
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.
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Cool Beachy Vibes! KING Beds, Bikes! POOL/Pickle!
HIGHLY sought after quiet north side condo. 100's of 5 star reviews! 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. 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.
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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!
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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.
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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.
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Guest favorite! 130+five-star reviews!
Walk to the beach, relax by the pool, and experience the best of Amelia Island from Coral Cottage. Just 2 blocks from the sand and only 2 miles from Historic Downtown Fernandina Beach, this beautifully updated, dog-friendly condo is the perfect home base for your beach getaway. Explore local shops and restaurants, bike scenic trails, or unwind by the pool after a day in the sun. With fast Wi-Fi, and a thoughtfully stocked kitchen, you'll have everything you need for a relaxing stay.
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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
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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!
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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!
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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.
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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.
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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...
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Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

Time for a "Latitude Adjustment" on St Simons
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Amelia Island Plantation Villa #2 Steps to beach
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Lovely 2-Bedroom Condo with Pool
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Seaview Oasis: Beachfront | Resort Access
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Perfect getaway
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Location! WALK to BEACH, Village & PIER! 2 POOLS*
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Oceanfront Condo w/view! | Free Bikes! | Updated!
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Peaceful escape on the Omni Resort Island - Pool!
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Pet-friendly condo rentals

Selah and Sea • Quiet Oceanfront + Dogs Welcome
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Condo of Curiosity - Unique, cozy, fun and clean!
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Newly Renovated Island Condo
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The Reef | Cozy Hideaway | Steps from the Beach
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400 Ocean King Suite w/Pool - Unit 2201
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The Tipsea Turtle
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Freshly Renovated Beachfront First Floor Condo
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Ocean Views from EVERY Room! | Newly Updated!
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Condo rentals with a pool

Beach Hideaway~great location~pool~ground floor
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Sea-Esta Retreat, a Great Golden Isles Location!
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Remodeled 2BR Condo-Walk to beach! Arcade, Pool
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Amelia Sea & Sands - All NEW Furnishings!
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Summer Sale (1BR + Beach/Pool) Amelia Island
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Island Dream | Tranquil Coastal Condo
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Beachy Keen
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Beach Please! Balcony Ocean View*Top Floor*Pool
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Destinations to explore
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- EverBank Stadium
- VyStar Veterans Memorial Arena
- University of North Florida
- East Beach
- St Johns Town Center
- Kathryn Abbey Hanna Park
- TPC Sawgrass
- Fort Clinch State Park
- Huguenot Memorial Park
- Adventure Landing Jacksonville Beach
- Memorial Park
- Little Talbot
- Kingsley Plantation
- Catty Shack Ranch Wildlife Sanctuary
- Southbank Riverwalk
- Jacksonville Beach Fishing Pier
- Fort Frederica National Monument
- Saint Simons Island Lighthouse Museum
- Jacksonville Zoo & Gardens
- Museum of Science and History
- South Beach Park and Sunshine Playground
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Daily's Place
- St Simons Island Pier





