Vacation rentals with a pool in San Leon

Find and book unique homes with a pool on Airbnb

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 $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of San Leon vacation rentals include wifi 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!

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
4.9 out of 5 average rating, 118 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

Top guest favourite
An aerial view captures the home alongside a quiet beach with smooth, sandy shores and gentle waves. Lush grass leads to a private boardwalk, connecting the property to the beach. Nearby homes are visible, showcasing a serene coastal setting.
Home in Galveston
4.99 out of 5 average rating, 200 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.

Top guest favourite
Villa in Jamaica Beach
4.98 out of 5 average rating, 216 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 up+Bonus 4th bedroom down +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!

Guest favourite
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
4.98 out of 5 average rating, 121 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/HotTub, fenced in yard, patio table, chairs and umbrella. One block to Noah's Ark Restaurant, Pier and Public Boat Friday fireworks June/July

Guest favourite
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, 367 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 favourite
Home in Nassau Bay
4.86 out of 5 average rating, 138 reviews

“Driftwood House” w/Private Pool/5min from NASA.

Updated beach feel 2012 sq. ft. one level home with a pool. Perfect for family, friends or corporate travel. This private 3 bed, 2 full bath home is a great place for up to 6 guests. Kitchen, dining room, large family room with TV, bonus room with ping pong table, laundry room, patio with comfortable seating and pool. Driveway can accommodate 4-5 vehicles. Great neighborhood to bike, run or walk...parks are by the lake. NASA & Space Center Houston is so close that you could walk to it.

Guest favourite
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
4.94 out of 5 average rating, 139 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 favourite
Home in Kemah
4.87 out of 5 average rating, 108 reviews

Boardwalk POOL Home w optional Heated pool

This spacious wheelchair friendly home, with a backyard POOL, is conveniently located on one of the best streets in Kemah! Enjoy being just a stone's throw away from the famous Boardwalk and all its attractions, while also being somewhere quiet, relaxing and comfortable for your stay. Uber, taxi, and bicycles are all available for transportation. Enjoy some rest and relaxation with your family here at this convenient and accessible STRICT NO PET POLICY maximum 8 adults

Top guest favourite
A charming historical home is set against a colorful sunset sky. The exterior features a white picket fence, welcoming front steps, and distinctive turquoise shutters. American flags adorn the porch, enhancing the inviting entryway. Lush greenery surrounds the property, contributing to its picturesque appeal.
Home in Galveston
5 out of 5 average rating, 101 reviews

Coastal Breeze: Pool, Firepit & 4 Bathrooms!

Beautifully restored by the “Restoring Galveston” TV show team, this cottage ranks at the top of Airbnb’s list. It’s also been on the cover of Houston House & Home magazine as well as featured on the Galveston Historic Homes Tour. It has earned these honors by blending timeless heritage with tasteful, modern design. Built in 1871, the home is a testament to the island’s rich past and resilience—having weathered the Storm of 1900 and enduring generations of change.

Guest favourite
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, 223 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 favourite
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, 448 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 favourite
Home in Galveston
4.97 out of 5 average rating, 115 reviews

Beachfront + Hot Tub | Fireplace | Putt-Putt | Pet

Welcome to Kokomo, a true beachfront vacation home in Galveston s peaceful Terramar Beach community, where mornings begin with the sound of waves and coffee on the balcony. Spend your afternoons walking along the shore, playing on the putting green, or relaxing while the Gulf stretches out before you. As evening arrives, gather around the fire pit or unwind in the hot tub with the sound of the ocean in the background.

Popular amenities for San Leon rentals with a pool

When is the best time to visit San Leon?

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Avg. price$227 CAD$239 CAD$256 CAD$237 CAD$246 CAD$266 CAD$292 CAD$285 CAD$294 CAD$282 CAD$292 CAD$282 CAD
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