Vacation rentals with a pool in San Leon

Find and book unique homes with a pool on Airbnb

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
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 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, 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 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, 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 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, 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.

Top guest favorite
A modern living area features a comfortable sofa facing wide glass doors that open to stunning ocean views. Neutral-colored decor with artistic wall pieces complements a dining table set near the kitchen area. Soft lighting is provided by a ceiling fan and a nearby lamp.
Condo in Galveston
4.98 out of 5 average rating, 132 reviews

Gorgeous Beachfront Sunsets w/ Private Balcony

Welcome to The Galveston Getaway where you can relax with stunning beach views at this (like-new) boho-luxury beach condo. Featuring 2 bedrooms + 2 bathrooms, this well-appointed condo sleeps up to 6. Step outside to the one of the largest beachfront balconies in all of Galveston. You overlook the pool and hot tub to watch the ocean waves rolling in at “Babes Beach”. Beach chairs provided, too! Enjoy your stay at The Galveston Getaway - a boho-luxury experience on the beach.

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, 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!

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, 107 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, 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 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
4.9 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.

Top guest favorite
An outdoor space features a heated spa with bubbling water beside a covered bar area. String lights illuminate the wooden beams, enhancing the relaxed atmosphere. A large TV is mounted on the wall, and comfortable seating is arranged around the area, inviting relaxation.
Home in Galveston
4.98 out of 5 average rating, 122 reviews

Heated Pool-Hot Tub & Golf: Newly Built Beach View

GVR12658 Escape to a coastal retreat just 500 feet from the beach, blending luxury and relaxation. Unwind in the private heated pool and spa, challenge friends on the mini golf putting green, or gather around the firepit. The fully equipped kitchen makes dining easy, while the poolside bar keeps drinks close. Stay connected with ultra-fast Wi-Fi. Scan the QR code in photos for a 3D walkthrough. Book now and get 25% off Beachin' Rides Golf Rental!

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, 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.

Top guest favorite
A serene beach view showcases gentle waves under a pastel sky at dusk. The moon is visible, casting a soft light over the water. The atmosphere reflects a tranquil moment, ideal for relaxation and enjoying the natural beauty of the coastline.
Condo in Galveston
5 out of 5 average rating, 153 reviews

~Beachfront~ Stunning! Ocean View! Isla Tortuga

Welcome to the beach! Isla Tortuga is a first floor, fully renovated condominium, located across the street from Babe’s Beach. Unobstructed beach view with a private, spacious balcony! From this balcony, guests can watch the sunrise and take in the beauty of being at the beach. Isla Tortuga was created with guests in mind, to create a comfortable space where each and every person feels welcome.

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.ﺇ448ﺩ.ﺇ397ﺩ.ﺇ1,028
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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.ﺇ184 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 & 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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