Rutland Holidays from NZ$3,016

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The Latest Rutland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was NZ$3,907, price is now NZ$3,016 per person
NZ$3,016
per person
5 Sept - 12 Sept
found 13 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9/10 Wonderful! (3,728 reviews)
Excelente para una estadía!!! Buena localización, servicio, limpieza!

Reviewed on 26 July 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was NZ$4,823, price is now NZ$3,504 per person
NZ$3,504
per person
5 Sept - 12 Sept
found 13 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.6/10 Exceptional! (1,157 reviews)

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was NZ$4,608, price is now NZ$3,840 per person
NZ$3,840
per person
5 Sept - 12 Sept
found 13 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8/10 Very good! (10,464 reviews)

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
Price was NZ$3,586, price is now NZ$3,050 per person
NZ$3,050
per person
5 Sept - 12 Sept
found 13 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.6/10 Excellent! (5,888 reviews)

Club Wyndham Cypress Palms

Club Wyndham Cypress Palms

3.5 out of 5
Price was NZ$3,988, price is now NZ$3,397 per person
NZ$3,397
per person
5 Sept - 12 Sept
found 13 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9/10 Wonderful! (1,934 reviews)

Rutland Holiday

Our pick of the best Rutland Hotel Deals

Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is NZ$216 per night from 26 Aug to 27 Aug
NZ$216
26 Aug - 27 Aug
includes taxes & fees
Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is NZ$219 per night from 29 July to 30 July
NZ$219
29 July - 30 July
includes taxes & fees
9.2/10 Wonderful! (1,459 reviews)
"The room bed was not cleaned; the shampoo and body wash were empty"

Reviewed on 26 July 2026

The Waterfront Inn
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
The price is NZ$231 per night from 28 July to 29 July
NZ$231
28 July - 29 July
includes taxes & fees
Hotel Eastport
See all 2,412 properties in Rutland
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.

Frequently asked questions

How much does a Rutland holiday package cost?
You'll find cheap prices from NZ$3,016 on Expedia for your Rutland getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Rutland costs.
What are the cheapest months to go to Rutland?
If you'd like to score a cheap Rutland holiday package, consider travelling in January, February and June. You'll usually find better rates on flights and accommodation during these months — perfect for budget-conscious travellers.
How many days is enough for Rutland?
Usually, a handful of days is enough to see the top sights during your Rutland holiday. However, if you want to have some time to chill out or go on day tours, think about extending your itinerary.
How to find the best Rutland package deals?
Use Expedia's handy filters to help you find some terrific Rutland package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Rutland package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Rutland holiday as a package?
You can enjoy significant savings on your next Rutland retreat by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Rutland?
Secure amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Rutland trip.
How to plan a trip to Rutland?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Rutland.
  2. Plan your budget wisely: In addition to the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Rutland.
  3. Decide how long to go away for: Now that you're up to speed on Rutland, you can work out the right length of your holiday. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Rutland holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.