
Condo holiday rentals in Cumberland Island
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Top-rated condo rentals in Cumberland Island
Guests agree: These condos are highly rated for location, cleanliness and more.

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.

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.

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!

Cool Beachy Vibes! KING Beds, Bikes! POOL/Tennis
HIGHLY sought after quiet north side condo. Cool, relaxing vibes. Beautifully renovated w/ a well equipped kitchen, 3 streaming TV’s high speed internet, KING BEDS in both huge masters w/ a large tropical loo w/ double vanity, 800 feet to the sand! ENJOY Pool and Tennis/Pickle steps away, FREE Beach Bikes! The North side is the locals favorite for Sharks Teeth! Main Beach, Skate Park, Ft. Clinch Walking distance to Basketball, Sandbar & Salt Life restaurants plus a Quickie mart.

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

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**

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.

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

Spacious Beachfront Condo with Pool Access
Newly renovated and furnished! Beachfront condo! Wake up to the sound of the waves, take your morning coffee to the outdoor patio, and lose yourself in the serene Florida coastline. This one bedroom, one bathroom apartment is spacious and has all the essentials to make your beach getaway an incredible experience. Located off the secluded and verdant Amelia Island Parkway, the condo is still a short drive to downtown Fernandina Beach.
Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

AIP Resort,Elegant Penthouse,Panoramic Ocean view

Vitamin Sea Oceanfront 2/2 Condo in Amelia Island

Moss Oak Golf Course Lake view

Freshly Renovated Beachfront First Floor Condo

Paradise Palms! Oceanfront @ Amelia Surf & Racquet

Unobstructed Oceanfront Views in Gated Community

Amelia Island Paradise Rental!

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

Island Retreat Condo (Pet Friendly!)

Pool | Parking | Beach | Food | Bars | Stores, etc

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

2115 Beach Wood Amelia Island - Easy beach access!

St Simons Townhouse Close to Beach and Village

Beachcomber's Nook~ quiet and serene setting

Beautiful Beach Condo - just steps to the beach!

Enjoy the Creek view! Safe & peaceful.
Condo rentals with a pool

Luxury Beach Front w Balcony & Pool by Omni Hotel

Balcony Ocean View/Steps to Beach and Restaurants

Oceanfront. SSI, Ga Beach Club

Ocean front condo w/ pool

Beachfront, Pier, Pool, Kitchen, Amelia By The Sea

Remodeled 5th-Floor Sandcastles Villa

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

Time for a "Latitude Adjustment" on St Simons
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Atlanta Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Myrtle Beach Holiday rentals
- Tampa Bay Holiday rentals
- Panama City Beach Holiday rentals
- Charleston Holiday rentals
- EverBank Stadium
- East Beach
- Kathryn Abbey Hanna Park
- Adventure Landing Jacksonville Beach
- Little Talbot
- VyStar Veterans Memorial Arena
- Fort Clinch State Park
- Memorial Park
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- University of North Florida
- St Johns Town Center
- TPC Sawgrass
- Fort Frederica National Monument
- Friendship Fountain
- Museum of Science and History
- Kingsley Plantation
- Saint Simons Island Lighthouse Museum
- Cummer Museum of Art & Gardens
- South Beach Park and Sunshine Playground
- Southbank Riverwalk
- Jacksonville Zoo & Gardens
- Catty Shack Ranch Wildlife Sanctuary
- Jacksonville Beach Fishing Pier
- Daily's Place




