
Holiday rentals with a pool in San Leon
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in San Leon

Total holiday rentals
Explore 30 holiday rentals in San Leon

Nightly prices starting at
San Leon holiday rentals start at $51 SGD per night before taxes and fees

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

Family-friendly holiday rentals
20 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 – averaging 4.8 out of 5!
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.

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

Waterfront Clear Lake area Home near NASA & Kemah
Enjoy the views, lakefront property, amenities, water activities on site such as a swimming pool, hot tub, kayaks, and dock with all bills and maintenance paid. This is a 4300 sq ft house with 4 bedrooms, 4.5 baths, private office, and 2 laundry areas. This is a monthly rental with a 30 day minimum stay. Close to Space Center Houston and NASA Johnson Space Center 5 miles, Kemah Boardwalk 4 miles, and on the waterfront. Not for parties or events. Single family residence by deed restrictions.

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

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

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.

Fishing Heaven! Walk 1 min to pier & catch dinner!
Great water views of the Galveston Bay are easily seen! Early morning or late evening fishing off the pier is an enjoyable experience. Prefer swimming then check out the pool all while looking at the ships sailing along the Ship Channel which is a great sight! The pelicans flying overhead lets you know you are at the heart of the Galveston coastline! Experience an amazing coastal sight!
Popular amenities for San Leon rentals with a pool
House rentals with a pool

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

Welcome to The Little Marlin by the Bay Getaway!

Jamaica Beach Waterfront Canal Bungalow|Kayaks

Gorgeous Clear Lake, Houston Home with Pool

Waterfront Retreat Fishing, Kayak, Pool & Hot Tub

Just 1 More

5-Acre Retreat-Private Pool-Private Pond

The Indoor Pool House!
Apartment rentals with a pool

~Beachfront~ Stunning! Ocean View! Isla Tortuga

Enjoy the Sunrise - Spacious 1 Br Beach Condo

Captains Cove seaside relax

Beach Front VIP Condo Great view

Breathtaking Top Floor Condo w/ View, Heated Pool

CONDO RIGHT ON THE BEACH! HEATED POOL IN WINTER!

Ocean View Condo • Spacious 2BR Galveston Stay

Galveston's Gem
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

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

Breezeway | Pool & Spa| Free Spa Heating

Waterfront Oasis with private pool & fishing pier

Water Cowboy - Cozy Docked Yacht Stay in Kemah

Luxury Beachfront 4BR with Pool, Hot tub, Elevator
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 SGD | $217 SGD | $232 SGD | $215 SGD | $224 SGD | $241 SGD | $264 SGD | $258 SGD | $267 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 |
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- Rentals with a firepit San Leon
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- Family-friendly rentals San Leon
- Rentals with a patio San Leon
- Rentals with beach access San Leon
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- Rentals with pools Galveston County
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- Rentals with pools United States
- 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
- Moody Gardens Golf Course
- Rice University
- Highrise Houston
- Kemah Boardwalk
- Space Center Houston
- Memorial Park
- Schlitterbahn Galveston Island Waterpark
- White Oak Music Hall
- Houston Zoo
- Sunny Beach
- Downtown Aquarium
- Brazos Bend State Park





