp Apartment on the Bay
We live here, which is why we only accept guests with previous favorable reviews. Crashboat Camp Bayside Apartment is on waterfront property. Relax in our well-appointed guesthouse, which has 2 bedrooms with luxurious high-quality cotton sheets and beautiful bedding (1 king & 1 queen). There is a quaint combo food-prep/sitting room with a fold-out queen couch. The shared property has a fishing pier over the water with large fishing lights.
Popular amenities for Jamaica Beach kayak rentals
House rentals with a kayak

Sunset Surf Lodge

Fleur De Galvez

Casa De Palmas: Waterfront retreat with pool

Home in Jamaica Beach on Canal

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

Galveston Sea Isle Canal Front Home close to beach

Sunset luxury: Boat lift, kayaks, firepit! Sleeps

New Listing! Blue Heron House!
Other vacation rentals with a kayak

Beach View | Bedroom Balcony | 12 Min Walk 2 Beach

Flamingo on Frio - Play on the Bay - 2 King Beds

Waterfront Getaway at Jamaica Beach

Brand New Canal Home With Heated Pool

All Decked Out! Beachfront! Pets! Hot tub! Cart

Blue Haven: Canalfront home w/ kayak & balcony

Holy Healing Heavenly Haven aka Seaside Retreat

Flamingo Way | Pet-Friendly Waterfront with Dock
When is the best time to visit Jamaica Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$50,968 GYD | G$48,253 GYD | G$59,115 GYD | G$52,639 GYD | G$60,368 GYD | G$67,888 GYD | G$70,604 GYD | G$61,204 GYD | G$51,595 GYD | G$51,386 GYD | G$56,817 GYD | G$52,430 GYD |
| Avg. temp | 13°C | 15°C | 18°C | 22°C | 26°C | 29°C | 30°C | 30°C | 28°C | 24°C | 19°C | 15°C |
Quick stats about vacation rentals with a kayak in Jamaica Beach

Total vacation rentals
Explore 60 vacation rentals in Jamaica Beach

Nightly prices starting at
Jamaica Beach vacation rentals start at G$25,066 GYD per night before taxes and fees

Verified guest reviews
Over 4,490 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Jamaica Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Jamaica Beach rentals

4.8 Average rating
Jamaica Beach stays are highly rated by guests—averaging 4.8 out of 5!
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- Galveston Island
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