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5BD Windsor Westside Private Pool (WW 8920) - Image 1
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Kissimmee, Florida

5BD Windsor Westside Private Pool (WW 8920)

5 bedrooms7 beds5.5 baths10 guests

We invite you to our Beautiful 5 Bedroom / 5.5 Bathroom with private swimming pool home and all the amenities necessary for your family and friends to spend a precious and memorable vacation in Orlando.

House is part of the newest phase (3) of the Luxurious Windsor at Westside Resort. Guests will have full access to club house amenities.

We invite you to our Beautiful 5 Bedroom / 5.5 Bathroom with private swimming pool home and all the amenities necessary for your family and friends to spend a precious and memorable vacation in Orlando.

Located in Kissimmee, only 8 miles from Disney park complex, with easy access to all Orlando area attractions, restaurants, shopping malls and golf courses!

House is part of the newest phase of the Luxurious Windsor at Westside Resort. Guests will have full access to club house amenities (Full description below).

This home is the perfect spot to relax and have a blast with your Guests, enjoying some fun games of Air Hockey, Foosball & Mini Basket-ball in the comfort of your vacation residence… or extend your fun after a full day theme park visit, golfing or shopping. Just kick back and enjoy your own private oasis!

The open concept floor plan allows everyone to be together, whether you are hanging out watching TV or cooking up some delicious meals in a fully equipped kitchen.
You will be able to unwind in your own private screened pool and lanai and show everyone the talented chef you are by cooking poolside in our gas BBQ grill (optional service).

On the second floor you'll find a loft for the whole family to watch a movie, catch a game or just chill!

All 5 bedrooms have independent bathrooms feature a flat screen TV.

The property has central air conditioning throughout, free Wi-Fi and, cable TV. There is a laundry room, washer and dryer with ironing facilities. and

Game Room in the garage (Air Hockey, Foosball & Mini Basket-ball)

Bedroom Configuration:

All Bedrooms have private bathroom and TV.

Bedroom 1: 1 King size bed
Bedroom 2: 1 King size bed
Bedroom 3: 1 Queen size bed
Bedroom 4 (Toy Story theme): 2 Single size bed
Bedroom 5 (Minions theme): 2 Single size bed

Guests enjoy Full Access to the Windsor at Westside's luxurious Club amenities such as:

• 10,000 sq.ft. Clubhouse with State of the Art Fitness Center
• Resort-style Pool with Lazy River, Tiki Bar & Spa
• Volleyball Court & Multi-Purpose Sports Courts
• The Club contains Tu Casa Bar & Lounge and Rodeo Market & Deli
• Arcade & Sundries Shop
• Full Service Concierge & Activities Director
• Gated Community with Attendant

🏠 HOUSE RULES & GUEST GUIDE
Orlando Vacation Rental | Managed by PMI Orlando
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Welcome! We are so excited to host you in Orlando. Please read this guide carefully before your arrival — it has everything you need for a comfortable and enjoyable stay. Our team is reachable through the platform if you need anything.

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⏰ QUICK REFERENCE
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✅ Check-in: 4:00 PM (self check-in via access code)
✅ Check-out: 11:00 AM
✅ Quiet hours: 10:00 PM – 8:00 AM
✅ Max. occupancy: as stated in your reservation
✅ Minimum booking age: 25 years old
🚫 No pets (service animals with documentation accepted)
🚫 No smoking / vaping inside or on the premises
🚫 No parties or events
🚫 No RVs, trailers or 5th wheels on Resort premises
🚨 Emergency: call 911
📱 Host contact: via booking platform

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  1. CHECK-IN
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This is a self check-in property. Check-in is fully contactless for your comfort and flexibility.

• Your unique access code will be sent via the booking platform message thread and/or your booking confirmation email. Please always check the platform message thread first — codes may be updated and the email version may not reflect the latest one.

• Some Resorts require guest name registration at the main gate. If this applies to your property, we will notify you at the time of booking. It is the guest's responsibility to provide names in time for us to register them in the Resort portal before arrival.

• Official check-in time: 4:00 PM.

► EARLY CHECK-IN (optional)
Early check-in is subject to availability and must be authorized by the host in advance. Please request via the booking platform at least 48 hours before arrival. A payment link will be sent upon confirmation.

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2. CHECK-OUT
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Official check-out time: 11:00 AM.

Please complete the following before departing:

☐ Place all trash in the bags provided and take to the designated area
☐ Load and start the dishwasher
☐ Return all towels to the bathrooms
☐ Set A/C to 76°F / Auto-Cool mode
☐ Close and lock all windows and doors
☐ Turn off all lights, TV, and ceiling fans
☐ Leave the access code unchanged

⚠️ UNAUTHORIZED LATE CHECK-OUT POLICY:

  • Departure between 11:00 AM and 12:00 PM (without authorization): $100 fee
  • Departure after 12:00 PM (without authorization): full additional night's charge
    → This does not extend the reservation. Eviction procedures will apply.

► LATE CHECK-OUT (optional)
Late check-out is subject to availability and must be authorized by the host. Please request via the booking platform at least 24 hours before check-out.

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3. OCCUPANCY & GUEST RESPONSIBILITY
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• Maximum occupancy is set by state and local ordinances and fire codes. No exceptions can be made.
• Guests may not exceed the number of individuals stated in the reservation at any time.
• Minimum booking age: 25 years old.

► BOOKER RESPONSIBILITY
• The guest who completes the booking (the "primary guest") must be present for the entire duration of the stay.
• The primary guest is fully responsible for the behavior and actions of all members of the group and any visitors present at the property at any time.
• By completing the reservation, the primary guest agrees to these House Rules on behalf of all members of their group.

► FALSIFIED RESERVATIONS
• Reservations made under false pretenses — including falsified name, age, number of guests, or purpose of stay — will result in immediate eviction and forfeiture of all amounts paid, with no refund.
• Any reservation identified as falsified may be reported to the booking platform and, where applicable, to local law enforcement.

⚠️ Unauthorized guests: $100 per person per day + immediate termination of reservation without refund.

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4. PROPERTY RULES
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► NOISE & QUIET HOURS
• Quiet hours: 10:00 PM to 8:00 AM. Please be mindful of neighbors at all times.

► NO PARTIES OR EVENTS
• Parties and events of any kind are strictly prohibited (Resort policy and booking platform policy).
• Violation: immediate termination without refund + $50 per unauthorized guest per day.

► NO SMOKING
• Smoking, vaping, and e-cigarettes are prohibited inside the property and in all enclosed areas.
• Violation: $500 ozone treatment fee + additional damage charges.

► NO PETS
• Pets and animals of any kind are not permitted.
• Service animals are welcome with valid documentation provided prior to arrival. Any property damage beyond normal wear and tear will be charged accordingly.

► AIR CONDITIONING
• Set A/C between 72°F and 78°F in Auto/Cool mode at all times.
• Settings below 72°F may cause the unit to freeze and sustain damage — guest will be responsible for resulting repair costs.
• Keep all windows and doors closed for proper operation.

► ELECTRIC VEHICLES
• Charging EVs using property power outlets is not permitted.
• Violation: $100 charge + possible immediate termination of reservation.

► FIREWORKS
• Fireworks are prohibited on the property and throughout the Resort premises.

► NO ILLEGAL SUBSTANCES
• The use, possession, or distribution of illegal substances is strictly prohibited on the property and its premises.
• Violation: immediate termination of the reservation without refund and removal from the property. Incidents may be reported to local law enforcement.

► SAFETY & WILDLIFE
• No swimming or fishing in Resort ponds or lakes.
• Please maintain a safe distance from water areas — they may contain alligators, snakes, and other wildlife.
• In life-threatening emergencies, call 911 immediately.

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5. POOL & SPA
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⚠️ Swimming is at the guest's own risk. Children must be supervised by an adult at all times. No diving. No glass containers near the pool. Pool hours: 8:00 AM to 10:00 PM.

Pool rules:
• No glass containers in or around the pool area
• No diving under any circumstances
• Children under 12 must be directly supervised by a responsible adult at all times
• Maximum pool occupancy per HOA guidelines
• Pool hours: 8:00 AM to 10:00 PM

► POOL & SPA HEATING (optional — $35/day, 3-day minimum)
• Target temperature: 85°F to 90°F. Custom temperatures may be accommodated upon request.
• Allow up to 24 hours for the pool to reach the desired temperature.
• The pool heater uses a heat exchange system and may not function effectively in near-freezing temperatures.
• The spa and pool share the same heating system — both heat simultaneously.
• During cold weather, the pump safety mechanism may temporarily shut off service automatically. This is normal and service resumes on its own.
• To add this service, message us through the booking platform at least 48 hours before arrival.

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6. OPTIONAL SERVICES & EQUIPMENT DISCLAIMER
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All optional services must be requested via the booking platform at least 48 hours before arrival. A payment link will be sent upon confirmation.

• Pool / spa heating: $35/day (3-day minimum)
• Grill (where available): $95 — includes first full propane tank
• Early check-in: subject to availability and host authorization
• Late check-out: subject to availability and host authorization

► GRILL
The grill is provided as-is for guest convenience. Guests assume full responsibility for safe and proper use of the grill and surrounding area. The Host and Property Manager accept no liability for personal injury, burns, fire damage, or property damage resulting from grill use. Do not leave the grill unattended while in use. Ensure the grill is fully off and cool before leaving the area.

► BABY GEAR & CHILD EQUIPMENT
Baby gear (including but not limited to cribs, high chairs, pack-n-plays, and similar items) may be available upon request and subject to availability. All such items are provided as a courtesy and as-is. Guests are solely responsible for the proper assembly, safe use, and supervision of children at all times. The Host and Property Manager make no warranties regarding the condition or suitability of baby gear for any specific child, and accept no liability for injury or accident resulting from its use. Guests are encouraged to inspect all items upon arrival and notify us immediately of any concerns before use.

► LEISURE EQUIPMENT
Any leisure or recreational equipment provided (including but not limited to bikes, kayaks, floats, or games) is offered as-is and as a courtesy. Use is entirely at the guest's own risk. The Host and Property Manager accept no liability for personal injury, accident, or damage resulting from the use of any such equipment. Guests must ensure children are supervised at all times when using any recreational items.

► POOL & SPA HEATING — HEALTH & SAFETY WARNING
Guests with pre-existing medical conditions, heart conditions, high blood pressure, pregnancy, or sensitivity to heat should consult a physician before using a heated pool or spa. Prolonged exposure to heated water may cause dizziness, overheating, fainting, or other adverse health effects. Never use the pool or spa alone, especially when heated. Children must be supervised by an adult at all times. The Host and Property Manager accept no liability for any health-related incidents arising from the use of the pool or spa, including incidents related to water temperature.

► GENERAL DISCLAIMER — SUPPLIED EQUIPMENT & AMENITIES
All equipment, amenities, and items provided — whether included in the base reservation or as optional add-ons — are offered as-is and as a convenience to guests. The Host and Property Manager make no representations or warranties, express or implied, regarding the condition, safety, or suitability of any supplied item. Use of all equipment and amenities is entirely at the guest's own risk. Guests assume full responsibility for safe and appropriate use and for the supervision of all members of their group, including minors.

Resort and clubhouse amenities are subject to availability and closure without notice. We have no control over Resort policies and cannot be held responsible for their unavailability. We will do our best to keep guests informed of any known changes.

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7. FLORIDA WILDLIFE & OUTDOOR SAFETY DISCLAIMER
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Florida is home to a diverse and active wildlife ecosystem. Encounters with wild animals in and around residential and resort areas are a normal part of the local environment. By booking this property, guests acknowledge and accept the inherent risks associated with Florida's natural wildlife.

► COMMON WILDLIFE IN THIS AREA
The following animals are commonly encountered in Florida resort communities and surrounding areas:

• Alligators — may be present in ponds, lakes, canals, retention areas, and occasionally near pool decks or walkways. Never approach, feed, or provoke an alligator. Keep children and pets away from water's edge at all times.
• Snakes — both non-venomous and venomous species are native to Florida. Do not handle or approach any snake. If encountered inside the property, do not attempt to remove it — contact us immediately.
• Insects & bugs — Florida's climate supports year-round insect activity, including mosquitoes, palmetto bugs (cockroaches), ants, no-see-ums, and others. The property is treated regularly, but occasional encounters are normal and not indicative of an infestation. Guests are encouraged to keep doors and windows closed and to use personal insect repellent when outdoors.
• Other wildlife — lizards, frogs, toads, spiders, wasps, and various birds are common throughout the area. These animals are part of the natural environment and their presence does not constitute a property defect.

► GUEST ACKNOWLEDGMENT
Guests acknowledge that:
• Wildlife encounters are an inherent and expected aspect of staying in a Florida property.
• The Host and Property Manager have no control over local wildlife and cannot prevent encounters.
• The Host and Property Manager accept no liability for injury, illness, allergic reaction, or property damage caused by wildlife or insects encountered during the stay.
• Guests are responsible for taking appropriate precautions, including supervising children at all times outdoors and near any body of water.

► IN CASE OF EMERGENCY
• If an alligator is posing an immediate threat: call Florida Fish & Wildlife Conservation Commission nuisance alligator hotline at 1-866-FWC-GATOR (1-866-392-4286).
• For venomous snake bites or other medical emergencies: call 911 immediately.
• For non-urgent wildlife concerns inside the property: contact us through the booking platform.

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8. WHAT'S PROVIDED
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► STARTER SUPPLIES (provided upon arrival)
• Kitchen: 2 trash bags, 1 dish soap, 1 dishwasher capsule, 1 paper towel roll
• Each bathroom: 1 bar soap, 1 shampoo, 1 conditioner, 1 toilet roll
• We recommend stopping at a nearby supermarket to stock up on anything additional you may need for the duration of your stay.

► LINENS & TOWELS
• All bedding and bath towels are provided. Clean sheets and towels will be ready upon arrival.
• Each guest receives: 1 bath towel + 1 hand towel + 1 pool towel + 1 bath mat per bathroom.
• All towels are accounted for at checkout. Missing or damaged towels will be charged accordingly.
• Washcloths are not provided for sanitary reasons.

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9. DURING YOUR STAY
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► COMMUNICATION
• Please keep all communication via the booking platform. This is required by platform policy and ensures both guest and host safety.
• We do our best to respond as quickly as possible. For life-threatening emergencies, call 911.

► MAINTENANCE & REPAIRS
• We work with trusted local vendors to address maintenance issues as quickly as possible. While we place service calls immediately, repair timelines depend on vendor availability and are outside our control.
• We may request photos via the platform to help diagnose and resolve issues faster.

► CONSTRUCTION & EXTERNAL NOISE
• We have no control over surrounding construction or neighborhood noise. We will notify guests of any known situations but cannot be held responsible for noise from outside the property.

► LOST OR FORGOTTEN ITEMS
• We are not responsible for items lost or left behind. Please check all areas thoroughly before departure.

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10. PROPERTY DAMAGE & EXCESSIVE TRASH
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► PROPERTY DAMAGE
• A property inspection is conducted before check-in and after check-out.
• Please report any pre-existing damage upon arrival so it can be documented.
• Any damage to the property or its contents — including furniture, appliances, fixtures, walls, floors, and any items inside the premises — beyond normal wear and tear is the guest's full financial responsibility.
• The full cost to repair or replace damaged items will be charged to the payment method on file, consistent with platform policies and applicable law.
• Guest authorizes the host to charge the payment method on file for any damage or violation fees described in these rules, after written notification is provided through the booking platform.

► EXCESSIVE TRASH
• The property is provided with starter trash bags for normal use. Guests are expected to manage waste responsibly throughout their stay.
• Leaving an excessive amount of trash inside or outside the property at check-out — beyond what is reasonably expected for the reservation size and length of stay — will result in an additional fee of $100.
• This covers the extra labor and disposal costs required to restore the property to its standard condition.

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11. MONITORING & SURVEILLANCE DISCLOSURE
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In compliance with platform policies and applicable law, the following monitoring devices are present at this property:

• Exterior doorbell camera (front entrance only — for property security)
• External cameras covering outdoor areas (pool/patio — exterior only)
• Noise level monitor (decibel-only, no audio recording) — located in common areas

All devices are disclosed in this listing. No recording devices of any kind are permitted inside the property. Guests may not tamper with, disable, or cover any disclosed monitoring equipment. Concealed or undisclosed surveillance by guests is strictly prohibited.

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12. GUEST SCREENING
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By completing your reservation, you consent to identity verification and criminal background screening conducted by a third-party provider on behalf of the property manager. You may receive an email from our screening provider — please check your spam/junk folder. Failure to complete the screening within 24 hours of booking may result in cancellation with a full refund. Please contact us through the booking platform if you have any questions.

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13. LIABILITY, INDEMNIFICATION & LEGAL
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► LIMITATION OF LIABILITY
Total Synergy Solutions LLC, PMI Orlando, the Host, and/or the designated Property Manager cannot accept liability for personal injury, illness, accident, or death of any member of the guest party or visitors, including from use of the pool, spa, surrounding areas, or any equipment on or off the premises.

No liability is accepted for loss, damage, alteration, delay, or changes arising from circumstances outside our control, including resort policy changes, utility outages, construction, weather events, or third-party vendor delays.

► INDEMNIFICATION & HOLD HARMLESS
The primary guest agrees to indemnify and hold harmless Total Synergy Solutions LLC, PMI Orlando, the Host, and/or the designated Property Manager from any and all liabilities, damages, costs, or expenses arising from or related to any claim in connection with the guest's use and/or occupancy of the property — including but not limited to claims for personal injury, property damage, loss of personal belongings, or theft sustained by the guest or any person invited to the property.

► ATTORNEY'S FEES & COSTS
In the event that the Host or Property Manager employs legal counsel to enforce any conditions of this agreement, the guest shall be liable for the reasonable attorney's fees and costs incurred.

► GOVERNING LAW & DISPUTES
This agreement is governed by the laws of the State of Florida. Any disputes are subject to the jurisdiction of the courts of Orange County, Florida. The parties agree to attempt mediation in good faith before pursuing litigation. In the event of a chargeback or refund dispute, the guest agrees to first contact the Host through the booking platform to seek resolution before initiating any claim with their financial institution or payment provider.

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🌟 We hope you have an incredible stay in Orlando!

Your satisfaction is our priority. If there is anything we can do to make your experience better, please reach out through the booking platform at any time — we are always happy to help.

PMI Orlando | Total Synergy Solutions LLC

Size: 240 m2.

Guests have access to the entire house for themselves.

Plus

Guests have access to Resort amenities and Club House area shared with other Guests.

**We have no control over any potential Resort unannounced closures.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 10, 2026$129Not Available4
Nov 11, 2026$129Not Available4
Nov 12, 2026$129Not Available4
Nov 13, 2026$129Not Available4
Nov 14, 2026$129Not Available4
Nov 15, 2026$129Not Available4
Nov 16, 2026$129Available4
Nov 17, 2026$129Not Available4
Nov 18, 2026$129Not Available4
Nov 19, 2026$129Not Available4
Nov 20, 2026$149Not Available4
Nov 21, 2026$149Not Available4
Nov 22, 2026$149Not Available4
Nov 23, 2026$149Not Available4
Nov 24, 2026$230Not Available4
Nov 25, 2026$270Not Available4
Nov 26, 2026$272Not Available7
Nov 27, 2026$267Not Available7
Nov 28, 2026$246Not Available7
Nov 29, 2026$141Not Available4
Nov 30, 2026$135Available5
Dec 1, 2026$138Available5
Dec 2, 2026$138Available5
Dec 3, 2026$156Available5
Dec 4, 2026$167Available5
Dec 5, 2026$164Available5
Dec 6, 2026$147Available5
Dec 7, 2026$140Not Available5
Dec 8, 2026$138Not Available5
Dec 9, 2026$145Not Available5
Dec 10, 2026$176Not Available5
Dec 11, 2026$203Not Available5
Dec 12, 2026$212Not Available5
Dec 13, 2026$173Not Available5
Dec 14, 2026$177Not Available5
Dec 15, 2026$188Not Available5
Dec 16, 2026$166Not Available5
Dec 17, 2026$198Available5
Dec 18, 2026$258Available5
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Apr 3, 2028$300Not Available3
Apr 4, 2028$298Not Available3
Apr 5, 2028$344Not Available3
Apr 6, 2028$385Not Available3
Apr 7, 2028$395Not Available3
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Apr 10, 2028$462Not Available3
Apr 11, 2028$462Not Available3
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Apr 26, 2028$237Not Available3
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Apr 29, 2028$306Not Available3
Apr 30, 2028$251Not Available3
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May 3, 2028$307Not Available3
May 4, 2028$307Not Available3
May 5, 2028$307Not Available3
May 6, 2028$307Not Available3
May 7, 2028$307Not Available3
May 8, 2028$307Not Available3
May 9, 2028$307Not Available3
May 10, 2028$307Not Available3
May 11, 2028$307Not Available3
May 12, 2028$307Not Available3
May 13, 2028$307Not Available3

What this home offers

Pool outdoor
Hot tub
Gym
BBQ Area
Patio

What our guests say

4.96

26 reviews

D
Donte L.
3 weeks ago

My kids loved it!!!

F
Felipe D.
3 weeks ago

Excelente casa, extremamente limpa e com todos os itens que a gente precisava, Excelente localização e com bairro tranquilo. Recebemos todas as informações por parte do Jose tanto na entrada como na saída, sempre respondia com rapidez aos nossos questionamentos. Super indico a casa e o anfitrião! Mais uma vez, eu e minha família só temos a agradecer ao Jose pela organização e tratamento conosco.

M
Matthew W.
September 2026

Excellent communication when we required assistance. Great place would recommend. Thank you for a great place for our holiday home.

Where you’ll be

Kissimmee, Florida, 34747, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 10 guests.

No pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.