
Condo vacation rentals in Cumberland Island
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Top-rated condo rentals in Cumberland Island
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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!

Large Open 2 Bed 2 bath Condo Overlooks Pool
You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

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 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 away from pool and tennis courts. The villa is fully stocked for cooking including a kitchen table that seats 6 and washer and dryer. High speed internet and 2 smart TV's. First building in the complex

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.

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!

Beach Air -optional BIKES-Pool-Walk 2 Pier Village
This modern 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops restaurants, & beach. U can easily walk 2 Pier Village & other entertainment. Living Room has a King & separated from the bunk area and kitchenette. Unit comes w/ new furnishings. Has washer/dryer, Keurig coffee make, reliable WiFi. Located in a gated community with oversized balcony and great pool. USAGE OF 2 BIKES for additional fee. Sorry, NO PETS. See house rules

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.

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 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!!

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
Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

Waterfront Flat @ Settlers Bluff

Island Retreat Condo (Pet Friendly!)

Salt Air Villas - Walk to Beach Pier Restaurants

Sandy Shoreline with insane views of the beaches

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

Dragonfly Dunes: Your Oceanfront Retreat

Vitamin Sea Oceanfront 2/2 Condo in Amelia Island

Oceanfront Paradise, Steps from the Beach!
Pet-friendly condo rentals

1384 Shipwatch - Oceanfront with amazing views, 2

Serene Oceanfront Condo

Amelia Island Villa 2/2-Beach, Pool, Shops, Golf

Beachfront Luxurious Charming 2BR Condo

SSI Getaway at Turtle Pond

Moss Oak Golf Course Lake view

Beautiful Beach Condo - just steps to the beach!

Updated 1/1 Pool, Walk to Beach and Golf course!
Condo rentals with a pool

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

Jacksonville Beach Front Paradise

Cozy, End-Unit Condo-Pool!

Amelia Island Oceanfront Retreat

Oceanfront Luxury @ Amelia Surf & Racquet Club

C2 Pet-friendly, 1 BR, 1 BA, sleeps 5

Fall Getaway: Bikes, Pool, King Bed-Walk to Beach!

Walk to Beach, Pool, Hot Tub, Balcony NEWER FURN
Destinations to explore
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- TIAA Bank Field
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