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!

Family · Location · Hot tub

Oceanfront-"Sun-Sational Setting" in heart of Duck

OCEANFRONT, 2nd fl. condo in the heart of Duck, NC is just minutes from the beach, shops, restaurants and public bike paths in this charming town. New flooring, appliances, fully stocked kitchen, and comfortable bedding compliment this vacation retreat! Amenities include a community pool, dune top deck, and community boardwalk to the beach. Comfortable and spacious living area for 5. Large 10X14 deck great for enjoying morning coffee relaxing. Tennis, pickle/basket ball and Playground for kids.

Location · Value · Beach

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!

Family · Location · Backyard

Gone Coastal

Gone Coastal is a 2-bedroom, 2-bath Condo with an ocean view from the deck to watch the waves enjoy a glass of wine, and smell the ocean water. Sleeps up to 6 with a sleeper sofa, the master bedroom has an ensuite. Located in Kill Devil Hills the Sea Oats condominiums are centrally located to all OBX. Gone Coastal perfect location with a 2 bedroom, 2 bath condo located on the first floor with private stairs to the back deck with sliding doors to access the Condo from the pool or Beach.

Location · Family · Checkout

Sound Front 2bdr Condo w/ boat slip!~Pirates Cove~

~Sunrise on the Sound~ Stunning sound front condo in the gated community of Pirates Cove. With serene views, spacious interior, and resort-style living this condo is ideal for families and sportsmen alike. Enjoy community perks with a clubhouse, pool, hot tub, fitness room, on-site restaurant & Tiki Bar, plus access to world-class fishing. Perfect location! A short 5-minute drive to Historic Downtown Manteo and less than a 10-minute drive to the ocean! Your waterfront retreat awaits!

Family · Location · Quiet

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.

Value · Family · Outdoor spaces

Pool | Hot Tub | King Bed | Brewster Beach House

Welcome to the Brewster House where we bring a little bit of New England to the OBX! Enjoy your beautiful beach getaway in our spacious (650 sqft +/-) ground floor oasis. This property boasts a large backyard, in ground pool (seasonal) and year-round brand new hot tub (2025). It is close to public beach accesses, eateries, entertainment, and shopping. This private ground floor apartment of this split level home is the perfect place to relax and enjoy your OBX vacation :)

Family · Value · Comfort

The Green Room OBX *Pet Friendly*

Welcome to the Green Room OBX! Bring your best friend on your vacation. We are PET FRIENDLY in the desirable waterfront neighborhood of Old Nags Head Cove, which is within walking distance to the beach, sound, and pool. The 520 sq ft studio is luxurious and well-appointed with a laid-back feel. The apartment features a private ground-floor entrance, free parking, and a large covered porch. Just like the name implies, you can relax and recharge in my Green Room.

Location · Family · Decor

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.

Value · Location · Comfort

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.

Family · Location · Wi-Fi

Saltwater Pool + Hot Tub - Gated Kitty Hawk Locale

Private entrance apartment in premiere Kitty Hawk Gated Community. Custom heated (May-Oct) saltwater concrete pool w/tanning ledge, year-round hot tub, outdoor lounge space and shared fenced in backyard. Designer furnished, Urban Coastal décor, centrally located in a quiet neighborhood yet close to attractions, restaurants, boutiques, wine bars, spas, multi-use Bay Drive path and local historical monuments and wedding venues.

Location · Value · View

Waterfront Cottage With 180 Degree Views!!

Nestled in this unique and tranquil getaway, overlooking Kitty Hawk Bay, Wake up to the Sunrise over the deck which is one of the highest locations in Colington Harbour. Watch the sunset in the middle of the Albemarle Sound, while enjoying 180 agrees views from the deck. Enjoy the club pool, tennis courts, marina play ground and water front sound park. This 2br 2ba is newly updated with all the comforts of home.

Location · Family · Parks