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 · Value · Nearby

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!

Location · Value · Sleep quality

Foster Your Dreams: 5 min walk to beach, MP 8.7

Foster Your Dreams is a lovely 2-story, 4 bedroom Outer Banks vacation home featuring a private 25' x 12' salt water pool (open seasonally) & holds the promise of fun and lasting memories! It's in the perfect location at MP 8.7 in Kill Devil Hills. With easy access to all the action - shops, restaurants & fun Outer Banks attractions all within a short drive or bike ride! Beach access is just two blocks away, then you can use the outside shower to rinse off after a great day at the beach!

Family · Location · Hospitality

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!

Location · Family · Check-in

Tidepool | Pool, Hot Tub & Private OBX Retreat

Tide Pool features an industrial-chic aesthetic of concrete floors, soaring 9-foot ceilings, large windows, and designer furniture. Notice the light fixtures salvaged from cargo ships and float in the luxurious private pool with glass tile and designer finishes. The outdoor living area is perfect for relaxing in the shade. The large covered area has a grill and hot tub nearby. The pool is Heated/Cooled by heat pump and is open April through October. You have the whole house and yard.

Location · Family · Decor

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 · Location · Wi-Fi

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 · Access

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.

Family · Value · View

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.

Family · Value · Layout

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.

Location · Value · Decor

Ocean View Condo w/ Bonus Suite | Pool & Bikes

Enjoy a bright Outer Banks stay just steps from the beach, with ocean views and an airy end-unit layout that brings in extra natural light. This updated coastal condo offers a comfortable, open feel with flexible space, including a separate bonus suite for added privacy. Beach gear, bikes, and resort amenities are included — plus local tips and responsive support from our OBX-based family, welcoming guests since 1973. space

Family · Location · Bathroom

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.

Value · Location · Pool