
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.

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.

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.

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!

Moos like Jagger|OCEAN VIEW| Walk to Beach| POOL
This newly renovated Beach front condo is the perfect place for your friends and family to stay in Galveston. The unobstructed view of the ocean from your private top floor balcony is breathtaking. The interior is modern, spacious and full of natural light. Intentional design, new renovations and simple pops of color make this space calming, clean and inviting. You cannot beat this location in regards to proximity of attractions and just a walk across the street to the beach!

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.

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.

Gorgeous Lodge w/Heated Pool + Pier
Welcome to our Gorgeous waterfront Lodge. ▪ Fully equipped kitchen. ▪ Sleeps 20 Guest max. ▪ Main bedrooms with Roku TVs, private bathrooms, and Galveston Bay views. ▪ bunk room with TV & full bathroom for the kids. ▪ Peaceful & Safe. ▪15 minutes to Kemah Boardwalk, 30 minutes to Galveston, & 5 minutes to 5-star restaurants Perfect for family reunions, weddings, & corporate events when combined with neighboring homes.

Tiny Downtown Oasis at Private Poolside. Cruise +
This Oasis is a poolside retreat in the heart of downtown Galveston. Close walking distance to restaurants, shopping, cruise terminals, and the best that the downtown has to offer. The Tiny sleeps 5 with a King, a Full size, and Futon sofa fold out. The private outside pool area gives plenty of room to stretch out, dine, and relax. The pool is a refreshing end to a hot summer day of beach fun or downtown shopping.
Popular amenities for San Leon rentals with a pool
House rentals with a pool

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

“ Coastal Castle of Galveston “ HEATED POOL & SPA!

Midtown Oasis w/ Private Heated Pool

Lux Pool House

Maria’s Relaxing Getaway STR25-000008

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Beaches&Dreams~PLUNGE POOL~5 Min Walk to Beach

Just 1 More
Condo rentals with a pool

Enjoy the Sunrise - Spacious 1 Br Beach Condo

Lazy River, Pools, Beach~Float. Sip. Soak. Repeat.

Beach Front-Pickleball 2bd-2ba-King bd-W&D-Hot Tub

Sunny Beachfront Condo

CONDO RIGHT ON THE BEACH! HEATED POOL IN WINTER!

Beachfront with Ocean Views & Heated Pool

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

Enchanting Beach & Ocean Views~Pool~HotTub~Gym
Other vacation rentals with a pool

Agua Vista Waterfront Paradise/Hot Tub/Fish/Kayaks

Upscale Waterfront Condo on beautiful Clear Lake!

Cozy and unique tiny home.

Spacious Clear Lake Condo overlooking Marina

5-Acre Retreat with Heated Pool & Private Pond

Champion Suite | Modern Guest Apartment

The Crab Shack

One bedroom beach getaway condo on Clear Lake.
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 CAD | $134 CAD | $186 CAD | $230 CAD | $239 CAD | $258 CAD | $283 CAD | $276 CAD | $286 CAD | $167 CAD | $148 CAD | $383 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 20 vacation rentals in San Leon

Nightly prices starting at
San Leon vacation rentals start at $68 CAD 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 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!
Destinations to explore
- Brazos River Vacation rentals
- Colorado River Vacation rentals
- Houston Vacation rentals
- Austin Vacation rentals
- Central Texas Vacation rentals
- Dallas Vacation rentals
- New Orleans Vacation rentals
- San Antonio Vacation rentals
- Guadalupe River Vacation rentals
- Fort Worth Vacation rentals
- Galveston Vacation rentals
- South Padre Island Vacation rentals
- Rentals with lake access San Leon
- Rentals with a washer and dryer San Leon
- Rentals with a patio San Leon
- Rentals with a fireplace San Leon
- Waterfront rentals San Leon
- Rentals with outdoor seating San Leon
- Beachfront rentals San Leon
- Family-friendly rentals San Leon
- Rentals with beach access San Leon
- Cottage rentals San Leon
- Rentals with a hot tub San Leon
- Pet-friendly rentals San Leon
- Rentals with a firepit San Leon
- House rentals San Leon
- Rentals with pools Galveston County
- Rentals with pools Texas
- Rentals with pools United States
- 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
- Surfside Beach
- White Oak Music Hall
- Schlitterbahn Galveston Island Waterpark
- Memorial Park
- Kemah Boardwalk
- Brazos Bend State Park
- Seahorse
- Downtown Aquarium
- Sunny Beach
- Ramada Beach
- Memorial Park Golf Course
- Buffalo Bayou Park
- San Luis Beach




