
Condo holiday rentals in Cumberland Island
Find and book unique condos on Airbnb
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 Oceanfront Deluxe Condo
This Amelia Surf and Racquet Club 5th floor villa has breathtaking views of the ocean from the seaside patio off each of the 2 master bedroom suites complimenting the view from the living area windows on both sides. You will feel surrounded by the ocean when watching the sun come up at dawn in this designer condo. It includes with a fully equipped kitchen and a dining room while being only steps away from the Ritz. There are two oceanfront swimming pools as well as a tennis court on site.

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!

A Super Host Best Favorite on St. Simon's Island
Completely Renovated! This newly furnished condo is a great place to come back to after exploring all St. Simons Island has to offer. Just a short 3 miles from the beach and village area, it's perfect for a small family or couple. The condo has private parking and a great community pool. Enjoy a cocktail on the private deck while you make dinner on the grill! A Smart Home with Alexa in every room. You can have music in any room or the whole house, turn lights on and off by voice and more.

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.

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

Ocean front Beachside Bliss
Beautiful ocean front condo that was completely remodeled in August 2018. This 2 BR 2 BA condo has breathtaking unobstructed views of the sand, beach and ocean. You cannot get any closer to the beach than this unit. Paradise awaits you as you walk out on to the large wrap around balcony. The guest bedroom has its own private balcony overlooking the beach.This condo is four blocks from the main strip which has all the restaurants and shopping that is located in Jacksonville Beach.

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!

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.

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
Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

Sunkissed Escape with spectacular views

Waterfront Flat @ Settlers Bluff

Sea Gate #104

Ocean Place 22 - Sea Forever

AIP Resort,Oceanfront, Steps to the Ocean/ Pool

Amelia Island Paradise Rental!

Seaview - Luxurious Amelia Island oceanfront condo

The Tipsea Turtle
Pet-friendly condo rentals

Ocean Walk P-13, 1 bed/1 bath pup friendly- Ground

Two block walk to Jax Beach - Luxury Beach Condo

Perfect Location - Amelia Island Plantation Resort

2115 Beach Wood Amelia Island - Easy beach access!

St Simons Townhouse Close to Beach and Village

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

Freshly Renovated Beachfront First Floor Condo

Turtle Dunes Villa - Gorgeous Views from 3rd Floor
Condo rentals with a pool

Beach Please! Top Floor*Balcony Ocean View*Pool

Spacious Beachfront Condo with Pool Access

7th Heaven-Beachfront Condo Near The Ritz! 2 Pools

Turtle Cottage: Lagoon Views & Convenient Location

Beachfront Condo with Sunrise Views, Pool, & Beach

The Harbor Hideaway, Moorings #13

Wake Up on the Water Riverfront Condo w/ Boat Slip

Cozy, End-Unit Condo-Pool!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Panama City Beach Holiday rentals
- Charleston Holiday rentals
- Tampa Bay Holiday rentals
- 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
- Huguenot Memorial Park
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Museum of Science and History
- Friendship Fountain
- Main Beach Park
- Saint Simons Island Lighthouse Museum
- Jacksonville Beach Fishing Pier
- Jacksonville Zoo & Gardens
- Southbank Riverwalk
- South Beach Park and Sunshine Playground
- Fort Frederica National Monument
- Autobahn Indoor Speedway & Events - Jacksonville, FL





