
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.

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.

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

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.

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!

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.

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!

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

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

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.

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.

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
House rentals with a pool

Heated Cowboy Pool! Fenced Yard-5min2beach

Midtown Oasis w/ Private Heated Pool

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

Casa Tramonte

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Gorgeous Clear Lake, Houston Home with Pool

Beaches&Dreams~HOT TUB ~5 Min Walk to Beach

Just 1 More
Condo rentals with a pool

~Beachfront~ Stunning! Ocean View! Isla Tortuga

GalvestonAirBnB Beachfront Rental

Family-friendly, remodeled 2-bedroom condo!

Sunny Beachfront Condo

Beach Front-Pickleball 2bd-2ba-King bd-W&D-Hot Tub

Wendy's Red Coral Ocean Oasis

Island comfort in every corner!

The Look-Out|Ocean Front View| 2 Pools
Other holiday rentals with a pool

Upscale Waterfront Condo on beautiful Clear Lake!

Cozy and unique tiny home.

Welcome to The Little Marlin by the Bay Getaway!

Resort-Style Getaway•Hot Tub • Pool • Pickleball •

The Seahorse Apt - Lakeside and Close to the Beach

Waterfront Retreat Fishing, Kayak, Pool & Hot Tub

*Beach Front Apt & Pool* Mins to *UTMB Health*

5-Acre Retreat with Heated Pool & Private Pond
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 AUD | $138 AUD | $191 AUD | $236 AUD | $246 AUD | $265 AUD | $291 AUD | $284 AUD | $294 AUD | $281 AUD | $291 AUD | $281 AUD |
| 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 $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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- Family-friendly rentals San Leon
- Rentals with a hot tub San Leon
- Pet-friendly rentals San Leon
- Rentals with lake access San Leon
- Waterfront rentals San Leon
- House rentals San Leon
- Rentals with a fire pit San Leon
- Rentals with a washing machine and dryer San Leon
- Rentals with pools Galveston County
- Rentals with pools Texas
- Rentals with pools United States
- Galveston Island
- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Galveston Beach
- East Beach
- Houston Zoo
- Jamaica Beach
- Galveston Island Historic Pleasure Pier
- Toyota Center
- Minute Maid Park
- Moody Gardens Golf Course
- White Oak Music Hall
- Surfside Beach
- Kemah Boardwalk
- Memorial Park
- Schlitterbahn Galveston Island Waterpark
- Brazos Bend State Park
- Rice University
- Downtown Aquarium
- Sunny Beach
- Space Center Houston
- Buffalo Bayou Park




