2026 Nags Head Vacation Rentals

KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in service and a one-of-a-kind OBX vacation experience. With one of the largest OBX vacation rental property inventories available, travelers are sure to find the best Outer Banks rentals with KEES Vacations. Featured property amenities include on-site pools...

Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom luxury estates. Whether you’re counting down to a beloved family vacation, getting away for a long weekend, or planning a special event, our homes represent a variety of lifestyles and locations, with amenities and furnishings such as...

848 rentals found
HAPPY ENCHILADA

Overview If your idea of a vacation is relaxing in a festive oceanfront home located just steps from the sandy shoreline, reserve Happy Enchilada! Featuring stellar ocean views, popular amenities, and cheerful furnishings, this beach...

  • Nags Head
  • 6 Bedrooms
  • 6 Bathrooms
Up-front 523-A

This oceanfront home at milepost 18.5 offers an amazing vacation experience on the oceanfront in South Nags Head! Up-front's sought-after location, along with its great amenities, make this home perfect for your next family vacation. With beach...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
FIN AND FEATHER

Overview Gather your treasured flock of family and friends to vacation together at Fin and Feather, a lovely seaside retreat in South Nags Head with ocean and sound views, a delightful list of amenities, and eight bedrooms with private...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
Sun Trippin'

2024 Updates: New hard surface flooring throughout, new paint throughout. Sun Trippin' is an oceanfront vacation home located on a private gravel road in beautiful South Nags Head. This wonderful Outer Banks vacation home is perfect for family...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
GRAND CAYMAN

Overview A taste of Caribbean luxury comes to the Outer Banks in this custom-built beachfront holiday villa via Grand Cayman, an eight bedroom retreat at Milepost 13 in Nags Head. Bask in the Carolina sun on a golden beach mere steps...

  • Nags Head
  • 8 Bedrooms
  • 6.5 Bathrooms
030 | Sea La Vie

This home joined our program on 5/4/25 with improvements for the 2025 season that include an updated kitchen w/Quartz Counters, New Quartz Island Bar w/Seating, and New Tiled Baths throughout. Vacation memories that will last a lifetime begin here...

  • Nags Head
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
181 | Fishing Unlimited

Fun for the entire family awaits in this thoughtfully designed, comfortably furnished South Nags Head Vacation Home. Your group will love all the extra touches provided to make your stay an enjoyable experience. This great home offers its own...

  • Nags Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
5767 - Rose Cottage

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Rose Cottage is located in the family oriented community of South Nags Head. This cottage has an open floor plan...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Double Dip Beach House

“Double Dip Beach House” has a fantastic location in the family-oriented historic character area of Nags Head!  It sits on Beach Road across the street from the ocean with very close public beach access to a gorgeous life guarded beach...

  • Nags Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Playin' Hooky 617

Playin’ Hooky is a five bedroom, four and a half bath property. This home evokes memories of a classic Outer Banks vacation home that made our beaches famous. From its cedar shake exterior to its wrap-around decks, complete with views of both the...

  • Nags Head
  • 5 Bedrooms
  • 4.5 Bathrooms
Fancy Free

A beautiful house nestled deep in South Nags Head, “Fancy Free” is perfect for a family that enjoys cozy living right on the ocean. With ocean views from every level, you’ll never get tired of looking out over the deep blue sea. After a trip...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Simply Perfect

This vacation paradise backs up to the protected Cape Hatteras National Park and offers you unparalleled  panoramic views from sunrise to sunset! Begin your day watching the sun rise over the Atlantic ocean. Just a short walk across the street and...

  • Nags Head
  • 4 Bedrooms
  • 3 Bathrooms
5799 - Tambor by the Sea

Always Included, complimentary linens and made beds! NEW SUNDAY CHECK-IN FOR 2026! NEW FOR 2025: New couches. Picturesque ocean sights and comfortable seaside living are up ahead at Tambor by the...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
C309 - Sounds Good 309

BEACH GEAR RENTAL INCLUDED!  Always Included, complimentary linens and made beds! Welcome to Sounds Good! The name says it all! This 2 bedroom, 2 bathroom Nags Head condo overlooks the Roanoke Sound...

  • Nags Head
  • 2 Bedrooms
  • 2.5 Bathrooms
WBC Whalebone Oceanfront 3 Bedroom Cotta...

Welcome to Whalebone Ocean Cottages- 3 Bedroom Oceanfront Cottage! Located in south Nags Head at milepost 16.5, this contemporary 3-bedroom oceanside cottage is sure to please; with 2 Queen bedrooms and a bedroom with a Twin over Full bunk bed for...

  • Nags Head
  • 3 Bedrooms
  • 4 Bathrooms
5601 - Gardiners Heron Cove

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Elevator not operational until January 2026. Gardiners Heron Cove has everything you need for a stunning Outer Banks...

  • Nags Head
  • 3 Bedrooms
  • 3 Bathrooms
Tradewinds South 621

If you're looking for an ideal spot for your next family vacation, your search is over. Welcome to Tradewinds South!This extraordinary home features a private pool, hot tub, and game room with a pool table for your family to enjoy. Wake up to the...

  • Nags Head
  • 5 Bedrooms
  • 6 Bathrooms
WJ-3AV | Windjammer - V

Elevated Two Story Oceanfront Condo protected by large dune, views of ocean and Community Swimming Pool from upper level. Sturdy walkway to gazebo w/built-in seating at the top of the dune, then down to beach, protected by Nags Head Lifeguards...

  • Nags Head
  • 2 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 6