Vacation rentals with a pool in Freeport

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Freeport

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

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Guest favorite

An outdoor dining area features a large wooden table surrounded by several chairs, providing ample seating. A cozy seating arrangement with a woven chair is nearby. The pool and canal are visible in the background, framed by lush greenery and a thatched-roof structure.

Home in Jamaica Beach

4.93 out of 5 average rating, 105 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.

Top guest favorite

A three-story beach house is presented, featuring a raised design on sturdy pylons to elevate it above the ground. Spacious porches wrap around the upper levels, and stairways provide access. The exterior is constructed of light-colored siding, complemented by a clear, blue sky overhead.

Home in Galveston

4.99 out of 5 average rating, 147 reviews

BEACHFRONT BEAUTY w/ 4 KING BEDS ULTIMATE Getaway!

Perched along the Gulf on a quiet stretch of beautiful beach, this 4BR/3BA gem promises a dreamy coastal getaway. Take in the vista from the sun-drenched living area, where fine furniture and fixtures create an elegant atmosphere. Three tranquil suites and a guest bedroom offer plenty of privacy. Two balconies and a covered patio offer ample outdoor space. Follow your private boardwalk to pristine white sand and emerald waters, then return home to enjoy a cookout on the covered patio at sunset.

Guest favorite

A bright living area offers direct views of the Gulf, featuring two blue lounge chairs positioned by a large sliding door. A comfortable sofa and patterned armchairs are arranged around a neutral area rug, with a television mounted on the wall.

Condo in Galveston

4.94 out of 5 average rating, 162 reviews

🐚BEACH HAVEN HEAVEN 2 POOLS & HOT TUBS 🛳 PARKING

Welcome to your dream vacation with a view! Beach Haven Heaven is a 1 bedroom Oceanfront Suite, with Galley Bunks & all you'll need to be a real Islander! Located on the world-famous Seawall Boulevard - directly across from the Gulf of Mexico & 'Babe's Beach.' Relax on your balcony & watch the sun set, listen to the waves roll in, smell fresh salty air & lull into Island life! 2 beautiful swimming pools (1 lightly heated), tennis court, fitness room, hot tubs, BBQ pit & more! You'll love it here

Top guest favorite

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

4.97 out of 5 average rating, 154 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+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!

Top guest favorite

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.

Condo in Galveston

4.97 out of 5 average rating, 159 reviews

Enchanting Beach & Ocean Views~Pool~HotTub~Gym

Must be 21 or over, No Smoking, No Pets. Whether you want a day at the beach or relax poolside at one of the pools, you are sure to have a wonderful time. You will have plenty of space to cook in this full size kitchen. Washer and dryer for your use. The bedroom has a Q-size Tempur-pedic bed, oversized closet, Smart TV & work space. The living room has a sofa w/a full bed. Enjoy the 65 in Smart TV with WiFi and basic cable. Amenities include a gym, 2 Pools, hot tubs and a full sized gym.

Top guest favorite

The image captures a large swimming pool surrounded by lounge chairs, with two multi-story buildings in the background. Light blue water reflects the sky, and balconies with railings are visible, creating a serene outdoor environment.

Townhouse in Galveston

4.95 out of 5 average rating, 128 reviews

Classy_Comfortable_Clean Galveston Townhome/2-Bdrm

Spacious townhome on the East End of Galveston Island! An ideal stay for cruisers, busy professionals, or those looking to avoid Galveston hotels. This 1300 sqft corner unit is part of a condominium complex of east-enders and retirees and is located within 1 mile of the UTMB medical center, the Royal Carribean Terminal, the Marina, the Ferry Terminal, the USCG office, the USMC office, the US Army Corps of Engineer office, and Stewart Beach. The East End will surprise you. Enjoy your stay!

Top guest favorite

The inviting backyard features a small pool surrounded by a stone patio. Two hanging chairs and pool chaises are placed on a raised deck. Lush greenery and potted plants add a refreshing touch to the serene outdoor space.

Guesthouse in Neartown - Montrose

4.96 out of 5 average rating, 320 reviews

Under the Oak Montrose

Welcome to Under the Oak Montrose! This property is my home and I’d love to share my guest house and gorgeous backyard santuary with you. Ya'll! The Michelin Guide for Texas came out early 2025. Located within 1 mile radius of 3 Hou restaurants with a Michelin Star, and near so many others recommended. As if you needed another reason to book... Want to stay just one night? Message me! It's not allowed by default in my calendar but I'm happy to accomodate with a little communication.

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, 109 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

Guest favorite

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.

Home in Galveston

4.96 out of 5 average rating, 104 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.

Top guest favorite

A private cement swimming pool is surrounded by a spacious lawn. Two red Adirondack chairs are positioned near a firepit, while two lounge chairs sit on the opposite side. A small wooden climbing structure is visible in the background amidst trees.

Barn in Santa Fe

4.9 out of 5 average rating, 460 reviews

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.

Guest favorite

An expansive deck is featured, showcasing wooden lounge chairs with blue cushions. The ocean view reveals sandy beaches and palm trees in the distance. A charming multi-story beach house stands prominently, characterized by its distinctive architecture and patio area.

Home in Bolivar Peninsula

4.96 out of 5 average rating, 106 reviews

Crystal Beachscape w/ Beach entry, Pool and Arcade

⛱️ Welcome to the Crystal Beachscape! 🌴Our luxurious beach home is the perfect getaway for those who love sand 🏖️, sun 🌞, and fun 😎! Some highlights: 🌟 Private community BEACH 🌊 access (> 130 steps) 🌟 POOL Access 🌟 ARCADE 🕹️ w/ giant Connect4, Foosball , Bowling 🎳 🌟 Double Decks w/ Loungers 🌟 Large Families 👨‍👩‍👦‍👦👨‍👩‍👧‍👧 (up to 17) 🌟 Gourmet Kitchen ⏲️ 🌟 Breathtaking Views 🌅 (SEE Reviews) 🌟 Ground level Shower 🚿

Guest favorite

An outdoor relaxation area features a circular cowboy pool surrounded by lush green grass and decorative gravel. Two wooden lounge chairs are positioned nearby, providing a comfortable spot for sunbathing. A privacy fence and tropical plants enhance the tranquil setting.

Home in Galveston

4.92 out of 5 average rating, 249 reviews

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

Sunday's Surf & Siesta is a renovated historic beach bungalow as seen on HGTV and DIY Network's -Restoring Galveston Season 3 ! Completely renovated historical 1921 bungalow walking distance to the beach and restaurants. This bungalow is 4 houses down from the seawall. This home is spectacular! The home is 890 square feet but, feels so much bigger & includes a 1 car garage, deck, outdoor shower and cowboy pool!