Heated community pool at dusk with MyOrlandoStay vacation townhomes behind it in Kissimmee, Florida
Weekly & Monthly Stay Packages

Stay Longer. Experience More. Save More.

Planning an extended Orlando getaway? Whether you’re visiting for a family vacation, a Disney adventure, or a longer stay in Central Florida, enjoy exclusive savings when you stay longer with MyOrlandoStay.

2% OFF
Weekly stays · 7+ nights
25% OFF
Monthly stays · 30+ nights

Discounts apply to qualifying stays; see offer details below.

Choose Your Stay and Save

Dining table set for a family meal in a MyOrlandoStay vacation home kitchenSave 2%

Weekly stays · 7 nights or more

Make a Week of It

There's more to Orlando than a quick getaway. Spend a full week enjoying the parks, relaxing by the heated community pool, and making memories with family. Book a qualifying 7-night stay and enjoy 2% off.

Applies to qualifying stays of 7 nights or more, subject to availability and booking terms.

Explore Weekly Stays
Community clubhouse and heated pool at a gated MyOrlandoStay community in KissimmeeSave 25%

Monthly stays · 30 nights or more

Make Yourself at Home

Planning a longer escape to Florida? Enjoy the comfort and space of a vacation home while staying close to Orlando's famous attractions. Book a qualifying 30-night stay and enjoy 25% off.

Applies to qualifying stays of 30 nights or more, subject to availability and booking terms. Monthly stays include a $200 electricity and $50 water allowance per month.

Explore Monthly Stays

Vacation Homes for Weekly and Monthly Stays

Every home below is available for weekly and monthly stays, subject to dated availability. Each one is a whole townhome with a full kitchen, washer and dryer, free Wi-Fi and the community’s heated pool.

U26 Grand Villa – Emerald Island Resort vacation townhome near Disney, photo 1
Emerald Island Pet with fee

from $105/night

Rates as of 2026-11-08; final price on booking page

Base nightly rate; cleaning and tax extra. Dates subject to availability.

U26 Grand Villa

4BR/3.5BA Emerald Island Townhome Near Disney

Kissimmee, Orlando FL

4 Bedroom 3.5 Bath Sleeps 6–8

Spacious 4-bedroom home in Emerald Island Resort, perfect for larger families near all major Orlando theme parks. Sleeps 6–8 guests (sleeper sofa) with 3.5 bathrooms; cats and dogs are welcome with a pet fee, about 3 miles from Walt Disney World.

View Details →
U27 Crystal Cove Escape – Emerald Island Resort vacation townhome near Disney, photo 1
Emerald Island Pet with fee

from $105/night

Rates as of 2026-11-08; final price on booking page

Base nightly rate; cleaning and tax extra. Dates subject to availability.

U27 Crystal Cove Escape

4BR/3.5BA Emerald Island Townhome Near Disney

Kissimmee, Orlando FL

4 Bedroom 3.5 Bath Sleeps 6–8

Premium 4-bedroom home in Emerald Island, ideal for large families with generous living spaces and community pool access. Sleeps 6–8 guests (sleeper sofa) with 3.5 bathrooms; cats and dogs are welcome with a pet fee, about 3 miles from Walt Disney World.

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U02 Palm Breeze – Crestwynd Bay vacation townhome near Disney, photo 1
Crestwynd Pet with fee

from $95/night

Rates as of 2026-11-08; final price on booking page

Base nightly rate; cleaning and tax extra. Dates subject to availability.

U02 Palm Breeze

3BR/3BA Crestwynd Townhome Near Disney

Celebration, Orlando FL

3 Bedroom 3 Bath Sleeps 6–8

Premier 3-bedroom townhome in Crestwynd with fully equipped kitchen, private patio, and heated pool access. Sleeps 6–8 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.

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U04 Twin Kings – Crestwynd Bay vacation townhome near Disney, photo 1
Crestwynd Pet with fee

from $95/night

Rates as of 2026-11-08; final price on booking page

Base nightly rate; cleaning and tax extra. Dates subject to availability.

U04 Twin Kings

3BR/3BA Crestwynd Townhome Near Disney

Celebration, Orlando FL

3 Bedroom 3 Bath Sleeps 6–8

Charming 3-bedroom townhome in Crestwynd with spacious living area and easy access to Orlando theme parks. Sleeps 6–8 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.

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U05 Citrus Grove – Crestwynd Bay vacation townhome near Disney, photo 1
Crestwynd Pet with fee

from $95/night

Rates as of 2026-11-08; final price on booking page

Base nightly rate; cleaning and tax extra. Dates subject to availability.

U05 Citrus Grove

3BR/2.5BA Crestwynd Townhome Near Disney

Celebration, Orlando FL

3 Bedroom 2.5 Bath Sleeps 6–8

Comfortable 3-bedroom vacation home in Crestwynd near Walt Disney World and Universal Studios. Sleeps 6–8 guests (sleeper sofa) with 2.5 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.

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U06 Sunset Palms – Crestwynd Bay vacation townhome near Disney, photo 1
Crestwynd Pet with fee

from $95/night

Rates as of 2026-11-08; final price on booking page

Base nightly rate; cleaning and tax extra. Dates subject to availability.

U06 Sunset Palms

3BR/3BA Crestwynd Townhome Near Disney

Celebration, Orlando FL

3 Bedroom 3 Bath Sleeps 6–8

Lovely 3-bedroom townhome in Crestwynd gated community with all the comforts of home. Sleeps 6–8 guests (sleeper sofa) with 3 bathrooms; cats and dogs are welcome with a pet fee, about 2 miles from Walt Disney World.

View Details →

Why Stay Longer With MyOrlandoStay?

More Time to Explore

Enjoy Orlando's attractions without rushing your vacation.

Room for Everyone

Enjoy the comfort and privacy of a whole vacation home with 3 or 4 bedrooms.

Your Own Space

Relax in a home with a full kitchen, living area, washer and dryer, and the community's heated pool.

Convenient Location

Vacation homes in gated Kissimmee communities, close to the Disney area and Orlando's popular attractions.

Direct Booking

Book directly through MyOrlandoStay.com with a 50% down-payment at booking and no booking-platform service fees.

How It Works

1

Choose Your Vacation Home.

Browse our collection and find the right home for your stay. Browse homes

2

Select Your Dates.

Enter qualifying weekly or monthly dates on the home's booking calendar to see live availability and the total for your stay.

3

Enjoy Your Savings.

The applicable discount is applied to eligible bookings. If you do not see it for qualifying dates, call us before you book. (407) 557-8999

Weekly and monthly stay FAQs

What discount do I get on weekly stays?
Guests booking qualifying stays of 7 nights or more can enjoy 2% off. The discount is subject to availability and the booking terms for your dates.
What discount do I get on monthly stays?
Guests booking qualifying stays of 30 nights or more can enjoy 25% off. Monthly stays include a $200 electricity and $50 water allowance per month; usage above the allowance is billed to the guest.
Can I book directly through MyOrlandoStay?
Yes. Browse available vacation homes and complete your booking through our website's secure booking calendar, or call (407) 557-8999. A 50% down-payment at booking reserves the home and the balance is due at least 5 days before arrival.
Are all vacation homes eligible for these offers?
The weekly and monthly offers apply to qualifying stays in MyOrlandoStay homes in Crestwynd Bay and Emerald Island Resort, subject to availability and the minimum-night rules shown on the booking calendar for your dates. Emerald Island Resort homes have a maximum stay of six months.
Can I stay longer than 30 days?
Yes, subject to property availability and booking conditions. Emerald Island Resort homes have a maximum stay of six months; ask us about longer stays in Crestwynd Bay.
How do I find a vacation home for my dates?
Browse the vacation homes, open a home and enter your check-in and check-out dates on its booking calendar to see live availability and the total for your stay.
Are taxes and additional fees included in the discount?
The discount applies to the nightly rental rate for qualifying nights. Cleaning fees, taxes, the pet fee and the Emerald Island resort access fee are itemized separately on the booking page and are not discounted, so review the final total for your dates before you confirm.
Heated community pool at a MyOrlandoStay community in Kissimmee at dusk

Your Orlando Getaway Deserves More Time.

Find your perfect vacation home and enjoy more of Orlando with exclusive weekly and monthly stay savings.