
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.

Seaside Serenity
If you are looking for a dream rental on the beach this is it! Walk into this serene condo and feel your stress melt away! You cant help but feel calmed by the natural beauty of the sea, the sunrise, and the moonrise from the comfort of your bed. Enjoy a relaxing evening on the balcony and listen to the waves and the seabirds while the ocean breeze swirls around you. Inside the condo is just as lovely, in calming shades of blue and white. You will love the luxurious furnishings and appliances!

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

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!

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!

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. We offer combo listings that allows guests to exclusively enjoy the private pier. When booked separately, the pier is shared among two houses. But the pool is exclusively for The Lodge guests

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

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 Queen bed. The Living room has a Double bed and a Twin sofa sleeper. Includes guest parking.

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

*Heated Dip Pool!* Fenced Yard-Central Location!*

Welcome to The Little Marlin by the Bay Getaway!

Luxury Waterfront Estate-Private Pool/Sunset Views

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

Blue House by the Beach - Upstairs Unit

Gorgeous Clear Lake, Houston Home with Pool

Waterfront Retreat Fishing, Kayak, Pool & Hot Tub
Condo rentals with a pool

Beachfront Condo w/ Safe Access to Sand & Pool

Enjoy the Sunrise - Spacious 1 Br Beach Condo

Family-friendly, remodeled 2-bedroom condo!

Captains Cove seaside relax

Oceanfront Condo w/ Private Sunset Balcony

Shore Beats Work| OceanFront View| 2 Beds & 2 Bath

Aah-mazing Beach Retreat with Ocean & Pool views

Pelican's Perch - peaceful beachfront view!
Other vacation rentals with a pool

The Barracks at Cedar Oaks Inn

Baytime Retreat-Cozy Backyard, Pool, Bayfront View

Cozy and unique tiny home.

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

Waterfront Oasis with private pool & fishing pier

Water Cowboy - Cozy Docked Yacht Stay in Kemah

Cozy Fun with heated Cowboy Pool

A Warm Nest-Pool/Close to Kemah Boardwalk & NASA!
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 CAD | $134 CAD | $186 CAD | $229 CAD | $239 CAD | $258 CAD | $283 CAD | $276 CAD | $285 CAD | $273 CAD | $283 CAD | $273 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 $55 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 pools Galveston County
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- Galveston Island
- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Galveston Beach
- Houston Museum District
- Jamaica Beach
- East Beach
- Minute Maid Park
- Toyota Center
- Galveston Island Historic Pleasure Pier
- Moody Gardens Golf Course
- Surfside Beach
- Rice University
- Highrise Houston
- Kemah Boardwalk
- White Oak Music Hall
- Memorial Park
- Houston Zoo
- Space Center Houston
- Schlitterbahn Galveston Island Waterpark
- Brazos Bend State Park
- Sunny Beach
- Downtown Aquarium




