Cumberland Island vacation rentals

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Top-rated vacation rentals in Cumberland Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Condo in St. Simons Island

4.96 out of 5 average rating, 179 reviews

Water View - optional BIKES - Walk 2 Pier Village

Newly renovated 2 bedroom condo has the best balcony view. U will enjoy the south-island location close 2 many shops & restaurants. U can easily walk 2 the pier, shops, & restaurants. Walk to live music! Master has a King, Queen in guest room, & the living room has sleeper sofa. Unit comes w/ furnishings & BUSINESS CLASS WIFI. Access to tennis courts, 2 pools (1 heated) laundry facilities (coin operated). 4 bikes for additional fee to use. NO PETS or ANIMALS ALLOWED. CONTACT ME for all listings.

Guest favorite

Vacation home in St. Simons Island

5 out of 5 average rating, 29 reviews

Gorgeous home with pool, in the heart of St Simons

Large 3 LARGE bedrooms and 3 full baths, Beautifully appointed in every room. LUXURIOUS AND COMFORTABLE!! With new SWIMMING POOL and firepit in the back makes for great family memories and fun. Quiet, residential neighborhood in lovely surroundings. Fireplace in great room, and large 60 inch tv all open to kitchen and dining. Fully equipped kitchen. 3 bikes included Double master upstairs both with king beds and en-suites. Main level bedroom with queen and bath. NO PETS, NO SMOKING inside.

Guest favorite

Condo in Jacksonville Beach

4.85 out of 5 average rating, 105 reviews

Our Hawaiian Bliss just steps from the Beach!

Enjoy this small, gated, oceanfront condo community just steps from the Ocean w/oceanfront pool, oceanfront communal deck with outdoor furniture for you to enjoy w/private beach access. Our 1 BR condo sleeps 5 comfortably w/queen bed & twin trundle bed upstairs, full size sleeper sofa downstairs. 2 full baths, one upstairs w/walk-in shower and one downstairs w/tub/shower. Slight view of the ocean from upstairs balcony & there is a nice downstairs patio area in front of condo for your enjoyment!

Guest favorite

Home in Saint Simons Island

4.98 out of 5 average rating, 259 reviews

My Ocean Getaway Yards from beach! Pets! Location!

Actually minute walk to beach! 3 bedroom 2.5 bath -Beautiful fenced in back yard with a patio area covered ,with grill, Beach kart and towels chairs included! Located in the heart of popular beach community Restaurants shops markets and more! Block to beach access and minute from Village. Guest favorite on South end . Great king beds and Smart tvs in bedrooms Fully stocked kitchen. Great outdoor space private yard . Beach Restaurants Markets shopping in Popular Beach Community !

Superhost

Condo in St. Simons

4.86 out of 5 average rating, 233 reviews

Perfect getaway

Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

Guest favorite

Condo in St. Simons Island

4.99 out of 5 average rating, 102 reviews

Ocean Vibes Retreat (dog friendly)

This serene ground floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. We live up to our name “Ocean Vibes Retreat”. You walk in and see all the upgrades and new furnishings this home has to offer for you and your group. The complex is gated and located in walking distance to many restaurants, Redfern Village, and one of our grocery stores. We also offer a pool, workout room, tennis court and play ground. Come stay and let the salt air cure what ails you!

Guest favorite

Cottage in Saint Simons Island

4.9 out of 5 average rating, 115 reviews

Fairway Villas

Great for a couples getaway. Located on a lovely lagoon, you will enjoy a very peaceful setting shared with nature. Two decks overhang the water for turtle and fish viewing. Recently purchased and renovated with many new furnishings, floors, and appliances in a soft setting of sea foam, indigo blues, driftwoods, and grays. 55" Smart TV with full service Xfinity and Netflix along with free internet. There is another TV in the bedroom along with a very comfy chaise.

Guest favorite

Home in Fernandina Beach

5 out of 5 average rating, 28 reviews

WOW* Beach* Pool* Golf Bungalow!

The perfect island getaway. Located within the Omni resort, and newly remodeled with a bright and airy boho theme, this spacious retreat is a place of pure peace. Within steps of two community pools, on-site golf course, and private beach - which is less than a half a mile away. Completely remodeled and sparkling clean. Beautiful, fully stock kitchen with two bedrooms, two full bathrooms and a warm, comfortable living room with a large TV and electric fireplace.

Guest favorite

Townhouse in Saint Simons Island

4.89 out of 5 average rating, 146 reviews

Abundant Amenities! Pool, Bikes, Near to beach!

1800+ SQ FT! 3 BRs, 2.5 baths, & patio w/ tranquil setting. EVERYTHING INCLUDED!!! Situated in a lush and private setting with additional green space behind the property, this newer construction 3 bedroom, 2 1/2 bath townhouse lives like a single-family home with an incredible and thoughtfully designed floor plan. This fabulous home is also near to all the island's amenities, within minutes to the beach, pier, shops, restaurants, and various beach activities.

Guest favorite

Apartment in Saint Simons Island

4.86 out of 5 average rating, 271 reviews

Stanton Apt A | Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This 1-bed/1-bath apartment blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 10-minute walk to the Pier Village. We provide high-quality bedding, towels, and kitchen supplies. Experience ultimate comfort and an unforgettable 5-star stay, with thoughtful amenities and personalized touches throughout.

Guest favorite

Home in Jacksonville Beach

4.94 out of 5 average rating, 239 reviews

2 Kings 2 bunks - Premium Beach House- $0 Host fee

This 2-story 3 BR/2.5bath, 1700 sq ft. elegantly furnished vacation beach house is within 3 blocks to the beach, restaurants, grocery, and shopping. Experience melting into TWO TempurPedic king beds, enjoy a refreshing multijet spa shower, sip coffee or drinks on the large master balcony, or zen garden patio, or watch various prepaid streaming apps on multiple large 4k TVs throughout the house.

Guest favorite

Bungalow in Jacksonville Beach

4.84 out of 5 average rating, 145 reviews

Palm Bungalow no pets 2/1 FIBER no car in garage

Completely renovated fresh décor and clean! King bed in Master! Garage for storage only Walk to pier and beach. Short walk to restaurants and bars. Less than 5 miles from Mayo Clinic. Quiet neighborhood area - respect neighbors. ( next door resident has outdoor Camera- ) No grill but walking distance to awesome local food Roku TV and internet to stream favorite apps-