Holiday rentals with a pool in Sandbridge Beach

Oceanfront Penthouse | 4BR Sunrise & Sunset Views

--Shorter stays available between August 22 and Labor Day-- 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 offers 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!

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

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!

8br, Pool, Lzy Rvr, Pier, Pool, Hot Tub (Sandbridge)

4th row-4 min walk to beach; Pool, lazy river w/splash pad, 8-person hot tub, fixed and floating piers on bay, rear decks on both levels and roof decks on the front. First floor: 4 bedroom suites, a Family Room with a full-size refrigerator and wet bar, a TV/games area, and a table for games and puzzle making Second floor: 4 bedrooms, 2 baths, a large kitchen, dining for 18, and a living room with electric fireplace. Bed layout and kitchen appliances in floorplan pic in gallery.

Luxe Sandbridge Beach, Waterfront, Pool, Arcade

Welcome to your luxury Sandbridge canal retreat, where peaceful waterfront living meets entertainment and adventure. This spacious coastal home offers everything you need for the perfect beach vacation, private pool, hot tub, decks for sunrise coffee and sunset wine, and a full arcade game room. Located in the quiet coastal community of Sandbridge Beach, this home blends family relaxation, outdoor adventure, and entertainment, making it ideal for family vacations, and group retreats.

"Sea Student" 6BR-Pool-Hottub-Oceanviews!

Welcome to Sea Student! This entirely-renovated beach home (ready for Spring 2025) offers unobstructed ocean views, sprawling kitchen and living areas, 6 bedrooms of brand new comfortable, coastal furnishings, spacious fully-stocked kitchen, game room, wall-mounted TVs in every room, massive Primary Suite, luxurious pool, hot tub...now that's a vacation! Luxury and LOCATION are key for this beach home- quick access to lifeguarded beach and walkable to the shops and restaurants!

Oceanfront | 7BR | Pool | Hot Tub | Sleeps 20

Welcome to Innisfree by the Sea, an oceanfront home with private access to the beach in the heart of Sandbridge. With 7 bedrooms (5 masters), the house sleeps 20 comfortably. Outside, enjoy a private pool, hot tub, and multiple lounging and dining areas. The interior has fantastic ocean views and ample space for cooking, dining, and congregating, plus a recently updated game room. Managed by Chris at New School Hosting- click on my profile for more reviews. Plus, pet friendly!

Jen n John's Mini Mansion.

Welcome to Surfside at Sandbridge!!! Sandbridge is the northern most portion of the OBX!!! Location location location. this tiny home is 3 years old and was previously a vacation property. This will be it's first year on airbnb. there is a queen adjustable bed in the master and two twins in the loft. There is room for a air mattress in the loft also. This unit comes fully stocked for everything you'd need for a beach vacation. Towels..chairs..beach canopy..boogie boards..ect.

Artful Retreat with a Private Pool

Take a break and unwind at your private pool! Stylish, updated interior and a spacious backyard with pool and lounge area. Rinse off at the outdoor shower after a day at the beach and enjoy your private retreat! The Rudee Inlet is less than a block away with great restaurants, fishing, and water activities. A path along the Rudee Inlet leads to the beach and shops - a quick 4 block trip with the included bikes! Outdoor seating and gas fire pit added for the cooler months!

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, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

Cher's Place @ The Beach

Relax with the whole family at this peaceful place to stay in Sandbridge! This property is ON the beach (unit itself is not facing the ocean) with access to 3 pools, a gym, local restaurants and much more! As you can see, guests LOVE my place! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! ** I am currently replacing furniture and bedding so pics may not match perfectly. Need more room?? See my other property!

Positano Villa

This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.