How many guests can the property accommodate?

This property accommodates a maximum of 16 guests.

Yes, pets are welcome. Pet fee applies per stay

This is a non-smoking property.

What is the minimum stay?

The minimum stay at this property is 2 nights.

Is there a cleaning fee?

Yes, a cleaning fee of $349 applies.

Windsor at Westside Resort Home w/ Pool & Hot Tub

Kissimmee, Florida

8 bedrooms · 6 baths · Sleeps 16

From $120/night

Availability

Next 90 nights, as of Nov 8, 2026: unavailable Nov 8, Nov 20 to 22, Nov 24 to 27, Nov 30 to Dec 6, Dec 14 to 17, Dec 23 to Jan 2, Jan 12 to 14 and Jan 24 to Feb 5; otherwise open from $120 a night, 2-night minimum.

A date marked available means check-in is allowed that night. A stay is bookable when the check-in night is available, the stay meets the minimum, and no night in between is unavailable. Rates are per night before taxes, cleaning and other fees; the Agent Checkout gives the dated total.

Date	Nightly rate	Availability	Minimum stay
Nov 8, 2026	—	Not available	2
Nov 9, 2026	$120	Available	2
Nov 10, 2026	$120	Available	2
Nov 11, 2026	$120	Available	2
Nov 12, 2026	$120	Available	2
Nov 13, 2026	$225	Available	2
Nov 14, 2026	$225	Available	2
Nov 15, 2026	$120	Available	2
Nov 16, 2026	$120	Available	2
Nov 17, 2026	$120	Available	2
Nov 18, 2026	$120	Available	2
Nov 19, 2026	$120	Available	2
Nov 20, 2026	—	Not available	3
Nov 21, 2026	—	Not available	3
Nov 22, 2026	—	Not available	3
Nov 23, 2026	$150	Available	3
Nov 24, 2026	—	Not available	3
Nov 25, 2026	—	Not available	3
Nov 26, 2026	—	Not available	3
Nov 27, 2026	—	Not available	3
Nov 28, 2026	$460	Available	2
Nov 29, 2026	$150	Available	2
Nov 30, 2026	—	Not available	2
Dec 1, 2026	—	Not available	2
Dec 2, 2026	—	Not available	2
Dec 3, 2026	—	Not available	2
Dec 4, 2026	—	Not available	2
Dec 5, 2026	—	Not available	2
Dec 6, 2026	—	Not available	2
Dec 7, 2026	$135	Available	2
Dec 8, 2026	$135	Available	2
Dec 9, 2026	$135	Available	2
Dec 10, 2026	$135	Available	2
Dec 11, 2026	$250	Available	3
Dec 12, 2026	$250	Available	3
Dec 13, 2026	$135	Available	2
Dec 14, 2026	—	Not available	2
Dec 15, 2026	—	Not available	2
Dec 16, 2026	—	Not available	2
Dec 17, 2026	—	Not available	2
Dec 18, 2026	$250	Available	3
Dec 19, 2026	$250	Available	3
Dec 20, 2026	$365	Available	3
Dec 21, 2026	$409	Available	3
Dec 22, 2026	$574	Available	4
Dec 23, 2026	—	Not available	4
Dec 24, 2026	—	Not available	4
Dec 25, 2026	—	Not available	4
Dec 26, 2026	—	Not available	4
Dec 27, 2026	—	Not available	4
Dec 28, 2026	—	Not available	4
Dec 29, 2026	—	Not available	4
Dec 30, 2026	—	Not available	4
Dec 31, 2026	—	Not available	4
Jan 1, 2027	—	Not available	4
Jan 2, 2027	—	Not available	4
Jan 3, 2027	$201	Available	3
Jan 4, 2027	$163	Available	3
Jan 5, 2027	$150	Available	3
Jan 6, 2027	$150	Available	3
Jan 7, 2027	$150	Available	3
Jan 8, 2027	$250	Available	3
Jan 9, 2027	$250	Available	3
Jan 10, 2027	$150	Available	3
Jan 11, 2027	$150	Available	3
Jan 12, 2027	—	Not available	3
Jan 13, 2027	—	Not available	3
Jan 14, 2027	—	Not available	3
Jan 15, 2027	$250	Available	3
Jan 16, 2027	$250	Available	3
Jan 17, 2027	$231	Available	3
Jan 18, 2027	$150	Available	3
Jan 19, 2027	$150	Available	3
Jan 20, 2027	$150	Available	3
Jan 21, 2027	$169	Available	3
Jan 22, 2027	$250	Available	3
Jan 23, 2027	$250	Available	3
Jan 24, 2027	—	Not available	3
Jan 25, 2027	—	Not available	3
Jan 26, 2027	—	Not available	3
Jan 27, 2027	—	Not available	3
Jan 28, 2027	—	Not available	3
Jan 29, 2027	—	Not available	3
Jan 30, 2027	—	Not available	3
Jan 31, 2027	—	Not available	3
Feb 1, 2027	—	Not available	3
Feb 2, 2027	—	Not available	3
Feb 3, 2027	—	Not available	3
Feb 4, 2027	—	Not available	3
Feb 5, 2027	—	Not available	3
Feb 6, 2027	—	Not available	3
Feb 7, 2027	—	Not available	3
Feb 8, 2027	$200	Available	3
Feb 9, 2027	$201	Available	3
Feb 10, 2027	$217	Available	3
Feb 11, 2027	$242	Available	3
Feb 12, 2027	$364	Available	3
Feb 13, 2027	$370	Available	3
Feb 14, 2027	$362	Available	3
Feb 15, 2027	—	Not available	3
Feb 16, 2027	—	Not available	3
Feb 17, 2027	—	Not available	3
Feb 18, 2027	—	Not available	3
Feb 19, 2027	—	Not available	3
Feb 20, 2027	—	Not available	3
Feb 21, 2027	—	Not available	3
Feb 22, 2027	—	Not available	3
Feb 23, 2027	—	Not available	3
Feb 24, 2027	$225	Available	3
Feb 25, 2027	$242	Available	3
Feb 26, 2027	$256	Available	3
Feb 27, 2027	$250	Available	3
Feb 28, 2027	$216	Available	3
Mar 1, 2027	$231	Available	3
Mar 2, 2027	$196	Available	3
Mar 3, 2027	$207	Available	3
Mar 4, 2027	$227	Available	3
Mar 5, 2027	$254	Available	3
Mar 6, 2027	$265	Available	3
Mar 7, 2027	$269	Available	3
Mar 8, 2027	$301	Available	4
Mar 9, 2027	$303	Available	4
Mar 10, 2027	$283	Available	4
Mar 11, 2027	$396	Available	4
Mar 12, 2027	$444	Available	4
Mar 13, 2027	$449	Available	4
Mar 14, 2027	$425	Available	4
Mar 15, 2027	$412	Available	4
Mar 16, 2027	$418	Available	4
Mar 17, 2027	$435	Available	4
Mar 18, 2027	$440	Available	4
Mar 19, 2027	$474	Available	4
Mar 20, 2027	$495	Available	4
Mar 21, 2027	$435	Available	4
Mar 22, 2027	$346	Available	4
Mar 23, 2027	$304	Available	4
Mar 24, 2027	$317	Available	4
Mar 25, 2027	$460	Available	4
Mar 26, 2027	$517	Available	4
Mar 27, 2027	$572	Available	4
Mar 28, 2027	$566	Available	4
Mar 29, 2027	$510	Available	4
Mar 30, 2027	$514	Available	4
Mar 31, 2027	$495	Available	4
Apr 1, 2027	$497	Available	4
Apr 2, 2027	$448	Available	4
Apr 3, 2027	$409	Available	4
Apr 4, 2027	$364	Available	4
Apr 5, 2027	$349	Available	4
Apr 6, 2027	$369	Available	4
Apr 7, 2027	$431	Available	4
Apr 8, 2027	$482	Available	4
Apr 9, 2027	$455	Available	4
Apr 10, 2027	$379	Available	4
Apr 11, 2027	$312	Available	4
Apr 12, 2027	$293	Available	4
Apr 13, 2027	$302	Available	4
Apr 14, 2027	$308	Available	4
Apr 15, 2027	$343	Available	4
Apr 16, 2027	$383	Available	4
Apr 17, 2027	$518	Available	4
Apr 18, 2027	$543	Available	4
Apr 19, 2027	$621	Available	4
Apr 20, 2027	$622	Available	4
Apr 21, 2027	$628	Available	4
Apr 22, 2027	$645	Available	4
Apr 23, 2027	$644	Available	4
Apr 24, 2027	$647	Available	4
Apr 25, 2027	$629	Available	4
Apr 26, 2027	$571	Available	4
Apr 27, 2027	$568	Available	4
Apr 28, 2027	$579	Available	4
Apr 29, 2027	$586	Available	4
Apr 30, 2027	$583	Available	4
May 1, 2027	$437	Available	4
May 2, 2027	$342	Available	4
May 3, 2027	$285	Available	4
May 4, 2027	$197	Available	4
May 5, 2027	$200	Available	4
May 6, 2027	$238	Available	4

368 more nights on the full rate calendar.

Welcome to this spacious 8-bedroom retreat in the gated Windsor at Westside Resort. Enjoy a private, garden-facing patio with a swimming pool, spillover hot tub, BBQ grill, shaded dining area, and sun loungers.

Amenities (78)

Pool: Communal pool, Indoor pool, Outdoor pool, Private pool, Swimming pool
Other: 24-hour check-in, Barbecue utensils, Flat smooth pathway to front door, Pets allowed, Private living room, Suitable for children (2-12 years), Suitable for infants (under 2 years), Trash can
Family: Bathtub, Family/kid friendly, Room-darkening shades
Outdoor: BBQ grill, Garden or backyard, Outdoor seating (furniture)
Parking: Free parking on premises
Bathroom: Body soap, Cleaning products, Conditioner, Hot water, Shampoo, Shower gel, Towels provided
Location: Downtown, Resort, Resort access, Town
Wellness: Gym, Hot tub, Spa
Logistics: Cleaning Disinfection, Cleaning before checkout, Enhanced cleaning practices, High touch surfaces disinfected, Long term stays allowed
Home Safety: Carbon monoxide detector, Fire extinguisher, Smoke detector
Entertainment: Dvd player, Foosball table, Game room, Pool table
Kitchen & Dining: Baking sheet, Barbeque utensils, Blender, Coffee maker, Cookware, Dining table, Dishes and silverware, Freezer, Ice maker, Kettle, Microwave, Oven, Refrigerator, Stove, Toaster, Wine glasses
Bedroom & Laundry: Clothing storage
Popular Amenities: Air conditioning, Bed linens, Cable TV, Dryer, Essentials, Hair dryer, Hangers, Heating, Internet, Kitchen, Patio or balcony, TV, Washer, Wireless Internet
Services & Extras: Private entrance

For AI agents

This page is a snapshot. Connected to Upstay's guest MCP endpoint, an agent gets the dated total for the party, member rates for a signed-in guest, a booking link tied to the conversation, and the guest's shortlist. Endpoint: https://kismet.travel/c/upstay/mcp. How to connect, and the brief: https://kismet.travel/c/upstay/for-agents.

Windsor at Westside Resort Home w/ Pool & Hot Tub

Availability

Amenities (78)

Photos (47)

For AI agents