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119+ Vacation Rentals Near Helmsley |
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Delray Beach Rent - Vacation Rentals in Helmsley

House
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Cliff House
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Exceptional
( 2 Reviews )
3 Bedrooms 1 Bathroom 6 Guests 1399.31 ft²
  • Parking
    Parking
  • View
    View
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US $312 /Night 7 Nights - $2,186
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Bed & Breakfast
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Stilworth House
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Exceptional
( 21 Reviews )
1 Bedroom 1 Bathroom
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $183 /Night 7 Nights - $1,281
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Luxury Places to Stay in Helmsley

Over 110+ Luxury Places to Stay in or Near Helmsley
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Rye Court Cottages
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like-icon 9.2
Exceptional
( 7 Reviews )
7 Bedrooms 5 Bathrooms 20 Guests 3692.02 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,442 /Night 7 Nights - $10,094
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Top-Rated Vacation Rentals with a Pool in Helmsley

Over 3+ Top-Rated Vacation Rentals with a Pool in or Near Helmsley
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Pet-Friendly Vacation Rentals in Helmsley

Over 67+ Pet-Friendly Vacation Rentals in or Near Helmsley
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Large Vacation Homes & Villas in Helmsley

Over 4+ Large Vacation Homes & Villas in or Near Helmsley
See More Family Vacation Rentals in Helmsley on FVR

Wheelchair Accessible Vacation Homes in Helmsley

Over 1+ Wheelchair Accessible Vacation Homes in or Near Helmsley
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Helmsley Vacation Rentals and Airbnb Places to Stay Under $200

Over 21+ Helmsley Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Helmsley

Over 32+ Instantly Bookable Vacation Homes in or Near Helmsley
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About Helmsley Vacation Rentals

With more than 119 Helmsley vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Delraybeachrent and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Helmsley.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Delraybeachrent Helmsley, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Helmsley. Places to stay near Helmsley are 414.87 ft² on average, with prices averaging US $378 a night.

Delraybeachrent makes it easy and safe to find and compare vacation rentals in Helmsley with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Helmsley

Type Count
Cottages 56
Vacation Homes 46
Hotels 7
Holiday Apartments 5
B&B 3
Hostels 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Helmsley

★ Pro Tip: Delraybeachrent makes it easy to compare the best listings on Delraybeachrent homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Delraybeachrent homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Helmsley.

Weather in Helmsley

View the weather forecast for Helmsley before booking your Helmsley Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F

Helmsley Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Helmsley?

There are a lot of options in Helmsley. If you plan on staying in the Helmsley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Helmsley:

How many vacation rentals are available in Helmsley?

Currently, the total number of properties listed in 2026 is over 119 in the Helmsley area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Helmsley.