Trusted by over 109 guests · Save 15% on platform fees · Secured by Stripe
As winter approaches, Ocean Drive transforms into a picturesque escape, perfect for those seeking a cozy getaway. The mild temperatures and refreshing ocean breezes make this iconic stretch an ideal destination for travelers looking to unwind and enjoy the beauty of the coastline. With its vibrant atmosphere and stunning views, Ocean Drive offers a unique blend of relaxation and excitement, making it a top choice for your upcoming winter retreat.
Whether you're planning a family vacation or a romantic getaway, our cozy collection of rentals along Ocean Drive caters to all types of travelers. Enjoy spacious living areas, fully equipped kitchens, and amenities like fireplaces that provide warmth and comfort during the cooler months. To enhance your experience, consider taking leisurely strolls along the beach or indulging in local dining options that showcase the best of the area. Embrace the charm of Ocean Drive this season and create lasting memories in a cozy home away from home.
By booking directly with us, you can skip the middleman and avoid up to 15% in platform fees.
By choosing us, you are securing your dream vacation and contributing to the local economy.
Have a stress-free and enjoyable stay, backed by a 4.4 rating from thousands of guests.
Don't take our word for it - trust the 109 reviews from our guests.

Alina
Dec 2025
Expert insights on finding and booking cozy vacation rentals near Ocean Drive for a memorable getaway.
Focus on properties with a welcoming atmosphere, comfortable furnishings, and amenities like outdoor spaces for relaxation. Proximity to the beach is key, allowing for easy access to Ocean Drive's vibrant scene. Consider looking for rentals that offer local decor and personalized touches to enhance your stay.
The best time to visit Ocean Drive is during the shoulder seasons of spring and fall, when the weather is pleasant and crowds are smaller. Winter can also be lovely, with mild temperatures perfect for beach walks. Booking ahead during peak summer months is advisable, as accommodations fill quickly.
A cozy vacation rental provides a home-like environment, allowing for more privacy and space to unwind. You often have access to kitchens for meal preparation and outdoor areas for relaxation, which hotels may lack. This can enhance your overall experience, making your stay more memorable.
Look for rentals that offer easy beach access, outdoor seating areas, and amenities like beach gear or bikes. A good rental should have a relaxed vibe with coastal decor, ensuring you feel at home while enjoying the ocean views. Consider properties with balconies or patios for the best sunset experiences.
Be aware of local regulations regarding short-term rentals, as they can vary. Check for amenities that suit your needs, such as laundry facilities or parking options. Additionally, consider the seasonal demand; booking during events or holidays may require earlier reservations to secure your ideal rental.
Get special offers and updates sent straight to your inbox by subscribing to our newsletter!