Family-friendly holiday rentals in San Leon

A welcoming porch with white railings and a wooden deck features comfortable seating. Light blue exterior walls complement the serene atmosphere, while large windows allow natural light to fill the space. A ceiling fan provides a gentle breeze, enhancing the outdoor comfort.

4.99 out of 5 average rating, 162 reviews

Coastal Oasis | Extended Stay & Relaxation

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

Indoor spacesKitchenWalkability

Two bright yellow adirondack chairs are positioned on a bayfront deck, overlooking the calm waters of Galveston Bay. Palm trees line the view, creating a scenic atmosphere. The expansive sky above is clear and blue, enhancing the outdoor space.

4.87 out of 5 average rating, 127 reviews

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!!!

KitchenFamilyCheckout

Superhost

This collage showcases the Lodge on Galveston Bay, featuring a glistening pool surrounded by a spacious patio, a bright living area with large windows offering bay views, a modern kitchen with sleek appliances, and cozy sleeping arrangements in a well-lit bedroom.

4.9 out of 5 average rating, 119 reviews

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

KitchenIndoor spacesValue

4.98 out of 5 average rating, 125 reviews

An outdoor deck is illuminated by purple lighting, featuring a gas firepit surrounded by comfortable seating. A Weber gas grill is visible nearby, and a spiral staircase leads to an upper level, providing expansive views of the night sky and distant shoreline.

Home in Bacliff

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

KitchenIndoor spacesView

A charming cottage is showcased with a vibrant teal exterior. Sturdy steps lead to a welcoming porch, which overlooks a fenced pool area surrounded by green grass and trees. Sunlight bathes the property, enhancing its inviting appearance.

4.94 out of 5 average rating, 377 reviews

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

KitchenIndoor spacesNearby

A scenic view of the waterfront is captured, featuring the sun rising above the horizon. A hammock is suspended between two posts on the deck, overlooking the calm water and lush greenery nearby. A dock extends into the water, enhancing the serene backdrop.

4.97 out of 5 average rating, 142 reviews

"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.

FamilyIndoor spacesComfort

4.91 out of 5 average rating, 271 reviews

A serene waterfront scene captures the tranquil waters of Galveston Bay, reflecting soft pink and orange hues of the sunrise. A wooden pier extends into the water, leading to a thatched palapa, while gentle waves ripple softly in the background.

Guest suite in Bacliff

Amazing gulf view, private space, close to Houston

This is a studio apartment with private entrance in beautiful, eclectic Bacliff. You're right on Galveston bay with an opportunity to wake up to Texas' most beautiful sunrises or just let the gulf air give you a moment of escape! The apartment has a full kitchen and bathroom (shower only). You'll have wifi and access to a washer and dryer. Bacliff is close to Galveston, Kemah Boardwalk, NASA, and (depending on traffic!) a 35 minute drive to downtown Houston or the Texas Medical Center.

Indoor spacesKitchenLocation

The exterior of the home features a two-story design with a light green façade and a covered porch. A staircase leads to the upper level, flanked by white railings. The ground level offers open space under the house, with a light-colored concrete driveway and grassy areas.

4.98 out of 5 average rating, 139 reviews

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.

FamilyIndoor spacesWi-Fi

4.94 out of 5 average rating, 297 reviews

A cottage exterior is shown, featuring a sloped roof and several large windows. Steps lead up to the front door, surrounded by green grass and trees providing shade. The structure is set on a raised foundation, enhancing its charming appearance.

Cottage in Bacliff

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.

KitchenFamilyBackyard

5.0 out of 5 average rating, 113 reviews

A spacious deck features comfortable seating and two green stools, overlooking the tranquil bay. The wooden railing provides a clear view of the calm water and fishing piers extending into the horizon, framed by palm trees under a vibrant blue sky.

Home in Kemah

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.

KitchenIndoor spacesCleanliness

4.88 out of 5 average rating, 534 reviews

A light-colored horse stands in a grassy area beside a winding creek, with a scenic barn and a white farmhouse visible in the background. Tall trees provide a natural border, enhancing the serene rural landscape.

Barn in Santa Fe

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.

FamilyIndoor spacesTV

4.92 out of 5 average rating, 289 reviews

A serene sunset illuminates the water, reflecting hues of orange and pink. Silhouettes of wooden piers extend into the calm bay, surrounded by tree branches that frame the scene, offering a peaceful view of the natural beauty.

Guest suite in San Leon

Me and the Sea-cozy waterfront apartment

Make some memories at this unique and family-friendly place. Near fantastic restaurants, Pier 6 and Top Water Grill. You'll never run out of fun in this cute apartment on the Bay. Great for boating, fishing, a romantic get-away, or just listening to the ocean waves. Want more to do? We are less than 10 miles from Kemah Boardwalk and 20 miles from Galveston Seawall.

Indoor spacesKitchenQuiet

Popular amenities for San Leon family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 133 reviews

A spacious bed is centered in the cozy sleeping area, adorned with a quilted cover and decorative pillows featuring nautical themes. Soft bedside lamps illuminate the wall art above, depicting coastal scenes. Light wood accents create a warm and inviting atmosphere.

Guesthouse in San Leon

Bayside Cottage

Indoor spacesFamilyLocation

4.94 out of 5 average rating, 140 reviews

The living room features a fireplace set within a stone wall, flanked by potted plants. Comfortable seating is arranged around a wooden coffee table, which holds a cozy blanket and decorative items. A television above the fireplace displays a serene landscape.

Home in Kemah

Kemah's Bayfront Getaway with Pool

KitchenFamilyCondition

4.91 out of 5 average rating, 229 reviews

A serene outdoor area features a large swimming pool accompanied by a relaxing jacuzzi. Lush palm trees surround the space, providing a tropical ambiance. The fenced backyard adds privacy, enhancing the enjoyment of this inviting poolside setting.

Home in League City

Beach Themed Oasis with Jacuzzi/Pool

KitchenFamilyCheck-in

Guesthouse in Clear Lake Shores

A wooden walkway leads toward a light blue house, framed by lush greenery. A sign is mounted on a post, humorously stating that the staff is accustomed to inquiries. A red umbrella is visible, providing shade to the area.

Private bungalow in paradise.

FamilyIndoor spacesBeach

4.94 out of 5 average rating, 539 reviews

4.87 out of 5 average rating, 301 reviews

The outdoor space features a generously sized pool surrounded by landscaped greenery, promoting a sense of privacy. A separate jetted spa is adjacent to the pool. The area is designed for relaxation, with a hammock visible in the background.

Home in Houston

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

KitchenIndoor spacesAccess

4.87 out of 5 average rating, 141 reviews

A serene pool area features a uniquely shaped pool with a spa nearby. Vibrant umbrellas offer shade, while a pink flamingo float adds a playful touch. A wooden fence encircles the space, providing privacy and enhancing the tranquil atmosphere.

Home in League City

Pool • Hot Tub • King Bed • Serene and Modern Home

FamilyKitchenLocation

4.91 out of 5 average rating, 100 reviews

A brick home is positioned in a lush green yard, framed by tall trees. Soft, warm lighting glows from large front windows, inviting guests in. A well-maintained lawn features fresh landscaping with dark mulch, enhancing the home's curb appeal.

Home in Clear Lake

Entire Home Minutes From NASA, with Pool

KitchenFamilyCondition

4.93 out of 5 average rating, 292 reviews

A large pool area is depicted featuring a curvilinear design with a separate spa section. The pool is surrounded by a stone deck and lush greenery, under a clear blue sky. A rock waterfall can be seen in the background, providing a serene ambiance.

Home in Clear Lake

Gorgeous Clear Lake, Houston Home with Pool

Indoor spacesFamilyCleanliness

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 111 reviews

A vibrant sunset is depicted over calm ocean waters, with hues of orange and purple reflecting on the surface. Wispy clouds are visible, enhancing the serene atmosphere of the scene, which creates a tranquil backdrop for relaxation.

Home in Bacliff

Bayshore Bungalow

Indoor spacesKitchenBarbecue

4.99 out of 5 average rating, 283 reviews

Bungalow in La Porte

Moonlight by the bay

KitchenIndoor spacesBreakfast

4.85 out of 5 average rating, 142 reviews

A well-maintained single-story home is showcased, featuring a brick facade and a spacious garage. A paved driveway leads to the entrance, with manicured grass and a clear blue sky providing a bright backdrop. Windows allow ample natural light to enhance the home's exterior.

Home in Texas City

Modern Comforts Cruisers Landing

FamilyIndoor spacesComfort

4.85 out of 5 average rating, 204 reviews

A two-story home is set among lush green grass and mature trees, creating a serene environment. The house features a classic design with large windows and a welcoming entryway. A clear pathway leads to the front door, enhancing accessibility.

Home in Dickinson

Beautiful Spacious 4 bedroom house.

Indoor spacesKitchenHeating

Superhost

A view from the houseboat showcases moored boats along a tranquil marina. Wooden loungers are positioned at the edge of the deck, offering a serene spot to relax. The water reflects the soft colors of the sunset, enhancing the calming atmosphere.

Boat in Kemah

The Pirate Paradise

KitchenIndoor spacesCheckout

4.86 out of 5 average rating, 138 reviews

Cottage in Bolivar Peninsula

The fishing cabin is situated on a grassy area near the water, raised on stilts with a wooden deck. A peaceful view of the eastern Galveston Bay is visible, with clouds overhead and distant landmasses in the background. The path leading to the cabin is lined with gravel.

The Point @ Sievers Cut, cabin F

KitchenIndoor spacesValue

4.82 out of 5 average rating, 211 reviews

4.92 out of 5 average rating, 211 reviews

A welcoming living area features a deep blue couch adorned with pink cushions, positioned over a soft green rug. A small round table with a vase and tray is centrally located. Light-colored cabinetry and appliances are visible in the background, promoting a bright and open space.

Guesthouse in Galveston

The Oasis Guest House | Pool • Near Beach

KitchenFamilyHospitality

Home in Bolivar Peninsula

A charming beach house is elevated on stilts, surrounded by green grass and open space. The exterior features a light blue color, a spacious deck with seating, and a flagpole. Nearby structures indicate a welcoming neighborhood close to the beach.

Beach House “seahorse blue”

KitchenFamilyOutdoor spaces

4.95 out of 5 average rating, 143 reviews

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 102 reviews

Tiny home in Kemah

Cozy and unique tiny home.

FamilyKitchenDecor

4.95 out of 5 average rating, 230 reviews

A swimming pool is set against wide views of Galveston Bay, with a seating area featuring grey wicker chairs. A spa area is included adjoining the pool, and a pink-striped umbrella provides shade. In the distance, boats can be seen navigating the water.

Loft in La Porte

Fishing Heaven! Walk 1 min to pier & catch dinner!

KitchenIndoor spacesQuiet

4.88 out of 5 average rating, 112 reviews

Home in Kemah

Boardwalk POOL Home w optional Heated pool

Indoor spacesKitchenAccuracy

4.91 out of 5 average rating, 453 reviews

A houseboat is docked at the marina, featuring a blue and white exterior. The two-level structure is equipped with a top deck for views. Surrounding water reflects the clear sky, creating a serene atmosphere. Nearby boats are visible, adding to the maritime setting.

Houseboat in Kemah

Feel the Harmony with our Cozy Houseboat

Indoor spacesFamilyCheckout

5.0 out of 5 average rating, 100 reviews

Home in Galveston

Summerwind: Pool, Firepit & 3 Blocks to Beach!

Indoor spacesFamilyAmenities

4.95 out of 5 average rating, 111 reviews

A spacious living room is presented, featuring a large sectional sofa with decorative pillows and a textured throw draped over an ottoman. Artwork adorns the walls, and a 65" TV is mounted above a modern console. Natural light filters through sheer curtains, enhancing the inviting atmosphere.

Home in La Porte

Staycation Home w/Pool/Arcade/Style & Great Area

KitchenIndoor spacesBathroom

4.83 out of 5 average rating, 284 reviews

A view from the balcony showcases the ocean beyond the seawall, with sunlight reflecting on the water. Two wicker chairs and a small table are positioned on the balcony, providing an enjoyable spot to relax. A pool area is visible below, surrounded by manicured landscaping.

Condo in Galveston

Captains Cove seaside relax

Indoor spacesFamilyOutdoor spaces