
Beach house holiday rentals in Cumberland Island
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Top-rated beach house rentals in Cumberland Island
Guests agree: These beach houses are highly rated for location, cleanliness and more.

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.
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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.
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Unique stay at Jekyll Island
THIS IS FOR THE CAMPER THAT WE WILL DELIVER AND SET UP AT YOUR CAMPSITE ON THE ISLAND. YOU ARE RESPONSIBLE FOR BOOKING YOUR CAMPSITE. PLEASE BOOK THE SITE FIRST BEFORE BOOKING WITH US AND MESSAGE US YOUR SITE NUMBER. HOOK-UP WITH AT LEAST A 50AMP POWER SUPPLY IS REQUIRED AS WELL AS A SPOT FOR A 33FT RV WITH ONE WALL SLIDE. THIS CAN BE DONE ON THEIR WEBSITE IT IS SUPER EASY AND QUICK:) IF YOU NEED HELP WITH THIS PROCESS OR HAVE ANY QUESTIONS, PLEASE CONTACT US WE WILL BE HAPPY TO ASSIST*
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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.
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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.)
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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!
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Ocean Blvd Location
Livn' the Good Life makes every moment effortless and unforgettable. Your dream island getaway starts here – where convenience meets luxury, and memories are made. This luxurious retreat puts you right in the heart of the island's most happening scene and oh so close to the beach. Step outside and find yourself moments away from the island's hottest restaurants, bars, and grills. No car needed, no stress allowed – just pure vacation bliss at your fingertips.
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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!
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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.
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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!
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Day Dream Cottage -w/elevator and roof top deck
Welcome to the Day Dream Cottage! Offering 4 bedrooms and 4.5 bathrooms, Day Dream is located in the much desired oceanfront community of Coast Cottages on St. Simons Island. Beautifully decorated with sprawling porches and a spectacular rooftop deck boasting great views, Day Dream Cottage is a first class Golden Isle getaway only steps away from the oceanfront Coast Cottage Pools and Pavilion with private access to the beach.
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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.
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Popular amenities for Cumberland Island beach house rentals
Beach house rentals with a pool

Surf & Racquet B170 - Hosted by Moore AI Rentals
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Anchors Away
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Surf & Racquet B122 - Hosted by Moore AI Rentals
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Home with community pool and direct beach access.
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Cottage Steps from the Beach with Community Pool
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Beachy Sisters B 4 Bedroom 3 Bath
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Amelia South H4 - Hosted by Moore AI Rentals
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Oleander Cottage Ocean Views, Steps from the Beach
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Private beach house rentals

The entire Wonderwood beach house! 3br / Hot Tub.
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Shipwright's Bungalow sleeps 9
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Family Home Close to Beach and Village Area
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Renovated cute camper RV Fernandina Beach
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Spacious Island Retreat, sleeps 10
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Beach Cottage Steps to Sand Walk to King & Prince
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Beautiful Oceanfront 2nd Floor Unit! 3 bedrooms!
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Private boardwalk to the beach! Great Ocean View
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Pet-friendly beach house rentals

Amelia Island Beach Bungalow Directly on the
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Conched Out!
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Dog friendly, Amazing Ocean Views/Lots of Parking
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A Good Knight`s Rest
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Oceanfront Condo | Gated, Dog-Friendly, Pool
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The Duck Pond
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Coral Sands 101 - Hosted by Moore AI Rentals
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Pet Friendly home with private Pool!
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Destinations to explore
- Four Corners Holiday rentals
- Atlanta Holiday rentals
- Orlando Holiday rentals
- Myrtle Beach Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Charleston Holiday rentals
- Hilton Head Island Holiday rentals
- North Myrtle Beach Holiday rentals
- Kissimmee Holiday rentals
- EverBank Stadium
- VyStar Veterans Memorial Arena
- University of North Florida
- East Beach
- St Johns Town Center
- Kathryn Abbey Hanna Park
- TPC Sawgrass
- Fort Clinch State Park
- Huguenot Memorial Park
- Adventure Landing Jacksonville Beach
- Memorial Park
- Little Talbot
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Southbank Riverwalk
- Jacksonville Beach Fishing Pier
- Fort Frederica National Monument
- Jacksonville Zoo & Gardens
- Saint Simons Island Lighthouse Museum
- Museum of Science and History
- South Beach Park and Sunshine Playground
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Daily's Place
- St Simons Island Pier





