Vacation rentals with a pool in Jamaica Beach

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Top-rated rentals with a pool in Jamaica Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A tranquil outdoor space features a private pool surrounded by lush greenery. A thatched umbrella provides shade, overlooking calm waters and a scenic view of nearby homes. The clear blue sky enhances the peaceful atmosphere, creating an inviting setting for relaxation.
Home in Jamaica Beach
4.93 out of 5 average rating, 116 reviews

Sunset Views with Pool and Great Fishing

This beautiful canal home in Jamaica Beach sits on an oversized lot and is surrounded by water overlooking a large canal and the bay. You can enjoy a dip in the private pool while watching boats cruise by or with a fishing line out. There are fishing lights for the night! The downstairs bar area and outdoor dining set make you never want to leave. When you need a break from the sun, enjoy the comforts of the recently remodeled home. Also enjoy the city park and pool, or walk 1 mile to the beach.

Guest favorite
Home in Galveston
4.95 out of 5 average rating, 111 reviews

Beachfront + Hot Tub | Fireplace | Putt-Putt | Pet

Welcome to Kokomo—your bright, beachy escape where the moment you open the door, you feel “right at home.” Guests consistently describe the space as airy, comfortable, and beautifully decorated, with unbeatable ocean views that instantly confirm you picked the right place. Spend mornings sipping coffee to the sound of waves, afternoons on long beach walks, watching the sunset from the deck and evenings soaking in the hot tub or gathering by the fire pit—easy, peaceful, and effortlessly relaxing.

Top guest favorite
Villa in Jamaica Beach
4.97 out of 5 average rating, 187 reviews

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!

Top guest favorite
An aerial view of a beach house revealing a spacious layout. The home features multiple levels with a balcony overlooking a private pool and adjacent spa. Surrounding the pool, seating areas provide views of the tranquil canal and neighboring residences.
Home in Jamaica Beach
4.96 out of 5 average rating, 142 reviews

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.

Top guest favorite
The exterior of the house features a sleek blue façade with contrasting white accents. Large windows provide ample natural light, and the covered area below offers parking and storage options. Sunlight filters in, creating a bright and welcoming presence.
Home in Jamaica Beach
4.93 out of 5 average rating, 165 reviews

Salty Seahorse - beautiful beach house with pool

Welcome to the Salty Seahorse! Perfectly located less than half a mile to the beach, this welcoming Jamaica Beach retreat offers two beautifully furnished bedrooms, a spacious bright and open living room and kitchen, and a full bathroom with large floor to ceiling tiled shower. Enjoy the expansive deck for grilling and sun-bathing, the large downstairs recreational room with a half bath, and the outdoor entertaining and bar area next to the 24ft X 12ft X 3.75ft deep pool! Pool not heated.

Top guest favorite
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.
Home in Jamaica Beach
4.94 out of 5 average rating, 240 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

Top guest favorite
Condo in Galveston
4.96 out of 5 average rating, 109 reviews

Beachfront Studio Fantastic Gulf Views!

This beloved beachfront corner studio condo between Stewart Beach and East Beach has a large balcony and expansive gulf views. It is well-appointed for two or for a solo retreat. Resort offers pool and pickleball! No street to cross to get to the beach, yet the condo is close to downtown Galveston and the Seawall. Enjoy the gorgeous sunrises and moon gazing, track cruise ship comings-and-goings, check out the activity on the beach, float in the heated pool, or relax and watch the waves!

Guest favorite
The exterior of the Kettle House is showcased, featuring a unique round structure with a central tower. A spacious deck wraps around the house, complemented by lush landscaping and palm trees. The entrance is highlighted by double doors, welcoming guests to the inviting space.
Home in Pirates Beach
4.94 out of 5 average rating, 374 reviews

Kettle House - Stock Tank POOL - AS SEEN on TV

Welcome to the "Galveston" famous Kettle House. Renovated 1960's home originally built as a steel storage tank. This home has foam insulation and central AC for ultimate comfort! We have high speed Wi-Fi, Smart TV, and includes all the comforts of home. Large deck great for catching rays and relaxing in the breeze. Seen on DIY show "Restoring Galveston"! 8' poly stock tank pool and horseshoe pits recent additions! 8 minute walk to beach - across FM 3005 12 miles to the historic Strand

Top guest favorite
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.
Home in Jamaica Beach
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

Guest favorite
A bright and airy living space features a comfortable sofa, a dining area with bar seating, and an open kitchen. Large double doors provide access to the outdoors, while natural light floods the room. A decorative surfboard and coastal artwork enhance the beach-themed ambiance.
Home in Jamaica Beach
4.96 out of 5 average rating, 121 reviews

Cozy 2-Bed Beach House - Family and pet friendly

Relax and have fun with the whole family at this peaceful 2-bed 1-bath beach house. The big fully fenced-in yard provides a safe location for kids to play as well as a place for small dogs. It also has a fire pit to enjoy with your family. The home sleeps six people comfortably and includes a big size upper deck with seating perfect to watch the beautiful sunrise or have your preferred drink while hearing the waves at evening. Just 15 min. from all the Galveston Attractions

Top guest favorite
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.
Home in Jamaica Beach
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!

Top guest favorite
A Palapa-covered patio features a wooden bar with stools and a circular table. A large inflatable orca rests beside a door leading inside, with sunlight casting shadows on the stone floor. A clear swimming pool is visible in the background, surrounded by a wooden fence.
Home in Galveston
4.92 out of 5 average rating, 118 reviews

Palapa Paradise - Pool & Game Room!

Tucked into the quiet neighborhood of Gulf Village, Palapa Paradise is a newly remodeled home with a fresh and modern vibe that is less than a mile away from the sandy beach. This safe, peaceful and fun house has space for all of your family and friends, with a Palapa covered patio, pool and game room! There is plenty of space for the whole crew to join you on an unforgettable getaway. Plus, the excitement of the Galveston Historic Strand is a short drive away.

Popular amenities for Jamaica Beach rentals with a pool

When is the best time to visit Jamaica Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,493 GYDG$40,585 GYDG$54,602 GYDG$50,627 GYDG$54,602 GYDG$68,828 GYDG$71,756 GYDG$57,531 GYDG$49,372 GYDG$45,188 GYDG$47,280 GYDG$44,979 GYD
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Quick stats about vacation rentals with a pool in Jamaica Beach

  • Total vacation rentals

    Explore 120 vacation rentals in Jamaica Beach

  • Nightly prices starting at

    Jamaica Beach vacation rentals start at G$20,920 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Jamaica Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jamaica Beach rentals

  • 4.7 Average rating

    Jamaica Beach stays receive an average rating of 4.7 out of 5 from guests

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