Plan a winter stay in a furnished Kissimmee townhome. Understand monthly utility allowances, pet costs, community-pool heating and stay limits.
Pet-Friendly Snowbird and Winter Rentals in Kissimmee
Snowbirds can enquire about furnished 3–4-bedroom MyOrlandoStay townhomes in Kissimmee for winter or extended stays, subject to availability. Pets are welcome under the house rules and pools are shared; ask for your monthly quote, utility allowances and community stay limits rather than multiplying a nightly from-price.
Best for
- Winter visitors seeking furnished self-catering accommodation with pets.
- 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 an annual lease or unlimited utilities included in a monthly price.
A snowbird stay is about the weeks between excursions as much as the parks themselves. Our furnished 3–4 bedroom townhomes offer a full kitchen, laundry and Wi-Fi in two gated Kissimmee communities. This guide covers winter planning; the monthly-rentals page remains the place to ask about longer-stay dates and rates.
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
Monthly electricity allowance
$200
Monthly water allowance
$50
Emerald Island stay limit
6 months
Plan the length and dates before choosing a home
Stays of a month or longer are welcome, subject to availability. Emerald Island Resort homes have a maximum stay of six months. Ask the owner about longer stays in Crestwynd Bay rather than assuming the same duration rules apply in both communities. We rent entire homes, not individual rooms or annual unfurnished apartments.
For winter availability, call (407) 557-8999 with your preferred arrival/departure dates, number of guests and pets. A nightly from-price is not a monthly quote: request a rate for the exact continuous stay. If you can vary your dates, say so before selecting a home around an assumed winter discount.
Budget utilities, pets and arrival costs
Monthly stays include an electricity allowance of $200 and a water allowance of $50 per month. Usage above those allowances is billed to the guest. That is an allowance, not an unlimited-utilities promise; consider your household’s air-conditioning and laundry habits when comparing longer stays.
The monthly pet fee is $100 per month. Review the full pet rules before travelling with cats or dogs. Check the per-home cleaning fee and all applicable tax and access charges in the quote. Crestwynd Bay parking is free; Emerald Island charges $20 per car for access for the stay.
What winter pool access means
The outdoor community pool is heated about November–March, the season most relevant to a snowbird stay. It remains a shared outdoor facility, not a private heated pool at your home. Seasonal heating is not a guarantee of a particular water temperature in every spell of winter weather.
A kitchen and washer/dryer make a longer stay practical without treating every day as a park day. Choose the community and home for your normal routine, then use the park guides for excursion planning. Ask about any essential access or layout requirement before booking rather than assuming all furnished townhomes are interchangeable.
Homes to ask about for your winter dates
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
- Can snowbirds stay for several months?
- Yes, subject to availability. Emerald Island Resort has a six-month maximum stay. Ask the owner about longer stays in Crestwynd Bay; these are furnished vacation homes, not annual apartment leases.
- Are electricity and water unlimited?
- No. Monthly stays include a $200 electricity allowance and a $50 water allowance per month. Usage above those allowances is billed to the guest.
- What do pets cost on a monthly stay?
- The monthly pet fee is $100 per month. Cats and dogs are welcome under the full pet policy, which limits the number of pets and sets care rules.
- Is there a private heated pool for winter?
- No home has a private pool. Every stay includes access to a shared outdoor community pool, heated about November–March.
- Is the nightly from-price a monthly rate?
- No. It is a dated base nightly-rate snapshot. Contact (407) 557-8999 for the price and availability of your exact monthly dates.
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