
Holiday rentals with a pool in San Leon
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Top-rated rentals with a pool in San Leon
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Pelican Lookout | Heated Pool, Spa, Fire Pit, Bar
Welcome to your waterfront escape in Jamaica Beach with beautiful panoramic views on the main canal. Ideal for families & friends looking to relax & enjoy coastal living! This spacious canal-front home combines comfort, fun amenities & easy beach access: - Sleeps 12 | 4 bedrooms | 9 beds | 3 baths - Private heated pool & hot tub with marble deck - Fire pit & Outdoor bar w/HDTV - BBQ Grill - Boat slip, kayak & beach supplies - Arcade & board games - Stocked kitchen - Outdoor dining area on deck

Pink Pineapple: Clothing Optional Heated Pool
Come enjoy our backyard oasis. We are adults only with shared backyard, clothing optional where you can enjoy our outside palapa with full kitchen, cooktop, fridge, ice maker, gas grill, gas fireplace, fire pit with seating area, 12 person heated spa, heated pool, Inside your private cottage with full kitchen, bedroom with queen size bed, living room with pull out sofa sleeper, washer and dryer. We have multiple cabins on the property so you may share the common areas with others. Max 4 guests.

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

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 ✯ 400+ 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!

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

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.

Gorgeous Lodge w/Heated Pool + Pier
Welcome to our Gorgeous waterfront Lodge. â–Ş Fully equipped kitchen. â–Ş Sleeps 20 Guest max. â–Ş Main bedrooms with Roku TVs, private bathrooms, and Galveston Bay views. â–Ş bunk room with TV & full bathroom for the kids. â–Ş Peaceful & Safe. â–Ş15 minutes to Kemah Boardwalk, 30 minutes to Galveston, & 5 minutes to 5-star restaurants Perfect for family reunions, weddings, & corporate events when combined with neighboring homes.

Apartment near Kemah Boardwalk; WIFI; Cable; Pool;
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!
Popular amenities for San Leon rentals with a pool
House rentals with a pool

“ Coastal Castle of Galveston “ HEATED POOL & SPA!

Lux Pool House

Welcome to The Little Marlin by the Bay Getaway!

Sunset Views with Pool and Great Fishing

Cozy Canal Home 4 Min Dr to Beach + Outdoor Space

Beachfront + Hot Tub | Fireplace | Putt-Putt | Pet

Heated Pool-King Bd, pool table,Wi-Fi, Smart TVs

Heated pool/Private Home
Condo rentals with a pool

Beach Happy Retreat Seawall 2 Pools HotTubs Perfec

Enjoy the Sunrise - Spacious 1 Br Beach Condo

Family-friendly, remodeled 2-bedroom condo!

Breathtaking Top Floor Condo w/ View, resort pool

Island comfort in every corner!

Latitude Adjustment Hot Tubs Gulf Views Pools Ahhh

Seaside Serenity

⛱OCEANSIDE RETREAT GULF VIEWS POOLS SUNSETS LOVE ❤
Other holiday rentals with a pool

[TheTinyTopaz]HeatedCowboyPool-PetFriendly-Bikes!

Cozy and unique tiny home.

Pool House Loft | Hot Tub| Pool Table | 80" TV

BeachFront Custom 1/1 Top Floor 2 pools spa Shower

The Crab Shack

A Warm Nest-Pool/Close to Kemah Boardwalk & NASA!

The Pirate Paradise

Coastal Paradise in Kemah
Quick stats about holiday rentals with a pool in San Leon
Total rentals
20 properties
Nightly prices starting at
$104Â NZD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Rentals with beach access San Leon
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- Rentals with lake access San Leon
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- Rentals with a fireplace San Leon
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- Rentals with pools Galveston County
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- Rentals with pools United States
- Galveston Island
- Galveston Beach
- The Galleria
- NRG Stadium
- Jamaica Beach
- George R. Brown Convention Center
- Houston Museum District
- Surfside Beach
- East Beach
- Galveston Island Historic Pleasure Pier
- Kemah Boardwalk
- Moody Gardens Golf Course
- Schlitterbahn Galveston Island Waterpark
- White Oak Music Hall
- Houston Zoo
- Memorial Park
- Seahorse
- Brazos Bend State Park
- Sunny Beach
- Downtown Aquarium
- Ramada Beach
- Memorial Park Golf Course
- Buffalo Bayou Park
- Bolivar Beach