Fitness-friendly holiday rentals in Chesapeake Beach

Oceanfront Penthouse | 4BR Sunrise & Sunset Views

Welcome to Penthouse Perspectives, newly renovated for 2026. Vacation in our stunning two-story oceanfront penthouse condo offering spacious luxury and breathtaking views of the Atlantic Ocean and Back Bay. Watch sunrises over the sand and sunsets over the bay from two oversized wraparound balconies. With four bedrooms, four bathrooms, and spacious kitchen and living area, this beautifully designed condo is perfect for family vacations and relaxing in ocean breezes. Step inside and be greeted by sweeping ocean views and an open floor plan filled with natural light from floor-to-ceiling windows. The living area flows seamlessly into the dining space and gourmet kitchen, which features stainless steel appliances, granite countertops, and a large island with seating for four. The adjacent dining area accommodates a large table, creating the perfect setting for meals together after a day at the beach. The second-floor primary suite is a private retreat, complete with a king-size bed, sitting area, coffee station, and its own private balcony overlooking the ocean. The luxurious ensuite bathroom includes a double vanity, soaking jacuzzi tub, and separate shower. The three additional bedrooms, located on the first floor, are generously sized and provide plenty of space and comfort for family and guests. Two are king beds with ensuite baths, and one bedroom with 2 bunk beds. Penthouse Perspectives offers two reserved parking spots next to the elevator. The large storage closet on the garage level houses chairs, an umbrella, and a beach cart for taking your belongings to the sand. The Sanctuary complex has three pools (one is oceanfront), two gyms, multiple outdoor grills and eating areas next to pool, and NEW for 2026: Sanctuary Arcade! Pool open annually from the beginning of June to the end of August for guest use. Pool dates and hours are weather permitting and at the Condo Association's discretion. Property Highlights: Oceanfront penthouse with stunning beach views 4 bedrooms | 4 bathrooms – ideal for families or groups 2 wrap-around private balconies overlooking the ocean Direct beach access just steps away Three community pools Outdoor grills and patio furniture in the common spaces Arcade Room Convenient parking and elevator access Outside your door, enjoy everything this oceanfront community has to offer, including direct beach access, three pools, an arcade, and common-area grilling stations. The building elevator is just steps away, making garage parking and trips to the beach or pool easy and convenient. Pool dates and hours are weather permitting and at the Condo Association's discretion. Whether you’re enjoying sunrise views from the balcony, spending the day on the beach, or relaxing by the pool, this exceptional penthouse offers the perfect blend of comfort, space, and unforgettable coastal views. Book your stay and experience coastal living at its best!

New / Oceanfront Beach Condo, Pool, Gym, Fishing

Wake up to ocean breezes, panoramic Atlantic Ocean views, and the soothing rhythm of waves in this modern 3 Bed 2 Bath oceanfront condo on the Virginia Beach Boardwalk. Enjoy two private balconies for sunrise coffee and lovely sunsets, direct beach access, Indoor Heated Pool, Gym and Fitness Center, High-Speed Wi-Fi, and a fully equipped kitchen. Perfect for families or couples seeking a Virginia Beach Oceanfront Vacation Rental, steps from dining, attractions, festivals, and endless beach fun.

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.

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.

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.

Ocean & Bay Views - Newly Renovated! Local Family!

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 Back Bay views. The condo features a large open-concept living space, and a fully equipped gourmet kitchen, and high end finishes. Free access to all condo amenities, including free parking, 3 pools, grills, and a fitness center! Your beach vacation awaits!

All 4 One | Beach Living

Come enjoy time at the beach in our seaside oasis! All4One is located on the semi-private beach of Croatan in Virginia Beach. This means that although you are but a bike ride away from the hustle and bustle of the Boardwalk, you also have the beach to yourself in a quiet neighborhood setting- best of both worlds right? We certainly think so! My grandma built this home in the 1960's and my husband and have called it home for over a decade. Come enjoy your stay at the beach at our home!

Luxury Oceanfront 2BR Condo Balcony Pool Kitchen

Wake to uninterrupted Atlantic views from a fully renovated 5th-floor oceanfront condo on the Virginia Beach Boardwalk — where dolphins, surfers, and stunning sunrises greet you every morning in this upscale 2‑bed, 2‑bath with floor‑to‑ceiling views that make the ocean feel like part of your living room. Step onto your private balcony with a fresh coffee as the sun rises over the horizon, dolphins glide through the surf, and early‑morning surfers carve the break below.

Waterfront Tiny Home-Pool-Kayak-Pets-Pickleball

Relax in comfort while enjoying water views so breathtaking it feels like you are on a boat! The most amazing sunsets in all of Sandbridge will be yours. Enjoy the best of both worlds – the beach and the bay – at your own private waterfront refuge. After enjoying the sun and surf at the beach, retreat to your own oasis to recharge while you soak up the views, take a paddle on the bay, or land the catch of the day! 180 degree bay views and incredible sunsets await.

Near Casino, VA beach, Large yard, quite relaxing

Spacious home and quiet neighborhood. 3.5 miles to Naval Medical Center. 3.5 miles to Norfolk Gen. Hospital. 3 miles to Roger Browns. 5 miles to Norfolk Waterside District. 2 miles to Rivers Casino. 22 miles to VA beach. Sleeps 6-7 people. All essentials provided. Your home away from home. Check-in/out times may be flexible. Please read all the details prior to booking. Thank you for choosing Veronica Homes located in Portsmouth VA

1 Bedroom @ The Historic Powhatan Resort

Step back in time at The Historic Powhatan Resort, located on 256 acres of rolling woodland hills in historic Williamsburg, Virginia. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $100 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. • Upstairs unit, so no other units above.

The Ladybug - arcade, dog-friendly, firepit, & EV

A peaceful, design-forward farmhouse minutes from Cape Charles where vintage fun meets smart-home comfort. Enjoy a private arcade, Peloton gym, EV charger, firepit sunsets, and whole-home Spotify sound. Guests love the vinyl collection, chef’s kitchen, and views of the Magothy Bay Preserve. Relax under wide-open skies by the firepit or start your day on the Magothy Bay trails.