Holiday rentals with a pool in Roanoke Island

The LOVE Boat | Unique OBX Floating Adventure

Romantic Floating Getaway in the OBX Waterfront Charm on a truly unforgettable stay aboard The Love Boat! a 35-foot Catamaran Cruiser docked in a peaceful marina in the heart of the Outer Banks. This cozy floating retreat is designed for couples or solo travelers looking for a unique & romantic escape with all the comforts of home. Step inside the 20-ft private cabin featuring a comfy sleeping area, essentials for a relaxing stay, & your own personal WiFi, all while floating gently on the water!

Waterfront Stunning Beach Home with Amazing View

Gorgeous, renovated, quiet waterfront townhome with amazing view in Duck NC, outer banks. Enjoy the best of everything- quiet sunsets, soundfront pool, tennis, pickleball & water sports right outside your door. Gorgeous beach just across the street (walk or free easy parking). Walk, bike, kayak or drive to the Duck shops, boardwalk & restaurants (about a mile). Amazing location with access to everything. Beautiful views, adjustable vibrating beds with luxury mattresses, & beach and sound toys!

Hello Mellow | 3BR New Construction, Private Pool!

Welcome to Hello Mellow! Experience pure bliss in this brand new, stylishly designed beach house. With 3 spacious king bedrooms and 3 luxurious bathrooms, it's perfect for a relaxing getaway with family or friends. Take a dip in the refreshing pool or unwind in the inviting hot tub. Located in the charming town of Southern Shores on the Outer Banks, you'll be just a short stroll away from the pristine beach. Get ready for a serene coastal retreat that promises both comfort and convenience.

Beachside Breeze - Pools, hot tub, & beach access

Beach front condo at the Croatan Surf Club! Centrally located on the OBX in Kill Devil Hills. The beach is only steps away, indoor pool & hot tub are open year round, outdoor pool & hot tub OPEN 4/25/2026 - 10/31/2026. This unit is along the side of the condo with only a small ocean view from the balcony. Free parking for 3 cars. Sheets &towels provided. Drip coffee maker & Keurig available. 1/2 mile to the Wright Brothers Monument. Grocery stores and restaurants all within 1 mile.

The Sandy Burrow - Cozy guest suite in Nags Head!

Enjoy the Outer Banks from our cozy, guest suite! Milepost 13&1/2. Nearby Nags Head wedding venues. Private entrance. Walking distance to the sound and less than a mile to the beach. Our quaint, coastal guest space is a labor of love from our family to yours. Nestled in a neighborhood great for taking walks and bike rides. Amenities include: seasonal community pool, dock for crabbing/fishing, & sound access. Parking for one vehicle. Close to restaurants, shopping and grocery stores.

OBX Pirate’s Cove/Manteo Townhouse

Cozy OBX beach getaway. 2 bedroom/2 bath townhouse. Convenient yet private end unit with great sunset and marsh views. Perfect for couples and small groups of families or friends. Front and back porches. Parking for 2 vehicles. Private boat slip out back door with access to Roanoke Sound. Conveniently located on Roanoke Island in the gated Pirate’s Cove community steps away from Pirate’s Cove marina, pool (seasonal), tennis courts, playground, restaurant, bar, and ship’s store.

Bright Condo Steps to Beach | Pool, Bikes Included

Stay just steps from the beach in this bright, beachy Outer Banks condo designed for easy, relaxed vacations. Fresh updates and coastal touches create a welcoming space that’s perfect for families or small groups looking to unwind after a day on the sand. Beach gear, bikes, and full resort amenities (pool, hot tub, clubhouse, game room, courts, and gym) are all included — plus local tips and responsive support from our OBX-based family, welcoming guests since 1973.

Canal Front Cottage - Family & Pet Friendly!

Charming 3BR, 2BA home on a canal with beautiful water views! Enjoy a large outdoor space, a dock to fish off, firepit, outdoor shower, WiFi, Netflix, cornhole, 4 kayaks, boogie boards & tons of games. Just 10 mins to the beach! Includes access to Colington Harbor Yacht Club, pool & tennis (pool opens Memorial Day to Labor Day). Great restaurants & attractions in Kill Devil Hills, with easy access to the rest of OBX. Must be 21 to book—we know you’ll love your stay!

Virginia Dare Cottage | Walk to Manteo Waterfront

Retreat with OBX Charm • Tranquil Getaway • Stylish Interior • Storybook Vibes in the Heart of Roanoke Island! Welcome to Virginia Dare Cottage, a one-of-a-kind escape where history, comfort, and coastal style come together in the heart of Manteo. Just a short walk to the charming Manteo waterfront, this beautifully curated cottage invites you to slow down, breathe deep, and savor island life. A stay filled with charm, peace, and thoughtful touches.

Ocean Views, Pet Friendly, Pool, Walk To Beach!

✓ Perfect Location! ✓ Private Pool (open April - October) ✓ Beach Side!! Just 1 Block From The Ocean ✓ Close To Restaurants and Attractions ✓ Pet Friendly ✓ 3 Bedrooms ✓ 2.5 Bathrooms ✓ Full Kitchen ✓ Living Room W/ Flat-screen TV ✓ Netflix, Hulu, ESPN, Disney+ ✓Free Ultra Fast Wifi ✓ Free Onsite Parking ✓ Linens And Bath Towels Included ✓ Shampoo, Conditioner & Body Wash Included ✓ Walk To Dowdy Park (Enjoy The Farmers Market In The Summer!)

Calypso Cay at Cambridge Cove in the Outer Banks

Welcome to Calypso Cay. Nestled in beside the Wright Brothers Monument, we are one minute off of the bypass and one short mile to our fabulous beach. Calypso Cay brings the ocean vibe to you, bright colors and beach decor all over. The unit boasts four decks. On the second floor, each of the two bedrooms come with a private bath. There is a half bath on the top floor beside a full kitchen. Garage level is a fun for all ages game room.

Sound front condo, pool, water access, & sunsets

* Easy beach access * Centrally located * Amazing sunsets * Private Balcony * Pool * Clean * Beach Supplies included * Fully stocked kitchen * Elevator The Landings at Sugar Creek condos are located in Nags Head NC. Amazing sound views and sunsets from a your private balcony. 500 yards from Jeanettes pier and public beach. The Landings include a community pool and a soundside pier for easy watersport access. Pool opens mid May.