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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Superhost
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
4.89 out of 5 average rating, 113 reviews

Gorgeous Lodge w/Heated Pool + Pier

Welcome to our Gorgeous waterfront Lodge. ▪ Fully equipped kitchen. ▪ Sleeps 20 guests max. ▪ Main bedrooms with Roku TVs, private bathrooms, and Galveston Bay views. ▪ bunk room with TV & full bathroom for the kids. ▪ Game room with a pool table and dart boards. ▪ Fish off the 300-ft pier. The pier is shared among two houses. But the pool is exclusively for The Lodge guests There will be a fully refundable deposit of $500 which will be released after your stay as long as the property passes ins

Superhost
Home in Crystal Beach
4.97 out of 5 average rating, 103 reviews

Beachfront 4BR | SwimSpa | Putt-Putt | Fire Pit

Experience elevated coastal living in this stunning beachfront retreat designed for best vacation. With a wide-space, soaring ceilings, and expansive windows framing panoramic Gulf views, natural light fills every corner. Newly built and beautifully styled with modern coastal finishes, this 4-bedroom, 3.5-bath Crystal Beach getaway sleeps 16+ and features a heated SwimSpa (pool + hot tub), private fenced yard, propane fire pit, and direct beach access—perfect for unforgettable perfect vacation.

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
4.95 out of 5 average rating, 343 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 hot tub is situated underneath a wooden structure, with relaxing purple lighting integrated around it. In the background, the beach and ocean can be seen, with rolling waves beneath a colorful sunset sky. Seating options are provided nearby.
Home in Jamaica Beach
4.98 out of 5 average rating, 105 reviews

Jamaica Me Happy *Beachfront! HotTub! Pets!

Relax with the whole family at this peaceful BEACHFRONT House in Jamaica Beach! *Toes in sand right outside! *Best location in Jamaica Beach. Close to Galveston *Stunning Views *Pets welcome *Events allowed *Sleeps up to 14 guests *easy self check in/out *Experienced SUPER HOST 5min or less responses *We Supply all Linens, bedding, towels, beach chairs, umbrellas, BBQ w/ propane, garbage bags, tp, shampoo/conditioner, paper towels, laundry detergent, and fully stocked kitchen!

Guest favorite
The living room features a fireplace set within a stone wall, flanked by potted plants. Comfortable seating is arranged around a wooden coffee table, which holds a cozy blanket and decorative items. A television above the fireplace displays a serene landscape.
Home in Kemah
4.93 out of 5 average rating, 133 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!

Guest favorite
A marina scene is captured at sunset, displaying colorful skies alongside moored sailboats. The image shows rows of condominium balconies overlooking the water, along with a calm harbor reflecting the evening hues.
Condo in Seabrook
4.91 out of 5 average rating, 104 reviews

Spacious Clear Lake Condo overlooking Marina

Clear Lake condo with a beautiful view of marina and lake. Condo offers a King Master, a loft with a Queen bed and a sofa bed. Due to this space having a Loft, accepting adults only. (Must have permission for children over 12 due to safety. Condo on Third floor with elevator access. Centrally located to many restaurants, Nasa ,Johnson Space Center, Kemah Boardwalk. Only 20 minutes from Hobby airport. Gated Complex. covered parking space. Enjoy patio view day and night.

Guest favorite
An outdoor deck is illuminated by purple lighting, featuring a gas firepit surrounded by comfortable seating. A Weber gas grill is visible nearby, and a spiral staircase leads to an upper level, providing expansive views of the night sky and distant shoreline.
Home in Bacliff
4.97 out of 5 average rating, 114 reviews

Retro Diner Heated Pool/HotTub Deck

Authentic Starlight Diner Converted to a Bayside Bungalow on Galveston Bay! This Charming and Unique Waterfront Property has Panoramic views of Galveston Bay from Kemah to Red Fish Island. The deck has comfy sectional/chairs, gas firepit, Weber gas grill. Two Bathrooms and Huge Master Shower, Two Bedrooms with darkening curtains. The Yard with Heated Pool/Hot Tub, fenced in yard, patio table, chairs and umbrella. One block to Noah's Ark Restaurant, Pier and Public Boat

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, 143 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, 516 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.

Top guest favorite
Apartment in Washington Avenue Coalition / Memorial Park
4.98 out of 5 average rating, 274 reviews

The Skyline Studio with Espresso Bar, Rooftop Pool

Wake up to sunrise skyline views and start your day with a true espresso ritual. This top-floor studio is thoughtfully designed with luxury in every detail — king bed, premium linens, plush towels, full kitchen, and a curated coffee bar. A calm, plant-filled space with a high-quality sound system and rooftop pool access. 300+ 5-star stays for cleanliness, comfort, and reliability. Secure parking. A peaceful, elevated stay near Downtown & the Heights.

Guest favorite
A serene outdoor area features a large swimming pool accompanied by a relaxing jacuzzi. Lush palm trees surround the space, providing a tropical ambiance. The fenced backyard adds privacy, enhancing the enjoyment of this inviting poolside setting.
Home in League City
4.91 out of 5 average rating, 215 reviews

Beach Themed Oasis with Jacuzzi/Pool

Bring the whole family along to this spacious home to enjoy all to yourselves. Swim in the massive pool or lay in the jacuzzi by the 2 pergolas. Cook BBQ outside on the grill (no backyard neighbors). 1 King size master bedroom, 1 full size bedroom and 1 full size kids bedroom, convertible sofa and air mattress provided upon request. Gorgeous kitchen area and massive family room with blazing fast cable/ internet and streaming services.

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, 440 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.

Popular amenities for San Leon rentals with a pool

When is the best time to visit San Leon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 591ﺩ.ﺇ 624ﺩ.ﺇ 668ﺩ.ﺇ 617ﺩ.ﺇ 643ﺩ.ﺇ 694ﺩ.ﺇ 760ﺩ.ﺇ 742ﺩ.ﺇ 768ﺩ.ﺇ 735ﺩ.ﺇ 760ﺩ.ﺇ 735
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Quick stats about vacation rentals with a pool in San Leon

  • Total vacation rentals

    Explore 30 vacation rentals in San Leon

  • Nightly prices starting at

    San Leon vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 1,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 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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