Gated Vacation Rentals in Kissimmee
Gated Vacation Rentals in Kissimmee

Choose a gated Kissimmee townhome in Crestwynd Bay or Emerald Island. Plan guest access, parking charges, shared amenities and arrival near Disney.

Gated-Community Vacation Rentals in Kissimmee Near Disney

MyOrlandoStay's pet-friendly 3–4-bedroom townhomes are in the gated Crestwynd Bay and Emerald Island Resort communities in Kissimmee 34747. You get an entire home with shared community-pool access, not a private pool; gated access is a community feature, not a guarantee of safety.

Compare gated townhomes and other rental types
OptionBest forWhat you getConsiderations
Crestwynd Bay — MyOrlandoStay townhomesFamilies seeking a gated Disney-side community and shared amenities.3-bedroom entire homes with kitchens, laundry and shared community pools; about 2 miles to Disney's main-gate area.Disney-side, not on-site. Approximate off-peak driving estimate: about 5 minutes to Walt Disney World main gate. Allow extra time for traffic, parking and entry. No private pool or included park shuttle. Check each home's occupancy and final dated price.
Emerald Island Resort — MyOrlandoStay townhomesFamilies seeking a gated Disney-side community and shared amenities.3 or 4-bedroom entire homes with kitchens, laundry and shared community pools; about 3 miles to Disney's main-gate area.Disney-side, not on-site. Approximate off-peak driving estimate: about 10 minutes to Walt Disney World main gate. Allow extra time for traffic, parking and entry. No private pool or included park shuttle. Check each home's occupancy and final dated price.
International Drive / Convention Center-area rentalUniversal-focused trips where the exact address offers a shorter Universal journey.An alternative Orlando-area base, not MyOrlandoStay inventory; amenities and home types vary by listing.Compare the actual route to each park, including Epic Universe separately. Verify kitchen, pets, pool access, parking and final fees with that provider.
Larger private-pool villa rentalGroups needing extra bedrooms or a pool exclusive to their party.A different accommodation type to look for when shared-pool townhomes do not meet your needs; not MyOrlandoStay inventory.Verify bedroom count, maximum guests, exclusive pool access, heating charges, location and full price. A larger villa is not automatically closer to your parks.

Best for

  • Disney-area families comfortable following community arrival and access rules.
  • Families wanting an entire townhome with a kitchen, laundry and shared community-pool access.
  • Guests bringing pets under the house rules; the pet fee is $25 per night or $100 per month.

Not the right fit if

  • Your trip is Universal-only and minimizing the Universal commute is your priority; compare a Universal-side base.
  • You need a private pool, more than 4 bedrooms, or an included park shuttle; we offer none of these.
  • You expect a gate to guarantee safety or want a private-pool villa.

A gated-community rental adds an arrival step, not a reason to skip reading your check-in instructions. MyOrlandoStay’s published homes are in Crestwynd Bay and Emerald Island Resort, two gated communities in Kissimmee FL 34747. This guide focuses on guest access and practical costs; the community-comparison page covers choosing between the locations.

No home has a private pool. Every stay includes access to a shared outdoor community pool, heated about November–March.

Communities

Crestwynd Bay & Emerald Island

Emerald access fee

$20 per car / stay

Pool access

Shared community pool

Prepare for arrival before you reach the gate

Confirm your exact unit, community and arrival date in the reservation. Check-in is after 5:00 PM; do not plan to use the home before that time without an agreed arrangement. Read the booking’s arrival instructions for the current gate and home-entry procedure rather than using another guest’s old access code.

If you have questions about a late arrival, a second vehicle or a guest-access requirement, contact the owner at (407) 557-8999 before travelling. We do not publish gate codes or promise that one entry method applies permanently to every community. Gated access does not replace keeping the home and your belongings secure.

Separate parking, resort access and park parking

Parking at Crestwynd Bay is free. Emerald Island Resort charges $20 per car for access for the stay. Include all the vehicles you plan to bring when comparing total costs; do not describe Emerald Island as having no access charge merely because parking is at the home.

Community access is separate from theme-park parking and transport. A gated rental does not include Disney or Universal parking, a park shuttle or entry tickets. Check the current booking instructions if your vehicle or arrival plans need a special arrangement; we do not promise unrestricted parking for every vehicle type.

Shared amenities and realistic expectations

Community-pool access is included with the stay, and the outdoor pool is heated about November–March. It is shared, not reserved exclusively for your party. Follow the posted community rules and ask about any facility essential to your trip before booking rather than assuming every amenity in a resort-wide advertisement belongs to your home.

A gate is not a guarantee of safety, silence or a particular staffing arrangement. Choose your actual townhome for its layout, occupancy and price, then compare communities for your daily journeys. Crestwynd Bay is about 2 miles and Emerald Island about 3 miles from the Disney main-gate area; individual parks and parking lots are separate destinations.

Townhomes in our two gated communities

22 homes · sleeps 6–8 guests

PropertyBedroomsBathroomsSleepsPet FriendlyTypeActions
U02 Palm Breeze

3BR/3BA Crestwynd Townhome Near Disney

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.

336–8YesTownhomeView·Book now
U04 Twin Kings

3BR/3BA Crestwynd Townhome Near Disney

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.

336–8YesTownhomeView·Book now
U05 Citrus Grove

3BR/2.5BA Crestwynd Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U06 Sunset Palms

3BR/3BA Crestwynd Townhome Near Disney

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.

336–8YesTownhomeView·Book now
U07 Hibiscus Hideaway

3BR/2.5BA Crestwynd Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U08 Key Lime Haven

3BR/3BA Crestwynd Townhome Near Disney

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.

335–7YesTownhomeView·Book now
U09 Sandpiper Retreat

3BR/3BA Crestwynd Townhome Near Disney

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.

336–8YesTownhomeView·Book now
U10 Pelican Point

3BR/3BA Crestwynd Townhome Near Disney

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.

336–8YesTownhomeView·Book now
U14 Quiet Lane

3BR/3BA Crestwynd Townhome Near Disney

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.

336–8YesTownhomeView·Book now
U15 Heron Landing

3BR/2.5BA Emerald Island Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U16 Coral Reef

3BR/2.5BA Emerald Island Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U17 Lagoon View

3BR/2.5BA Emerald Island Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U18 Starfish Shores

3BR/2.5BA Emerald Island Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U19 Blue Lagoon

3BR/2.5BA Emerald Island Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U20 Cypress Shade

3BR/2.5BA Crestwynd Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U21 Triple Bath

3BR/3BA Crestwynd Townhome Near Disney

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.

336–8YesTownhomeView·Book now
U22 Tiki Bar

3BR/2.5BA Emerald Island Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U24 Double King

3BR/2.5BA Crestwynd Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U25 Sea Grape Cove

3BR/2.5BA Emerald Island Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now
U26 Grand Villa

4BR/3.5BA Emerald Island Townhome Near Disney

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.

43.56–8YesTownhomeView·Book now
U27 Crystal Cove Escape

4BR/3.5BA Emerald Island Townhome Near Disney

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.

43.56–8YesTownhomeView·Book now
U29 Emerald Oaks

3BR/2.5BA Emerald Island Townhome Near Disney

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.

32.56–8YesTownhomeView·Book now

Frequently asked questions

Which gated communities have MyOrlandoStay rentals?
Published MOS townhomes are in Crestwynd Bay and Emerald Island Resort in Kissimmee FL 34747. We do not offer homes in every gated Orlando-area resort.
How do guests get through the gate?
Follow the current arrival instructions for the community and the particular booking. Ask the owner about late arrival or vehicle questions in advance; gate codes are not published on this site.
Is there a community access or parking fee?
Crestwynd Bay parking is free. Emerald Island Resort charges $20 per car for resort access for the stay. Theme-park parking and transport are separate costs.
Does gated access guarantee safety?
No. A gate is a community access feature, not a safety guarantee. Follow the arrival and community rules and take normal precautions for your home and belongings.
Is the pool private to our party?
No home has a private pool. Every stay includes access to a shared outdoor community pool, heated about November–March.

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