Holiday rentals with a pool in Webster

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

Location · Family · Getting around

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

Value · Family · View

“Driftwood House” w/Private Pool/5min from NASA.

Updated beach feel 2012 sq. ft. one level home with a pool. Perfect for family, friends or corporate travel. This private 3 bed, 2 full bath home is a great place for up to 6 guests. Kitchen, dining room, large family room with TV, bonus room with ping pong table, laundry room, patio with comfortable seating and pool. Driveway can accommodate 4-5 vehicles. Great neighborhood to bike, run or walk...parks are by the lake. NASA & Space Center Houston is so close that you could walk to it.

Location · Family · Getting around

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

Luxurious 5,200 foot home sits on a 0.5 acre lot and features 6 bedrooms, 4 bathrooms, game room, a hot tub and heated pool, an 85" TV with surround sound speakers, and a game room with foosball and a pool/ping pong/air hockey table! Please note the heated pool is at least $100 to use and the separate hot tub is $75. Charcoal grill, cornhole, giant jenga, connect 4, ping pong. Less than 10 miles from downtown and less than 5 miles from Hobby Airport. Ideal for large groups! 150+MBPS WiFi!

Family · Location · Accuracy

Gorgeous Clear Lake, Houston Home with Pool

Outstanding Clear Lake City, Houston home only 5 minutes to NASA JSC and 20 minutes to Downtown Houston, or the Kemah Boardwalk! The home features a huge pool and spa with a 4 ton rock waterfall! The pool and spa can be heated. Spa is free to heat but we charge to heat the pool in winter. The back patio is exceptionally large and perfect for enjoying the outdoor space day and night. What can I say about the house itself? This was our own home for 18 years and we made it delightful!

Value · Location · Check-in

Cozy Tiny Gem Prime Location + Pool & Hot Tub

This Cozy 1BR/1BA Retreat sits separately behind the main home fully fenced and gated for privacy, Providing you with everything you need and more, Large covered patio with outside entertainment, just minutes from Hobby Airport, Restaurants, Retail & Grocery stores, Centrally located between DT HTX and Kemah Boardwalk with easy access to Beltway 8, Hwy 45 and 610. •DM me to book your next pool party, celebration, or special event of 2 or more guest (not included with reservation).

Value · Location · Amenities

Grand Pool House Villa - 20min from downtown

Huge house with private pool and Instaworthy bedrooms! Enjoy time in the large clear pool and slide, and dry off while playing ping pong in the back yard with outdoor restroom and shower! Play games in the living room with 3 sofa couches available and an inflatable mattress available for larger groups. 4 uniquely designed bedrooms with differing themes: tranquil room with working space, pink room perfect for pics, funky colorful room with arcade games, and a navy primary bedroom.

Value · Family · Decor

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!

Value · Family · Amenities

Boardwalk POOL Home w optional Heated pool

This spacious wheelchair friendly home, with a backyard POOL, is conveniently located on one of the best streets in Kemah! Enjoy being just a stone's throw away from the famous Boardwalk and all its attractions, while also being somewhere quiet, relaxing and comfortable for your stay. Uber, taxi, and bicycles are all available for transportation. Enjoy some rest and relaxation with your family here at this convenient and accessible STRICT NO PET POLICY maximum 8 adults

Location · Family · Getting around

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

As of Summer 2026 the pool is open. Spa is not heated. Extremely comfortable home feel. Located on a very relaxed street. 3-bedrooms, 2-bathrooms, 6-beds open concept home allows for easy living in a very comfortable home that is perfect for a getaway for two, or even two whole families. Streaming TVs and memory foam mattresses in every room. Houston- 29 min to downtown NASA- 20 min Galveston- 1 hour Baybrook Mall- 25 min 5 minutes from many restaurants

Location · Family · Hospitality

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.

Value · Family · Quiet

Beach Themed Oasis with Jacuzzi/Pool

Bring the whole family along to this spacious home to enjoy all to yourselves. Swim in the massive pool or lay in the jacuzzi by the 2 pergolas. Cook BBQ outside on the grill (no backyard neighbors). 1 King size master bedroom, 1 full size bedroom and 1 full size kids bedroom, convertible sofa and air mattress provided upon request. Gorgeous kitchen area and massive family room with blazing fast cable/ internet and streaming services.

Location · Value · Outdoor spaces