
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.

Gorgeous Lodge w/Heated Pool + Pier
Welcome to our Gorgeous waterfront Lodge. ▪ Fully equipped kitchen. ▪ Sleeps 20 guests max. ▪ Main bedrooms with Roku TVs, private bathrooms, and Galveston Bay views. ▪ bunk room with TV & full bathroom for the kids. ▪ Game room with a pool table and dart boards. ▪ Fish off the 300-ft pier. The pier is shared among two houses. But the pool is exclusively for The Lodge guests There will be a fully refundable deposit of $500 which will be released after your stay as long as the property passes ins

Agua Vista Waterfront Paradise/Hot Tub/Fish/Kayaks
Looking for a modern exquisitely decorated beach home where you can fish/kayak right off the back porch & enjoy sunrises/sunsets from multiple private decks? You've found it! Welcome to Agua Vista Waterfront Villa. Our gorgeous modern home features 3bedrooms up+Bonus 4th bedroom down +2.5baths w/ expansive living/kitchen space, Smart TV's in every room, Ping Pong, Kayaks provided for you, Fishing (w/ underwater lights), Shade, Games, 8 person Hot Tub, Fans on all porches and lots of beach toys!

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/HotTub, fenced in yard, patio table, chairs and umbrella. One block to Noah's Ark Restaurant, Pier and Public Boat Friday fireworks June/July

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 has a Queen bed. The Living room has a Queen bed and a Twin sofa sleeper if needed. Includes guest parking. Reg. #115.26

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

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!

Staycation Home w/Pool/Arcade/Style & Great Area
As of Friday Feb 27th 2026 the pool is open. Spa is not heated. Extremely comfortable home feel. Located on a very relaxed street. 3-bedrooms, 2-bathrooms, 6-beds open concept home allows for easy living in a very comfortable home that is perfect for a getaway for two, or even two whole families. Streaming TVs and memory foam mattresses in every room Houston- 29 min to downtown NASA- 20 min Galveston- 1 hour Baybrook Mall- 25 min 5 minutes from many restaurants

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.

Beach Themed Oasis with Jacuzzi/Pool
Bring the whole family along to this spacious home to enjoy all to yourselves. Swim in the massive pool or lay in the jacuzzi by the 2 pergolas. Cook BBQ outside on the grill (no backyard neighbors). 1 King size master bedroom, 1 full size bedroom and 1 full size kids bedroom, convertible sofa and air mattress provided upon request. Gorgeous kitchen area and massive family room with blazing fast cable/ internet and streaming services.

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.
Popular amenities for San Leon rentals with a pool
House rentals with a pool

Comfy Canal Home 2 Min Dr to Beach + Grill/Fishing

Poolside Paradise: Arcade & Firepit Fun

Welcome to The Little Marlin by the Bay Getaway!

Luxury Waterfront Estate-Private Pool/Sunset Views

Gorgeous Clear Lake, Houston Home with Pool

Just 1 More

Beachfront + Hot Tub | Fireplace | Putt-Putt | Pet

Private Pier & Pool | 5 min to Kemah Boardwalk
Condo rentals with a pool

Guest Favorite *Pickle Ball *Ocean View *Balcony

Oceanfront Condo w/ Private Sunset Balcony

Ocean View Condo • Spacious 2BR Galveston Stay

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

Quiet Beach Views • King Bed • Top Floor

The Sea-Esta Inn|Ocean Front View|2 Bed & 2 Bath

Beachfront Studio Fantastic Gulf Views

Moos like Jagger|OCEAN VIEW| Walk to Beach| POOL
Other vacation rentals with a pool

Cozy and unique tiny home.

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

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

Tiny Lux Home | Pool + Bayfront Views | Near Kemah

The Seashell Suite | Cozy 1BR Near the Beach

Kemah Boardwalk Condo, Coastal Retreat with Pool

Beautifully Designed Tiny Home w/ dip pool&2 bikes

Waterfront Oasis with private pool & fishing pier
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 CAD | $237 CAD | $254 CAD | $234 CAD | $244 CAD | $263 CAD | $289 CAD | $282 CAD | $291 CAD | $279 CAD | $289 CAD | $279 CAD |
| 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 30 vacation rentals in San Leon

Nightly prices starting at
San Leon vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of San Leon vacation 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—averaging 4.8 out of 5!
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- Rentals with a patio San Leon
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- Rentals with pools Galveston County
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- Galveston Island
- NRG Stadium
- George R. Brown Convention Center
- The Galleria
- Galveston Beach
- Houston Museum District
- Surfside Beach
- Jamaica Beach
- Minute Maid Park
- East Beach
- Toyota Center
- Galveston Island Historic Pleasure Pier
- Highrise Houston
- Rice University
- Moody Gardens Golf Course
- Space Center Houston
- Kemah Boardwalk
- Memorial Park
- Schlitterbahn Galveston Island Waterpark
- White Oak Music Hall
- Houston Zoo
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- University of Houston
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