
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.

Amelia Island Plantation Villa #2 Steps to beach
CHERYLS SEA SHED II-JUST OFF THE BEACH-SHOPS-RESTAURANTS-ACTIVITIES CHERYL’S SEA SHED II - 2/2 at Beachwood Villas,a tropical sanctuary in the Plantation of Amelia Island. You can sit out on the balcony with a glass of wine, walk to the units private pool, golf courses, walking paths, spend the day at the beach or fish in the pond behind the property. You have access to the Omni restaurants and enjoy their golf courses. You are also a short distance to local shops and restaurants.Island retreat.

Beach Escape, a block from the Beach-POOL/Pklball
Beachy vibes, 1 block from the Beach. Relax and unwind in this comfy beautifully designed space. Newly renovated kitchen & well stocked (pots, pans, coffee maker, toaster, etc.) ready for use. Condo includes everything you need for a day of fun at the beach (beach chairs, umbrella's, boogie boards, beach towels and beach toys) or just enjoy the amenities(in ground pool, tennis and pickleball courts, playground, and BBQ area). Includes tennis racquets & more. Tropical wooded view, pet friendly

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.

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.

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.

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!

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.

Peaceful escape on the Omni Resort Island - Pool!
This unit is located on the Omni Amelia Island Resort in a very safe area. This is the "Hotel" side of the 2-sided condo. This is a great space for a 2 couples or family to share a hotel style condo nestled right in the center of the Island. This unit is the just a short walk to the beach and new 10 hole par 3 golf course! - Pool - downstairs - Beach Access - 0.3 miles - New 10 hole par 3 course - 5 minute walk! - Quaint downtown Fernandina Beach - 15 min by car

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...
Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

Oceanview Condo, 2 bedrooms, 1 bath

Surf a Wave • Oceanfront • Perfect for Couples

Ocean Vibes Retreat (dog friendly)

Amelia Island Paradise Rental!

Time for a "Latitude Adjustment" on St Simons

Be A Nomad | Top Floor 3BR Ocean Jax Beach

Seaview Oasis: Beachfront | Resort Access

Oceanfront Condo w/view! | Free Bikes! | Updated!
Pet-friendly condo rentals

Newly Renovated Island Condo

The Reef | Cozy Hideaway | Steps from the Beach

St Simons Townhouse Close to Beach and Village

Condo of Curiosity - Unique, cozy, fun and clean!

Modern 2 BR Condo - 2 block from San Marco

Freshly Renovated Beachfront First Floor Condo

The Tipsea Turtle

Renovated Lake View Golf Condo
Condo rentals with a pool

Lovely 2-Bedroom Condo with Pool

Sea-Esta Retreat, a Great Golden Isles Location!

Remodeled 2BR Condo-Walk to beach! Arcade, Pool

Amelia Island Oceanfront Penthouse 2 King Suites

Ocean Place 84 Luxury Condo next to the Ritz

Beach Please! Balcony Ocean View*Top Floor*Pool

Amelia Sea & Sands - All NEW Furnishings!

AIP Resort,Oceanfront, Steps to the Ocean/ Pool
Destinations to explore
- Four Corners Holiday rentals
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- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Savannah Holiday rentals
- Charleston Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
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- Kissimmee Holiday rentals
- EverBank Stadium
- University of North Florida
- VyStar Veterans Memorial Arena
- 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
- Saint Simons Island Lighthouse Museum
- Jacksonville Zoo & Gardens
- Fort Frederica National Monument
- Museum of Science and History
- South Beach Park and Sunshine Playground
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Daily's Place
- St Simons Island Pier





