Holiday rentals with a pool in San Leon

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

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

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.

Crazy Close to the Beach

BEST VIEW of The Gulf! Enjoy a 180 degree panoramic view from your 10th floor balcony with "Babe's Beach", Galveston's favorite beach, directly in front of you. Three smart TV's and really fast internet. Plus a heated swimming pool, fitness center, tennis courts, and BBQ grills are available for all guests to enjoy. Everything you need for your home away from home. Sit back and relax!

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!

Private heated pool/hot tub; featured on TV

Completely renovated 1907 historic charmer featured on Season 5, Episode 8 of Restoring Galveston on Magnolia Network/Discovery+. Top 5 reasons you'll love this place: 1) Cowboy pool/hot tub (can be heated or chilled) 2) 10-minute walk to Seawall beaches 3) Private courtyard with outdoor TV 4) 5-minute drive to Pleasure Pier 5) Garage parking