Holiday rentals with a pool in Jamaica Beach

4.97 out of 5 average rating, 191 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!

A modern kitchen area is showcased, featuring light cabinetry, a stainless steel convection range, and a sleek sink. A textured backsplash in soft green adds a calming element, while natural light pours in from nearby windows, illuminating the open layout connected to a spacious living area.

4.94 out of 5 average rating, 310 reviews

Seaside Serenity

If you are looking for a dream rental on the beach this is it! Walk into this serene condo and feel your stress melt away! You cant help but feel calmed by the natural beauty of the sea, the sunrise, and the moonrise from the comfort of your bed. Enjoy a relaxing evening on the balcony and listen to the waves and the seabirds while the ocean breeze swirls around you. Inside the condo is just as lovely, in calming shades of blue and white. You will love the luxurious furnishings and appliances!

4.94 out of 5 average rating, 17 reviews

Home in Pirates Beach

Breezeway | Pool & Spa| Free Spa Heating

Welcome to Blue Haven Cottages! NEW property with 2 units - separate rentals (Breezeway & Bayview) & private pool in a serene neighborhood. Behind the Galveston State Park and overlooks the Bay. Each unit offers a cozy, spacious/modern interior, 65 in smart TV, fully stocked kitchens, dining areas, 2 bedrooms with king beds, 50 in smart TVs, bunk beds 2 twin, 2 ½ bath and stunning views from various deck. Beach access #16, dine at Waterman’s, Dollar General (basics/meds), a 2-3 min drive.

A modern living area features a Smart TV mounted on the wall, with a scenic beach view visible through sliding glass doors. Comfortable seating is arranged around a coffee table, with decorative accents and a cozy electric fireplace enhancing the ambiance.

4.94 out of 5 average rating, 110 reviews

Pura Vida Beachfront Bliss-Cozy Beachfront w/ Pool

Welcome to Pura Vida Beachfront Bliss! Our serene condo, nestled near the pristine shores, invites you to escape into a world of sun, swimming, and relaxation. Located in the beautiful heart of Galveston, our home offers a perfect blend of modern comfort and coastal charm. It features a variety of amenities designed to enhance your stay. Book your stay and discover the ultimate beachfront getaway—where the sun, sea, and sand come together to create lovely memories that will last a lifetime!!!

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, 243 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

A hot tub is situated underneath a wooden structure, with relaxing purple lighting integrated around it. In the background, the beach and ocean can be seen, with rolling waves beneath a colorful sunset sky. Seating options are provided nearby.

4.98 out of 5 average rating, 99 reviews

Jamaica Me Happy *Beachfront! HotTub! Pets

Relax with the whole family at this peaceful BEACHFRONT House in Jamaica Beach! *Toes in sand right outside! *Best location in Jamaica Beach. Close to Galveston *Stunning Views *Pets welcome *Events allowed *Sleeps up to 14 guests *easy self check in/out *Experienced SUPER HOST 5min or less responses *We Supply all Linens, bedding, towels, beach chairs, umbrellas, BBQ w/ propane, garbage bags, tp, shampoo/conditioner, paper towels, laundry detergent, and fully stocked kitchen!

4.94 out of 5 average rating, 380 reviews

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

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

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.

4.93 out of 5 average rating, 167 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 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, 122 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

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, 137 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!

4.98 out of 5 average rating, 143 reviews

Home in Sea Isle

Covered Heated Pool + Hot Tub | Golf | Sleeps 14

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!

An aerial view captures the waterfront canal home surrounded by green lawns and palm trees. The spacious deck extends over the water with outdoor seating, while nearby homes are visible along the canal. A boat dock is situated at the water's edge.

4.86 out of 5 average rating, 156 reviews

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Come getaway at this gorgeous, recently updated canal home! Kick off your shoes, and fish right off our dock. Jamaica Beach is only a 4 min car drive down the road, and only a 20-minute walk. Grab your coolers, fishing poles, and speaker and come enjoy a fun-filled vacation in the sun! Check out "the space" section to see everything our property has to offer. :)

Popular amenities for Jamaica Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 170 reviews

Salty Seahorse Beach Retreat - Private Pool

A heated cowboy dip pool is surrounded by a wooden deck, with decorative pillows placed nearby. String lights extend above, creating a warm ambiance, while a wooden lattice offers privacy and is adorned with greenery. The setting is complemented by a colorful sunset in the background.

4.86 out of 5 average rating, 164 reviews

*Heated Dip Pool!* Fenced Yard-Central Location!*

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, 78 reviews

Fresh El-Camino at Terramar beach

A private pool area is featured, highlighting a waterfall grotto surrounded by natural stone. Lush tropical landscaping and vibrant flowers accentuate the serene atmosphere. The clear blue water reflects the sunlight, creating a soothing focal point for relaxation.

4.95 out of 5 average rating, 42 reviews

Jamaica Beach Canal Front Retreat

The living area features comfortable seating arrangements, including a leather sofa and two armchairs adorned with decorative pillows. A large flat-screen TV is mounted on the wall, while natural light streams through the windows, enhancing the relaxing ambiance.

4.96 out of 5 average rating, 90 reviews

Jamaica Beach Waterfront Home

An outdoor entertainment space features a foosball table in the foreground, with vibrant murals decorating the walls. Seating areas include colorful high chairs and a table, creating an inviting spot for gatherings. The open ceiling showcases wooden beams, enhancing the airy feel of the area.

4.95 out of 5 average rating, 43 reviews

The Flirty Flamingo

4.98 out of 5 average rating, 55 reviews

An aerial view captures a serene canal lined with colorful beach houses. Each house features decks overlooking the water, with boats docked at some properties. Lush green grass and palm trees are visible along the pathways, creating a relaxing coastal environment.

Home in Sea Isle

Salty Swan Bay House ~ on Canal & Beach access!

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, 55 reviews

Terramar canal great views, beach, kayaks, fishing

Apartment rentals with a pool

A wooden boardwalk leads to the beach, framed by a large decorative archway resembling a wheel. The sandy shore stretches into the distance, with gentle waves lapping against the coastline under a clear blue sky.

4.93 out of 5 average rating, 148 reviews

Beachfront Condo w/ Safe Access to Sand & Pool

A beachfront condominium complex with a light-colored façade is visible along the sandy shoreline. The beachfront access is unobstructed, and the surrounding area features green landscaping. The ocean's gentle waves meet the beach, creating a tranquil coastal scene.

4.97 out of 5 average rating, 230 reviews

Cozy Conch- a beachfront condo with all amenities

A spacious living area features comfortable seating with blue upholstery and neutral accents. A wooden coffee table sits centrally, complemented by a cozy area rug. A dining table with white chairs is visible, and large windows allow natural light to fill the space.

4.99 out of 5 average rating, 126 reviews

Family-friendly, remodeled 2-bedroom condo!

The expansive outdoor area features a large pool surrounded by palm trees and lounge chairs. The beachfront location offers easy access to the sand, along with a pathway that runs parallel to the ocean, visible in the distance.

4.92 out of 5 average rating, 159 reviews

Lazy River, Pools, Beach~Float. Sip. Soak. Repeat.

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.

4.82 out of 5 average rating, 247 reviews

Captains Cove seaside relax

A modern living area features a comfortable sofa facing wide glass doors that open to stunning ocean views. Neutral-colored decor with artistic wall pieces complements a dining table set near the kitchen area. Soft lighting is provided by a ceiling fan and a nearby lamp.

4.99 out of 5 average rating, 144 reviews

Oceanfront Condo w/ Private Sunset Balcony

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, 536 reviews

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

A welcoming living area showcases a comfortable sofa adorned with decorative cushions. Two patterned chairs provide additional seating, while a coffee table features a bowl of decorative items. Large windows allow natural light to fill the room, offering views of the Gulf beyond.

4.94 out of 5 average rating, 119 reviews

SeaTurtle - Dog Friendly Beachfront Resort Condo

Other holiday rentals with a pool

A vibrant sky at sunset is captured, showcasing hues of pink and purple above. The serene setting includes silhouetted outlines of nearby structures and lush greenery, inviting relaxation and appreciation of the natural beauty.

4.95 out of 5 average rating, 56 reviews

SeaSide Palm Paradise, Water/Bay view sun-rise&set

5 out of 5 average rating, 34 reviews

Canal home - Hot tub & Fish light, close to beach

5 out of 5 average rating, 4 reviews

Ocean Views + Heated Pool | Walk to Beach

A cozy living room features light blue walls and wooden floors, furnished with two blue sofas and a large rattan coffee table. A beige accent chair is positioned nearby. Natural light enters through several windows, and a flat-screen television is displayed on a white entertainment unit.

4.93 out of 5 average rating, 44 reviews

Sunset Breeze - breathtaking sunset views

A spacious living and dining area features a round table set with decorative items and blue-themed dishware. Comfortable seating arrangements include light-colored chairs and a sofa. A large chandelier hangs above the table, and expansive windows showcase ocean views, complemented by soft natural light.

5 out of 5 average rating, 65 reviews

Luxury Pointe West Resort Condo | Golf Cart | Pool

Holiday home in Galveston

An outdoor patio area features a pergola providing shade over a gathering space with multiple wooden lounge chairs arranged around a fire pit. A dining table is visible, accompanied by a barbecue grill in the background, surrounded by landscaped grass and palm trees.

5 out of 5 average rating, 24 reviews

BBQ Patio Area+Comm Pool+Games | Beach Soulcation

4.87 out of 5 average rating, 39 reviews

The sailboat is illuminated by soft lights, reflecting warmly on the water's surface during twilight. The vessel features a tall mast and a shaded area on deck, creating a welcoming sight in the calm marina environment.

Boat in Kemah

The Victorian Voyager

The exterior of a Mediterranean-style tiny home is shown, featuring a raised structure with wooden slats for privacy. A paved parking area accommodates vehicles, while a putting green adds recreational space. Blue skies and scattered clouds create a bright backdrop, enhancing the welcoming facade.