Family-friendly holiday rentals in San Leon

Coastal Oasis | Work, Stay & Unwind

COASTAL OASIS A perfect combination of luxury and comfort! A little hidden gem, a beautifully decorated, spacious new home. While enjoying your stay, take a short stroll down the street to go fishing, relax on the porch, soak in the water view, and enjoy the spectacular sunsets. Home includes: Open-concept floor plan for you to entertain or relax, gourmet modern kitchen, private patios off each retreat. 10 mins. to Kemah Boardwalk, 25 mins. to Galveston & many top rated restaurants close by

Bayfront Home w/ Amazing Water View & Fishing Pier

Spend your next vacation at this beautiful 2-story 3Bedrooms/2Baths home with an expansive bayfront deck where you could relax and enjoy the amazing water view. Fishing and crabbing off the private pier. Nearby, there's plenty to see and do on the Kemah Boardwalk, and a variety of beautiful beaches on Galveston Island to visit. Close to awesome spots to dine, drink, and feast. 8 parking spots on the property with additional parking on the street also. Don’t forget to bring your fishing poles!!!

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

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

"Sunny San Leon Casita"

Beautiful waterfront place in sunny side San Leon with one bedroom and queen bed, sectional couch in living room and air mattress. The living space is open concept with full kitchen overlooking the dining and living area, perfect for families. Pier 6,Topwater and Gilhooley’s restaurants are just 1 mile away.Just minutes from Kemah Boardwalk. This property sits right on the water! Your waterfront vacation home to relax and enjoy the scenery, come and relax or fish in this beautiful place.

La Dolce Vita Lounge

Take it easy at this unique and tranquil water front getaway with private pier amenities include: WI-FI NOW AVAILABLE! *10% off for Veterans/Nurses * Gated Community * Locked Bedrooms-pass codes *Master has private bathroom *Private Fishing Pier (CLOSED due Hurricane Beryl) *Baytown 20 mins away *Great fishing spot *Cleaning Stations (CLOSED) *BBQ Pits *Beach Lounge Areas *Cozy lit up hammock for waterfront views *3 guest lounge only. No extra guests permitted without host approval

Olivares Hill Art, Farm & Retreat

Escape to this stunning bayfront retreat in Beach City, where art meets nature! This exquisite property features an incredible collection of over 50 artworks, blending creativity with breathtaking views. Enjoy hands-on farm experiences with friendly animals, or unwind with outdoor adventures like fishing, soccer, grilling, and relaxing in the hot tub. Perfect for relaxation and fun, this haven offers a peaceful atmosphere and unforgettable sunsets over the bay. Your dream getaway awaits!

Cozy Coastal Cottage, San Leon

Welcome to the Coastal Town of San Leon, a hidden treasure tucked away right on the Gulf. With this new build home, you can enjoy the water view, on any of our 3 porches. In the mood for fishing, take a short walk down the street and drop your line in the Galveston Bay. Drive 10 minutes to the famous Kemah Boardwalk. Have dinner at the trendy Pier 6 restaurant, 2 miles away. Or, take a short drive to Galveston (25 minutes away). This growing coastal city has so much for you to do.

Grandma’s getaway cottage.

Take it easy at this unique and tranquil getaway. This was truly a bay getaway before digital games and internet. There are two bookcases with hard bound books, card tables, and reading lamps. There is TV with WIFI and internet, a ductless HVAC system and a large 100'x 125' lot This cottage is very suitable for work away from home environment. A separate table and 2 office chairs are available for a work area that can be closed off from the rest of the house during the day.

Steps to Boardwalk, Bayfront, 216ft Pier, Elevator

Our Kemah Bay Retreat is only a 2-3 minute walk from the Kemah Boardwalk and Lighthouse District! You're steps away from family entertainment, shops, restaurants and bars. At the waterfront house, enjoy the sight and sound of the bay from boats and birds passing by. Get on the water with provided kayaks and explore the coast. Fish from our private 216-ft pier. There's an elevator, EV charger, foosball, ping pong, basketball, arcade, outdoor chess/checker and cornhole game.

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

Moonlight by the bay

"The whole group will enjoy easy access to all that Houston has to offer in this centrally located home. "MOON LIGHT BY THE BAY" Bungalow sleeps 6 guests, 2 SPACES FOR PARKING (free parking on street), and an open concept kitchen/living area. Perfect for entertaining family and friends. provides WiFi, a smart TV, and an outdoor seating area. Enjoy your stay by unwinding in the main bathrooms’ stand up shower and relaxing on the couch w/ your favorite book."