TripKey Properties

The best vacation rentals in Texas

Discover a world of possibilities with TripKey Properties, LLC, your trusted vacation rental and real estate company. Nestled in the heart of breathtaking Galveston Island, we offer a comprehensive range of services. Whether you're seeking a dream Galveston vacation rental, navigating the real estate market, or seeking professional property management, our dedicated team is here to assist you. Let us ensure your time on the island, whether for a weekend or a lifetime, is truly memorable.

Our Featured Vacation Rentals

View some of our Featured Properties selected just for you!

Off The Hook

Waterfront bay retreat

A beautiful waterfront home in San Leon, Texas with stunning bay views and plenty of space for family fun. With room for up to 10 guests, this rental features a spacious deck overlooking the water, a private pier for fishing, and a relaxing hot tub — perfect for your next coastal getaway.

“A peaceful bayfront escape with unforgettable views.”

Highlights:Waterfront home with bay views

  • 3 bedrooms & 3 bathrooms

  • Sleeps up to 10 guests

  • Private 300-foot lighted pier for fishing

  • Hot tub & spacious outdoor deck

  • Close to Kemah Boardwalk and Galveston Island attractions

Breezy Bay Bungalow

Relax by the bay

A cozy waterfront bungalow located in San Leon, Texas. This bayfront home offers beautiful water views, a private dock, and a peaceful coastal atmosphere. Perfect for families or small groups looking to relax, fish, or enjoy the bay breeze.

“A peaceful getaway with unforgettable bay views.”

Highlights:

  • Bayfront home with water views

  • Sleeps up to 6 guests

  • Private pier & dock

  • Pet-friendly

  • Ideal for relaxing or fishing

Dat Lake Life

Relaxing lakefront retreat

A spacious lakefront vacation home with beautiful water views and outdoor living space. With room for up to 16 guests, this property offers the perfect blend of comfort and waterfront fun — ideal for family vacations, group getaways, or long weekends by the water.

“Unplug, relax, and enjoy memorable days by the lake.”

Highlights:

  • Sleeps up to 16 guests

  • 5 bedrooms & 4 bathrooms

  • Lake access with private dock or outdoor space

  • Great for family long stays and group gatherings

  • Outdoor enjoyment & scenic water views

The Lodge on Galveston Bay

Luxury waterfront escape

Experience an unforgettable coastal getaway at this stunning waterfront home in San Leon, Texas. With space for up to 20 guests, a private pool and hot tub, and breathtaking views of Galveston Bay, this spacious lodge is perfect for family vacations, group retreats, or special celebrations.

“Where luxury meets endless bay views.”

Highlights:

  • Waterfront home with water views

  • 4 bedrooms & 4.5 bathrooms

  • Sleeps up to 20 guests

  • Private pool & hot tub

  • Private pier & dock

  • Ideal for family gatherings or group stays

The Lodge Property Combo 1

The largest waterfront group experience

The most complete group getaway on Galveston Bay. This premium combo brings together all connected Lodge properties, offering maximum space, comfort, and privacy. Designed for very large groups, events, or multi-family gatherings looking to stay together in one exceptional waterfront location.

“One destination. Maximum space. Unforgettable group memories.”

Highlights:

  • Largest combo available

  • Multiple connected homes in one location

  • Sleeps very large groups comfortably

  • Private lighted pier with bay views

  • Spacious decks and outdoor gathering areas

  • Ideal for events, reunions, and celebrations

The Lodge Property Combo 2

Spacious waterfront getaway for large groups

A generous waterfront property combo on Galveston Bay, perfect for large groups that need space without the full scale of the complete lodge setup. This option combines select Lodge homes, offering comfort, privacy, and beautiful bay views in a more streamlined group layout.

“The perfect balance of space, comfort, and waterfront views.”

Highlights:

  • Large group combo with connected homes

  • Sleeps large groups comfortably

  • Waterfront setting with bay views

  • Access to pier and outdoor living areas

  • Great for family trips and group getaways

  • More compact than Combo 1, easier to manage

★ ★ ★ ★ ★

House was great and plan on coming back!

Karen J.
★ ★ ★ ★ ★

This place’s very modern, beautiful view and nice fishing spot!

Thong N
★ ★ ★ ★ ★

The home and host were wonderful and responsive, was nice and modern, well decorated, great a/c.

Jennifer C.