
Condo holiday rentals in Cumberland Island
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Top-rated condo rentals in Cumberland Island
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2 king Oceanfront bedrooms just steps to the Ritz!
OCT. 26-30 offered at a big discount! 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 ft 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!!

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!

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.

Resort~ Amelia Island~ Ocean Front~ Condo
Welcome to the GORGEOUS Turtle Watch Condo! Imagine sitting on a private patio, with a crisp cup of coffee, as the warm ocean breeze splashes against your face. This two story, split floor plan condo, gives your late risers the quiet haven they seek while the early birds in your party can enjoy starting breakfast, sitting on the patio, or simply catching up on the morning news! This condo is truly a joy, the proximity to the ocean, pool, and outdoor spaces is unmatched on Amelia Island!

Oceanview beach condo Jax Beach
If you want a picture perfect panoramic view of a sunrise to remind you of life's richness or an intimate moon-lit walk to reflect on life, then THIS is the location for you. Here you can just be. Let the Ocean waves heal your soul and recharge your spirit from the top floor unit with direct, private beach access. Central location! Fishing pier is a few minutes walk, Neptune beach is 9 min drive, Town Center is 17 minutes, Jaguars stadium is 25 minutes. The ocean is 32 stairs away.

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

Oceanfront Condo with Views, Pool, Park
Looking for the ultimate beach getaway? Look no further than our stunning 1 bed condo located on the beach in sunny Jacksonville. With breathtaking ocean views from your private balcony, you'll feel like you're living in paradise from the moment you arrive. Our condo is fully furnished and equipped with all the amenities you need for a comfortable stay. Relax by the sparkling pool, go to the beach, next to parks, shops and enjoy many restaurants-all within walking distance!

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.

TOP SHELF*Private Fishing Pier-Pool-Oceanfront*
Come and make treasured memories at the ocean front, Top Shelf Beach Condo located on 7th (top) floor at Amelia By the Sea! Wake up to beautiful panoramic sunrises, fish from the private pier, stroll the beach or simply grab a chair & chill. The ocean front pool is irresistibly refreshing, the only suit required on Amelia Island is your bathing suit! We look forward to sharing our island sanctuary with you. Permit #BTR-000681-2022

Surf a Wave • Oceanfront • Perfect for Couples
Surf a Wave is a stylish 1 bed, 1 bath condo that is perfect for couples. Located on the top floor of the B building at the exclusive Amelia Surf and Racquet Club, it has been thoughtfully renovated throughout. Although this is a new listing, you can book with confidence. We also own and manage Ketch a Wave condo on Amelia Island, which has over 100 5-star reviews across multiple booking sites.

OCEAN VIEW-St. Simons says Relax at The Beach Club
Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!
Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

Oceanfront Condo w/view! | Free Bikes! | Updated!

Waterfront Flat @ Settlers Bluff

Wake up to Waves: Your Sunrise, Oceanfront Retreat

Salt Air Villas - Walk to Beach Pier Restaurants

A Super Host Best Favorite on St. Simon's Island

Oceanfront Paradise, Steps from the Beach!

Beautiful oceanfront condo

AIP Resort,Sea Dunes,Oceanfront, Updated, Steps to
Pet-friendly condo rentals

Serene Oceanfront Condo

Ocean Vibes Retreat (dog friendly)

"Gone Coastal" is Steps From the Sand!

SSI Getaway at Turtle Pond

St Simons Townhouse Close to Beach and Village

Beautiful Beach Condo - just steps to the beach!

Beach Escape, a block from the Beach-POOL/Pklball

Newly Renovated/Furnished Beach Condo
Condo rentals with a pool

1384 Shipwatch - Oceanfront with amazing views, 2

Island Retreat Condo (Pet Friendly!)

Newly Updated 2Bed/1Bath Condo - 3 Min to Beach!

Oceanfront Condo

Oceanfront Luxury @ Amelia Surf & Racquet Club

Vitamin Sea Oceanfront 2/2 Condo in Amelia Island

Amelia Island Paradise Rental!

Seaview - Luxurious Amelia Island oceanfront condo
Destinations to explore
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- TIAA Bank Field
- East Beach
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Sea Island Beach
- Pablo Creek Club
- Adventure Landing Jacksonville Beach
- St. Simons Public Beach
- Amelia Island State Park
- Stafford Beach
- Amelia Island Lugar Lindo
- Ocean Forest Golf Club
- Bent Creek Golf Course
- Black Rock Beach
- Seminole Beach
- Little Talbot
- Museum of Southern History
- The Golf Club at North Hampton
- Dungeness Beach
- Driftwood Beach
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Fernandina Beach Golf Club
- St. Marys Aquatic Center
- Nanny Goat Beach