
Vacation rentals with a pool in San Leon
Find and book unique homes with a pool on Airbnb
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 G$8,370 GYD 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!
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 BEAUTY w/ 4 KING BEDS ULTIMATE Getaway!
Perched along the Gulf on a quiet stretch of beautiful beach, this 4BR/3BA gem promises a dreamy coastal getaway. Take in the vista from the sun-drenched living area, where fine furniture and fixtures create an elegant atmosphere. Three tranquil suites and a guest bedroom offer plenty of privacy. Two balconies and a covered patio offer ample outdoor space. Follow your private boardwalk to pristine white sand and emerald waters, then return home to enjoy a cookout on the covered patio at sunset.

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. #130.26

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

Top-Floor Studio, NYC Balcony, Downtown View, Pool
Not just a place to stay, a true home away from home. Top-floor Heights/Rice Military studio filled with real live plants, good energy, and every detail you didn't know you needed. Wake up, climb out to your private balcony and watch the Houston sunrise with an espresso in hand. Spotlessly clean. Quietly peaceful. A Superhost who goes above and beyond. Guests don't just leave happy they come back. Rated the best Airbnb they've ever had, not just in Houston - Ever! 4.98 · 300+ stays · Top 5%.

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!

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 Leafy Lounge-Large Home w/ Heated Indoor Pool
Welcome to the Leafy Lounge with the private indoor HEATED pool, where your stay will be an unforgettable experience! This unique and spacious home is ideal for families, friends, and anyone looking to immerse themselves in a peaceful getaway. Enjoy a private indoor swimming experience using the heated pool and hang out in the large indoor patio. Plan your trip with ease in this fully equipped home while enjoying all amenities regardless of weather.

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

Beachfront 4BR | SwimSpa | Putt-Putt | Fire Pit

Bikes, kayaks, pickelball, firepit! Prime fishing!

Kettle House - Stock Tank POOL - AS SEEN on TV

Welcome to The Little Marlin by the Bay Getaway!

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

Huge 6 Bedroom with Heated Pool, 85" TV, Game Room

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Just 1 More
Condo rentals with a pool

~Beachfront~ Stunning! Ocean View! Isla Tortuga

Captains Cove seaside relax

Oceanfront Sunset Condo w/ Private Balcony

Galveston's Diamond beach, A true Diamond!

Ocean View Condo • Spacious 2BR Galveston Stay

Steps to Beach •Ocean View •Pools Billy’s Bungalow

Quiet Beach Views • King Bed • Top Floor

Beachfront Studio Fantastic Gulf Views
Other vacation rentals with a pool

Cozy and unique tiny home.

Luxury Waterfront Estate-Private Pool/Sunset Views

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

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

Tiny Lux Home | Pool + Bayfront Views | Near Kemah

Waterfront Oasis with private pool & fishing pier

The Shore house|OCEAN VIEW| Walk to Beach| POOL

Water Cowboy - Cozy Docked Yacht Stay in Kemah
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,690 GYD | G$35,573 GYD | G$38,084 GYD | G$35,155 GYD | G$36,619 GYD | G$39,549 GYD | G$43,315 GYD | G$42,269 GYD | G$43,734 GYD | G$41,851 GYD | G$43,315 GYD | G$41,851 GYD |
| 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 kayak San Leon
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- Family-friendly rentals San Leon
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- Beachfront rentals San Leon
- Rentals with a fireplace San Leon
- Rentals with a hot tub San Leon
- Pet-friendly rentals San Leon
- Rentals with lake access San Leon
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- Rentals with a patio San Leon
- Rentals with a fire pit San Leon
- Rentals with pools Galveston County
- Rentals with pools Texas
- Rentals with pools United States
- Galveston Beach
- NRG Stadium
- Jamaica Beach
- The Galleria
- Galveston Island
- George R. Brown Convention Center
- Houston Museum District
- Minute Maid Park
- Surfside Beach
- Kemah Boardwalk
- East Beach
- Rice University
- Space Center Houston
- Galveston Island Historic Pleasure Pier
- Highrise Houston
- Toyota Center
- Moody Gardens Golf Course
- University of Houston
- Schlitterbahn Galveston Island Waterpark
- Houston Zoo
- Sunny Beach
- Memorial Park
- White Oak Music Hall
- Moody Gardens





