Vacation rentals with a pool in San Leon

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Top-rated rentals with a pool in San Leon

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

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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

Superhost

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

4.91 out of 5 average rating, 117 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

A charming cottage is showcased with a vibrant teal exterior. Sturdy steps lead to a welcoming porch, which overlooks a fenced pool area surrounded by green grass and trees. Sunlight bathes the property, enhancing its inviting appearance.

Home in San Leon

4.97 out of 5 average rating, 272 reviews

Lakeview Cottage (pool, fishing pier, lake)

Perfect for a small family vacation. This 3 bedroom cottage is larger inside than it may appear. The pool, the fishing pier on the lake, and the beautiful views are its best amenities. The porch is the ideal place to just relax and unwind while you take in the gorgeous view of the lake. The pool area is only a few steps from the porch. The living room offers plenty of space with comfortable furniture. Full kitchen with all appliances. Sleeps about 6. Pull out bed in livingroom. Pets ok limit 2

Guest favorite

The large, sunlit living room features elegant leather furniture arranged around a coffee table. A wall-mounted television is positioned above the fireplace, complemented by tall windows that allow natural light to fill the space. A stylish chandelier hangs from the ceiling.

Home in Bacliff

4.94 out of 5 average rating, 125 reviews

Elegant Family Home near Kemah, Galveston, NASA

The Entire place is yours! Enjoy our newly renovated spacious Elegant family home in Chase Park Community. Nearby Kemah! A Perfect fit for families - a two story home with 4 bedrooms, 2.5 bath, 2 spacious living areas, a dining room, washer/dryer, and a full all Stainless-steel appliance kitchen with all the essentials. Kemah Boardwalk, NASA Space Center, Galveston Beach, Water Park are all within close proximity along with many other attractions and shopping centers the area has to offer.

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, 129 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

A view of the shared pool area, featuring two lounge chairs positioned near the edge of the sparkling water. The cottage and main house are visible in the background, along with a patio set shaded by a red umbrella, creating a relaxing outdoor space.

Home in Seabrook

4.9 out of 5 average rating, 103 reviews

Dog Friendly Cottage w/ pool, great for work/play!

This cute cottage is conveniently located in Seabrook - halfway between Houston & Galveston. This sits on a property that is a little over a 1/2 acre. The main house is next door. The cottage is completely detached & has its own small fenced backyard. Feel like you're in the country yet just a hop & a skip to the highway. Guests love being so close to amazing restaurants, bars, live music, shops & beaches! It's a great "homebase" for your vacation or if you're traveling for work!

Top guest favorite

A serene backyard is showcased, featuring a pool surrounded by lush green foliage. Tall palm trees and vibrant plants create a tropical ambiance, complemented by the distant presence of nearby structures. A deck area is visible, inviting relaxation under a bright blue sky.

Guesthouse in Clear Lake Shores

4.94 out of 5 average rating, 488 reviews

Private bungalow in paradise.

My husband and I enjoy meeting new people and sharing the treasures in the Galveston Bay Area. We are located just 1.5 miles from the Kemah Boardwalk, minutes from NASA/Space Center, & halfway between Galveston and Downtown Houston. You’ll love our place because of the quaint island setting, great for sunrise and sunsets. Come watch the boats passing and relax on island time, all while being respectful of our neighbors. We have a pool (not heated) and hot tub. No parties allowed.

Guest favorite

Home in Kemah

4.92 out of 5 average rating, 119 reviews

Kemah's Bayfront Getaway with Pool

Beautifully decorated, waterfront bay house featuring a spacious deck, 200ft pier for fishing/boating, and a swimming pool. This 3-story home is within walking distance of Kemah's top restaurants and bars. This spacious home features four bedrooms & four full baths. Whether you want to sit on the balcony and enjoy the sunrise with a cup of coffee, take a dive in the swimming pool or go fishing in the pier, it is the perfect getaway for families to relax and spend quality time!

Top guest favorite

Guesthouse in Bacliff

4.98 out of 5 average rating, 128 reviews

Sunny View Cabin: Clothing Optional Heated Pool

Come enjoy our backyard oasis. We are adults only shared backyard, clothing optional where you can enjoy our outside palapa with full kitchen, cooktop, fridge, commercial ice maker, Weber gas grill, gas fireplace, fire pit with seating area, 12 person heated spa, optional heated pool, outdoor bathroom with hot/cold shower. Inside your private casita with full kitchen, queen pillow top mattress. There is only 2 guests in your unit. No additional guests allowed.

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

A houseboat is docked next to a wooden pier, partially covered by a blue canopy. The boat features a sleek, modern design with white and blue accents, reflecting in the calm water. Clear skies and a few scattered clouds create a serene backdrop.

Houseboat in Kemah

4.92 out of 5 average rating, 420 reviews

Feel the Harmony with our Cozy Houseboat

Ready to relax on the water, pictures speak for themself. Our houseboat serves as bed and bath and don't leave on dock. Our kitchen offers great equipment to feel just like home. You will be staying very close to all the attractions that kemah is famous for and only 15 min from Space Center and 45 mins to Galveston with so many great restaurant to eat around. Our location is very peaceful with a great fishing dock just steps away.

Guest favorite

This collage showcases the Lodge on Galveston Bay, featuring a glistening pool surrounded by a spacious patio, a bright living area with large windows offering bay views, a modern kitchen with sleek appliances, and cozy sleeping arrangements in a well-lit bedroom.

Home in San Leon

4.92 out of 5 average rating, 103 reviews

Gorgeous Lodge w/Heated Pool + Pier

Welcome to our Gorgeous waterfront Lodge. ▪ Fully equipped kitchen. ▪ Sleeps 20 Guest max. ▪ Main bedrooms with Roku TVs, private bathrooms, and Galveston Bay views. ▪ bunk room with TV & full bathroom for the kids. ▪ Peaceful & Safe. ▪15 minutes to Kemah Boardwalk, 30 minutes to Galveston, & 5 minutes to 5-star restaurants Perfect for family reunions, weddings, & corporate events when combined with neighboring homes.