
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

Beachfront 4BR | SwimSpa | Putt-Putt | Fire Pit
Experience elevated coastal living in this stunning beachfront retreat designed for best vacation. With a wide-space, soaring ceilings, and expansive windows framing panoramic Gulf views, natural light fills every corner. Newly built and beautifully styled with modern coastal finishes, this 4-bedroom, 3.5-bath Crystal Beach getaway sleeps 16+ and features a heated SwimSpa (pool + hot tub), private fenced yard, propane fire pit, and direct beach access—perfect for unforgettable perfect vacation.

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

Jamaica Me Happy *Beachfront! HotTub! Pets!
Relax with the whole family at this peaceful BEACHFRONT House in Jamaica Beach! *Toes in sand right outside! *Best location in Jamaica Beach. Close to Galveston *Stunning Views *Pets welcome *Events allowed *Sleeps up to 14 guests *easy self check in/out *Experienced SUPER HOST 5min or less responses *We Supply all Linens, bedding, towels, beach chairs, umbrellas, BBQ w/ propane, garbage bags, tp, shampoo/conditioner, paper towels, laundry detergent, and fully stocked kitchen!

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!

Spacious Clear Lake Condo overlooking Marina
Clear Lake condo with a beautiful view of marina and lake. Condo offers a King Master, a loft with a Queen bed and a sofa bed. Due to this space having a Loft, accepting adults only. (Must have permission for children over 12 due to safety. Condo on Third floor with elevator access. Centrally located to many restaurants, Nasa ,Johnson Space Center, Kemah Boardwalk. Only 20 minutes from Hobby airport. Gated Complex. covered parking space. Enjoy patio view day and night.

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.

The Skyline Studio with Espresso Bar, Rooftop Pool
Wake up to sunrise skyline views and start your day with a true espresso ritual. This top-floor studio is thoughtfully designed with luxury in every detail — king bed, premium linens, plush towels, full kitchen, and a curated coffee bar. A calm, plant-filled space with a high-quality sound system and rooftop pool access. 300+ 5-star stays for cleanliness, comfort, and reliability. Secure parking. A peaceful, elevated stay near Downtown & the Heights.

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

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

Cozy 2-Bed Beach House - Family and pet friendly

Luxury Waterfront Estate-Private Pool/Sunset Views

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

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Just 1 More

𓇼Island Getaway𓇼 (Please read description)
Condo rentals with a pool

Beach Happy Retreat Seawall 2 Pools HotTubs Perfec

Enjoy the Sunrise - Spacious 1 Br Beach Condo

Captains Cove seaside relax

Panoramic Beachfront Condo with Pool

Pelican's Perch - peaceful beachfront view!

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

Your Cozy Place|OCEAN FRONT VIEW|King Bed|Pool

Amazing Custom 1/1 over pool steps from Beachfront
Other vacation rentals with a pool

The Barracks at Cedar Oaks Inn

Cozy and unique tiny home.

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

Kirby Poolhouse | Game Room | Garage | Elevator

The Seashell Suite | Cozy 1BR Near the Beach

Beautifully Designed Tiny Home w/ dip pool&2 bikes

Water Cowboy - Cozy Docked Yacht Stay in Kemah

Home in Braeswood, Houston Tx
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.ﺇ 591 | ﺩ.ﺇ 624 | ﺩ.ﺇ 668 | ﺩ.ﺇ 617 | ﺩ.ﺇ 643 | ﺩ.ﺇ 694 | ﺩ.ﺇ 760 | ﺩ.ﺇ 742 | ﺩ.ﺇ 768 | ﺩ.ﺇ 735 | ﺩ.ﺇ 760 | ﺩ.ﺇ 735 |
| 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 ﺩ.ﺇ 147 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 & 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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- Galveston Island
- NRG Stadium
- George R. Brown Convention Center
- The Galleria
- Galveston Beach
- Houston Museum District
- Jamaica Beach
- Minute Maid Park
- East Beach
- Toyota Center
- Galveston Island Historic Pleasure Pier
- Moody Gardens Golf Course
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- Rice University
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