Discover Your Perfect Islip Vacation Homes

Best Vacation Homes in Islip

Apartment
Map-icon
like-icon10.0
Exceptional
(66 Reviews)
1 Bedroom 1 Bath 3 Guests 400 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $313/Night 7 Nights - CA $2,190
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Bed & Breakfast
Map-icon
like-icon9.2
Exceptional
(11 Reviews)
9 Bedrooms 9 Baths 22 Guests 4425.16 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
CA $600/Night 7 Nights - CA $4,200
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(115 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $633/Night 7 Nights - CA $4,434
Apartment
Map-icon
like-icon9.2
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $375/Night 7 Nights - CA $2,621
New
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House
Map-icon
7 Bedrooms 4 Baths 28 Guests 7997.59 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $3,920/Night 7 Nights - CA $27,442
Apartment
Map-icon
like-icon2.0
Average
(1 Review)
1 Bedroom 1 Bath 1 Guest
  • Hot Tub
    Hot Tub
  • Air Conditioner
    Air Conditioner
More amenities
CA $417/Night 7 Nights - CA $2,920
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $226/Night 7 Nights - CA $1,580
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $1,130/Night 7 Nights - CA $7,910

Islip Luxury Rentals

New
House
Map-icon
7 Bedrooms 4 Baths 28 Guests 8000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $3,735/Night 7 Nights - CA $26,144
New
House
Map-icon
5 Bedrooms 3 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $1,295/Night 7 Nights - CA $9,064
New
House
Map-icon
5 Bedrooms 3 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $1,274/Night 7 Nights - CA $8,919
House
Map-icon
like-icon9.6
Exceptional
(27 Reviews)
3 Bedrooms 1 Bath 6 Guests 1625 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $470/Night 7 Nights - CA $3,288
Apartment
Map-icon
1 Bedroom 1 Bath
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
CA $424/Night 7 Nights - CA $2,968
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Hotel
Map-icon
like-icon8.6
Fabulous
(145 Reviews)
6 Baths 554.35 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $369/Night 7 Nights - CA $2,584
New
House
Map-icon
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $366/Night 7 Nights - CA $2,560
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Hotel
Map-icon
like-icon8.4
Excellent
(318 Reviews)
2 Baths 344.45 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
CA $360/Night 7 Nights - CA $2,520

Islip Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.4
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $899/Night 7 Nights - CA $6,295
House
Map-icon
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $694/Night 7 Nights - CA $4,857
Other
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
CA $684/Night 7 Nights - CA $4,791
House
Map-icon
3 Bedrooms 1 Bath 8 Guests 2700 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
CA $383/Night 7 Nights - CA $2,683
House
Map-icon
like-icon4.8
Average
(3 Reviews)
5 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $892/Night 7 Nights - CA $6,243
House
Map-icon
like-icon2.0
Average
(1 Review)
5 Bedrooms 3 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $583/Night 7 Nights - CA $4,080
House
Map-icon
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $8,776/Night 7 Nights - CA $61,435
House
Map-icon
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $832/Night 7 Nights - CA $5,823

Islip Large Vacation Homes

House
Map-icon
like-icon5.0
Average
(1 Review)
5 Bedrooms 4 Baths 14 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $1,643/Night 7 Nights - CA $11,498
House
Map-icon
like-icon5.0
Average
(1 Review)
5 Bedrooms 3 Baths 10 Guests
  • Child Friendly
    Child Friendly
CA $712/Night 7 Nights - CA $4,984
House
Map-icon
like-icon9.8
Exceptional
(10 Reviews)
7 Bedrooms 4 Baths 22 Guests 8000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $3,245/Night 7 Nights - CA $22,716
House
Map-icon
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $1,069/Night 7 Nights - CA $7,486
House
Map-icon
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $748/Night 7 Nights - CA $5,238
House
Map-icon
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $534/Night 7 Nights - CA $3,740
House
Map-icon
like-icon2.0
Average
(1 Review)
5 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $579/Night 7 Nights - CA $4,053

Why Choose Rent By Owner for your Islip Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Islip

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the best of what this destination has to offer, making your stay in the region truly memorable and tailored to your preferences.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the region at its liveliest, with longer daylight hours ideal for outdoor activities and exploring nearby coastal areas.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

Fall offers pleasant weather and vibrant foliage, making it an excellent time for sightseeing and outdoor adventures in the area.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

In winter, fewer visitors come here, providing a quieter experience and a chance to find lower rates on vacation rentals while enjoying the cooler climate.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Spring (March to May)

Springtime brings mild weather and blooming scenery, offering a peaceful atmosphere perfect for relaxing stays and off-season discounts.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Islip

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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 a private outdoor space with a furnished patio or deck perfect for relaxing or dining al fresco.
  • Take advantage of on-site barbecue grills to host memorable cookouts with family and friends.
  • Make the most of lush, landscaped gardens that offer a peaceful setting for outdoor activities.
  • Benefit from access to a swimming pool, ideal for cooling off during warmer months in this region.
  • Explore nearby walking or biking trails directly from your rental to experience the natural beauty of the area.
  • Relax by a cozy outdoor fire pit, perfect for gathering on cooler evenings and enjoying the region's tranquil evenings.
  • If available, take advantage of tennis courts or other sports facilities onsite for active outdoor fun.
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Family Activities

  • Islip Beaches: Relax and enjoy a family-friendly day at the sandy shores along the region's coastline, perfect for building sandcastles and swimming.
  • Connetquot River State Park Preserve: Explore the scenic trails, observe wildlife, and participate in outdoor activities ideal for active families seeking nature experiences.
  • Long Island Aquarium: Discover marine life exhibits and engaging interactive shows that captivate children and adults alike in this popular local attraction.
  • Main Street Shopping and Dining: Stroll through the area's charming shops and family-friendly restaurants, offering a variety of local cuisine and entertainment options.
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Adult Activities

  • Exploring Long Island Maritime Museum: Dive into maritime history and enjoy engaging exhibits right in the region, offering a unique cultural experience during your stay.
  • Relaxing at Islip Beach: Unwind on the sandy shores of this popular destination in the area, perfect for sunbathing, swimming, or simply enjoying the coastal scenery.
  • Visiting Bayard Cutting Arboretum: Discover lush gardens and scenic walking trails that provide a peaceful retreat within the region’s natural beauty.
  • Enjoying local dining experiences: Savor fresh seafood and regional cuisine at nearby restaurants, making your visit more memorable with authentic flavors unique to here.

Other Places to Stay in Islip, NY

Islip Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's renowned restaurants and fresh seafood to enjoy authentic culinary experiences during your stay.
  • Plan Outdoor Activities: Make the most of the region's natural beauty by engaging in outdoor pursuits like boating, fishing, or relaxing on nearby beaches.
  • Visit Seasonal Events: Check out local festivals and seasonal events that showcase the community’s culture and provide memorable experiences.
  • Utilize Nearby Amenities: Take advantage of the convenience and amenities available in the area, from shopping centers to recreational facilities, to enhance your visit.

Transportation Options

  • Long Island Rail Road (LIRR): You can conveniently access the region's popular destinations and nearby cities via the LIRR, which offers reliable train services from here.
  • John F. Kennedy International Airport (JFK): For international or domestic flights, JFK provides extensive flight options just a short drive away from your stay.
  • Islip MacArthur Airport: This regional airport offers convenient domestic flights and is easily accessible for travelers staying in the area.
  • Bus Services: Local bus routes serve the region well, providing an affordable and straightforward way to explore here without needing a car.

Local Customs Options

  • Irish Heritage Celebrations: You can partake in vibrant Irish festivals and parades that reflect the area's rich Irish-American heritage here in this region.
  • Seafood Cuisine Traditions: The local customs include savoring fresh seafood, with many eateries emphasizing traditional methods of preparing New York’s coastal specialties.
  • Community Parish Events: Participating in neighborhood church festivals and gatherings is a common way for locals to unite and celebrate their faith-based traditions here.
  • Summer Beach Gatherings: Enjoy the customary beach picnics and family outings during the warm months, which are cherished community staples at the nearby shoreline.

Frequently Asked Questions About Islip?

2. Which vacation homes in Islip are best for families?

If you are looking for a family-friendly vacation home in Islip, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Islip:

3. How many Rentbyowner vacation rentals are available in Islip?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 54 in the Islip 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 Islip. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies can vary depending on the property listing. You should review the specific policy outlined in each rental's details or contact the property owner directly to understand the terms before booking.

5. Are there any additional fees or charges when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes may apply to your reservation. These are typically disclosed during the booking process or within the listing details, so it's advisable to review them carefully before confirming your stay.

6. Is it possible to modify my booking after confirming a reservation?

Modification options depend on the individual property owner and the rental's policies. Contact the owner directly through the platform to inquire about changing dates, guest numbers, or other details after your initial booking.

7. What amenities are usually included with vacation rentals in this region?

Amenities can vary widely between properties, but common features include Wi-Fi, parking, fully equipped kitchens, and outdoor spaces. You should check the specific listing to see which amenities are available at your chosen property.

8. How do I ensure that the vacation rental I book complies with safety standards?

When booking, review the property description and guest reviews for insights on safety features. Additionally, reaching out directly to the property owner can help confirm security measures and ensure the rental meets your safety expectations.

Islip Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(711 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $232/Night 7 Nights - CA $1,626
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(927 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $225/Night 7 Nights - CA $1,577
Apartment
Map-icon
like-icon4.8
Average
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $381/Night 7 Nights - CA $2,666
House
Map-icon
3 Bedrooms 1 Bath 4 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $320/Night 7 Nights - CA $2,241
House
Map-icon
2 Bedrooms 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $256/Night 7 Nights - CA $1,789