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

4.94 out of 5 average rating, 100 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.

Superhost

Home in Galveston

4.81 out of 5 average rating, 291 reviews

Gorgeous Beachfront Home with Modern Finishes

The Beachfront is just like it sounds. You can't get closer to the ocean than this modern beach house, just a 1-minute walk and you’re in the water. We are away from the hustle and bustle of the city, but still close enough to enjoy the great amenities that Galveston has to offer. Watch the waves roll in with unobstructed views from the kitchen, living room, master bedroom or one of the decks overlooking the ocean. Stay a while - there's an office desk, tennis court, playground & pool w/ fee

Guest favorite

A private backyard features a heated pool with sparkling water and a whimsical flamingo float. The surrounding areas include a lounge chair set, an umbrella-topped table, and the guest house, all under a colorful evening sky.

Home in Galveston

4.93 out of 5 average rating, 110 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.

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, 149 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

An open layout kitchen and living area features a wooden dining table paired with sleek black chairs. A cozy blue sofa faces large glass doors that open to a balcony with beach views. Modern appliances are visible in the well-equipped kitchen, with a calm color palette seen throughout.

Condo in Galveston

4.96 out of 5 average rating, 102 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

Home in Galveston

4.94 out of 5 average rating, 363 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

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, 316 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

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, 120 reviews

Coastal home w/ dock, outdoor bar & pool

Welcome to your waterfront retreat in Jamaica Beach - perfect for relaxing, recharging & making memories with loved ones! Enjoy stunning views, fun amenities & easy beach access in this spacious canal-front home: • Private heated pool & hot tub (year-round) • Fire pit, BBQ grill & outdoor bar • Beach essentials & pool toys included • Arcade games & board games inside • Boat slip w/ lift for up to 24’ • Sleeps 12 | 4 bedrooms | 9 beds | 3 baths • Fully stocked kitchen & water-view deck

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, 104 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, 103 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.

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, 458 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 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, 245 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!