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
A balcony view showcases a round metal table surrounded by two wooden chairs. The ocean and sandy beach are visible beyond a row of palm trees, with clear blue skies framing the scene.
Condo in Galveston
4.97 out of 5 average rating, 102 reviews

The Look-Out|Ocean Front View| 2 Pools

Stay in our Ocean Front condo at Casa Del Mar Condominiums! This condo is in the perfect location to enjoy all that Galveston offers. We are located just off 61st Street and Directly across from the Beach! Easy beach access, Amazing Pools, immaculate grounds, restaurants, stores, and Kroger within Walking Distance… the list goes on. Please take a look at all of our photos and information to see everything we have to offer. If you have any questions, please reach out; we will respond immediately!

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
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
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, 432 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.

Guest favourite
A swimming pool is set against wide views of Galveston Bay, with a seating area featuring grey wicker chairs. A spa area is included adjoining the pool, and a pink-striped umbrella provides shade. In the distance, boats can be seen navigating the water.
Loft in La Porte
4.94 out of 5 average rating, 216 reviews

Fishing Heaven! Walk 1 min to pier & catch dinner!

Great water views of the Galveston Bay are easily seen! Early morning or late evening fishing off the pier is an enjoyable experience. Prefer swimming then check out the pool all while looking at the ships sailing along the Ship Channel which is a great sight! The pelicans flying overhead lets you know you are at the heart of the Galveston coastline! Experience an amazing coastal sight!

Top Guest favourite
A balcony showcases a direct view of the Gulf of Mexico, featuring two wooden chairs and a small table. The scene captures the waves gently lapping the shore under a clear blue sky, enhancing a serene outdoor space for relaxation.
Condo in Galveston
4.93 out of 5 average rating, 548 reviews

Infinity Ocean View from the 9th floor with patio.

This studio is on the 9th floor on the Seawall in front of Babes' beach in Galveston with an infinity view of the Gulf of Mexico and a beach to enjoy. It is part of a condominium resort. It has a pool, barbecue facility, tennis court, a downstairs sitting area with a grand piano and laundry facilities and 24 hour front desk.

Superhost
A serene pool area features a uniquely shaped pool with a spa nearby. Vibrant umbrellas offer shade, while a pink flamingo float adds a playful touch. A wooden fence encircles the space, providing privacy and enhancing the tranquil atmosphere.
Home in League City
4.89 out of 5 average rating, 113 reviews

Pool • Hot Tub • King Bed • Serene and Modern Home

Have fun with the whole family at this stylish place! Our beautifully renovated and modern 3-bedroom pool and spa home centrally located between Houston, Galveston, and Kemah (NASA). Our oasis is truly a serene masterpiece. The property is a 3 bedroom/2 bath home with a driveway to fit 4 vehicles.

Popular amenities for San Leon rentals with a pool

When is the best time to visit San Leon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$222 NZD$165 NZD$228 NZD$282 NZD$294 NZD$317 NZD$347 NZD$339 NZD$351 NZD$336 NZD$347 NZD$336 NZD
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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 $67 NZD 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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