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Vacation rentals in Rollover Pass

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Top-rated vacation rentals in Rollover Pass

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Top 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

4.97 out of 5 average rating, 61 reviews

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.

Top guest favorite

A vibrant turquoise house exterior is featured with a cozy porch, furnished with two wooden chairs and a small table. The sunset sky casts warm hues, complementing the serene landscape visible in the background.

Cabin in Bolivar Peninsula

5 out of 5 average rating, 31 reviews

No Egrets- Beach & Bay Views Steps from the Ocean

Welcome to your perfect beach & bay retreat! This charming 2-bedroom, 1-bath house on a quiet street offers stunning ocean and bay views just steps from beach access. Inside, enjoy a cozy living area and a fully equipped kitchen. Outside, relax at the tiki bar, rinse off in the outdoor shower, and grill on the charcoal BBQ. This cabin is ideal for couples or small families seeking a serene getaway. Nestled in nature lover's paradise for peaceful bird watching experience! Unwind at No Egrets!

Top guest favorite

An expansive covered deck offers unobstructed ocean views, featuring wooden seating arrangements and a picnic table. The space is bathed in soft light, highlighting the natural wood tones and providing a relaxing setting for outdoor enjoyment.

Home in Bolivar Peninsula

4.92 out of 5 average rating, 59 reviews

Beach Front Oasis with Breath-taking Views

Spectacular beach front oasis steps from the beach. Breath-taking unobstructed views of both the ocean from the oversized cover deck and the bay from the back deck off the master. Bottom floor features covered parking, outdoor shower, picnic table and bar, a propane grill, and private access to the beach. Fully equipped kitchen with stainless appliances. Linens and towels are included. 3 BR/ 2 Bth 1,200 sq. ft. sleeps max 4 adults 4 children. This is the ideal location for a birding getaway.

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, 86 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.

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

4.85 out of 5 average rating, 71 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 out the front of the house gives you access to the beach for some fun in the sun.

A spacious wraparound deck offers multiple lounge chairs, inviting relaxation while overlooking the Gulf. The horizon blends warm hues of orange and blue as sunset approaches. The beach is just steps away, with soft sand along the water's edge.

Home in Bolivar Peninsula

4.88 out of 5 average rating, 24 reviews

3BR Beachfront | Views, Sleeps 12, Pet-Friendly

Welcome to Yellow Rose by Bolivar Vacations – A True Texas Gem by the Sea. Kick back at Yellow Rose, a beachfront escape blending Texas charm with coastal comfort. Located in quiet Gilchrist and just steps from the sand, this spacious retreat sleeps 12 and features a gourmet kitchen, wraparound deck with ocean views, and an outdoor entertainment area with a grill and bar. Inside, enjoy three inviting bedrooms—including a fun bunk room—and high-speed Wi-Fi for easy relaxation and connection.

A spacious outdoor deck features comfortable seating arranged to take in the stunning sunset over the tranquil wetlands. The warm colors of the sky reflect on the calm water, creating a serene ambiance. The railing provides a clear view of the expansive landscape.

Home in Bolivar Peninsula

5 out of 5 average rating, 10 reviews

Jelly Bay

Coastal Retreat with Stunning Bay Views & Sunsets Escape to this serene 2-bedroom, 2-bathroom beach house, perfectly perched to overlook the tranquil bay wetlands. Whether you're a nature enthusiast, a sunset chaser, or simply seeking a peaceful getaway, this home offers a perfect blend of comfort and scenic beauty. Located just minutes from the bay and beach, local dining, and outdoor activities, this hidden gem is perfect for couples, families, or anyone looking for a refreshing escape.

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

4.89 out of 5 average rating, 106 reviews

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.

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

5 out of 5 average rating, 26 reviews

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!

Top 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, 57 reviews

Cozy and quiet Bolivar bungalow on the beach

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.

A raised beachfront home is shown, featuring an expansive deck with wooden furnishings. The structure is supported by sturdy stilts, allowing for parking and outdoor space below. Lush green grass surrounds the building, with clear blue skies positioned overhead.

Home in Bolivar Peninsula

4.93 out of 5 average rating, 54 reviews

Luxury Beachfront Rental in Gilchrist

Welcome to Seaside Nest! This charming beachfront retreat is the perfect getaway for your coastal vacation and is just steps away from the beach. Enjoy stunning ocean views, a private balcony, and direct access to the beach. The spacious 3-bedroom new home is fully equipped with modern amenities and comfortably sleeps 8 guests. Conveniently located near shops and restaurants, Seaside Nest offers the ideal blend of relaxation and convenience for your beach getaway.

Top guest favorite

A spacious deck offers direct beachfront views, featuring wooden seating arranged for relaxation. The ocean sparkles in the distance under a clear blue sky, while the sun casts a warm glow across the serene shoreline.

Home in Bolivar Peninsula

5 out of 5 average rating, 41 reviews

"Seabatical" Beachfront/Oceanview/Steps from Beach

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 5 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.

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Popular amenities for Rollover Pass vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Rollover Pass

An outdoor seating area is presented with bright blue chairs surrounding a picnic table, situated on a patterned rug. The large awning provides shade over the area, while a firepit is visible nearby, set against an open grassy space.

Camper/RV in Bolivar Peninsula

5 out of 5 average rating, 3 reviews

Coastal RV – Durango Half Ton 5th Wheel | Sleeps 6

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

4.9 out of 5 average rating, 79 reviews

Stunning Beachfront 3 Bedroom Home, CoralMoonBeach

Home in Bolivar Peninsula

New place to stay

Oceanfront Peninsular Home

An open living area features high wooden beams with skylights, allowing natural light to fill the space. A comfortable grey sofa is positioned near a coffee table, and colorful decorative pillows and a handmade blanket provide a cozy touch. Large windows are framed by white blinds.

Cottage in Bolivar Peninsula

4.95 out of 5 average rating, 180 reviews

Ocean and Bay View Beach House

The spacious outdoor area is highlighted by a 7-person LED hot tub, surrounded by columns and natural wood accents. Tables positioned nearby offer seating options, while a view of the grassy yard extends towards the horizon, emphasizing a tranquil atmosphere.

Home in Bolivar Peninsula

4.93 out of 5 average rating, 73 reviews

3BR House Hot Tub, Fire Pit & Private Beach Access

Top guest favorite

A modern beach house built on stilts stands amidst a natural landscape, featuring a spacious covered balcony and steps leading to the entrance. Grassy areas and a paved outdoor space are visible below, providing a serene setting near the water.

Home in Bolivar Peninsula

4.98 out of 5 average rating, 58 reviews

August Sale! New Sunset Beach House|Community Pool

Lounge chairs with blue and white patterned cushions offer a view of the beach and the Gulf. The expansive sky features soft clouds, and the gentle waves can be seen in the distance. The wooden deck provides a spacious and inviting outdoor area.

Home in Bolivar Peninsula

5 out of 5 average rating, 17 reviews

Sea LaVie Family beach front house

A comfortable living area is shown with a pair of blue couches adorned with blue accent pillows. A brown upholstered ottoman sits in the center on a patterned area rug. Light fixtures beside the couches create a warm ambiance in the space.

Home in Bolivar Peninsula

4.86 out of 5 average rating, 36 reviews

Cozy Bayside Escape-Family and Dog Friendly!

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