Holiday 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
Guesthouse in Galveston
4.94 out of 5 average rating, 206 reviews

The Carriage House. Pool, hot tub. Cruise parking!

This is a carriage house, located behind our home that was built in 1910. The backyard space is ENTIRELY PRIVATE to our guests while you are here! We are located right in the center of the Island. We are less than a mile from the beach, and downtown. Located on one of Galveston’s most beautiful historic streets. Ave O. Which is a one way street that travels from the east to the west end of the Island. Park here for free if your going on a cruise! I’ll take you to the cruise ship & pick you up.

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, 321 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 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 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, 103 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 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
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, 121 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
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, 109 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

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.

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, 110 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.

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 holiday rentals with a pool in San Leon

  • Total holiday rentals

    Explore 20 holiday rentals in San Leon

  • Nightly prices starting at

    San Leon holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of San Leon holiday 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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