Discover winter rentals Key Largo - We found 1077 exact matches
About Key Largo Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Key Largo, FL perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Key Largo. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Key Largo and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Key Largo Winter Rentals
What are the top rated Winter Rentals in Key Largo?
There are a lot of options in Key Largo. If you plan on staying in the Key Largo area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Key Largo:
- Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
- OCEANFRONT COMMUNITY, LUXURY,BEACH,POOLS, TOP AMENITIES & VALUE in FLORIDA KEYS
- PRIVATE WATERFRONT HOUSE DOCK 4KAYAKS 2SUP BOARD GOLF CART
- Catch your last summer glow at Mariners Club 606 w resort style amenities & more
- Marina Villa 212 3/3 Pools, Marina and Ocean views
- Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball
- Key Largo Three Level Townhouse on the Ocean Side, great amenities and two pools
- BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART
- Beautiful 2 Bedroom Condo with Dock Slip and Pool
- Private Bay Front House In Key Largo
How much does it cost to rent a place to stay near Key Largo in the wintertime?
The average cost for winter rentals in Key Largo is $543 per night. Vacation Cottage has a wide list of great winter places to stay near Key Largo that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Key Largo that allow pets?
Yes, here are the top cottage/chalet rentals in Key Largo that allow you to bring your pet or dog:
- Secluded and spacious family friendly sanctuary with enclosed pool and hot tub
- Coastal Chic Getaway Modern 2 Bed 2 Bath Condo in Key Largo, Marina Pool Pickleball
- Large Ocean Front, Loft House with 3 beds, 2 baths in Key Largo with Boat Dock
- Waterfront home w/easy open-water access, bikes, ping pong & paddle boards
See all pet-friendly vacation rentals in Key Largo on Vacation Cottage
Do you have any winter rentals in Key Largo that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Key Largo to find what works for you.
Are there winter accommodations in Key Largo that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 1077 private swimming pools or indoor pools accommodations near Key Largo along with other great amenities.
Do any winter holiday rentals in Key Largo have hot tubs?
About 1077 holiday rentals in Key Largo boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Key Largo?
Yes, there are many luxury places to stay in Key Largo for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Key Largo with all the best amenities for your next trip.
