Beach house holiday rentals in Cumberland Island

Private Beachfront Lighthouse Just Steps to Ocean

Featured in Dwell Magazine and HBO's Beach Cottage Chronicles, Katie's Light is a classic New England style home in Fernandina Beach on Amelia Island. Enjoy this 3-bed, 2.5 bath beachfront escape with wrap-around deck and uninterrupted views of the Atlantic Ocean. Steps to the sand with private access through the dunes. Watch the dolphins swim along the coast or walk Egan's Creek to spot migrating birds. Just 5 minutes to historic downtown with great local restaurants and shopping year round.

Gorgeous Oceanfront Oasis steps from the ocean

Our magical, private OCEANFRONT home is the CLOSEST house to the Atlantic Ocean on Amelia Island. Our 3 bedrooms comfortably sleep 6 guests. The beautifully renovated completely stocked bathroom is spacious. There is a private spacious hot/cold shower on the lower deck as well! Our kitchen is perfect. We have added 3 bikes! Located on the wonderfully quiet and pristine Amelia Island and steps from the ocean, when you visit our home for a week, you may find yourself wanting to stay a month.

Island Collective - Walk to Beach & Village

Enjoy this combo of neighboring Guest Favorite properties (Island Rosè + Island Jade) to accomodate larger groups: total 4BR/4BA (3BR/3BA + 1BR/1BA) that sleeps up to 16 guests with 3 king beds, 4 queen bunk beds & a sleeper sofa. Perfect beach getaway for multi-generation family vacations and large friend groups seeking comfort, style, and unbeatable walkability! Two blocks walk from everything for a quintessential St Simons beach vacation: beach, Village, Pier, Neptune Park pool.

Cozy, Beachside Beauty in Shipwatch Villas!

Welcome to 1326 Shipwatch, a relaxing 2-bedroom, 2-bathroom condo in the Destination Amelia Vacation Rental Collection. This fully-equipped, refurnished property is tucked within the southern-most cluster of the Shipwatch Villas, an oceanfront complex situated in the gated Amelia Island Plantation. It offers access to its seasonally heated pool. *Dogs are considered but must be approved by management. Guests must agree to certain terms and the required pet fee is $150 (plus 12% tax.)

Life Is Bliss Cottage - Oceanfront / Heated Pool

This exquisite Two Story, 6 Bedroom/4 Bathroom beach front cottage features spacious living areas, large inground heated pool and a beautifully landscaped yard. This is the largest oceanfront rental cottage with pool on Jekyll Island. From 5/10 - 8/16 ("season") we require a Saturday - Saturday stay. NO PETS & NO SMOKING. Also, we do ask that you treat our home with RESPECT during your stay. Please also read "MORE ABOUT THE SPACE" section for important additional information.

Shipwright's Bungalow sleeps 9

Crafted by a shipwright. Anchored in time. The Shipwright's Bungalow sleeps 9 Welcome to The Shipwright’s Bungalow, a timeless coastal retreat on beautiful Saint Simons Island. Built in 1947 by a master shipbuilder, this mid-century bungalow was crafted with the same precision and care once reserved for wooden vessels. Though lovingly updated for modern comfort, the home still carries the spirit of its original craftsmanship — from the exposed beams to the warm, welcoming layout.

Oceanfront Beach House

Stay Better Vacations welcomes you to 5572 Gregg St, a pet friendly oceanfront single family home along historic American Beach on Amelia Island. Wake up to ocean views and step straight onto the sand from your backyard. This 3 bedroom, 2 bath beach cottage offers bright, comfortable spaces indoors and out, perfect for gathering and unwinding. Bring family, friends, and your dog. Just a short drive to The Omni and Ritz Carlton. This home is a must-stay on your list!

Secret Garden Stay - Team Joseph Ellen

Welcome to Fletcher Avenue Beach Retreat, your coastal getaway on Amelia Island! This spacious 3BR/2BA home offers over 2,300 sq ft of bright, open living with ocean views and plenty of space to relax. Enjoy coffee on the balcony, unwind in the peaceful garden, or take a short drive to Main Beach, where you’ll find a skate park, playground, courts, and pavilions. Perfect for families and friends seeking comfort, charm, and the ultimate beachside escape!

Game Room | Hot Tub | Pet Friendly | Near Beach

Welcome to Beach Getaway — complete with a game room and hot tub! This home, conveniently located near the beach and pier village, is the perfect spot for families or friend groups. The game room includes foosball, darts, hook & ring, wall connect-four, and a 2-player Pac-Man machine with a selection of classic arcade games. The backyard features an open patio with plenty of seating around a firepit and a private hot tub available at no added cost.

Spring special/heated pool/Mint Julep

Best location on the island. Have fun with the whole family at this stylish mid-century oasis. The Mint Julep is a beautifully renovated home! It offers the best in design and accessibility to everything St. Simons has to offer. From shopping to sand, the home is within walking distance of all the shops and dining in the Villages and an easy short walk to the beach. Great for large gatherings, wedding events, and summer fun all year long!

Private Heated Pool & Beach Access/Close to Town

Welcome to our The Sunshine House ☀️Steps to the beach with private beach access ☀️Private tropical pool (optional pool heat available) ☀️Sleeps up to 8 guests ☀️Ocean views from the upstairs living space ☀️Beach chairs, beach towels & WiFi included ☀️Walk to local restaurants ☀️Just 2 miles to historic downtown Fernandina Beach More than 300 five-star reviews across our Sunshine properties.

Three Friends Cottage- Beach Home! w/ elevator

Three Friends Cottage is exquisitely decorated and just steps from the 2 pools and private beach access. . It has 4 bedrooms, each with its own full bath, and sleeps 8 in luxurious comfort. You can sleep 2 more on the sleeper sofa in the den. All new furnishings pamper you in every room, from the separate den for kids to the ultra spacious living/dining/kitchen level.