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 bright living area offers direct views of the Gulf, featuring two blue lounge chairs positioned by a large sliding door. A comfortable sofa and patterned armchairs are arranged around a neutral area rug, with a television mounted on the wall.
Condo in Galveston
4.94 out of 5 average rating, 185 reviews

🐚BEACH HAVEN HEAVEN 2 POOLS & HOT TUBS 🛳 PARKING

Welcome to your dream vacation with a view! Beach Haven Heaven is a 1 bedroom Oceanfront Suite, with Galley Bunks & all you'll need to be a real Islander! Located on the world-famous Seawall Boulevard - directly across from the Gulf of Mexico & 'Babe's Beach.' Relax on your balcony & watch the sun set, listen to the waves roll in, smell fresh salty air & lull into Island life! 2 beautiful swimming pools (1 lightly heated), tennis court, fitness room, hot tubs, BBQ pit & more! You'll love it here

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
4.96 out of 5 average rating, 319 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
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
4.94 out of 5 average rating, 102 reviews

Pura Vida Beachfront Bliss-Gorgeous 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!!

Top guest favourite
A spacious outdoor pool is surrounded by lush palm trees and well-maintained landscaping. The clear blue water reflects the sunlight, inviting guests to relax and enjoy the serene atmosphere. Chaise lounges line the pool area, providing comfortable seating options.
Condo in Galveston
4.95 out of 5 average rating, 132 reviews

Breathtaking Top Floor Condo w/ View, Heated Pool

This 1 bedroom 1 bath top floor condo is the perfect place for a getaway for you and/or your loved ones, including furry friends! Whether it's coming South for the Winter (Snow Birds & Winter Texans welcome!), staying a few days before a Cruise or a romantic get away, this unit will not disappoint! Full kitchen and king size sleeper sofa. Located at the beautiful Maravilla Condos on Seawall Blvd with top of the line resort amenities and the beach right across the street from the property.

Top 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, 127 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 $40 FOR AN ADDITIONAL 7 DAYS!! Gated lot, overnight security & cameras. Good neighborhood.

Top guest favourite
Condo in Galveston
4.96 out of 5 average rating, 109 reviews

Beachfront Studio Fantastic Gulf Views!

This beloved beachfront corner studio condo between Stewart Beach and East Beach has a large balcony and expansive gulf views. It is well-appointed for two or for a solo retreat. Resort offers pool and pickleball! No street to cross to get to the beach, yet the condo is close to downtown Galveston and the Seawall. Enjoy the gorgeous sunrises and moon gazing, track cruise ship comings-and-goings, check out the activity on the beach, float in the heated pool, or relax and watch the waves!

Top guest favourite
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!

Guest favourite
A bright and airy living space features a comfortable sofa, a dining area with bar seating, and an open kitchen. Large double doors provide access to the outdoors, while natural light floods the room. A decorative surfboard and coastal artwork enhance the beach-themed ambiance.
Home in Jamaica Beach
4.96 out of 5 average rating, 119 reviews

Cozy 2-Bed Beach House - Family and pet friendly

Relax and have fun with the whole family at this peaceful 2-bed 1-bath beach house. The big fully fenced-in yard provides a safe location for kids to play as well as a place for small dogs. It also has a fire pit to enjoy with your family. The home sleeps six people comfortably and includes a big size upper deck with seating perfect to watch the beautiful sunrise or have your preferred drink while hearing the waves at evening. Just 15 min. from all the Galveston Attractions

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, 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 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
4.89 out of 5 average rating, 497 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, 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.

Top guest favourite
The image captures a view from a second-floor patio overlooking the beach. The Gulf of Mexico stretches into the distance, with sandy shores and a few beachgoers visible. Vehicles are parked along the nearby road, framed by green grass and railings.
Condo in Galveston
4.96 out of 5 average rating, 178 reviews

Vitamin Sea|Ocean Front View| Pool |Walk to Beach

Sip your coffee in the morning or your favorite beverage in the evening on this gulf-facing patio and enjoy beautiful beach views! When you stay at our centrally located condo, your family will be close to everything. Captain's Cove is directly on Seawall Blvd and across from Babe's Beach. This condo community offers a large swimming pool in front of the property, so guests can swim while enjoying Gulf views across the Seawall.

Popular amenities for San Leon rentals with a pool

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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 $55 CAD 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 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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