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

Beachfront 4BR | SwimSpa | Putt-Putt | Fire Pit

Experience elevated coastal living in this stunning beachfront retreat designed for best vacation. With a wide-space, soaring ceilings, and expansive windows framing panoramic Gulf views, natural light fills every corner. Newly built and beautifully styled with modern coastal finishes, this 4-bedroom, 3.5-bath Crystal Beach getaway sleeps 16+ and features a heated SwimSpa (pool + hot tub), private fenced yard, propane fire pit, and direct beach access—perfect for unforgettable perfect vacation.

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

Jamaica Me Happy *Beachfront! HotTub! Pets!

Relax with the whole family at this peaceful BEACHFRONT House in Jamaica Beach! *Toes in sand right outside! *Best location in Jamaica Beach. Close to Galveston *Stunning Views *Pets welcome *Events allowed *Sleeps up to 14 guests *easy self check in/out *Experienced SUPER HOST 5min or less responses *We Supply all Linens, bedding, towels, beach chairs, umbrellas, BBQ w/ propane, garbage bags, tp, shampoo/conditioner, paper towels, laundry detergent, and fully stocked kitchen!

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!

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

Coastal Paradise in Kemah

Enjoy Coastal decor at this peaceful and centrally located Condo in Kemah. We are 1 mile from the famous Kemah Boardwalk and minutes from NASA. Walking distance to local bars and restaurants. Our unit sits on the second floor and is a two-storied condo with a view of the Marina and pool. The space: Master bedroom: King Bed and sitting area for your enjoyment. Bedroom #2 Queen bed. The Living room has a Double bed and a Twin sofa sleeper. Includes guest parking.

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.

Skyline Studio • Espresso Bar • Downtown View

Wake up to sunrise skyline views and start your day with a true espresso ritual. This top-floor studio is thoughtfully designed with luxury in every detail — king bed, premium linens, plush towels, full kitchen, and a curated coffee bar. A calm, plant-filled space with a high-quality sound system and rooftop pool access. 300+ 5-star stays for cleanliness, comfort, and reliability. Secure parking. A peaceful, elevated stay near Downtown & the Heights.

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!