Holiday rentals with a pool in San Leon

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.

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

Breezeway: Pool/Spa Heating on Request

Welcome to Blue Haven Cottages! NEW property with 2 units - separate rentals (Breezeway & Bayview) & private pool in a serene neighborhood. Behind the Galveston State Park and overlooks the Bay. Each unit offers a cozy, spacious/modern interior, 65 in smart TV, fully stocked kitchens, dining areas, 2 bedrooms with king beds, 50 in smart TVs, bunk beds 2 twin, 2 ½ bath and stunning views from various deck. Beach access #16, dine at Waterman’s, Dollar General (basics/meds), a 2-3 min drive.

Private Pool - Noon Check Out - Veteran Discounts

✯ Private Pool (With Option To Heat) ✯ Hot Tub ✯ Fire Pit ✯ Weber Gas Grill ✯ Pet Friendly ✯ Off-Street Parking ✯ Sleeps Six ✯ Two Master Suites with Ensuite Baths ✯ King Size Beds ✯ Fully Equipped Kitchen ✯ Veteran & LEO Discounts ✯ Noon Check-Out ✯ Close to All of the Island’s Attractions ✯ Owned and Operated by Galveston Locals ✯ 470+ Five-Star Guest Reviews Please Read Our Reviews – They Speak for Themselves! Message us with any questions or special requests! Fins Up! David & Heidi

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!

Pelican Pointe Beachfront

Located on Galveston Island within walking distance of Babe’s beach and 61st Fishing Pier (just added a bar on the second level), Casa Del Mar Beachfront Suites offer a kitchen and free WiFi. TWO outdoor pools are located on site. The Galveston Pleasure Pier is just a 7-minute drive away. This place offers a private balcony with a partial gulf view. TV, a microwave,and a fridge are also available. A sofa bed is provided in the living area. We keep it super clean! GVR-12768

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.