
Vacation 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 Near the Shore
Newly built, beautifully appointed, private carriage house next to Federalist style home on half acre in quiet community on the shores of Galveston Bay. Very clean, 2 bedrooms, 2 full baths, living and kitchenette in 2nd floor apartment. Outdoors oasis with pool, deck, and grill under mature trees with private off-street parking. Safe community conveniently near many attractions and employers in Houston, Clear Lake, NASA and Galveston. Ideal for long-term stays as well as short-term vacationers.

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

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 $35 FOR AN ADDITIONAL 7 DAYS!! Gated lot, overnight security & cameras. Good neighborhood.

Private bungalow in paradise.
My husband and I enjoy meeting new people and sharing the treasures in the Galveston Bay Area. We are located just 1.5 miles from the Kemah Boardwalk, minutes from NASA/Space Center, & halfway between Galveston and Downtown Houston. You’ll love our place because of the quaint island setting, great for sunrise and sunsets. Come watch the boats passing and relax on island time, all while being respectful of our neighbors. We have a pool (not heated) and hot tub. No parties allowed.

Gorgeous Beachfront Sunsets w/ Private Balcony
Welcome to The Galveston Getaway where you can relax with stunning beach views at this (like-new) boho-luxury beach condo. Featuring 2 bedrooms + 2 bathrooms, this well-appointed condo sleeps up to 6. Step outside to the one of the largest beachfront balconies in all of Galveston. You overlook the pool and hot tub to watch the ocean waves rolling in at “Babes Beach”. Beach chairs provided, too! Enjoy your stay at The Galveston Getaway - a boho-luxury experience on the beach.

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

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.

Heated Pool-Hot Tub & Golf: Newly Built Beach View
GVR12658 Escape to a coastal retreat just 500 feet from the beach, blending luxury and relaxation. Unwind in the private heated pool and spa, challenge friends on the mini golf putting green, or gather around the firepit. The fully equipped kitchen makes dining easy, while the poolside bar keeps drinks close. Stay connected with ultra-fast Wi-Fi. Scan the QR code in photos for a 3D walkthrough. Book now and get 25% off Beachin' Rides Golf Rental!

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~ Stunning! Ocean View! Isla Tortuga
Welcome to the beach! Isla Tortuga is a first floor, fully renovated condominium, located across the street from Babe’s Beach. Unobstructed beach view with a private, spacious balcony! From this balcony, guests can watch the sunrise and take in the beauty of being at the beach. Isla Tortuga was created with guests in mind, to create a comfortable space where each and every person feels welcome.
Popular amenities for San Leon rentals with a pool
House rentals with a pool

Dog Friendly Cottage w/ pool, great for work/play!

“ Coastal Castle of Galveston “ HEATED POOL & SPA!

Gorgeous Clear Lake, Houston Home with Pool

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

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Heated pool/Private Home

Waterfront fun! Kayaks, Bikes, Fire Pit & Fishing!

Purple Palm Luxury Beach House, Views & Local Art
Condo rentals with a pool

Enjoy the Sunrise - Spacious 1 Br Beach Condo

Breathtaking Top Floor Condo w/ View, Heated Pool

Heated Pools/Top Floor/OceanView/Cruise Parking

CONDO RIGHT ON THE BEACH! HEATED POOL IN WINTER!

Beachfront with Ocean Views & Heated Pool

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

Island comfort in every corner!

🐚BEACH HAVEN HEAVEN 2 POOLS & HOT TUBS 🛳 PARKING
Other vacation rentals with a pool

XL Terrace, Lazy River, I/O Pools, Game Room, Spa

[TheTinyTopaz]HeatedCowboyPool-KingBed-Pets&Bikes!

Welcome to The Little Marlin by the Bay Getaway!

Cozy and unique tiny home.

5-Acre Retreat with Heated Pool & Private Pond

The Crab Shack

One bedroom beach getaway condo on Clear Lake.

Charming 4/2 Home w/ Pool, Hot Tub, and Firepit
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ485 | ﺩ.ﺇ360 | ﺩ.ﺇ499 | ﺩ.ﺇ617 | ﺩ.ﺇ643 | ﺩ.ﺇ694 | ﺩ.ﺇ760 | ﺩ.ﺇ742 | ﺩ.ﺇ768 | ﺩ.ﺇ448 | ﺩ.ﺇ397 | ﺩ.ﺇ1,028 |
| 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 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 ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 1,630 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of San Leon vacation 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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- Rentals with pools Galveston County
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- Galveston Island
- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Galveston Beach
- East Beach
- Jamaica Beach
- Houston Zoo
- Galveston Island Historic Pleasure Pier
- Moody Gardens Golf Course
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- White Oak Music Hall
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