
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. Pool, hot tub. Cruise parking!
This is a carriage house, located behind our home that was built in 1910. The backyard space is ENTIRELY PRIVATE to our guests while you are here! We are located right in the center of the Island. We are less than a mile from the beach, and downtown. Located on one of Galveston’s most beautiful historic streets. Ave O. Which is a one way street that travels from the east to the west end of the Island. Park here for free if your going on a cruise! I’ll take you to the cruise ship & pick you up.

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

Pura Vida Beachfront Bliss- Cozy 1BR Oceanfront
Welcome to Pura Vida Beachfront Bliss! Our serene condo, nestled near the pristine shores, invites you to escape into a world of sun, swimming, and relaxation. Located in the beautiful heart of Galveston, our home offers a perfect blend of modern comfort and coastal charm. It features a variety of amenities designed to enhance your stay. Book your stay and discover the ultimate beachfront getaway—where the sun, sea, and sand come together to create lovely memories that will last a lifetime!

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.

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!

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.

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.

Sunday's Surf & Siesta (1 Block to the Beach)
Sunday's Surf & Siesta is a renovated historic beach bungalow as seen on HGTV and DIY Network's -Restoring Galveston Season 3 ! Completely renovated historical 1921 bungalow walking distance to the beach and restaurants. This bungalow is 4 houses down from the seawall. This home is spectacular! The home is 890 square feet but, feels so much bigger & includes a 1 car garage, deck, outdoor shower and cowboy pool!

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!

Infinity Ocean View from the 9th floor with patio.
This studio is on the 9th floor on the Seawall in front of Babes' beach in Galveston with an infinity view of the Gulf of Mexico and a beach to enjoy. It is part of a condominium resort. It has a pool, barbecue facility, tennis court, a downstairs sitting area with a grand piano and laundry facilities and 24 hour front desk.
Popular amenities for San Leon rentals with a pool
House rentals with a pool

Heated Cowboy Pool! Fenced Yard-5min2beach

Cozy 2-Bed Beach House - Family and pet friendly

Retro Diner Heated Pool/HotTub Deck

Kettle House - Stock Tank POOL - AS SEEN on TV

CLEAN! SPACIOUS, fast Wifi, 7min Walk to Beach

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

Casa Tramonte

Beaches&Dreams~HOT TUB ~5 Min Walk to Beach
Condo rentals with a pool

GalvestonAirBnB Beachfront Rental

Sunny Beachfront Condo

Entire Ocean Front Condo @ Gulf Breeze - Galveston

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

Beachfront Condo | Pool + Resort Amenities

Beachfront Studio Fantastic Gulf Views!

Island Beachwalk Waterfront! 2 Pools/Hot Tubs View

Island comfort in every corner!
Other vacation rentals with a pool

Cozy and unique tiny home.

Welcome to The Little Marlin by the Bay Getaway!

Quiet Condo | Pool | Newly Remodeled | Beach Gear

Stylish Apartment in The Heights | Pool + Gym.

Private Apartment Walk to the Museums & Med Center

The Seahorse Apt - Lakeside and Close to the Beach

Spacious Clear Lake Condo overlooking Marina

Ultimate Getaway | Hot Tub, Pool & Fire Pit
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.ﺇ485 | ﺩ.ﺇ360 | ﺩ.ﺇ499 | ﺩ.ﺇ617 | ﺩ.ﺇ643 | ﺩ.ﺇ694 | ﺩ.ﺇ760 | ﺩ.ﺇ742 | ﺩ.ﺇ768 | ﺩ.ﺇ735 | ﺩ.ﺇ760 | ﺩ.ﺇ735 |
| 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 ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Family-friendly vacation rentals
10 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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- Rentals with lake access San Leon
- Rentals with a hot tub San Leon
- Pet-friendly rentals San Leon
- Rentals with a fireplace San Leon
- Rentals with a patio San Leon
- Waterfront rentals San Leon
- Rentals with pools Galveston County
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- Rentals with pools United States
- Galveston Island
- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Galveston Beach
- East Beach
- Houston Zoo
- Jamaica Beach
- Moody Gardens Golf Course
- Toyota Center
- Galveston Island Historic Pleasure Pier
- Minute Maid Park
- White Oak Music Hall
- Kemah Boardwalk
- Surfside Beach
- Memorial Park
- Schlitterbahn Galveston Island Waterpark
- Brazos Bend State Park
- Sunny Beach
- Downtown Aquarium
- Rice University
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- The Menil Collection




