Vacation rentals in Roslyn

Chill Beachfront Cottage Amazing Bay/Sunset Views!

Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Clarissa's Paradise

RESERVE NOW: This ideally located five-bedroom totally renovated home is the perfect spot for a family fun vacation. Located within walking distance of the well known playground and spray ground. The home features a spacious patio, central air conditioning, baseboard heating, WiFi, and Cable tv. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. 4 full bathrooms . Sleeps 10. PLEASE NO PARTIES ARE STRICKLY PROHIBITED

Modern + Spacious 5BR/2BA Home, Renovated Backyard

✨ Modern Renovated 5BR/2BA Home in Ideal Location ✨ Stay in style and comfort at this newly renovated 5-bedroom, 2-bathroom home, just steps from the best dining, shopping, and attractions. 💡 Why You’ll Love It: • Fully Equipped Kitchen 🍳 – Cook like a chef! • Luxury Bedding 🛏️ – Rest easy with premium linens. • Spacious Living Areas 🛋️ – Perfect spaces to unwind. • Stunning Backyard 🌳 – Relax and entertain in style. Book now for an unforgettable stay!

Pineapple Cottage 1 Block to beach sleeps 6!

RARE Off Street Parking for 4 compact cars or 3 SUVs This 3 bedroom beach cottage is a perfect, cost effective alternative to a hotel stay. Wifi, N64, HBO, Cable & board games for those rainy days. Fully furnished bedrooms, one bedroom has home office desk set up, living area, and kitchen, to our comfortable lounge area, BBQ, and outdoor shower. Perfect way to relax after a fun day at a beach, event, or exploring the beautiful town of SeaBright!

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.

Little Haven (B)

A beautiful set of bungalows built in 1903 overlooking Sandy Hook and Manhattan on a private beach. Boat mooring space available. Unit B (beach): second floor, Fully furnished, kitchen fully equipped. 3 bedrooms, 1 bath, full kitchen, no living room. Your living room is the beach outdoors. Beach backyard, gas grills, firepit, and more.

Chic Beach House in Downtown Sea Bright!

Welcome to most desirable location in Sea Bright. Half of block to the beach and walking distance to all the best restaurants, cafes, ice cream shops, parks, and bars that stunning Sea Bright has to offer.

Entire basement w/ washer dryer

Relax in a spacious and private split level basement. Access to your own washer and dryer. Private entry. Come and go as you please. Close to everything.