Search Villas in Fire Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Villas in Fire Island and around

Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16
Exterior

Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16

10.0 out of 10, Exceptional, (19)
"Perfect large home to visit with family of all ages. Ground floor bedrooms for those who have trouble with stairs. Clean. Family friendly (including pool floats and small sized flip flops for kids!). Highly responsive host for issues that arose during stay. Would definitely book again!"
Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
Living area

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

8.8 out of 10, Excellent, (3)
"We spent two nights at Roman’s house and it was perfect for our needs. He was communicative and helpful when any questions arose and explained everything perfectly to help make our stay a pleasant one. I highly recommend staying here!"
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
Exterior

Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

10.0 out of 10, Exceptional, (17)
"House was amazing and owner was fantastic! Highly recommend!!!"
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
Luxury Zen Estate, Heated Pool, Steam Room, Hot Tub, Fireplaces, near the beach
Exterior

Luxury Zen Estate, Heated Pool, Steam Room, Hot Tub, Fireplaces, near the beach

9.4 out of 10, Exceptional, (30)
"It was close to everything, clean and spacious with all your needs. Great host and great times."
Luxury Zen Estate, Heated Pool, Steam Room, Hot Tub, Fireplaces, near the beach
Charming 4-bedroom villa with Pool
Pool

Charming 4-bedroom villa with Pool

Charming 4-bedroom villa with Pool
Villa Flasses
Front of property

Villa Flasses

3.0 star property
Villa Flasses
West Hamptons Zen Retreat
Villa

West Hamptons Zen Retreat

2.0 star property
West Hamptons Zen Retreat
Ocean view Spacious 5-bedroom villa with heated pool jacuzzi & private beach
Property grounds

Ocean view Spacious 5-bedroom villa with heated pool jacuzzi & private beach

Ocean view Spacious 5-bedroom villa with heated pool jacuzzi & private beach
Spacious 5-bedroom villa with Private Beaches
Pool

Spacious 5-bedroom villa with Private Beaches

Spacious 5-bedroom villa with Private Beaches
Medieval-Themed Castle < 10 Mi to Shirley Beach!
Property grounds

Medieval-Themed Castle < 10 Mi to Shirley Beach!

Medieval-Themed Castle < 10 Mi to Shirley Beach!
Villa Isaiah
Outdoor dining

Villa Isaiah

3.5 star property
Villa Isaiah
Luxurious beach house on the Long Island sound
Exterior

Luxurious beach house on the Long Island sound

Luxurious beach house on the Long Island sound
Villa Skylar
Outdoor pool

Villa Skylar

3.5 star property
Villa Skylar
Villa Perlman
Luxury Villa (5 Bedrooms) | Bathroom

Villa Perlman

3.5 star property
Villa Perlman
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fire Island Hotel Reviews

Hyatt Regency Long Island

Hyatt Regency Long Island

10/10 Excellent
"Great property! Great location. Elevators slow, so get a room on lower floors. 😉 Otherwise excellent. "
Joan 2-night trip
Posted 14 hours ago
Hyatt Regency Long Island