
Condo vacation rentals in Cumberland Island
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Top-rated condo rentals in Cumberland Island
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Oceanfront Amelia Island-Beach Views-Pool Oasis
"This is my favorite section of beach, rarely crowded like the other parts of the island” - Anne Looking over the gorgeous Amelia Island beach-front in multiple sunrise-facing directions from the top floor, this newly remodeled luxury retreat is unique fun. Hear the waves from both of the king bed suites. Steps to the sand. Minutes to the historic cobblestones downtown "Not your grandma’s beach house…a bit of oceanside luxe with amazing views... private beach access and a great pool" - C.H.

Amelia Island Plantation Villa #2 Steps to beach
CHERYLS SEA SHED II-JUST OFF THE BEACH-SHOPS-RESTAURANTS-ACTIVITIES CHERYL’S SEA SHED II - 2/2 at Beachwood Villas,a tropical sanctuary in the Plantation of Amelia Island. You can sit out on the balcony with a glass of wine, walk to the units private pool, golf courses, walking paths, spend the day at the beach or fish in the pond behind the property. You have access to the Omni restaurants and enjoy their golf courses. You are also a short distance to local shops and restaurants.Island retreat.

Oceanfront with Included Golf Cart & Kayak
This fully renovated condo is in The Sandcastles complex within Amelia Island Plantation. It has 1 bedroom, 1 bath, a flex room that can be used as an office or a sleeping space with a king trundle bed. Single kayaks & gas golf cart are included to explore Drummond Park, Walker's Landing, Nature Center, mini golf, multiple shops and restaurants all within Amelia Island Plantation. The location is great, views are incredible and is a very comfortable space for couples, and small families!

Amelia Island, 2 bedroom beach front condo
Bright & airy 2 bedroom corner unit. It is clean and beautiful & offers all the comforts of home. Living room opens up onto a 20 ft balcony which offers extended views of Fernandina Beach & is the best spot to watch the sunset over the ocean & dolphins playing in the waves. Master bedroom is ocean side & has a king bed. The kitchen is fully furnished allowing for meals at home. Beach towels, chairs and umbrellas included. Perfect for a romantic getaway, girls weekend or family vacation!

Perfect Island Private Getaway-Walk2Beach-Village
If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

Driftwood paradise, ocean view!
Enjoy amazing ocean sunrises from spacious 1-BR Jekyll Island condo! Next to secluded beach and short walk to famous Driftwood Beach. Updated, ground-level unit sleeps 4 (with pullout sofa). Extended patio offers panoramic shoreline view. Condo complex has pool, fitness center, volleyball, basketball, playground, bike rentals, picnic tables/grills, restaurant and more. One dog (60 lbs. max) OK with $75 fee. Sorry, no cats. For stays longer than 7 nights, contact host for special discount.

Quick Beach Access, Huge Deck -POOL & Tennis
First floor villa, two bedrooms, two full bath beautifully updated Villa, within walking distance of the beach. The open floor plan provides a spacious feel and leads you to the massive screened in deck with a tropical wooded view. The Villa also has a sleeper sofa that sleeps 2 more! Just steps from pool and tennis courts. fully stocked for cooking ,kitchen table that seats 6 and washer and dryer. High speed internet and 2 smart TV's. First building in the complex. Free parking

Jack & Laurel Welcome You To Our Beach Club Condo!
Comfort, relaxation, and beauty await you here - On the quieter and most private side of the Beach Club - with direct, gated beach access . Enjoy our oceanside pool, 2 hot tubs, and lush gardens - in the perfect spot, on one of the prettiest beaches in the South! Primary suite with king bed, walk-in shower/soaking tub. Second bedroom with 1 queen/ 1 twin, full bathroom. Well-equipped kitchen, full balcony... Come on, the dolphins are waiting for you!

Million Dollar Ocean View!
Beautiful 1 bedroom (king), 1 bath ocean-front condo on the 4th floor at Amelia Surf & Racquet Club. Walking distance to the Ritz Carlton. Relax and unwind with spectacular views from every room. Kitchen is well appointed and ready for some cooking! There are 2 flat screen TVs (32” and 50”), Condo is smoke-free and pet-free. Two beautiful swimming pools, beach chairs and four clay tennis courts. Island has bike paths, 4 State parks, great restaurants, and shopping.

Peaceful escape on the Omni Resort Island - Pool!
This unit is located on the Omni Amelia Island Resort in a very safe area. This is the "Hotel" side of the 2-sided condo. This is a great space for a 2 couples or family to share a hotel style condo nestled right in the center of the Island. This unit is the just a short walk to the beach and new 10 hole par 3 golf course! - Pool - downstairs - Beach Access - 0.3 miles - New 10 hole par 3 course - 5 minute walk! - Quaint downtown Fernandina Beach - 15 min by car

2 king Oceanfront bedrooms just steps to the Ritz!
PURE LUXURY. If you are looking for a space for up to 4 adults that rivals a suite at the Ritz, YOU'VE FOUND IT! STUNNING total renovation of this 2 bedroom, 6th floor Surf & Racquet Club condo! Almost 40 feet of VERY PRIVATE uninterrupted views of the ocean between the living room & the 2 balconies off of each of the 2 BEACHFRONT KING BEDROOM SUITES! Completely new kitchen & baths! Sweeping beach views from every room.. Come experience it for yourself...

Amelia Island Paradise Rental!
Tranquil Island Retreat: Cozy 2-bedroom, 1-bath condo nestled amidst lush greenery. Sunlit living space, coastal-inspired decor, granite kitchen, and King and Queen-sized beds. Private patio for coffee and sunsets. Take a stroll to the nearby beach, where seashells await discovery. Explore the historic district, dine at charming seafood restaurants, and immerse yourself in the island’s laid-back vibe. License # BTR-000354-2025, RRDP # RRDP-000353-2025
Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

Unwind by the Ocean in Your Beachfront Getaway

D&G Beach House

Cozy, End-Unit Condo-Pool!

Seahorse Retreat/Close to Mayo/One Block to Ocean

Sand Dollar 201 - Hosted By Moore AI Rentals

Walk to Beach, Pool, Hot Tub, Balcony NEWER FURN

Sensational Sandcastles Condo/Oceanfront-Amelia

Escape to Paradise | Oceanfront, Beach, Pool
Pet-friendly condo rentals

Ocean Walk P-13, 1 bed/1 bath pup friendly- Ground

Ocean Walk D-6 Pet Friendly / Recently Renovated

Sandy Shores - Near Redfern

Jax Beach Retreat: Luxury Beach Condo

Ocean Vibes Retreat (dog friendly)

Perfect Location - Amelia Island Plantation Resort

2115 Beach Wood Amelia Island - Easy beach access!

St Simons Townhouse Close to Beach and Village
Condo rentals with a pool

Beach Please! Top Floor*Balcony Ocean View*Pool

Turtle Cottage: Lagoon Views & Convenient Location

Amelia Island Oceanfront Retreat

Oceanfront Condo

Beach Escape: King Bed, Pool and Bikes!

Sand & Sunrises

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Remodeled 2BR Condo-Walk to beach! Arcade, Pool
Destinations to explore
- Seminole Vacation rentals
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- Tampa Bay Vacation rentals
- EverBank Stadium
- East Beach
- VyStar Veterans Memorial Arena
- Kathryn Abbey Hanna Park
- St Johns Town Center
- TPC Sawgrass
- University of North Florida
- Adventure Landing Jacksonville Beach
- Fort Clinch State Park
- Memorial Park
- Little Talbot
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Huguenot Memorial Park
- Friendship Fountain
- Museum of Science and History
- Fort Frederica National Monument
- Jacksonville Beach Fishing Pier
- Jacksonville Zoo & Gardens
- Saint Simons Island Lighthouse Museum
- Southbank Riverwalk
- South Beach Park and Sunshine Playground
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Jacksonville Arboretum & Gardens





