Vacation rentals in Rollover Pass

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Top-rated vacation rentals in Rollover Pass

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Guest favorite
A colorful vintage van adorned with floral designs is parked on a grassy area in front of a beachfront lighthouse. The lighthouse features a unique architectural design, with a tiered structure and multiple stories, surrounded by palm trees and a clear blue sky.
Lighthouse in Bolivar Peninsula

Beachfront Lighthouse • Amazing Romantic Getaway

• SALE! 25% OFF NIGHTLY RATE FOR ALL BOOKINGS TODAY A million dollar 360° amazing view of the ocean in the daytime, a view of a beacon lit at nights and a spacious living area make our beachfront lighthouse one of the most unique and romantic getaways in Crystal Beach and the whole state of Texas. Lighthouse sleeps up to 14 people (10 adults comfortably). 150 yards of private beachfront and no neighbors on any side make it a rare gem chosen by many for their vacations, weddings and honeymoons.

4.97 out of 5 average rating, 68 reviews
Top guest favorite
The balcony features a spacious wooden table surrounded by four Adirondack chairs, with a clear view of the ocean in the background. The railing offers an unobstructed perspective of the beachfront, inviting relaxation in a serene coastal setting.
Home in Bolivar Peninsula

Beachfront Gilchrist Getaway, Steps to the sand!

Welcome to The Regal Seagull, come make this well-appointed, peaceful Gilchrist vacation beach house your next home-away-from-home. The 3/2 home boasts breathtaking views from the balcony and is just steps away from The Gulf of America. The entire crew can enjoy endless days in the sun and sand. Stack your itinerary with historical tours of Galveston, fresh-caught seafood, visits to iconic beaches and great bird-watching locations nearby. Check BolivarPeninsulaTexas website for more details.

4.97 out of 5 average rating, 104 reviews
Guest favorite
A private wooden pier extends over calm waters, leading into a tranquil expanse that reflects the soft hues of a sunset. Grassy areas border the pier, contributing to the natural scenery. The peaceful atmosphere invites relaxation and reflection.
Home in Bolivar Peninsula

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.

4.88 out of 5 average rating, 93 reviews
Guest favorite
An expansive deck overlooking the ocean features wooden seating arrangements, including a table and lounge chairs. Sunlight casts shadows on the polished wood, while gentle waves can be seen in the distance. The scene suggests a serene outdoor space for relaxation.
Home in Bolivar Peninsula

Pelican Shores: 3BR Beachfront Bliss!

This gorgeous home has an oversized eat at island overlooking the open and bright living area. Perfect for both families and adults wanting to get away! The kitchen and living room have breathtaking views of the ocean and the large front deck is a great place to watch the pelicans fly in and play in the surf. Bedroom 1 and 2 have comfy king size beds and the 3rd bed room has two queen over queen bunks. Underneath the home, guests will find a large entertaining area complete with grill.

4.92 out of 5 average rating, 107 reviews
Guest favorite
A wrap-around porch features wooden decking and a simple outdoor table. Comfortable seating with green and white striped cushions is positioned to take advantage of unobstructed beach views against a clear blue sky.
Home in Bolivar Peninsula

Stunning Beachfront 3 Bedroom Home, CoralMoonBeach

Beautiful recently updated beachfront home on the peaceful end of Bolivar. Completely unobstructed beach views from our wrap around brand new deck as of 2026. This is our family owned property so it’s got everything we love for a perfect beach vacation. Kitchen is very well stocked for the chef’s in the family. Big screen TVs in all rooms. New mattresses, new furniture and new appliances for the perfect beach getaway with family or friends. We’ve got everything you need for little ones too!

4.88 out of 5 average rating, 105 reviews
Guest favorite
Home in Bolivar Peninsula

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.

5.0 out of 5 average rating, 7 reviews
Guest favorite
An expansive covered deck features a large dining table with blue plates set upon it, surrounded by comfortable seating. The ocean waves can be seen in the distance, and two flags gently flutter under a clear blue sky.
Home in Bolivar Peninsula

Gulf Front·Mini Golf•Family Friendly•Hot-Tub

Located on one of Texas’ premier beaches, Fore Shore is steps from feeling the sand between your toes, basking in the warm seaside sun, and splashing in the sparkling Gulf waters. This spectacular 3-bedroom, 2-bath beachfront home is beautifully styled with a modern coastal theme, has wide open social areas, comfortable private bedrooms, fantastic outdoor entertaining spaces including mini golf, and is directly on the water - all making for an unforgettably perfect vacation getaway.

4.9 out of 5 average rating, 141 reviews
Top guest favorite
Home in Bolivar Peninsula

Waterfront Oasis w/ Hot Tub, Fire Pit + Views

➤ Escape to Jov's Cove and your Crystal Beach oasis! ★Updates: New Floors , King size bed , additional bunk room , Firepit and Hot-tub ★ Enjoy stunning water & ocean views from the expansive deck ★ Relax and have a drink at your private ""Big Daddy's Bar"" under the house. ★ Bring your pets and enjoy the outdoor yard games, crabbing out back, or fishing in the canal. ★ This home is tucked away from the crowds, yet close enough to the beach for easy access. Sleeps 15 comfortably.

4.92 out of 5 average rating, 108 reviews
Top guest favorite
An inviting outdoor space features two white rocking chairs positioned on a wooden deck, overlooking the expansive Gulf of Mexico. The ceiling showcases a wood-beamed structure, while the railing offers unobstructed views of the sandy beach and horizon.
Home in Bolivar Peninsula

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!

5.0 out of 5 average rating, 71 reviews
Guest favorite
An aerial view captures three beach houses set against a backdrop of open grassy fields and a clear blue sky. The sandy beach stretches along the foreground, with gentle waves visible in the distance, showcasing the tranquil coastal setting.
Home in Bolivar Peninsula

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.

4.95 out of 5 average rating, 77 reviews
Top guest favorite
A colorful outdoor deck features multiple seating areas with bright adirondack chairs. The structure is elevated above ground level, showcasing a spacious front view. Large glass sliding doors provide access from the interior, while a shaded area contains a table for outdoor dining.
Home in Bolivar Peninsula

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.

4.96 out of 5 average rating, 94 reviews
Superhost
Home in Bolivar Peninsula

Beachfront | Pool | Free Cancellation

Welcome to Blue Footed Booby by Casago Bolivar Vacations, a stunning beachfront retreat that defines coastal luxury! This exceptional 5-bedroom, 3-bathroom home offers the ultimate escape, now featuring a private pool, a private theater room, retro gaming, and even a putting green to elevate your stay. It stands out as a premier choice among Bolivar Vacation Rentals for families and groups seeking a perfect blend of high-end amenities and beachfront fun.

4.84 out of 5 average rating, 37 reviews

Popular amenities for Rollover Pass vacation rentals