Condo holiday rentals in Cumberland Island

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Top-rated condo rentals in Cumberland Island

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Guest favourite
The property features two-story buildings surrounded by lush green landscaping, with walking paths leading through the grounds. A logo for Island Retreat is displayed prominently. A serene pond with seating is shown alongside a large, inviting swimming pool under clear blue skies.
Condo in St. Simons Island
4.91 out of 5 average rating, 116 reviews

Location! WALK to BEACH, Village & PIER! 2 POOLS*

After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

Top Guest favourite
A sunlit living area features a spacious leather sectional sofa arranged around a wooden coffee table. Art pieces adorn the walls, and a large television is mounted opposite the seating. Windows provide views of the exterior, with light curtains framing the space.
Condo in Nassau County
4.95 out of 5 average rating, 130 reviews

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!

Top Guest favourite
The living area features comfortable seating, including a light-colored armchair and a dark couch, placed around a circular table. A dining area is visible, showcasing a blue and white color scheme with upholstered chairs. Natural light fills the room through large windows adorned with blinds.
Condo in St. Simons Island
4.96 out of 5 average rating, 115 reviews

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!

Top Guest favourite
A serene swimming pool is framed by lounge chairs and palm trees, with an inviting sunset casting warm colors over the water. Umbrellas provide shade, creating a tranquil ambiance adjacent to the beach.
Condo in St. Simons Island
4.98 out of 5 average rating, 222 reviews

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 saltwater 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!

Top Guest favourite
A dining area with a modern table is positioned under a stylish chandelier. Six white chairs surround the table, set with placemats. Adjacent is a spacious living area featuring a blue sofa, with large sliding doors providing a view of the outdoor scenery.
Condo in Fernandina Beach
4.99 out of 5 average rating, 163 reviews

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!

Top Guest favourite
A welcoming living area features two comfortable sofas adorned with decorative pillows, a light-filled ambiance created by a floor lamp. A vibrant area rug adds color beneath a central coffee table. The open layout leads towards a bright kitchen area in the background.
Condo in Fernandina Beach
4.95 out of 5 average rating, 124 reviews

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

Top Guest favourite
A cozy living area features a light-colored sofa adorned with a multicolored striped pillow. Two bedside lamps provide soft illumination beside a round, fish-themed mirror. A wooden coffee table sits on a striped area rug, with a console table visible in the background.
Condo in St. Simons Island
4.99 out of 5 average rating, 135 reviews

Beach Hideaway~great location~pool~ground floor

GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

Top Guest favourite
A spacious kitchen area features a large island with seating, complemented by sleek white cabinetry and stainless steel appliances. Soft lighting accents the room, while a sliding glass door provides access to the outdoor space, enhancing an open and inviting layout.
Condo in Fernandina Beach
4.98 out of 5 average rating, 102 reviews

Luxe Azul Oasis Minutes to Beach

Luxury condo near the Ritz Carlton and Omni hotels. You'll approach your oasis on a tree lined canopy street reminiscent of the romantic south. Large fully stocked chef kitchen. You don't need to bring anything from home. Great for family dinners. Gorgeous master king suite. Stylish and romantic. Comfortable screened in porch. The vacation is steps away from the pool and minutes walk to the beachy sand on a shaded beach path. Beach tent, towels, wagon, and 2 bikes.

Guest favourite
A bright living area features a comfortable blue sofa paired with a round dining table. Large windows provide a view of the ocean and allow natural light to fill the space. A ceiling fan hangs above, and a flat-screen TV is displayed on a white console.
Condo in Fernandina Beach
4.98 out of 5 average rating, 190 reviews

Oceanview Condo, 2 bedrooms, 1 bath

Clean, beautiful and all the comforts of home. 2 bedroom/1 bath with walk in shower, condo with the ocean so close that you can almost touch it! Sleeps 4. A 20 ft balcony gives you the best seat in the house for sunrises, sunsets and dolphin viewing. Master bedroom is on ocean side. 2nd bedroom has a queen bed. A fully furnished kitchen means you don't have to eat out every meal .. enjoy dinner on the great balcony! Perfect for a romantic getaway or a family vacation.

Top Guest favourite
A balcony view features a round table set for two with a bottle of wine and two glasses, overlooking a sandy beach and ocean. Brightly patterned chairs complement the serene seaside landscape visible in the background under a partly cloudy sky.
Condo in Fernandina Beach
4.99 out of 5 average rating, 161 reviews

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 Guest favourite
A spacious living area features large windows offering sweeping views of the ocean. Comfortable seating is arranged around a coffee table, with soft lighting and decor creating a relaxed atmosphere. Natural light fills the room, enhancing the coastal vibe.
Condo in Fernandina Beach
4.99 out of 5 average rating, 144 reviews

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 Guest favourite
A panoramic view of the ocean is captured from a balcony, showcasing the expansive water stretching to the horizon. A private pier extends into the sea, with sandy beach visible below. The clear blue sky is accented by soft, fluffy clouds.
Condo in Fernandina Beach
4.99 out of 5 average rating, 133 reviews

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