
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!

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

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.

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

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.

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

Heated Cowboy Pool! Fenced Yard-5min2beach

Bikes, kayaks, pickelball, firepit! Prime fishing!

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

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

Beaches&Dreams~HOT TUB ~5 Min Walk to Beach

Just 1 More

Beachfront + Hot Tub | Fireplace | Putt-Putt | Pet

Private Heated Pool | Hot tub | Gulf View
Condo rentals with a pool

GalvestonAirBnB Beachfront Rental

Family-friendly, remodeled 2-bedroom condo!

Captains Cove seaside relax

Sunny Beachfront Condo

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

Coastal Serenity|OCEAN VIEW| Walk to Beach| POOL

The Look-Out|Ocean Front View| 2 Pools

Seascape Galveston-☀️Tab's Beach Spot #1103
Other vacation rentals with a pool

Beach View | Bedroom Balcony | 12 Min Walk 2 Beach

Upscale Waterfront Condo on beautiful Clear Lake!

Cozy and unique tiny home.

Welcome to The Little Marlin by the Bay Getaway!

Blue Pool House (New & Improved)

Hot Tub • Pool • Pickleball • Resort-Style Getaway

Waterfront Retreat Fishing, Kayak, Pool & Hot Tub

Spacious Clear Lake Condo overlooking Marina
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$27,604 GYD | G$20,494 GYD | G$28,440 GYD | G$35,132 GYD | G$36,596 GYD | G$39,524 GYD | G$43,288 GYD | G$42,242 GYD | G$43,706 GYD | G$41,824 GYD | G$43,288 GYD | G$41,824 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 |
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 G$8,365 GYD 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 beach access San Leon
- Family-friendly rentals San Leon
- Rentals with a hot tub San Leon
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- House rentals San Leon
- Rentals with a patio San Leon
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- 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
- Galveston Island Historic Pleasure Pier
- Toyota Center
- 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
- Buffalo Bayou Park
- Space Center Houston




