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 favourite
A spacious wooden deck surrounds an above-ground pool, providing ample seating options with several chairs and swing seats. The two-story house features multiple large windows, allowing natural light to fill the living spaces, with mature trees offering shade.
Guesthouse in Shoreacres
4.98 out of 5 average rating, 101 reviews

The Carriage House Near the Shore

Newly built, beautifully appointed, private carriage house next to Federalist style home on half acre in quiet community on the shores of Galveston Bay. Very clean, 2 bedrooms, 2 full baths, living and kitchenette in 2nd floor apartment. Outdoors oasis with pool, deck, and grill under mature trees with private off-street parking. Safe community conveniently near many attractions and employers in Houston, Clear Lake, NASA and Galveston. Ideal for long-term stays as well as short-term vacationers.

Top guest favourite
A three-story beach house is presented, featuring a raised design on sturdy pylons to elevate it above the ground. Spacious porches wrap around the upper levels, and stairways provide access. The exterior is constructed of light-colored siding, complemented by a clear, blue sky overhead.
Home in Galveston
4.99 out of 5 average rating, 166 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
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, 302 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 favourite
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, 119 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 favourite
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, 502 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 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
4.93 out of 5 average rating, 126 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 favourite
A private balcony offers views of the ocean and beach, adorned with comfortable seating and decorative pillows. Strings of lights enhance the welcoming atmosphere. The pool area can be seen below, along with green landscaping and the road leading to the beach.
Condo in Galveston
4.95 out of 5 average rating, 201 reviews

Moos like Jagger|OCEAN VIEW| Walk to Beach| POOL

This newly renovated Beach front condo is the perfect place for your friends and family to stay in Galveston. The unobstructed view of the ocean from your private top floor balcony is breathtaking. The interior is modern, spacious and full of natural light. Intentional design, new renovations and simple pops of color make this space calming, clean and inviting. You cannot beat this location in regards to proximity of attractions and just a walk across the street to the beach!

Top guest favourite
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, 137 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 favourite
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
4.9 out of 5 average rating, 483 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 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, 428 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
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
4.91 out of 5 average rating, 109 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.

Top guest favourite
A vibrant yellow tiny house is positioned next to a clear blue pool, reflecting the sky. The exterior features multiple windows, allowing natural light to enter. A small sitting area with white chairs and a table is visible beside the pool, creating a cozy outdoor retreat.
Guesthouse in Galveston
4.99 out of 5 average rating, 138 reviews

Tiny Downtown Oasis at Private Poolside. Cruise +

This Oasis is a poolside retreat in the heart of downtown Galveston. Close walking distance to restaurants, shopping, cruise terminals, and the best that the downtown has to offer. The Tiny sleeps 5 with a King, a Full size, and Futon sofa fold out. The private outside pool area gives plenty of room to stretch out, dine, and relax. The pool is a refreshing end to a hot summer day of beach fun or downtown shopping.

Popular amenities for San Leon rentals with a pool

When is the best time to visit San Leon?

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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 $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,630 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!

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