
Vacation rentals with a pool in San Leon
Find and book unique homes with a pool on Airbnb
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 €43 per night before taxes and fees

Verified guest reviews
Over 1,430 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!
Top-rated rentals with a pool in San Leon
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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. The pier is shared among two houses. But the pool is exclusively for The Lodge guests There will be a fully refundable deposit of $500 which will be released after your stay as long as the property passes ins

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.

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/HotTub, fenced in yard, patio table, chairs and umbrella. One block to Noah's Ark Restaurant, Pier and Public Boat Friday fireworks June/July

Agua Vista Waterfront Paradise/Hot Tub/Fish/Kayaks
Looking for a modern exquisitely decorated beach home where you can fish/kayak right off the back porch & enjoy sunrises/sunsets from multiple private decks? You've found it! Welcome to Agua Vista Waterfront Villa. Our gorgeous modern home features 3bedrooms up+Bonus 4th bedroom down +2.5baths w/ expansive living/kitchen space, Smart TV's in every room, Ping Pong, Kayaks provided for you, Fishing (w/ underwater lights), Shade, Games, 8 person Hot Tub, Fans on all porches and lots of beach toys!

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

Golf Cart, Hot Tub, Bar, Pets! 5 Min to Beach
Your Galveston/ Jamaica Beach Family Vacation Starts HERE! ⛱️ 5 minute Golf cart ride to the Beach!! 🌊 Luxury Golf Cart for up to 6. Golf cart is rented daily for an extra charge. Funds collects by 3rd party merchant. 🏖 Hot Tub, warm all year. 🐠 Outdoor bar/entertainment area/Fenced Pet area/shower/ etc 🎣 Sleeps 5! Wi-Fi, Smart TVs. Free parking for 4 Mid-sized vehicles. 🦈 2 approved dogs, under 40 pounds! 1st pet $100 2nd Pet $150 plus tax. 🐬 Jamaica Beach Pool- Open Summer!

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!

Boardwalk POOL Home w optional Heated pool
This spacious wheelchair friendly home, with a backyard POOL, is conveniently located on one of the best streets in Kemah! Enjoy being just a stone's throw away from the famous Boardwalk and all its attractions, while also being somewhere quiet, relaxing and comfortable for your stay. Uber, taxi, and bicycles are all available for transportation. Enjoy some rest and relaxation with your family here at this convenient and accessible STRICT NO PET POLICY maximum 8 adults

Staycation Home w/Pool/Arcade/Style & Great Area
As of Summer 2026 the pool is open. Spa is not heated. Extremely comfortable home feel. Located on a very relaxed street. 3-bedrooms, 2-bathrooms, 6-beds open concept home allows for easy living in a very comfortable home that is perfect for a getaway for two, or even two whole families. Streaming TVs and memory foam mattresses in every room. Houston- 29 min to downtown NASA- 20 min Galveston- 1 hour Baybrook Mall- 25 min 5 minutes from many restaurants

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.

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

Waterfront fun! Kayaks, Bikes, Fire Pit & Fishing!

Crazy Close to the Beach

Huge 6 Bedroom with Heated Pool, 85" TV, Game Room

Coastal Breeze: Pool, Firepit & 4 Bathrooms!

Gorgeous Clear Lake, Houston Home with Pool

“Driftwood House” w/Private Pool/5min from NASA.

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Heated Pool * 2 Blocks to Beach *Guest House *
Condo rentals with a pool

Pelican's Perch - peaceful beachfront view!

Pura Vida Beachfront Bliss-Cozy Beachfront w/ Pool

Gulf Coast Chalet-Luxury Condo, Gorgeous Views!

Oceanfront Sunset Condo w/ Private Balcony

Direct Beach Access | Gulf View | Pool

Ocean View Condo • Spacious 2BR Galveston Stay

Beachfront Studio Fantastic Gulf Views

Ocean Jewel at Diamond Beach
Other vacation rentals with a pool

Pink Pineapple: Clothing Optional Heated Pool

The Loft at Green Gables

The Carriage House. Pool, hot tub. Cruise parking!

Suelen Bay House | Hidden Gem w/ Pier & Pool.

Welcome to The Little Marlin by the Bay Getaway!

5-Acre Retreat-Private Pool-Private Pond

Waterfront Oasis with private pool & fishing pier

Waterfront Retreat Fishing, Kayak, Pool & Hot Tub
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €138 | €146 | €156 | €150 | €154 | €407 | €177 | €173 | €179 | €171 | €177 | €171 |
| 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 |
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- Rentals with a kayak San Leon
- Family-friendly rentals San Leon
- Rentals with beach access San Leon
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- House rentals San Leon
- Beachfront rentals San Leon
- Rentals with a hot tub San Leon
- Pet-friendly rentals San Leon
- Rentals with lake access San Leon
- Cottage rentals San Leon
- Rentals with pools Galveston County
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- Rentals with pools United States
- Galveston Beach
- Jamaica Beach
- The Galleria
- Galveston Island
- NRG Stadium
- George R. Brown Convention Center
- Houston Museum District
- Surfside Beach
- Minute Maid Park
- Kemah Boardwalk
- Rice University
- East Beach
- Highrise Houston
- Space Center Houston
- Toyota Center
- Galveston Island Historic Pleasure Pier
- University of Houston
- Moody Gardens
- Moody Gardens Golf Course
- Schlitterbahn Galveston Island Waterpark
- Houston Zoo
- Sunny Beach
- Memorial Park
- Diamond Beach Condos





