
Condo vacation 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.

Tranquil Turtle
At the Tranquil Turtle, the ocean is on your doorstep! This condo is quiet and serene, but also located within walking distance of local eateries, bars and all the entertainment Jacksonville Beach has to offer. From coffee pods to bathrobes to beach chairs, everything is stocked so you can leave your cares behind upon check-in. We offer two beach-side private parking spaces, one covered and gated. A part of the proceeds from each stay goes to sea turtle conservation. Do good while on vacation!

Oceanfront Paradise, Steps from the Beach!
Beachfront bliss awaits at this updated oceanfront condo overlooking the Atlantic. Enjoy stunning unobstructed ocean views from the 2nd floor spacious living room and fully equipped kitchen. Relax in a comfortable king bed, unwind on the balcony with a table for two, and explore nearby shops and dining. Includes WiFi, washer/dryer, and thoughtful touches like luxury linens, bathroom essentials and beach gear. Ideal for an oceanfront getaway for two with everything you need for a memorable stay.

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

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.

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.

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!

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.
Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

AIP Resort,Elegant Penthouse,Panoramic Ocean view

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

Fernandina Beach Getaway

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

Oceanfront Condo

"Saintly" @ Sea Palms 18th Green

A Blissful Beachfront Experience - Elevator access

The Tipsea Turtle
Pet-friendly condo rentals

Serene Oceanfront Condo

Ocean Vibes Retreat (dog friendly)

Oceanfront Community 2 BR Bright/Cozy Condo!

2115 Beach Wood Amelia Island - Easy beach access!

Beach front Balcony

St Simons Townhouse Close to Beach and Village

Beachcomber's Nook~ quiet and serene setting

Freshly Renovated Beachfront First Floor Condo
Condo rentals with a pool

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

Oceanfront Community*Balcony View*Pool*Pickleball

Pickleball on site & walk Mallery Park PB courts

Amelia Island Oceanfront Retreat

Cozy, End-Unit Condo-Pool!

Lovely Condo Just a Quick Walk to the Ocean

Sensational Sandcastles Condo/Oceanfront-Amelia

Amelia Island Paradise Rental!
Destinations to explore
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- EverBank Stadium
- East Beach
- VyStar Veterans Memorial Arena
- Kathryn Abbey Hanna Park
- St Johns Town Center
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- University of North Florida
- Fort Clinch State Park
- Memorial Park
- Little Talbot
- Museum of Science and History
- Friendship Fountain
- Kingsley Plantation
- Saint Simons Island Lighthouse Museum
- Southbank Riverwalk
- Times Union Center for the Performing Arts
- Jacksonville Zoo & Gardens
- Huguenot Memorial Park
- Fort Frederica National Monument
- Jacksonville Arboretum & Gardens
- Catty Shack Ranch Wildlife Sanctuary
- Cummer Museum of Art & Gardens
- Jacksonville Beach Fishing Pier




