
Holiday rentals with a pool in San Leon
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in San Leon

Total holiday rentals
Explore 20 holiday rentals in San Leon

Nightly prices starting at
San Leon holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of San Leon holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Leon rentals

4.8 Average rating
San Leon stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in San Leon
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

Agua Vista Waterfront Paradise/Hot Tub/Fish/Kayaks
Looking for a modern exquisitely decorated beach home where you can fish/kayak right off the back porch & enjoy sunrises/sunsets from multiple private decks? You've found it! Welcome to Agua Vista Waterfront Villa. Our gorgeous modern home features 3bedrooms up+Bonus 4th bedroom down +2.5baths w/ expansive living/kitchen space, Smart TV's in every room, Ping Pong, Kayaks provided for you, Fishing (w/ underwater lights), Shade, Games, 8 person Hot Tub, Fans on all porches and lots of beach toys!

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

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

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!

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

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.

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.

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.

Sunday's Surf & Siesta (1 Block to the Beach)
Sunday's Surf & Siesta is a renovated historic beach bungalow as seen on HGTV and DIY Network's -Restoring Galveston Season 3 ! Completely renovated historical 1921 bungalow walking distance to the beach and restaurants. This bungalow is 4 houses down from the seawall. This home is spectacular! The home is 890 square feet but, feels so much bigger & includes a 1 car garage, deck, outdoor shower and cowboy pool!

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

SeaTurtle Breeze Walk2 Pleasure Pier! Cowboy Pool

Crazy Close to the Beach

Unique Tiki Theme | Walk to Beach | Cowboy Pool

1876 Governor Lubbock House, Tank Pool/2 Masters!

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

Coastal Breeze: Pool, Firepit & 4 Bathrooms!

Blue House by the Beach - Upstairs Unit

Just 1 More
Apartment rentals with a pool

Captains Cove seaside relax

Guest Favorite *Pickle Ball *Ocean View *Balcony

☀Trendy Seaside Condo w Beach Views, Pool & HotTub

Pelican's Perch - peaceful beachfront view!

The Sea-Esta Inn|Ocean Front View|2 Bed & 2 Bath

Beachfront Studio Fantastic Gulf Views

Coastal Serenity|OCEAN VIEW| Walk to Beach| POOL

Infinity Ocean View from the 9th floor with patio.
Other holiday rentals with a pool

Upscale Waterfront Condo on beautiful Clear Lake!

Welcome to The Little Marlin by the Bay Getaway!

Luxury Waterfront Estate-Private Pool/Sunset Views

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

Tiny Lux Home | Pool + Bayfront Views | Near Kemah

Waterfront Oasis with private pool & fishing pier

Water Cowboy - Cozy Docked Yacht Stay in Kemah

Waterfront Retreat Fishing, Kayak, Pool & Hot Tub
When is the best time to visit San Leon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £119 | £126 | £134 | £124 | £129 | £140 | £153 | £149 | £154 | £148 | £153 | £148 |
| Avg. temp | 13°C | 15°C | 18°C | 22°C | 26°C | 29°C | 30°C | 30°C | 28°C | 24°C | 19°C | 15°C |
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- Rentals with a kayak San Leon
- Rentals with a washing machine and dryer San Leon
- Rentals with outdoor seating San Leon
- Family-friendly rentals San Leon
- Rentals with beach access San Leon
- Waterfront rentals San Leon
- House rentals San Leon
- Beachfront rentals San Leon
- Rentals with a fireplace San Leon
- Rentals with a hot tub San Leon
- Pet-friendly rentals San Leon
- Rentals with lake access San Leon
- Rentals with a patio San Leon
- Cottage rentals San Leon
- Rentals with a firepit San Leon
- Rentals with pools Galveston County
- Rentals with pools Texas
- Rentals with pools United States
- Galveston Beach
- Jamaica Beach
- The Galleria
- Galveston Island
- NRG Stadium
- George R. Brown Convention Center
- Houston Museum District
- Surfside Beach
- Minute Maid Park
- Kemah Boardwalk
- East Beach
- Rice University
- Space Center Houston
- Highrise Houston
- Galveston Island Historic Pleasure Pier
- Toyota Center
- Moody Gardens Golf Course
- University of Houston
- Schlitterbahn Galveston Island Waterpark
- Moody Gardens
- Houston Zoo
- Sunny Beach
- Memorial Park
- White Oak Music Hall





