Nightly Summer Special - Villas

From June 13 through August 14, 2026, enjoy added flexibility when you book a nightly stay, with a minimum four-night stay in villas and a minimum five-night stay in homes. Our Nightly Summer Special features a shorter minimum length of stay, making it easier to plan the perfect getaway, plus exclusive resort benefits offering vacation fun for your entire family. For more details, Click here.

Promo Code: SUMMERVILLA


Properties Available 258 properties available
Set among the treetops with a layout that captures a jaw-dropping panoramic view across the marshes, this Deer Island villa offers a vacation experience like no other. Part of an enclave of uniquely geometric villas in a private island just a short walk from Harbour Town, this property adds to the blissful sense of place with updated finishes and f
Hot HOT 44

2050 Deer Island

Area: Harbour Town Perimeter

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 4 Sleeps Rating 5 (2)

A refined palette of textures and materials have imbued this exquisite three-bedroom villa with a sophisticated take on the classic beachside cottage.This inspired take on rustic refinement is expressed beautifully in the delightfully airy sunken living room, anchoring the first floor’s open space. Here a pair of sapphire blue armchairs add a pop o
Hot HOT 25

294 Stoney Creek Villa

Area: Harbour Town Perimeter

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 3 Bed Bathrooms 3 Bath Bathrooms 1 Half Bath Guests 8 Sleeps

A clean, modern look and refreshing, airy spaces define this third-floor Beachside Tennis villa. Inside, it’s a contemporary coastal retreat with all the comforts from home. Outside, it’s a jaw-dropping bird’s eye-view of magnificent South Beach and the endless waves of the ocean beyond.Every inch of the interior has been infused with sophisticated
Hot HOT 42

1857 Beachside Tennis

Area: South Beach

Property Type: Villa

Proximity to Beach: On The Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

Wonderfully updated to exude contemporary nautical sophistication, this second-story villa puts you at the heart of Harbour Town’s many sights and attractions. Wide plank vinyl flooring guides you in past the eye-catching royal blue barn door, concealing a full laundry for the convenience of home, down toward the beautifully open main living space.
Hot HOT 23

805 Clipper Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 3 Bed Bathrooms 3 Bath Guests 6 Sleeps

PLEASE NOTE: After April 20, 2026 - Villa WILL NOT be Pet Friendly, Bedding will change to 1 King bed and 4 Double beds and a half bathroom will be added making this a 3 Bedroom, 3 and 1/2 Bathroom. Immerse yourself in lush natural light, stunning golf views and all the comforts of home in this exquisite vacation villa just a short bike ride from
Hot HOT 28

57 Woodbine Villas

Area: Plantation Club

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 3 Bed Bathrooms 3 Bath Guests 6 Sleeps

Relaxed Elegance in the Heart of Harbour TownPerfectly situated just steps from the world-class shopping, dining, and vibrant charm of iconic Harbour Town, this third-floor Ketch Court villa offers a serene escape nestled among the treetops.Inside, the open-concept living area is thoughtfully designed for comfort and connection. Enjoy meals at the
Hot HOT 27

884 Ketch Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 1 Bed Bathrooms 1 Bath Guests 4 Sleeps

Indulge in exquisitely updated splendor and the finest Harbour Town views imaginable in this elevated second-story pied a terre resplendent with cool breezes and dazzling sunsets.This scenery reaches every corner of this splendorous villa courtesy of an open aesthetic that lets every space breathe. The recently renovated kitchen boasts speckled gra
Hot HOT 20

838 Ketch Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 1 Bed Bathrooms 1 Bath Guests 4 Sleeps

Casual coastal flair and delightful airiness define this vacation getaway just a short bike ride from the beach and the coastal bliss of Harbour Town.Open and inviting, the main living space charms with its Lowcountry-style accent wall of off-white paneling and its subtle Lowcountry colors. The main living room enjoys ultra-plush sofa and loveseat
Hot HOT 33

436 Plantation Club Villas

Area: Plantation Club

Property Type: Villa

Proximity to Beach: Walk to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

Elegantly updated to reflect modern coastal style and defined by exquisite views of Harbour Town Yacht Basin, this second-story vacation villa is a must-see.Framing that postcard-perfect view of the lighthouse are tall windows that bathe the main living space in sunlight. Set to enjoy both the scenery and a massive flat-screen TV is a plush sofa an
Hot HOT 30

837 Ketch Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 4 Sleeps

This spectacular villa has been completely and professionally redesigned, offering a beautiful vacation escape that you’ll want to return to again and again!Situated on the first fairway of the famed Harbour Town Golf Links, this two-bedroom haven is replete with the best of everything. Light and airy, the living room features lovely furnishings in
Hot HOT 17

2286 Heritage Villas

Area: Harbour Town Perimeter

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Bathrooms 1 Half Bath Guests 6 Sleeps

Boasting immaculate updates that reflect a modern sense of Southern charm, this pet-friendly villa dazzles with its designer finishes and its ideal location just steps from the beach and Plantation Golf Club.The living space unfolds before you as you enter through glass doors, revealing formal dining for your six on one side, and a wide center isla
Hot HOT 47

6964 Fairway One

Area: Plantation Club

Property Type: Villa

Proximity to Beach: Walk to Beach

Bedrooms 3 Bed Bathrooms 3 Bath Guests 6 Sleeps Pet Friendly Dog Friendly Rating 5 (1)

Wide open spaces, luxurious touches and a jaw-dropping view of South Beach and the ocean beyond define a vacation villa built for creating lasting memories. Dolphins can be seen jumping out of the water from all decks.Located on the first floor of the exquisite Beachside Tennis complex, this beach style villa packs architectural interest and luxury
Hot HOT 47

1850 Beachside Tennis

Area: South Beach

Property Type: Villa

Proximity to Beach: On The Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

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