
Holiday 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.

Seaside Serenity
If you are looking for a dream rental on the beach this is it! Walk into this serene condo and feel your stress melt away! You cant help but feel calmed by the natural beauty of the sea, the sunrise, and the moonrise from the comfort of your bed. Enjoy a relaxing evening on the balcony and listen to the waves and the seabirds while the ocean breeze swirls around you. Inside the condo is just as lovely, in calming shades of blue and white. You will love the luxurious furnishings and appliances!

Pink Pineapple: Clothing Optional Heated Pool
Come enjoy our backyard oasis. We are adults only with shared backyard, clothing optional where you can enjoy our outside palapa with full kitchen, cooktop, fridge, ice maker, gas grill, gas fireplace, fire pit with seating area, 12 person heated spa, heated pool, Inside your private cottage with full kitchen, bedroom with queen size bed, living room with pull out sofa sleeper, washer and dryer. We have multiple cabins on the property so you may share the common areas with others. Max 4 guests.

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

Pura Vida Beachfront Bliss-Cozy Beachfront w/ Pool
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 getawayāwhere the sun, sea, and sand come together to create lovely memories that will last a lifetime!!!

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!

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!

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

Coastal Paradise in Kemah
Enjoy Coastal decor at this peaceful and centrally located Condo in Kemah. We are 1 mile from the famous Kemah Boardwalk and minutes from NASA. Walking distance to local bars and restaurants. Our unit sits on the second floor and is a two-storied condo with a view of the Marina and pool. The space: Master bedroom: King Bed and sitting area for your enjoyment. Bedroom #2 Queen bed. The Living room has a Double bed and a Twin sofa sleeper. Includes guest parking.

Gorgeous Lodge w/Heated Pool + Pier
Welcome to our Gorgeous waterfront Lodge. āŖ Fully equipped kitchen. āŖ Sleeps 20 Guest max. āŖ Main bedrooms with Roku TVs, private bathrooms, and Galveston Bay views. āŖ bunk room with TV & full bathroom for the kids. āŖ Peaceful & Safe. āŖ Game room with a pool table and dart boards. āŖ15 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.

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.

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.

Beachfront Condo w/ Panoramic Gulf Views and Pool
Stunning 9th-floor beachfront retreat at The Galvestonian with unobstructed Gulf views. This newly renovated 2-bedroom condo comfortably sleeps 6 adults and offers direct access to East Beach. Enjoy floor-to-ceiling windows, a fully equipped kitchen, and premium resort amenities including a heated pool, hot tub, and tennis courts. Perfect for a luxurious Galveston getaway, combining beach relaxation with easy access to The Strand.
Popular amenities for San Leon rentals with a pool
House rentals with a pool

*Heated Dip Pool!* Fenced Yard-Central Location!*

Welcome to The Little Marlin by the Bay Getaway!

Waterfront Clear Lake area Home near NASA & Kemah

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Waterfront Retreat Fishing, Kayak, Pool & Hot Tub

5-Acre Retreat with Heated Pool & Private Pond

āDriftwood Houseā w/Private Pool/5min from NASA.

Pet Friendly. Short walk to the beach.
Apartment rentals with a pool

Captain's Quarters

*Special*Ocean View-Pickleball- 2bd-King b-Hot Tub

Lazy River, Pools, Beach~Float. Sip. Soak. Repeat.

Shore Beats Work| OceanFront View| 2 Beds & 2 Bath

āTrendy Seaside Condo w Beach Views, Pool & HotTub

Gorgeous 1 bedroom beach front condo. Sleeps 6

Beachfront View | Top Floor Luxury | Heated Pool

Livin' The Life| OCEAN VIEW| Walk to Beach| POOL
Other holiday rentals with a pool

The Barracks at Cedar Oaks Inn

Cozy and unique tiny home.

Pool House Loft | Hot Tub | Pool Table | 80" TV

Private bungalow in paradise.

Water Cowboy - Cozy Docked Yacht Stay in Kemah

A Warm Nest-Pool/Close to Kemah Boardwalk & NASA!

Nordic Boho SuitePOOL|GymNRGwalk|MedCtr|NEW

Hawkins Hideaway
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 SGD | $125 SGD | $173 SGD | $214 SGD | $223 SGD | $241 SGD | $264 SGD | $257 SGD | $266 SGD | $255 SGD | $264 SGD | $255 SGD |
| Avg. temp | 13°C | 15°C | 18°C | 22°C | 26°C | 29°C | 30°C | 30°C | 28°C | 24°C | 19°C | 15°C |
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 $51Ā SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of San Leon holiday 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 ā averaging 4.8 out of 5!
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- Rentals with a washing machine and dryerĀ San Leon
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- Cottage rentalsĀ San Leon
- Beachfront rentalsĀ San Leon
- Rentals with a firepitĀ San Leon
- Rentals with beach accessĀ San Leon
- Rentals with a patioĀ San Leon
- House rentalsĀ San Leon
- Rentals with outdoor seatingĀ San Leon
- Family-friendly rentalsĀ San Leon
- Rentals with a hot tubĀ San Leon
- Pet-friendly rentalsĀ San Leon
- Waterfront rentalsĀ San Leon
- Rentals with poolsĀ Galveston County
- Rentals with poolsĀ Texas
- Rentals with poolsĀ United States
- Galveston Island
- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Galveston Beach
- Houston Museum District
- East Beach
- Jamaica Beach
- Minute Maid Park
- Toyota Center
- Galveston Island Historic Pleasure Pier
- Moody Gardens Golf Course
- Surfside Beach
- White Oak Music Hall
- Kemah Boardwalk
- Rice University
- Houston Zoo
- Highrise Houston
- Memorial Park
- Schlitterbahn Galveston Island Waterpark
- Space Center Houston
- Brazos Bend State Park
- Sunny Beach
- Downtown Aquarium




