Discover Your Ideal South Beach, Fishers Island Vacation Rentals for a Memorable New York Getaway
Discover Your Perfect South Beach Vacation Homes
Best Vacation Homes in South Beach
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Why Choose Rent By Owner for your South Beach Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for South Beach Vacation Rentals
Where are the best neighborhoods to stay in South Beach?
When choosing a neighborhood to stay in South Beach, Fishers Island, New York, you'll discover a charming and tranquil environment perfect for a relaxing getaway. Each area offers a unique blend of scenic beauty and local character, making it easy to find a spot that suits your vacation style. Whether you're seeking peaceful coastal views or convenient access to nearby attractions, the neighborhoods here provide an ideal setting for your stay. Rest assured, with reliable vacation rentals available, you can enjoy a seamless booking experience while exploring all that this picturesque island has to offer.
Watch Hill Historic District
In this part of the region, you'll find charming streets filled with historic architecture, offering an authentic New England seaside experience. Staying nearby puts you close to the area's rich history and scenic coastal views, perfect for a relaxing getaway.
View 149+ Rentals in Watch Hill Historic DistrictWest Mystic
This neighborhood provides a peaceful retreat with easy access to the vibrant culture of Mystic, while maintaining its own quiet charm. Lodging here offers a serene base to explore the area's maritime heritage and picturesque waterfronts.
View 41+ Rentals in West MysticLords Point
Situated along the waterfront, this area offers luxurious and cozy accommodations with stunning views of the water. It's an ideal spot for those seeking tranquility combined with convenient access to local attractions in Stonington.
View 310+ Rentals in Lords PointBest Times to Visit South Beach
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit ensures you can fully enjoy the tranquility and natural beauty that this destination offers, making your stay in the area truly memorable.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you'll enjoy warm weather ideal for outdoor activities and relaxing by the water in this popular destination.
Early Fall (September to October)
Early fall offers pleasant weather with fewer crowds, making it an excellent time to explore the region's scenic beauty while still enjoying warm daytime temperatures.
Off-Season Highlights
Late Fall and Winter (November to February)
During late fall and winter, the area experiences cooler temperatures and quieter surroundings, providing a peaceful atmosphere for those seeking solitude.
Early Spring (March to April)
In early spring, expect cooler temperatures and fewer visitors, offering a calm setting for your getaway before the busy season begins.
Weekly Weather Forecast for South Beach
How to Book Your South Beach Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in South Beach
Common Vacation Rentals 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
- Access to private outdoor patios or decks for relaxing and entertaining
- Beautifully landscaped gardens or yards ideal for outdoor activities
- Outdoor dining areas with picnic tables or grilling stations to enjoy meals al fresco
- Proximity to sandy beaches, perfect for sunbathing, swimming, and beachcombing
- Spacious lawns or open spaces suitable for outdoor games and family fun
- Convenient outdoor showers to rinse off after a day at the beach
- Patios or verandas offering scenic views of the surrounding area and ocean breezes
Top Attractions Around South Beach
What attractions are nearby?
In this charming coastal area, you can enjoy a variety of outdoor activities such as relaxing on pristine beaches, exploring scenic nature trails, and engaging in water sports right nearby your vacation rental.

Family Activities
- Beach Day Activities: Spend quality time with your family relaxing on the sandy shores and enjoying the calm waters, perfect for swimming and building sandcastles in this scenic destination.
- Fishing Excursions: Embark on a family-friendly fishing trip that offers a memorable experience amid the picturesque surroundings of this coastal region.
- Nature Walks and Trails: Explore the local nature preserves and walking trails that provide opportunities for wildlife viewing and outdoor adventures suitable for all ages.
- Wildlife Watching: Discover the area's diverse bird species and marine life through guided tours or casual observation, enriching your family’s connection to the natural beauty here.
Adult Activities
- Sunset Beach Walks:Stroll along the pristine shores for breathtaking sunset views that highlight this destination’s natural beauty.
- Fishing Excursions:Experience the local fishing culture by joining guided fishing trips or relaxing at the pier with a rod in hand.
- Bicycle Tours:Explore the scenic area on a bike, discovering hidden spots and enjoying the fresh coastal air.
- Local Dining Experiences:Savor fresh seafood and regional cuisine at charming restaurants, immersing yourself in the area's culinary scene.
South Beach Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or celebrations that showcase the region’s unique culture and charm.
- Explore Accessible Beaches and Outdoor Activities: Take advantage of the scenic coastline and outdoor opportunities to enjoy the natural beauty that makes this destination a perfect seaside retreat.
- Choose Prime Locations Near Attractions: Select vacation rentals close to key points of interest to maximize your time exploring and minimize travel during your visit.
- Experience Authentic Local Dining and Shops: Venture into nearby eateries and boutiques to sample regional flavors and support local businesses during your vacation.
Transportation Options
- Ferries: You can enjoy scenic ferry rides that offer convenient access to this destination from the mainland, providing a relaxing start to your visit.
- Private Boat Charters: Exploring by private boat allows you to experience the region's waterways at your own pace, ideal for those seeking an exclusive aquatic adventure.
- Local Taxis and Rideshares: Readily available around here, they provide quick and efficient transportation options to navigate the area hassle-free.
- Bicycles and Pedestrian Paths: Cycling or strolling along designated paths is a popular way to soak in the scenery and reach nearby attractions comfortably.
Local Customs Options
- Respect for Maritime Heritage: You’ll notice a deep appreciation for the region’s maritime history, often reflected in local customs and community events along the coastline.
- Casual Beach Attire Etiquette: Dressing casually and comfortably in light, breathable clothing is customary when visiting here’s popular beaches and waterfront dining spots.
- Environmental Respect: Preserving the natural beauty of this destination is highly valued, so you are encouraged to follow sustainable practices and dispose of waste properly during your stay.
- Community Engagement: Participating in local gatherings or neighborhood activities can enhance your experience, as residents cherish close-knit connections and shared traditions here.
Frequently Asked Questions About South Beach?
1. What are the top vacation rentals in South Beach?
There are a lot of options in South Beach. If you plan on staying in the South Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Beach:
- Sweet Mystic Retreat
- Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
- Charming Mystic Home steps away from downtown. Discounts for longer stays
- Romantic Guesthouse in Historic Downtown Waterfront District!
- Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome
- Charming Historic House in Downtown Mystic
- Secluded Waterfront Location With Dock
- Historic Seaside Downtown Mystic Home, Walk to Seaport
- Seaside Getaway! Short walk to town and 180 degree water views.
- The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
2. How many Rentbyowner vacation rentals are available in South Beach?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 430 in the South Beach area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Beach.
3. What is the cancellation policy for booking a vacation rental in South Beach, Fishers Island?
4. Are there any fees or additional costs when booking a vacation rental in this area?
5. How do I confirm my booking for a rental property here?
6. Is it possible to modify or cancel my reservation in this destination?
7. What amenities are typically available in vacation rentals in South Beach, Fishers Island?
Best Vacation Homes in South Beach
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- Pet Friendly
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- Pet Friendly
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- Air Conditioner
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- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV