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, 110 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.

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.

4.96 out of 5 average rating, 131 reviews

Pelican Lookout | Heated Pool, Spa, Fire Pit, Bar

Welcome to your waterfront escape in Jamaica Beach with beautiful panoramic views on the main canal. Ideal for families & friends looking to relax & enjoy coastal living! This spacious canal-front home combines comfort, fun amenities & easy beach access: - Sleeps 12 | 4 bedrooms | 9 beds | 3 baths - Private heated pool & hot tub with marble deck - Fire pit & Outdoor bar w/HDTV - BBQ Grill - Boat slip, kayak & beach supplies - Arcade & board games - Stocked kitchen - Outdoor dining area on deck

4.91 out of 5 average rating, 129 reviews

Heated Pool * 2 Blocks to Beach *Guest House *

Welcome to Blue Palm Retreat! Here you will find a private HEATED POOL & complete guesthouse located just a 3 minute walk from the beach and steps away from “The Spot”! The home has 3 king beds & full bathrooms, a sleek kitchen & a charming lounge area. The backyard has a picturesque pool, lounge area, outdoor shower with a full guest house! This home is perfect for guests looking for a luxurious & quiet beachside escape close to all the action in Galveston! Construction next door is complete.

4.86 out of 5 average rating, 134 reviews

An aerial view of the Breezeway unit is displayed, showcasing its green exterior. The cottage is raised on pillars, surrounded by a spacious driveway. A private pool with lounge chairs is visible beside the house, set against a backdrop of lush greenery and open fields.

Home in Pirates Beach

Breezeway: Pool/Spa Heating on Request

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.

4.98 out of 5 average rating, 164 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+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, 110 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

4.94 out of 5 average rating, 372 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.

4.94 out of 5 average rating, 155 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 STR23-0014

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.

4.98 out of 5 average rating, 128 reviews

Gorgeous Beachfront Sunsets w/ Private Balcony

Welcome to The Galveston Getaway where you can relax with stunning beach views at this (like-new) boho-luxury beach condo. Featuring 2 bedrooms + 2 bathrooms, this well-appointed condo sleeps up to 6. Step outside to the one of the largest beachfront balconies in all of Galveston. You overlook the pool and hot tub to watch the ocean waves rolling in at “Babes Beach”. Beach chairs provided, too! Enjoy your stay at The Galveston Getaway - a boho-luxury experience on 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, 114 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, 106 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.

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.

4.79 out of 5 average rating, 161 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!

Popular amenities for Jamaica Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 116 reviews

Steps to a quiet beach, peaceful get-away.

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 w/ pool

Superhost

The exterior of the property is displayed featuring a two-story structure with light blue siding. A driveway leads to a garage, while a set of stairs provides access to the upper level. Palm trees frame the setting, contributing to a coastal ambiance.

5 out of 5 average rating, 3 reviews

Dreams Float, Private Heated Pool/Hot Tub, Pier

The exterior of a two-story canal-front residence features a large deck extending over the water. Palm trees and manicured grass surround the house, complementing the inviting outdoor space equipped with lounge chairs and an umbrella.

4.93 out of 5 average rating, 41 reviews

Heated Pool & Hot Tub | 5 Beds | Pets | Boat Slip

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 sturdy beach home is elevated on stilts, showcasing a vibrant purple exterior with Texas and American flags displayed prominently. The spacious area below features a picnic table and well-maintained green grass, providing ample space for outdoor activities.

4.91 out of 5 average rating, 139 reviews

Purple Palm Luxury Beach House, Views & Local Art

A mini-golf area is featured, complete with synthetic grass and several miniature flags. The space is enclosed by a white picket fence, with views of the beach visible in the background. A private walkway leading to the shore is positioned nearby.

4.92 out of 5 average rating, 106 reviews

Beachfront, Putting Green & Bar Swings - on HGTV

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, 137 reviews

"R" Beach House-New pool & showers; Updated pics!

Condo rentals with a pool

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.

4.92 out of 5 average rating, 112 reviews

Beach Happy Retreat Seawall 2 Pools HotTubs Perfec

The living area features a comfortable brown sofa facing a mounted TV. A wooden coffee table is positioned in front of the sofa, while a dining area with seating for four is visible. The kitchenette, equipped with modern appliances, is highlighted against tiled flooring.

4.83 out of 5 average rating, 174 reviews

Coral Cove | On Seawall | Sleeps 5 | Beachfront

The living area features a blue sofa paired with light-colored chairs, offering a cozy relaxation spot. A coffee table is centered on a soft area rug, with tiled flooring beneath. Sunlight fills the room through large windows, leading to a private patio, enhancing the beach-themed ambiance.

4.98 out of 5 average rating, 149 reviews

Enjoy the Sunrise - Spacious 1 Br Beach Condo

A sprawling view of the outdoor pool area is presented, featuring a winding lazy river lined with palm trees. Lush green lawns complement the vibrant blue water, while comfortable lounge chairs are positioned nearby for relaxation. The scene includes a backdrop of the Gulf coastline.

4.93 out of 5 average rating, 150 reviews

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

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, 129 reviews

Breathtaking Top Floor Condo w/ View, resort pool

A cozy living room features a comfortable couch with a selection of pillows. A ceiling fan is mounted above, and a flat-screen TV is mounted on the wall. Sliding glass doors lead to a balcony with views of the surrounding complex.

4.86 out of 5 average rating, 111 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, 511 reviews

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

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, 157 reviews

Island Beachwalk Waterfront! 2 Pools/Hot Tubs View

Other vacation rentals with a pool

A covered patio area features two wicker-style chairs positioned on a white wooden deck. A large umbrella provides shaded seating, while the canal with neighboring homes is visible in the background. Potted plants add subtle greenery to the peaceful waterfront setting.

4.95 out of 5 average rating, 58 reviews

Waterfront! Family getaway/fisherman's base camp!

5 out of 5 average rating, 29 reviews

An inviting patio area is featured, showcasing a heated Cowboy Pool set on a wooden deck. Striped wooden slats create a balanced interplay of light and shadow. Cozy cushions are placed around the pool, and two swings hang from the ceiling, enhancing relaxation.

Tiny homes in Galveston

[TheTinyTopaz]HeatedCowboyPool-KingBed-Bikes!

The exterior of a coastal home is displayed, featuring a two-story design with light blue accents. Two prominent garage doors are visible, set against a backdrop of a well-maintained lawn and palm trees, under a twilight sky filled with stars.

4.95 out of 5 average rating, 57 reviews

Shark Shack

4.97 out of 5 average rating, 36 reviews

Spacious Canalfront Retreat w/ Pool & Private Dock

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.

4.95 out of 5 average rating, 87 reviews

Jamaica Beach Waterfront Home

A canal-front home is presented with a spacious deck and swimming pool surrounded by manicured grass. The outdoor area includes a hammock and dock leading to the water, while a Texas flag adds a charming touch. Nearby houses showcase a peaceful neighborhood atmosphere.

4.86 out of 5 average rating, 63 reviews

Bay Dayz: Waterfront house w/ heated pool & kayak

5 out of 5 average rating, 15 reviews

Locally Managed w/Heated Pool & Hot Tub* Bay Front

The exterior of a two-story beach home is displayed under a night sky, showcasing light blue siding and a large front deck with seating. The driveway accommodates two parked vehicles, while the lawn is well-maintained and features shrubs along the edges.