Vacation rentals in Rollover Pass

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Top-rated vacation rentals in Rollover Pass

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Home in Bolivar Peninsula
5.0 out of 5 average rating, 6 reviews

Beachfront|Hot Tub|Putt Putt|Fire Pit|Pet Friendly

Wake up to the soothing sounds of waves and the salty breeze at this stunning 4-bedroom, 3-bath beachfront retreat. With unobstructed ocean views at every turn, an expansive deck and fire pit designed for relaxation, and a private hot tub to soak in the coastal serenity, this home is the ultimate escape. Just steps from the shore, you'll experience the beauty of the Gulf in effortless luxury. ***PLEASE NOTE: Airbnb now includes our one-time cleaning fee in the nightly price shown before booking

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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
4.97 out of 5 average rating, 104 reviews

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.

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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
4.88 out of 5 average rating, 91 reviews

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.

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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
4.92 out of 5 average rating, 107 reviews

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.

ValueFamilyComfort

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
4.88 out of 5 average rating, 105 reviews

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!

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

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.

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Guest favorite
A hot tub is featured on the upper deck, overlooking a sunset sky. Below, a covered outdoor area showcases a 9-hole mini golf course and space for recreational activities, including pickleball and bocce ball. Ample seating options are available for relaxation.
Home in Bolivar Peninsula
4.91 out of 5 average rating, 96 reviews

Gulf Front|Hot Tub|Mini Golf| Mini Pickleball

Located on one of Texas’ premier beaches, Paradise Dunes 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 a hot tub & and is directly on the water - all making for an unforgettably perfect vacation getaway.

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Top guest favorite
A wooden deck overlooks the beachfront, featuring a table surrounded by chairs and two lounge chairs positioned for relaxation. The expansive views of the ocean and clear sky create a serene and inviting outdoor space.
Home in Bolivar Peninsula
4.98 out of 5 average rating, 116 reviews

Beachfront Home | Steps to Sand + Ocean Views

Rekindle the art of relaxation and play during your 5-star beach getaway at the Coral Crawdad, a rental infused with Southern charm. At the Coral Crawdad, we embrace Cajun hospitality because you deserve to 'Laissez les bons temps rouler' or 'Let the good times roll!!' This stunning, beachfront home allows you to awaken and drift off to the soothing sounds of the waves. Don your swimsuit and make a splash, as the sand, surf, and sun await just steps from this coastal gem.

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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
4.95 out of 5 average rating, 77 reviews

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.

LocationValueLong stay

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
4.96 out of 5 average rating, 94 reviews

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.

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Superhost
Home in Bolivar Peninsula
4.84 out of 5 average rating, 37 reviews

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.

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Top guest favorite
Home in Bolivar Peninsula
5.0 out of 5 average rating, 47 reviews

Beachfront-Heated Pool | Hot Tub | Lift | Sleep 32

Oceandreamz is a luxury beachfront mansion that sleeps 32, perfect for large groups, weddings, and family getaways. Enjoy unobstructed Gulf views, direct beach access, a heated saltwater pool, and 2 hot tubs. Packed with amenities including game room, outdoor bar, playground, and mini putt-putt. With 3 living rooms, ample parking, Starlink Wi-Fi, and pet-friendly space, Oceandreamz delivers an unforgettable beachfront experience.

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Popular amenities for Rollover Pass vacation rentals