Estero Vacation Rentals - Vacation Rentals in Cumberland Island
Apartment
2 Bedrooms
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $234
/Night
7 Nights - $1,635
House
2 Bedrooms
1 Bathroom
6 Guests
1033.34 ft²
-
Parking
-
Internet
-
Pet Friendly
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Child Friendly
US $158
/Night
7 Nights - $1,106
Bed & Breakfast
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Air Conditioner
US $263
/Night
7 Nights - $1,838
House
2 Bedrooms
1 Bathroom
5 Guests
650 ft²
-
Parking
-
Ocean View
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Balcony/Terrace
-
View
US $241
/Night
7 Nights - $1,684
House
4 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
View
-
Air Conditioner
-
Internet
US $363
/Night
7 Nights - $2,541
Bed & Breakfast
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Internet
-
Child Friendly
US $219
/Night
7 Nights - $1,530
House
2 Bedrooms
2 Bathrooms
4 Guests
1064 ft²
-
Balcony/Terrace
-
View
-
Kitchen
-
Air Conditioner
US $370
/Night
7 Nights - $2,590
Bed & Breakfast
6 Bedrooms
6 Bathrooms
19 Guests
382.12 ft²
-
Breakfast
-
Parking
-
Balcony/Terrace
-
View
US $189
/Night
7 Nights - $1,323
Cottage
2 Bedrooms
2 Bathrooms
4 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $355
/Night
7 Nights - $2,487
US $252
/Night
7 Nights - $1,766
US $277
/Night
7 Nights - $1,939
House
3 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $296
/Night
7 Nights - $2,071
House
2 Bedrooms
2 Bathrooms
4 Guests
1265 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $317
/Night
7 Nights - $2,218
Cottage
2 Bedrooms
1 Bathroom
4 Guests
900 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $339
/Night
7 Nights - $2,372
Cottage
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $267
/Night
7 Nights - $1,868
House
2 Bedrooms
1 Bathroom
6 Guests
1078 ft²
-
Parking
-
Pool
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Ocean View
-
Balcony/Terrace
US $325
/Night
7 Nights - $2,276
Cottage
2 Bedrooms
2 Bathrooms
5 Guests
880 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $291
/Night
7 Nights - $2,038
House
3 Bedrooms
2 Bathrooms
6 Guests
1340 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $255
/Night
7 Nights - $1,785
House
3 Bedrooms
2 Bathrooms
10 Guests
1528 ft²
-
Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace
US $620
/Night
7 Nights - $4,343
Cottage
2 Bedrooms
2 Bathrooms
6 Guests
1225 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $280
/Night
7 Nights - $1,963
House
2 Bedrooms
2 Bathrooms
4 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $325
/Night
7 Nights - $2,278
House
2 Bedrooms
2 Bathrooms
4 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $222
/Night
7 Nights - $1,554
Apartment
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $259
/Night
7 Nights - $1,812
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $194
/Night
7 Nights - $1,358
★ Pro Tip: Esterovacationrentals makes it easy to compare the best listings on Esterovacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Esterovacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cumberland Island.
Weather in Cumberland Island
View the weather forecast for Cumberland Island before booking your Cumberland Island Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Cumberland Island Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Cumberland Island?
There are a lot of options in Cumberland Island. If you plan on staying in the Cumberland Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cumberland Island:
- 4 Blocks From Waterfront & Downtown Dining - Pet/Pup Friendly + 2 Adult Bikes
- Warm and Bright Pet Friendly Home with Full Privacy Fenced Backyard!
- Hang up all your cares and woes and head to Southern Bell with Riverfront views!
- River Cottage on Crooked River
- The Cottage
- The Captain's Quarters
- Historic "Cannon Ball" House Close to Cumberland ferry and historic down town.
- Cumberland Queen Cottage
- Crooked River Charm: Sabina's Riverside Cottage
- DREAMWOOD - a historic district Designer's Cottage with private courtyard
How many vacation rentals are available in Cumberland Island?
Currently, the total number of properties listed in 2026 is over 343 in the Cumberland Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cumberland Island.