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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Top guest favorite
Guesthouse in Galveston
4.94 out of 5 average rating, 203 reviews

The Carriage House. Pool, hot tub. Cruise parking!

This is a carriage house, located behind our home that was built in 1910. The backyard space is ENTIRELY PRIVATE to our guests while you are here! We are located right in the center of the Island. We are less than a mile from the beach, and downtown. Located on one of Galveston’s most beautiful historic streets. Ave O. Which is a one way street that travels from the east to the west end of the Island. Park here for free if your going on a cruise! I’ll take you to the cruise ship & pick you up.

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
4.96 out of 5 average rating, 315 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

Top guest favorite
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.
Condo in Galveston
4.95 out of 5 average rating, 99 reviews

Pura Vida Beachfront Bliss- Cozy 1BR Oceanfront

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!

Guest favorite
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.
Condo in Galveston
4.91 out of 5 average rating, 124 reviews

Beach Happy Retreat Seawall 2 Pools HotTubs Perfec

Perfect Island Escape! We are centrally located right on the seawall! Enjoy covered parking, 2 pools, 2 hot tubs, a fitness center and outdoor BBQ grill for steaks & goodies! You also have 2 Certified Tourism Ambassadors for Galveston, to answer questions & assist with any concerns or needs while staying in our beautiful retreat. CRUISE SHIP PARKING AVAILABLE INCLUDED WITH STAY FREE FOR 7 DAYS! ONLY $35 FOR AN ADDITIONAL 7 DAYS!! Gated lot, overnight security & cameras. Good neighborhood.

Top guest favorite
An open living area features a dining table for four and a comfortable black sofa accented with decorative cushions. The space is illuminated by pendant lights, with wooden flooring and area rugs enhancing the warmth. A mirror reflects the room’s inviting design.
Home in Seabrook
4.91 out of 5 average rating, 107 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 wooden walkway leads toward a light blue house, framed by lush greenery. A sign is mounted on a post, humorously stating that the staff is accustomed to inquiries. A red umbrella is visible, providing shade to the area.
Guesthouse in Clear Lake Shores
4.94 out of 5 average rating, 509 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.

Top guest favorite
A charming casita with a covered porch is framed by vibrant greenery and colorful flowers. Blue adirondack chairs provide a cozy seating area. A pathway leads to the entrance, enhancing the inviting outdoor space surrounded by lush landscaping.
Guesthouse in Bacliff
4.98 out of 5 average rating, 139 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.

Guest favorite
A light-colored horse stands in a grassy area beside a winding creek, with a scenic barn and a white farmhouse visible in the background. Tall trees provide a natural border, enhancing the serene rural landscape.
Barn in Santa Fe
4.89 out of 5 average rating, 493 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 at the marina, featuring a blue and white exterior. The two-level structure is equipped with a top deck for views. Surrounding water reflects the clear sky, creating a serene atmosphere. Nearby boats are visible, adding to the maritime setting.
Houseboat in Kemah
4.92 out of 5 average rating, 431 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
A bright bedroom features a spacious bed with a decorative throw and cushions. Two large windows allow natural light to fill the room, complemented by light blue curtains. A ceiling fan hangs above, and a flat-screen TV is mounted on the wall.
Home in Galveston
4.93 out of 5 average rating, 272 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!

Top guest favorite
A swimming pool is set against wide views of Galveston Bay, with a seating area featuring grey wicker chairs. A spa area is included adjoining the pool, and a pink-striped umbrella provides shade. In the distance, boats can be seen navigating the water.
Loft in La Porte
4.95 out of 5 average rating, 215 reviews

Fishing Heaven! Walk 1 min to pier & catch dinner!

Great water views of the Galveston Bay are easily seen! Early morning or late evening fishing off the pier is an enjoyable experience. Prefer swimming then check out the pool all while looking at the ships sailing along the Ship Channel which is a great sight! The pelicans flying overhead lets you know you are at the heart of the Galveston coastline! Experience an amazing coastal sight!

Top guest favorite
A balcony showcases a direct view of the Gulf of Mexico, featuring two wooden chairs and a small table. The scene captures the waves gently lapping the shore under a clear blue sky, enhancing a serene outdoor space for relaxation.
Condo in Galveston
4.93 out of 5 average rating, 546 reviews

Infinity Ocean View from the 9th floor with patio.

This studio is on the 9th floor on the Seawall in front of Babes' beach in Galveston with an infinity view of the Gulf of Mexico and a beach to enjoy. It is part of a condominium resort. It has a pool, barbecue facility, tennis court, a downstairs sitting area with a grand piano and laundry facilities and 24 hour front desk.

Popular amenities for San Leon rentals with a pool

When is the best time to visit San Leon?

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Avg. priceﺩ.ﺇ485ﺩ.ﺇ360ﺩ.ﺇ499ﺩ.ﺇ617ﺩ.ﺇ643ﺩ.ﺇ694ﺩ.ﺇ760ﺩ.ﺇ742ﺩ.ﺇ768ﺩ.ﺇ735ﺩ.ﺇ760ﺩ.ﺇ735
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Quick stats about vacation rentals with a pool in San Leon

  • Total vacation rentals

    Explore 20 vacation rentals in San Leon

  • Nightly prices starting at

    San Leon vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of San Leon vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Leon rentals

  • 4.8 Average rating

    San Leon stays are highly rated by guests—averaging 4.8 out of 5!

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