Most “Orlando” vacation rentals near Disney are actually in Kissimmee FL 34747. Compare our Kissimmee townhomes, real park drives and community choice.
Orlando Vacation Rentals in Kissimmee, on the Disney Side
Most "Orlando" vacation rentals near Disney are actually in Kissimmee FL 34747, on the Disney side of the metro — that is where our 3–4-bedroom pet-friendly townhomes sit, in Crestwynd Bay and Emerald Island Resort. Disney's main-gate area is about 2–3 miles by car; plan journeys from the community name, not the word "Orlando".
| Option | Best for | What you get | Considerations |
|---|---|---|---|
| Crestwynd Bay — MyOrlandoStay townhomes | Families who want a self-catering home near Disney with Universal reachable by car. | 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 townhomes | Families who want a self-catering home near Disney with Universal reachable by car. | 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 rental | Universal-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 rental | Groups 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
- Families who searched for an Orlando rental and want to be near Disney.
- 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 need a home inside Orlando city itself, for example near the Convention Center or downtown.
Search for “Orlando vacation rentals” and most of the homes near Disney World in the results are not in Orlando city at all. They sit in Kissimmee FL 34747 and the Four Corners area, on the Disney side of the metro. Our homes are exactly that: 3–4-bedroom townhomes in Crestwynd Bay — with Celebration-area mailing addresses — and in Emerald Island Resort off US-192.
No home has a private pool. Every stay includes access to a shared outdoor community pool, heated about November–March.
Written by Manny, owner-host since 2007 · Updated October 25, 2026
City and ZIP
Kissimmee FL 34747
Disney main-gate drive
≈2–3 mi
Verified guest rating
4.5 / 5
Why “Orlando” searches show Kissimmee homes
Orlando is the metro name travelers type; the vacation-rental zones nearest Disney are mostly in Osceola County, south-west of the Orlando city limits. Kissimmee mailing addresses and the Four Corners census label describe where those homes actually stand. The distinction matters for drive times: International Drive and the Convention Center are a different area, north-east of Disney, not where our homes are.
For arrivals, Orlando International Airport (MCO) is about 23 miles / 30 minutes from Crestwynd Bay and 26 miles / 35 minutes from Emerald Island in off-peak traffic. Use your reserved home's exact address for navigation rather than a city or resort name.
A family-run owner-operator, not a listings site
Among Orlando vacation rental companies, MyOrlandoStay is a small family-run owner-operator: the person who maintains the homes answers the phone. We have welcomed guests since 2007, and our published rating counts every review since 2022 — currently 4.5/5 across 1387 reviews. Booking is direct on the secure online calendar with no booking-platform service fee.
A 50% down-payment reserves the home and the balance is due at least 5 days before arrival. If you prefer to talk first, call (407) 557-8999 — you reach the owner, not a call center, for questions about the homes, the communities or the drive to a specific park.
Choosing between Crestwynd Bay and Emerald Island
Crestwynd Bay is the smaller, closer community — about 2 miles from Disney’s main-gate area, with free parking at the home and Celebration-area mailing addresses. Emerald Island Resort is a larger gated resort community off US-192, about 3 miles from the main-gate area, with a $20 per car resort access charge for the stay.
Our approximate off-peak Universal Orlando drives are 22 minutes from Crestwynd Bay and 26 minutes from Emerald Island; allow extra time for traffic, parking and entry. The community comparison page lays the differences out side by side; pick the community first, then the home.
Our Kissimmee townhomes on the Disney side
22 homes · sleeps 6–8 guests
| Property | Bedrooms | Bathrooms | Sleeps | Pet Friendly | Type | Actions |
|---|---|---|---|---|---|---|
| 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. | 3 | 3 | 6–8 | Yes | Townhome | View·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. | 3 | 3 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 3 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 3 | 5–7 | Yes | Townhome | View·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. | 3 | 3 | 6–8 | Yes | Townhome | View·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. | 3 | 3 | 6–8 | Yes | Townhome | View·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. | 3 | 3 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 3 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·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. | 4 | 3.5 | 6–8 | Yes | Townhome | View·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. | 4 | 3.5 | 6–8 | Yes | Townhome | View·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. | 3 | 2.5 | 6–8 | Yes | Townhome | View·Book now |
Frequently asked questions
- Are your Orlando vacation rentals in Orlando city?
- No. They are in Kissimmee FL 34747, on the Disney side of the Orlando metro — in Crestwynd Bay (Celebration-area addresses) and Emerald Island Resort off US-192, not inside Orlando city limits.
- How far is Orlando International Airport?
- Approximate off-peak drives are about 23 miles / 30 minutes from Crestwynd Bay and 26 miles / 35 minutes from Emerald Island.
- Is Kissimmee a good base for Universal too?
- Yes, if you are driving. Our approximate off-peak Universal Orlando drives are 22 minutes from Crestwynd Bay and 26 minutes from Emerald Island; allow extra time for traffic, parking and entry.
- Do you offer weekly or monthly stays?
- Yes. Weekly and monthly stays are welcome in every home, and our stay-packages page explains the weekly and monthly discounts and terms.
- Are you a rental company or the owner?
- MyOrlandoStay is a family-run owner-operator — you book directly with the owner of the homes, with no booking-platform service fee, and the same people maintain the properties.
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