Vacation rentals in Rollover Pass

Beautiful Bayfront Retreat Unbeatable Gulf Views

Visit The Commander's Retreat to watch sunrises over the Gulf of Mexico from the front porch and sunsets over Galveston Bay from the back porch, hot tub or the lighted private pier! There are redfish, trout, flounder, and crabs to be caught from the 150’ pier. Yachts, sailboats, kayaks, and commercial tugs and barges frequent the Intracoastal Waterway just a few hundred yards off this private pier. A short walk from the front of the house gives you access to the beach for some fun in the sun.

Beachfront, HotTub Gulf Views, Games, Pet-friendly

Welcome to Blue Searenity, a beachfront retreat designed for relaxation and unforgettable coastal memories. This beautifully updated 3-bedroom, 2-bath home sleeps up to 8 guests and features two king bedrooms, a bunk room, a fully equipped kitchen, and spacious living areas. Enjoy stunning Gulf views, direct beach access, high-speed Wi-Fi, and pet-friendly accommodations. Whether you're planning a family vacation or weekend escape, Blue Searenity is the perfect place to unwind by the sea.

Beach Haven! A Cozy Retreat Near the Beach For 4

Welcome to Beach Haven, a cozy vacation retreat just 0.3 miles from the beach with relaxing Gulf views from the deck. Enjoy peaceful mornings watching the sunrise over the Gulf and Intracoastal Waterway from the outdoor spaces. Nestled in the Villas at Rollover, Beach Haven is only a short walk to neighborhood amenities including the pool, playground, fire pits, and lookout tower. Perfect for couples or small families, this charming 2-bedroom property comfortably sleeps up to 4 guests.

Lonestar Beach Retreat For 14 Beachfront-Pet-Games

Escape to paradise in this beautiful oceanfront 4-bedroom, 3-bathroom home in the peaceful and serene Gilchrist neighborhood, just steps away from the beach! With panoramic views of the Gulf of Mexico, this spacious coastal retreat offers the perfect blend of comfort and luxury for your family or group getaway. Fully stocked home for ease of traveling - we have board games, beach essentials such as cooler, wagon, ample seating for you to enjoy all unobstructed beach views!

Beachfront Bolivar Bungalow! Cozy and quiet

Get ready to pinch yourself because your family's beach escape awaits at The Rock Lobster on the Bolivar. Embrace the sun, sea, and rich history of Galveston and Bolivar Peninsula, where every moment promises a new adventure. We offer an amazing blend of activity and tranquility, being a short drive to everything on the island but still quiet and secluded. Whether you want to enjoy the beach, get a sunburn, or chase some red fish, our Rock Lobster has it all for you.

Secluded Oceanfront Retreat – Cab’n by the Sea

Our home has 2 bedrooms and two full bathrooms. The Primary bedroom has a King Casper mattress, 60" TV, desk, and a private door to the front viewing deck. Bedroom #2 has a bunk bed (full on bottom/twin on top), arcade games, closet stocked with additional games, 60" TV, and a private back deck. We have a well-equipped kitchen with 2 TVs in the main area and a desk. The downstairs outdoor area has bistro table, Weber charcoal grill, and a food prep station with a sink.

Beachfront Beauty

Take a break and unwind at this peaceful oasis. Enjoy the incredible sunrises over the Gulf of America and the sunsets over Galveston Bay. Sink your toes in the sand and search for shells and sea glass. You'll be close to restaurants and shops but far enough away from crowds. The sea breeze on the mezzanine deck keeps it cool and you are protected from too much sun as you kick back on a chaise or relax at the outdoor eating area. The beach is just past the dunes.

A Wave From It All

A Wave From It All has everything you need for a relaxing stay with the whole family! Gulf views, bay views, close to restaurants and food trucks, walking distance to beach and access, this home has it all! This 2 bedroom 2 bath villa is a quiet escape and includes cornhole and a charcoal grill. Relax on the deck enjoying the sunrise or kick back inside streaming your favorite shows or playing board games. Come stay with us today, the beach towels are ready for use!

Beachfront | Wraparound Deck | Steps to Sand

Welcome to Cozy Crystal Beachfront, a peaceful one-bedroom retreat set directly along the shores of Bolivar Peninsula. Here, the Gulf becomes part of your everyday view — from your bedroom, your living space, and your private wraparound deck. Start your mornings with coffee and ocean air, spend your days steps from the sand, and end each evening with the sound of waves just outside your door. This is the kind of place guests come to slow down — and actually do.

Beachfront/Oceanview/Steps from Beach/ Sleeps 10

Take a “Seabatical” from life's hustle & bustle with breathtaking beachfront views just steps from the beach! Relax with the whole family in this tranquil beach house, outside of Crystal Beach, while only 10 minutes from The Big Store. View the beautiful sunrise & sunset from the large private deck overlooking the ocean! Enjoy grilling and games or walk right out to the beach for fun in the sun! Paradise for bird watchers, beachcombers, and laid-back beachgoers.

Steps to Beach l Shared Pool l Free Cancellation

Welcome to "Serenity Villa" by Casago Bolivar Vacations, your perfect getaway in Gilchrist, TX! This charming house offers a delightful blend of comfort and convenience, with access to fantastic community amenities including an outdoor pool, pickleball court, and playground. Located just steps from the ocean, this beautiful coastal retreat is an ideal choice among Bolivar Vacation Rentals for an unforgettable vacation.

Ocean and Bay View Beach House

​Enjoy the beauty of the sunset from this one bedroom, one loft, one and one half bath beach house located on the bay side of the Bolivar Peninsula. The house sleeps up to six but is most comfortable for a family of four and is a great romantic getaway for a couple. The house features views of the Gulf of Mexico and East Bay. This quiet location is excellent for fishing, bird watching and enjoying the beach.