
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.

🐚BEACH HAVEN HEAVEN 2 POOLS & HOT TUBS 🛳 PARKING
Welcome to your dream vacation with a view! Beach Haven Heaven is a 1 bedroom Oceanfront Suite, with Galley Bunks & all you'll need to be a real Islander! Located on the world-famous Seawall Boulevard - directly across from the Gulf of Mexico & 'Babe's Beach.' Relax on your balcony & watch the sun set, listen to the waves roll in, smell fresh salty air & lull into Island life! 2 beautiful swimming pools (1 lightly heated), tennis court, fitness room, hot tubs, BBQ pit & more! You'll love it here

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.

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.

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.

Vitamin Sea|Ocean Front View| Pool |Walk to Beach
Sip your coffee in the morning or your favorite beverage in the evening on this gulf-facing patio and enjoy beautiful beach views! When you stay at our centrally located condo, your family will be close to everything. Captain's Cove is directly on Seawall Blvd and across from Babe's Beach. This condo community offers a large swimming pool in front of the property, so guests can swim while enjoying Gulf views across the Seawall.

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

“ Coastal Castle of Galveston “ HEATED POOL & SPA!

Bikes, kayaks, pickelball, firepit! Prime fishing!

Gorgeous Clear Lake, Houston Home with Pool

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Just 1 More

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

Heated pool/Private Home

Heated Pool-Hot Tub & Golf: Newly Built Beach View
Condo rentals with a pool

Enjoy the Sunrise - Spacious 1 Br Beach Condo

Sunny Beachfront Condo

Breathtaking Top Floor Condo w/ View, Heated Pool

CONDO RIGHT ON THE BEACH! HEATED POOL IN WINTER!

Beachfront Condo|Pickleball|2bd 2ba|Wifi

Pelican's Perch - peaceful beachfront view!

Latitude Adjustment Hot Tubs Gulf Views Pools Ahhh

Coastal Serenity|OCEAN VIEW| Walk to Beach| POOL
Other vacation rentals with a pool

Upscale Waterfront Condo on beautiful Clear Lake!

Cozy and unique tiny home.

POOL & HOT TUB! Tranquil Galveston Escape

Quiet Condo | Pool | Newly Remodeled | Beach Gear

Enchanting Beach & Ocean Views~Pool~HotTub~Gym

5-Acre Retreat with Heated Pool & Private Pond

Spacious Clear Lake Condo overlooking Marina

The Crab Shack
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$27,551 GYD | G$20,454 GYD | G$28,386 GYD | G$35,065 GYD | G$36,526 GYD | G$39,448 GYD | G$43,205 GYD | G$42,161 GYD | G$43,622 GYD | G$25,464 GYD | G$22,541 GYD | G$58,441 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$10,436 GYD 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 & 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 pools Galveston County
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- Galveston Island
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