Fitness-friendly holiday rentals in Chesapeake Beach

Serviced apartment in Virginia Beach

A serene oceanfront balcony offers seating for two, with a small round table and two chairs. The view overlooks the sandy beach and calm ocean, with beach umbrellas scattered along the shoreline under a clear blue sky.

5 out of 5 average rating, 4 reviews

Hilton Ocean Beach Club-2 Oceanfront balconies-2br

Escape to the beach in this spacious 2 Bedroom Lockout Unit that sleeps 6, featuring 2 oceanfront balconies with stunning views. This Caribbean East Oceanfront unit combines a full 1BR & a studio for extra space & comfort. Enjoy a full kitchen & cozy living room. Linens & towels (including pool & shower towels) provided—just bring beach towels! 1 parking spot is included; additional spots available for a fee at check-in. Book now for a relaxing oceanfront getaway! Must be 21 or older to checkin!

A spacious living area features a large sectional sofa and two light blue chairs, with a farmhouse-style dining table visible nearby. A shiplap fireplace wall complements the large electric screen displaying a movie. Natural light streams through multiple windows, enhancing the welcoming atmosphere.

4.93 out of 5 average rating, 147 reviews

Ocean & Bay Views - Local Family Owned & Operated

Just steps away from the sand, "Carolina on My Mind" is a 2b/2ba oceanside condo at the exclusive Sanctuary at False Cape, the only Oceanfront complex at Sandbridge in Virginia Beach. You'll enjoy a private patio with both Ocean and Bay views and you'll have access to all the exclusive amenities of the complex. The condo features a large open-concept living space and a fully equipped gourmet kitchen. The master has a king bed, the second bedroom has king bed w/ twin loft. Queen sleeper sofa.

A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.

4.88 out of 5 average rating, 257 reviews

Ocean Escape

Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Community pool area, complete with Jacuzzi tub, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

4.94 out of 5 average rating, 53 reviews

A fire pit surrounded by five colorful Adirondack chairs is set on a gravel circle by the water's edge. The calm waters of Hampton Roads Bay stretch out in the background, providing scenic waterfront views under a clear blue sky.

Home in Portsmouth

Waterfront/Arcade/Fishing Fun

Escape the hustle and bustle of daily life and immerse yourself in the serene beauty of nature at this remarkable retreat. Nestled overlooking the Bay, this tranquil getaway offers a haven for relaxation and rejuvenation. Wake up to the gentle sights of seabirds and waves lapping against the shore as you sip your morning coffee on the pier or watch the amazing sunsets. Try your hand at fishing. Leisurely stroll, breathing in the crisp, salty air and feeling the warmth of the sun on your skin.

Tiny home in Virginia Beach

4.97 out of 5 average rating, 31 reviews

Key Lime Cabana at Surfside

Check into Key Lime Cabana – Your Ultimate Beach Getaway! New 2025! Escape to the tranquility and adventure of Surfside at Sandbridge, a beautifully remodeled waterfront camper nestled at the southern tip of Virginia Beach. Surfside is surrounded by the serene Ocean and Back Bay, Key Lime Cabana offers the perfect blend of peaceful retreat and outdoor adventure. Just minutes from Back Bay Wildlife Refuge and a short bike ride to scenic trails, Book Now, for a one-of-a-kind beach experience.

Guest house in Virginia Beach

A rustic stone fireplace serves as a central feature in the living area, its warm glow inviting relaxation. The high ceiling and exposed beam accents create a spacious atmosphere, complemented by hardwood flooring and comfortable seating arrangements nearby.

4.91 out of 5 average rating, 53 reviews

The Sportman's Lodge

The Sportsman’s Lodge is a rustic and relaxing modern getaway with all the conveniences you are accustomed to but surrounded by the gorgeous Back Bay Wildlife Refuge. Enjoy the relaxing countryside at this waterfront property, while still being only a short drive away from Sand Bridge Beach. If you are looking to get away from the standard Virginia Beach Boardwalk tourist experience and get back to nature, this is the place for you. Free kayaking to Back Bay, access to fishing and crabbing.

5 out of 5 average rating, 44 reviews

A wide sandy beach stretches alongside gentle ocean waves under a clear blue sky. Colorful resort buildings line the beach, creating a welcoming coastal atmosphere. Footprints in the sand suggest leisurely strolls along the shore, inviting relaxation in this serene setting.

Flat in Virginia Beach

Bayside condo on the beach in Sandbridge

Welcome to Bayview Beauty, a luxury condo located in beautiful Sandbridge beach at the resort complex, the Sanctuary at False Cape. There are 3 onsite pools, 2 gyms, Viking grills in the courtyard, and an on-site restaurant. The resort is located right on the beach, so no roads to cross to get to the ocean and our spectacular beach. Our condo is bayside, with beautiful water views of the protected waters of the Back Bay. Enjoy summer breezes and stunning sunsets from a private balcony.

4.65 out of 5 average rating, 68 reviews

Home in Cape Charles

Oysterman's Pearl Golf Cart Included

Luxury Home with Golf cart included! Spacious beach house with a luxury touches. Great place to escape and enjoy the private amenities of Bay Creek while being a short walk or golf cart ride to downtown Cape Charles. Relax on the screened in porch or enjoy the breeze from the crows nest on the 3rd floor. This home has everything you need to have a relaxing beach vacation with the comforts of feeling at home. Bay Creek HOA pool, tennis courts, and YMCA pool and gym passes included.

4.85 out of 5 average rating, 13 reviews

The exterior of the house features a blend of brick and siding, with a welcoming front porch supported by white columns. Lush green landscaping surrounds the home, including carefully trimmed shrubs and trees, enhancing the inviting appearance of the property.

Home in Cape Charles

14th & Hoos

Relax with the whole family at this peaceful place to stay. This charming home, nestled on the beautiful Eastern Shore of Virginia in the Bay Creek Spa & Golf Resort gated community is the perfect get away! You will be welcomed by all the comforts of home with the relaxed beachy chic vibe that will make this the vacation of a lifetime! Our house is special because it's a home away from home that can be enjoyed all year! It's great for summer vacation and for the holidays, as well!

A spacious balcony features several blue adirondack chairs, offering a view of the surrounding buildings and the outdoor area. Clear skies with a few clouds create a bright atmosphere. The ocean is visible in the distance, providing a scenic backdrop.

5 out of 5 average rating, 24 reviews

New! 4 BR/Oceanfront/Ocean & Bay views/3pools/Gym

The VIEWS are EVERYTHING! You have to see it to believe it! This is a NEW listing. Please see my other property for reviews! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! Relax with the whole family at this peaceful place to stay in Sandbridge! Wake up to the sun rise over the ocean and wind down with the sunset over the bay! This property is ON the beach with access to 3 pools, a gym, local restaurants and much more!

A dining table is set with an array of fresh fruits and cheeses, complemented by a vibrant blue arrangement of hydrangeas and two blue candles. The ocean can be seen in the background, enhancing the inviting beachside dining experience.

5 out of 5 average rating, 10 reviews

Oceanfront • Pool • Balcony • Walk to Beach

Guests love the experience at Surf’s Up — as Patricia shared: “We highly recommend this home for your next beach stay. Amazing view and literally minutes to the sand. The home is exceptionally clean and the owners have provided everything you need, from a complete kitchen to beach chairs and towels. Sit back and relax!” Whether you’re chasing sunrises, savoring slow mornings, or exploring the coastline, Surf’s Up is your laid-back coastal escape.