Vacation rentals with a pool in Jamaica Beach

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.

4.94 out of 5 average rating, 113 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.

A cozy living area is shown, featuring a green sofa with colorful pillows. A small table sits in front, adorned with a decorative arrangement. Light filters through sheer curtains, illuminating the space. A balcony door opens to a view of the outdoor area.

4.91 out of 5 average rating, 119 reviews

Beach Happy Retreat Seawall 2 Pools HotTubs Perfec

Perfect Island Escape! We are centrally located right on the seawall! Enjoy covered parking, 2 pools, 2 hot tubs, a fitness center and outdoor BBQ grill for steaks & goodies! You also have 2 Certified Tourism Ambassadors for Galveston, to answer questions & assist with any concerns or needs while staying in our beautiful retreat. CRUISE SHIP PARKING AVAILABLE INCLUDED WITH STAY FREE FOR 7 DAYS! ONLY $35 FOR AN ADDITIONAL 7 DAYS!! Gated lot, overnight security & cameras. Good neighborhood.

4.98 out of 5 average rating, 174 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!

The outdoor space features a private heated swimming pool with a colorful inflatable float. Surrounding the pool are lounge chairs positioned for relaxation. A shaded area with a canopy and wooden decking offers additional seating, providing a welcoming environment for guests.

5 out of 5 average rating, 118 reviews

Private Pool - Noon Check Out - Veteran Discounts

✯ Private Pool (With Option To Heat) ✯ Hot Tub ✯ Fire Pit ✯ Weber Gas Grill ✯ Pet Friendly ✯ Off-Street Parking ✯ Sleeps Six ✯ Two Master Suites with Ensuite Baths ✯ King Size Beds ✯ Fully Equipped Kitchen ✯ Veteran & LEO Discounts ✯ Noon Check-Out ✯ Close to All of the Island’s Attractions ✯ Owned and Operated by Galveston Locals ✯ 400+ Five-Star Guest Reviews Please Read Our Reviews – They Speak for Themselves! Message us with any questions or special requests! Fins Up! David & Heidi

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, 158 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

A private balcony offers views of the ocean and beach, adorned with comfortable seating and decorative pillows. Strings of lights enhance the welcoming atmosphere. The pool area can be seen below, along with green landscaping and the road leading to the beach.

4.95 out of 5 average rating, 201 reviews

Moos like Jagger|OCEAN VIEW| Walk to Beach| POOL

This newly renovated Beach front condo is the perfect place for your friends and family to stay in Galveston. The unobstructed view of the ocean from your private top floor balcony is breathtaking. The interior is modern, spacious and full of natural light. Intentional design, new renovations and simple pops of color make this space calming, clean and inviting. You cannot beat this location in regards to proximity of attractions and just a walk across the street to the beach!

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.

4.96 out of 5 average rating, 117 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

The exterior view captures a two-story beachfront retreat with light blue siding and a black roof. Spacious balconies surround the upper level, while the lower level features a patio with seating and a fire pit. Lush greenery and a clear sky complete the inviting scene.

4.96 out of 5 average rating, 107 reviews

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

Much like the exclusive, private island it was named after, Kokomo is classic, elegant, and quintessentially Galveston. Sweeping Gulf views immediately take your breath away as you enter the open-concept main level. Filled to the brim with coastal finishes — like hardwood floors, shiplap walls, vaulted ceilings with accent beams and stainless-steel appliances — this serene 3 large bedroom/2-bath retreat is located on an idyllic sun-kissed corner of Terramar Beach.

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!

4.9 out of 5 average rating, 483 reviews

A light-colored horse stands in a grassy area beside a winding creek, with a scenic barn and a white farmhouse visible in the background. Tall trees provide a natural border, enhancing the serene rural landscape.

Barn in Santa Fe

The Loft at Green Gables

Cozy barn apartment on a lovely small farm, secluded and quiet in the country. Located halfway between downtown Houston and the Galveston beaches, it's just a few minutes to lots of shopping and restaurants, with Kemah Boardwalk and Nasa Space Center a short drive away. Winding creek through the property, with chickens and two horses grazing in the pasture. Lots of sheep, pigs, and donkeys next door. Property has private swimming pool for your enjoyment.

Superhost

A living area features a comfortable gray sofa positioned across from a flat-screen TV. A wooden dining table with seating for four is visible, along with a potted plant. Natural light enters through two large windows, complemented by light-colored walls creating an open feel.

4.78 out of 5 average rating, 162 reviews

Maria’s Relaxing Getaway STR25-000008

Beach house recently renovated inside and out WITH PRIVATE POOL! Perfect for your getaway to Jamaica Beach. Only ten minute walk to the the Gulfside beach. The house is a 600 sq ft in a 15,000 Sqft Lot. Walk out the door and enjoy your personal deck. Everything you need to be comfortable, including fully furnished kitchen, Tv and wifi internet, self check-in with code. Just bring your toothbrush, food, swimming suits, and fishing pole. Book now!

An outdoor space features a heated spa with bubbling water beside a covered bar area. String lights illuminate the wooden beams, enhancing the relaxed atmosphere. A large TV is mounted on the wall, and comfortable seating is arranged around the area, inviting relaxation.

4.98 out of 5 average rating, 122 reviews

Heated Pool-Hot Tub & Golf: Newly Built Beach View

Escape to a coastal retreat just 500 feet from the beach, blending luxury and relaxation. Unwind in the private heated pool and spa, challenge friends on the mini golf putting green, or gather around the firepit. The fully equipped kitchen makes dining easy, while the poolside bar keeps drinks close. Stay connected with ultra-fast Wi-Fi. Scan the QR code in photos for a 3D walkthrough. Book now and get 25% off Beachin' Rides Golf Rental!

Popular amenities for Jamaica Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A waterfront canal home is displayed, featuring a light blue exterior. The property includes spacious decks extending over the water. Nearby homes are set against a clear blue sky, with palm trees and a small marina visible in the background.

4.96 out of 5 average rating, 115 reviews

Comfy Canal Home 2 Min Dr to Beach + Grill/Fishing

A spacious living area features light-colored sofas and a cozy blue chair, complemented by a neutral-toned area rug. Large windows allow natural light to fill the space, while vibrant curtains add a touch of color. The open layout connects to the kitchen area, creating a welcoming ambiance.

4.85 out of 5 average rating, 117 reviews

Steps to a quiet beach, peaceful get-away.

A bright living area features large windows that allow natural light to fill the space, showcasing soft yellow curtains. A comfortable wicker chair and a patterned armchair are arranged beside a small wooden table, adding a cozy touch. Decorative throw pillows and a plant enhance the inviting atmosphere.

4.9 out of 5 average rating, 184 reviews

Cozy Beach House at Texas Coast

4.95 out of 5 average rating, 130 reviews

Home in Crystal beach

Beaches&Dreams~PLUNGE POOL~5 Min Walk to Beach

Superhost

The exterior of the home is showcased at dusk, with warm light spilling from large windows. A spacious deck extends from the main entrance, providing a relaxing space. The driveway accommodates multiple vehicles, leading to a two-car garage beneath the house.

4.83 out of 5 average rating, 120 reviews

Pet Friendly. Short walk to the beach.

A three-story waterfront house is depicted with a raised design, surrounded by palm trees. A spacious deck wraps around the upper level, offering outdoor seating and views of the tranquil canal. The structure stands under a clear blue sky, reflecting in the water below.

4.99 out of 5 average rating, 81 reviews

2019-Built Canal Home w/ Waterfront Views

Home in Bolivar Peninsula

This spacious beach house features multiple decks and a vibrant exterior, surrounded by lush green grass. The property stands elevated on stilts, offering a commanding view of the neighborhood. Large windows invite natural light inside, while the nearby ocean can be glimpsed in the distance.

4.96 out of 5 average rating, 114 reviews

Crystal Beachscape w/ Beach, Pool, and Arcade!

A bright bedroom features a spacious bed with a decorative throw and cushions. Two large windows allow natural light to fill the room, complemented by light blue curtains. A ceiling fan hangs above, and a flat-screen TV is mounted on the wall.

4.92 out of 5 average rating, 265 reviews

Sunday's Surf & Siesta (1 Block to the Beach)

Condo rentals with a pool

Superhost

A view from the balcony showcases the ocean beyond the seawall, with sunlight reflecting on the water. Two wicker chairs and a small table are positioned on the balcony, providing an enjoyable spot to relax. A pool area is visible below, surrounded by manicured landscaping.

4.83 out of 5 average rating, 223 reviews

Captains Cove seaside relax

A light-filled living area features a spacious beige sectional sofa adorned with decorative pillows. A matching ottoman occupies the center, while a dining table with black chairs is positioned beside it. Large sliding glass doors open to reveal ocean views, completing the relaxing atmosphere.

4.85 out of 5 average rating, 164 reviews

Sunny Beachfront Condo

A spacious outdoor pool is surrounded by lush palm trees and well-maintained landscaping. The clear blue water reflects the sunlight, inviting guests to relax and enjoy the serene atmosphere. Chaise lounges line the pool area, providing comfortable seating options.

4.95 out of 5 average rating, 130 reviews

Breathtaking Top Floor Condo w/ View, Heated Pool

4.87 out of 5 average rating, 114 reviews

Walk To Beach Heated Pool Gym Hot tubs

Two white adirondack chairs are positioned on a private patio, facing an expansive view of the ocean. Palm trees can be seen along the shoreline, and tranquil waters gently lap against the beach in the distance, all beneath a cloudy sky.

4.9 out of 5 average rating, 514 reviews

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

A spacious living area is highlighted by large windows that offer views of the Gulf. Comfortable seating, including two chairs and a sofa, surrounds a round coffee table. A dining table for four is located nearby, complemented by a television mounted on a cabinet.

4.95 out of 5 average rating, 115 reviews

Pelican's Perch - peaceful beachfront view!

A living area features a comfortable blue couch and a beige armchair, positioned near large sliding glass doors that open to a patio with a view of the pool. A dining table with four chairs sits adjacent, complemented by a flat-screen TV mounted on the wall.

4.73 out of 5 average rating, 158 reviews

Island Beachwalk Waterfront! 2 Pools/Hot Tubs View

The image presents a view of the beach and gulf waters, with a wooden pier extending into the horizon. Palm trees are seen lining the beach, and various vehicles are parked along the road, showcasing an inviting coastal atmosphere.

4.82 out of 5 average rating, 217 reviews

Flamingo Two

Other vacation rentals with a pool

An open living space features high ceilings with exposed beams, enhancing spaciousness. A comfortable sectional sofa and chairs provide seating, while large windows fill the area with natural light. The adjacent kitchen includes a modern island and dining area, promoting a communal atmosphere.

4.97 out of 5 average rating, 67 reviews

Fresh El-Camino at Terramar beach

An aerial view reveals a spacious canal house with a wide deck extending over the water. A private pool surrounded by lounge chairs is visible, along with a shaded seating area. Lush greenery and palm trees frame the outdoor space, enhancing its coastal appeal.

4.94 out of 5 average rating, 36 reviews

Casa De Palmas: Waterfront retreat with pool

5 out of 5 average rating, 6 reviews

Apartment in Galveston

Galveston Beach Paradise!

A narrow pool extends alongside the home, reflecting the blue sky above. Loungers are positioned near the pool, surrounded by tropical landscaping. A palm tree stands tall, adding to the serene atmosphere of the outdoor space.

4.88 out of 5 average rating, 50 reviews

Hook, Wine, & Sinker!

4.97 out of 5 average rating, 39 reviews

Spacious Canalfront Retreat w/ Pool & Private Dock

A welcoming living area features a large wall-mounted TV above a sleek fireplace. Cozy seating arrangements include patterned armchairs and a woven chair. Two workspaces with ergonomic chairs are positioned beside vibrant artwork, while green indoor plants add a touch of nature to the space.

5 out of 5 average rating, 16 reviews

Quiet Condo | Pool | Newly Remodeled | Beach Gear

A view from a balcony showcases two oversized Adirondack chairs, one in aqua and one in natural wood. A decorative owl is perched on a small table beside them. The scene includes a sunrise over the ocean, with palm trees visible in the distance.

4.96 out of 5 average rating, 189 reviews

Enchanting Beach & Ocean Views~Pool~HotTub~Gym

A private hot tub is illuminated with calming green lights under the covered outdoor area. The smooth surface of the hot tub reflects the soft glow, creating a tranquil ambiance. In the background, steps lead to the upper floor, adding dimension to the space.