Surfside Winter Rental
- Air Conditioner
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- TV
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your Surfside Winter Rental?
What makes our Winter Rental special?
Popular Areas for Surfside Winter Rental
Where are the best neighborhoods to stay in Surfside?
In Surfside, Florida, you’ll find charming neighborhoods that perfectly blend relaxing beachside living with convenient access to local amenities. Choosing a stay in this area means enjoying a peaceful atmosphere while being close to vibrant dining and shopping options. Whether you prefer a quiet retreat or a lively community vibe, the neighborhoods here offer a welcoming environment for your winter getaway.
North Beach
This area offers a peaceful retreat with easy access to pristine beaches and local amenities, making it an ideal location for your winter rentals. Here, you can enjoy a relaxed atmosphere while staying close to the vibrant energy of the nearby region.
View 404+ Rentals in North BeachBest Times to Visit Surfside
When should you plan your Winter Rental stay?
Timing your visit to this destination is key to enjoying the best experience during your winter getaway, as the area's mild climate and peak season months typically fall between December and March, making it an ideal period for comfortable outdoor activities and relaxing stays in quality winter rentals.
Peak Season Highlights
Winter (December to February)
During the winter months, you can enjoy the warm, inviting weather in this region, making it an ideal time for relaxing on the local beaches and exploring the nearby area without the summer crowds.
Spring (March to May)
Spring brings pleasant temperatures and lively outdoor activities, perfect for experiencing this destination's vibrant atmosphere while avoiding peak summer crowds.
Off-Season Highlights
Summer (June to August)
Summer is quieter here, with slightly higher temperatures and a more relaxed pace, offering a peaceful retreat away from the busy season.
Fall (September to November)
During fall, the region experiences milder temperatures and fewer visitors, providing a tranquil environment for your stay during this period.
Weekly Weather Forecast for Surfside
How to Book Your Surfside Winter Rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Surfside
Common Winter Rental Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to a private outdoor pool, perfect for relaxing in the warm Florida sun.
- Relax in a spacious outdoor patio area, ideal for entertaining or dining al fresco.
- Take advantage of lush landscaped gardens that enhance your outdoor experience.
- Make use of a beachfront or ocean-view balcony to soak in scenic views of the region's coastline.
- Utilize outdoor grilling facilities to prepare meals amidst beautiful surroundings.
- Benefit from secure, on-site parking options for added convenience during your stay.
- Wander through shaded walkways and outdoor common areas designed for leisure and socializing.
Top Attractions Around Surfside
What attractions are nearby?
Nearby, you can enjoy a variety of activities such as relaxing on pristine beaches, exploring vibrant local shops, or indulging in waterfront dining, all just moments from your winter rentals here in this popular seaside destination.
Family Activities
- Bal Harbour Shops Indulge in a family-friendly shopping experience at this upscale shopping mall, offering a variety of luxury brands and dining options.
- Haulover Park Enjoy a day outdoors with picnicking, kite flying, and exploring the scenic beaches that are perfect for both relaxation and active fun for all ages.
- Surfside Community Center Pool Splash and swim at this inviting community pool, providing a safe and enjoyable aquatic experience for families staying nearby.
- Miami Beach Boardwalk Take a leisurely stroll or bike ride along the iconic boardwalk, soaking in beautiful ocean views and the vibrant atmosphere suited for family adventures.
Adult Activities
- Beachside Relaxation: Spend your days lounging on the pristine sands and soaking up the sun along the beautiful shoreline here.
- Water Sports Adventures: Engage in exciting activities like paddleboarding, kayaking, or jet skiing to make the most of the region’s inviting waters.
- Fine Dining Experiences: Explore a variety of waterfront restaurants offering fresh seafood and local cuisines that showcase the area's culinary scene.
- Local Art and Culture Tours: Discover vibrant galleries and cultural spots that highlight the artistic heartbeat of this seaside destination.
Other Places to Stay in Surfside, FL
Surfside Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Peak Seasons: Secure your preferred winter rentals early to ensure availability during busy times in this coastal area.
- Explore Local Dining Options: Take advantage of the region’s casual eateries and seaside cafes to enjoy authentic flavors right here.
- Enjoy the Beach at Off-Peak Hours: Visiting early in the morning or later in the evening allows you to relax on the shore with fewer crowds.
- Make Use of Nearby Parks: Spend some time exploring local green spaces that offer peaceful spots for picnics and outdoor activities, enriching your stay in this destination.
Transportation Options
- Car Rentals: Renting a vehicle here offers you the flexibility to explore the area and access nearby attractions at your own pace.
- Public Buses: The regional bus service provides an economical way to get around, connecting you efficiently to key spots within the region.
- Ride-Sharing Services: Apps like Uber and Lyft operate here, making quick and convenient transportation options readily available for your comfort.
- Taxi Services: Traditional taxi providers are available, offering reliable and direct transportation when needed during your stay.
Local Customs Options
- Respect for Beach Etiquette: Locals in the area highly value keeping the beaches clean and safe, so remember to dispose of your trash properly and adhere to designated swimming zones when enjoying the shoreline.
- Celebration of Local Art: The community embraces its vibrant art scene through outdoor galleries and cultural events, encouraging visitors to appreciate local craftsmanship and creativity during their stay.
- Dining Customs: When dining out in this destination, it’s customary to share dishes family-style and enjoy fresh, locally-sourced seafood that reflects the region’s coastal cuisine.
- Community Events: Participating in neighborhood gatherings and festivals is common here, offering you a genuine experience of the region’s friendly spirit and warm hospitality.
Frequently Asked Questions About Surfside Winter Rentals
1. What are the top Winter Rentals in Surfside?
There are a lot of options in Surfside. If you plan on staying in the Surfside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Surfside:
- Grand Beach Hotel Surfside West
- Grand Beach Hotel Surfside
- Chillin’ & Grillin’ House ONLY Steps from the Beach and Local Attractions
- Alluring Solara Surfside, 2 Bedroom Oceanfront Resort
- Sunny Solara Surfside, 1 Bedroom Oceanfront Resort
- Beautiful 1 bedroom unit at resort, sleeps 4
- Beautiful studio unit at resort, sleeps 2
- Beautiful studio unit at resort, sleeps 2
- 4 Cozy Studios in Surfside | Walk to Beach, Shops, and Restaurants
- Steps from Ocean, Dining & Shopping – Breakfast & Outdoor Pool - 4 Unit
2. How many Winter Rentals are available in Surfside?
Currently, the total number of properties listed by RBO in 2026 is over 52 in the Surfside area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Surfside.
3. What is the cancellation policy for winter rentals in Surfside, Florida?
4. Are there any additional fees I should be aware of when booking a winter rental in this area?
5. What amenities are typically included with winter rentals here?
6. Can I see photos or reviews before booking a winter rental in this region?
7. How do I confirm my reservation and what is the check-in process?
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