
Beach house vacation rentals in Cumberland Island
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Top-rated beach house rentals in Cumberland Island
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Seaside Grove-Steps to the beach! Pool 5B/4B 12-15
Oceanview Oasis: 5BR/4BA for Groups! Steps from beach access, this 5BR retreat is built for groups of 15 (max 12 adults). Relax in your private pool, grill on the Green Egg, or enjoy your backyard oasis. You can also relax ion one of the ocean view decks or sit by the high top bar 4 of the bedrooms features En-suite bath Highlights:• Beach Proximity: Just seconds to the sand.• Large Groups: Open-concept living + 3 decks.• Layout: 2 BR 1BA on main; Primary + 1 BR upstairs; 5th BR on lower level.
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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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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.
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Crafted by a shipwright. Anchored in time. The
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.
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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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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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Popular amenities for Cumberland Island beach house rentals
Beach house rentals with a pool

High Tide Hideaway SSI
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Sailmaker 112 - 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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Sailmaker 612
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Lux Home, Pool, Riverfront Dock, Gourmet Kitchen .
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Cottage Steps from the Beach with Community Pool
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Cottage Steps from the Beach with Community Pool
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Private beach house rentals

The entire Wonderwood beach house! 3br / Hot Tub.
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Renovated cute camper RV Fernandina Beach
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Family Home Close to Beach and Village Area
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Oleander Cottage Ocean Views, Steps from the Beach
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Beach Cottage Steps to Sand Walk to King & Prince
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NEW! Walk to Beach | Sleeps 6 | Cozy Front Porch
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Azalea Cottage Duplex 2 Bedroom 2 Bath
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Beautiful Oceanfront 2nd Floor Unit! 3 bedrooms!
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Pet-friendly beach house rentals

1 Block to Beach, Pool + Putting Green
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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 2BR | Dog Friendly | Pool | Views
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Coral Sands 101 - Hosted by Moore AI Rentals
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Village and Beach with a pool, sleeps 10 near
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Destinations to explore
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- EverBank Stadium
- University of North Florida
- East Beach
- VyStar Veterans Memorial Arena
- St Johns Town Center
- Kathryn Abbey Hanna Park
- TPC Sawgrass
- Fort Clinch State Park
- Adventure Landing Jacksonville Beach
- Huguenot Memorial Park
- Little Talbot
- Memorial Park
- Kingsley Plantation
- Catty Shack Ranch Wildlife Sanctuary
- Jacksonville Beach Fishing Pier
- Southbank Riverwalk
- Jacksonville Zoo & Gardens
- Saint Simons Island Lighthouse Museum
- Museum of Science and History
- Fort Frederica National Monument
- South Beach Park and Sunshine Playground
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- St Simons Island Pier
- Daily's Place





