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Unique spaces
Every day we uncover new, creative spaces — from neighborhood galleries to hidden rooftops, and beyond.
Honest pricing
Our spaces are priced to fit your budget. Pay by the hour without worrying about hidden fees.
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Popular mansions
A.V. Home Services
3.3 miles from Winter Springs, FL4.9 (35)
40 guests
A.V. Home Services . (Backyard in under construction)
This is our 2 story family home with 3 bedrooms and 2 bathrooms. Our backyard has an inground pool, a gazebo, a garden, and 3 sheds. The house has had multiple renovations done and at this moment, it is being extended so there
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From
$65
/hr
2 hr min
Majestic Horse Estates
Serving the Winter Springs, FL area60 guests
Majestic Horse Estates. offers a cinematic backdrop for any creative or celebratory occasion.
At the heart of the property lies a grand 14,000 square foot mansion surrounded by sweeping green pastures and majestic horses. Inside, guests will find thoughtfully designed spaces including a luxe game room, an inviting pool area,
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From
$350
/hr
4 hr min
Casa de Vita
Serving the Winter Springs, FL area5.0 (3)
10 guests
Casa de Vita. Welcome to Casa De Vita, a modern luxury oasis designed for productions, private shoots, and lifestyle experiences. This stunning estate blends bold art, designer interiors, and resort style amenities, offering endless backdrops for content creation and gatherings. The outdoor pool deck features elegant stonework, lush landscaping,
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From
$111
/hr
3 hr min
The Ghoulish Sanctuary
Serving the Winter Springs, FL area5.0 (18)
6 guests
The Ghoulish Sanctuary. Goblins and Ghoulies from last Halloween: We’ve haunted a mansion like you’ve never seen!
Create your own bewitched portraits in this delightfully unlivable refuge, just 15 minutes from the Haunted Mansion that inspired it.
If you’re frightfully sensitive to bright lights, our weird gleaming glows will make
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From
$75
/hr
1 hr min
Reunion Castle
Serving the Winter Springs, FL area78 guests
Reunion Castle. Step into a fairytale at Reunion Castle, a stunning luxury estate designed for unforgettable gatherings, celebrations, and creative productions. With its grand architecture, regal interiors, and resort style amenities, this castle inspired retreat is the perfect backdrop for weddings, milestone birthdays, corporate retreats, or high end
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From
$333
/hr
10 hr min
Alpine Themed Clubhouse with Ballroom and Dance Floor
2.3 miles from Winter Springs, FL250 guests
Excellent banquet room for events or meeting space with large wood dance floor, disco ball, round tables that seat 8, option for rectangular tables with chairs, entry foyer, fully stocked bar, in house chef. Event space easily accommodates 250. Located on quiet street with
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From
$190
/hr
5 hr min
Modern Upscale Retreat: Photogenic Estate with Helipad, 3+ Acres on Little Wekiva River, Wildlife, and Gated Privacy
6 miles from Winter Springs, FL5.0 (3)
20 guests
Newly renovated 5,778 sq ft estate on 3+ acres in Altamonte Springs, FL. This luxury home features 4 bedrooms, 4.5 baths, an open floor plan with soaring ceilings, and a stunning owner’s retreat with a spa, breakfast bar, and dual walk in closets. Relax in the
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From
$150
/hr
2 hr min
Luxurious Modern Home With Courtyard, Floor-to-Ceiling Windows
6.8 miles from Winter Springs, FL5.0 (2)
75 guests
Luxurious modern home to rent for productions or events.
The spaces for your use include:
The stunning courtyard (9,300 sq. ft.) features a sizable swimming pool (1,250 sq. ft), hot tub, and well maintained landscape of turf, palm trees and other plants, with ample space
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From
$600
/hr
4 hr min
Suburban, Resort-Style Backyard Oasis
8 miles from Winter Springs, FL5.0 (5)
20 guests
Stunning manicured backyard featuring ample seating, massive pool, hot tub, two pergolas (one covered) flanking each side of the space, palm trees, and a koi pond with waterfall to make you feel like you are at a resort. Also included is an easily accessible, spacious
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From
$250
/hr
1 hr min
Modern tutor home with California casual interior close to downtown
8.6 miles from Winter Springs, FL5.0 (9)
25 guests
Single family Modern Tudor home with a gated porte cochere. Large backyard with privacy wall of mature podocarpus hedge, rectangular pool and manicured landscape. Detached garage with large covered outdoor grill area. Covered patio off the master bedroom and living room. House
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From
$150
/hr
4 hr min
Ranch Style Lake House with Recording Studio on an Acre
9.2 miles from Winter Springs, FL5.0 (2)
49 guests
Welcome to this beautiful, clean, and sun filled ranch style home nestled on a picturesque lake. Situated on over an acre of serene property, this home offers the perfect blend of tranquility and modern comfort.
✨ Interior Highlights:
Open concept modern kitchen with vaulted ceilings and skylights, flooding
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From
$200
/hr
3 hr min
Lake House and guesthouse!
9.9 miles from Winter Springs, FL5.0 (1)
30 guests
Unique house and guesthouse with a private lake with a huge backyard enjoy two private jacuzzis, fishing, 4 paddle boards, trampoline, bonfire, outside shower, outside grill area and more..!
Freshly Renovated, Private, and Safe. Ideal getaway to celebrate any special occasion.
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From
$250
/hr
4 hr min
Lakefront luxury Compound 3100 sq ft with Lakeside Tikibar sand volleyball and huge custom pool
9.9 miles from Winter Springs, FL4.9 (14)
60 guests
If you don't see it listed just ask! We can try to accommodate your additional requests for anything needed even if we don't currently own it. Most things on this property are unique and custom made. You won't see it a second time. The house and
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From
$149
/hr
2 hr min
Spacious Lakefront House
Serving the Winter Springs, FL area5.0 (9)
35 guests
Guests have called this place a true “hidden gem.” The view of the sunset over the lake is a welcome surprise in city environments.
Play in the pool, relax in the hot tub, or practice your putts on the putting green.
2 minutes from Camping
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From
$60
/hr
4 hr min
Historic Mediterranean Villa
Serving the Winter Springs, FL area5.0 (25)
150 guests
This 4800 sf historic home was built in 1924 and has been renovated to accommodate all types of guests. Each bedroom tells a story of the house and the furniture has been hand picked to fit the essence of the home.
Sitting on 3.2 acres, this
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From
$110
/hr
5 hr min
Large lakefront Georgian house
Serving the Winter Springs, FL area20 guests
This large beautiful lakefront home sits on over an acre of land with lots of privacy.
Plenty of space outside for outdoor activities like family gatherings, grilling, kayaking, playing catch, gardening and more.
Indoors there are plenty of rooms for all kinds of activities. With 4 bedrooms, 3
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From
$250
/hr
4 hr min
Lakefront Vintage House in Orlando
Serving the Winter Springs, FL area25 guests
in 1947
Exposed beams
Cedar throughout home
100 foot dock
Large private bar
3 game rooms with pool table
2 acre garden with trails
2nd 5500sq ft Modern mansion
3 acre wooden peninsula with mossy live oak trees
40 foot shipping container full of props/decor for photo/video shoots
50k worth of rentable cameras, camera gear and
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From
$250
/hr
2 hr min
Stunning Lakefront Florida Mansion
Serving the Winter Springs, FL area100 guests
Dramatic, Lakefront, Tropical Florida Mansion (close to Orlando) features a 6,000+ square feet, large and stunning home set on the shores of beautiful Lake Roberts in Windermere, Florida. Dock into lake, carriage house with ping pong room, pool and hot tub with open air BBQ kitchen.
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From
$300
/hr
10 hr min
Lake Nona Modern Single Family Home
Serving the Winter Springs, FL area4.5 (2)
10 guests
The space is a newly constructed 2000+ sq ft Modern style home located in Laurette Park! 3/2 open layout with modern decor and pops of color, ideal for cozy home photos and videos. The house has a full kitchen with Colonial White Granite counter tops and
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From
$300
/hr
3 hr min
The Mermaid Mansión
Serving the Winter Springs, FL area10 guests
The space is a 4 bedroom, 4 bath, 4,000 square foot home. It comes with expansive full sized kitchen and bar for hosting mermaid themed cocktail parties, complete with ocean inspired cocktails and seafood hors d'oeuvres. Guests could dress up as mermaids or sea creatures, and
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From
$200
/hr
4 hr min
Amazing Luxury Escape
Serving the Winter Springs, FL area5.0 (2)
70 guests
Nestled amidst the tranquil embrace of nature, this exquisite luxury vacation Mansion offers an unparalleled retreat for those seeking the epitome of relaxation and indulgence. Boasting panoramic views of Lake Toho, the property exudes an aura of serenity and opulence from the moment you arrive. With
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From
$250
/hr
4 hr min
Lux Mansion
Serving the Winter Springs, FL area5.0 (6)
75 guests
Nestled on the serene shores of lake Toho, our 10,000 square foot luxury mansion offers an unparalleled setting for weddings, baby showers, anniversaries, and special events. Boasting five elegantly designed ensuite bedrooms, a sparkling swimming pool, and expansive outdoor dining areas, this exquisite property blends
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From
$250
/hr
4 hr min
Beautiful Huge Pool Home!
Serving the Winter Springs, FL area5.0 (7)
12 guests
Discover our spacious Kissimmee Airbnb! This 16 guest house with a pool is perfect for families and friends. It offers multiple bedrooms, a fully equipped kitchen, and a cozy living room close to Walt Disney World and other theme parks. Enjoy the refreshing pool, outdoor seating,
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From
$80
/hr
4 hr min
Rustic Roomy Paradise Dream Home
Serving the Winter Springs, FL area15 guests
Welcome to this spacious rustic home fit for all . Designed to be your enchanted experience that accommodates your business needs. The home consists of impressive high end furnishings throughout the house and multiple themed rooms. Guests can relax and recharge on tranquil screened in patio
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From
$75
/hr
2 hr min
Modern Luxury Spacious Home
Serving the Winter Springs, FL area5.0 (1)
15 guests
This modern home settled in Orlando's Kissimmee area is perfect for your next content creation session, podcast recording, tv or film shoot, food or wine tastings, cooking class, meeting, private dinners, proposals, retreats and so much more.
The home features a state of the art
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From
$100
/hr
4 hr min
Kissimmee Florida Luxury Apartment for Photoshoots and Content House
Serving the Winter Springs, FL area5.0 (2)
15 guests
Photo ready, fully furnished luxury condominium located in Kissimmee Florida. The condominium includes two primary bedroom with en suite fully remodeled bathrooms. Entire condo is beautifully remodeled with nude natural tones to showcase any business. Kitchen fully remodeled with quartz countertops, Samsung stainless appliances, hooded vent
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From
$65
/hr
2 hr min
Andalusia Mansion
Serving the Winter Springs, FL area4.8 (4)
40 guests
The Mansion is uniquely designed to replicate a Spanish style Mansion in an orange grove and designed garden. The Mansion has a front courtyard with a hand built fountain with Spanish hand painted ceramic tiles, with 4 olive trees and fragrant jasmine and rosemary.
The Mansion
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From
$250
/hr
4 hr min
20-Acre Private Estate Country Opelence
Serving the Winter Springs, FL area30 guests
Welcome to our 20 acre private estate tucked away from the buzz of Orlando. Our home is perfect to capture stunning photos with the quiet beauty of nature, paired with upscale elegance. From our romantic open sky to the beautiful, well appointed home and bridal lounge,
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From
$175
/hr
3 hr min
Gorgeous Themed Home
Serving the Winter Springs, FL area16 guests
Magical themed rooms including Aladdin, Mario Bros, Star Wars, Avatar, and Peach's Castle
Guardians of the Galaxy Game Room
Serene back patio with private, heated pool and spa
Chic Disney themed loft with projector screen
Free access to the Solara
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From
$150
/hr
4 hr min
Luxury Corner Home | Arcade | Pool & Spa |
Serving the Winter Springs, FL area100 guests
Sprocket Palms, a newly renovated, stylish and thoughtfully designed 3000 sqft home with high quality furnishings.
** 20 MINUTES from WALT DISNEY WORLD RESORT**
We aim to bring the luxury of staying in a hotel matched with the space, comfort and privacy of your own home!
Our heated pool
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From
$200
/hr
4 hr min
Luxurious Mansion with Large Pool Deck
Serving the Winter Springs, FL area20 guests
Luxurious 8 bed/8.5 bath home with covered lanai and large pool deck. With over 6000 sqft of indoor space the home offers a high end kitchen, spacious living room area, custom themed bunk rooms, a home theatre, and an arcade room. The pool deck
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From
$200
/hr
4 hr min
Open Plan Beach House - Amazing Light!
Serving the Winter Springs, FL area5.0 (2)
15 guests
Primarily used as a beach retreat for larger groups, this wonderful space offers high ceilings, an open plan layout, and tons of windows for incredible natural light. Four spacious bedrooms, a pool table with game room decor, huge Florida room w/ mobile ping pong table that
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From
$155
/hr
4 hr min
Luxurious, Professionally Designed Townhome in Champions Gate
Serving the Winter Springs, FL area5.0 (7)
20 guests
This professionally designed home would be perfect for your next Photo or Video shoot!
This place is also great for meetings and small events!
Enjoy a beautiful space with great natural light that can be adjusted to your liking with the modern shutters.
The Main Space
Enjoy a
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From
$79
/hr
2 hr min
Sophisticated, Spacious Club House.
Serving the Winter Springs, FL area4.9 (10)
50 guests
Great for parties and socializing events. Such as Birthday's, Bridal Shower's, Baby Shower's, Net Working Events Over 2,000 square feet that include bathrooms, kitchen area with microwave stainless steel fridge and farm style sink. Also includes, pool table, shuffle board and Smart TV to stream Netflix,
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From
$100
/hr
3 hr min
Spanish Style Home with POOL and LARGE backyard!
Serving the Winter Springs, FL area25 guests
Our space is perfect for family gatherings, group getaways, and special occasions. The open layout includes a spacious living room for movie nights and board games. The fully equipped kitchen is great for cooking meals together, and the dining area accommodates large groups.
The house features three
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From
$150
/hr
3 hr min
Waterfront 50 Acre Family Compound perfect for film and photo shoots! Unlimited vistas and space for endless inspiring options!
Serving the Winter Springs, FL area5.0 (6)
35 guests
Our gated, very private 50 acre parcel is nestled on the Intracoastal Waterway on South Merritt Island (50 miles SE of the Orlando airport, 5 miles to Cocoa Beach, 2 hours North of Palm Beach). This perfect slice of "Old Florida"has been in our family
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From
$350
/hr
3 hr min
Similar searches in Winter Springs, FL
Updated February 19, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.