Rent a mansion in Winter Park, FL

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Winter Park, FL

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Popular mansions

A.V. Home Services Image in Longwood, Longwood, FL
from$55/hr
A.V. Home Services

7.7 miles from Winter Park, FL

4.9(33)
Venue capacity icon40
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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A dimly lit parlor with vintage furniture, including a patterned sofa and two armchairs, illuminated by table lamps and candles, against a backdrop of ornate wallpaper and a decorative rug.
from$75/hr
The Ghoulish Sanctuary

19.6 miles from Winter Park, FL

5.0(14)
Venue capacity icon6
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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A modern house with a pool in the foreground, surrounded by palm trees and landscaped gardens.
from$600/hr
Luxurious Modern Home With Courtyard, Floor-to-Ceiling Windows

Winter Park, FL

5.0(2)
Venue capacity icon75
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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A modern office space featuring a conference room with a large table and ergonomic chairs, a reception area with a television, and large windows letting in natural light.
from$45/hr
Swanky Unique Large Winter Park Conference and Entertainment Room with Views

Winter Park, FL

4.9(119)
Venue capacity icon20
Welcome to our Swanky, Stylish and spacious 380 sq ft conference room, perfect for a wide variety of events and meetings. This private room is equipped with a large 65 inch Smart TV, complete with a 10 foot HDMI cable ready for computer connectivity, as well
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A bright, modern living space with a mix of seating and decorative elements, featuring a green accent wall and a dining area visible in the background.
from$120/hr
The Welcome House in Orlando

4.1 miles from Winter Park, FL

4.5(20)
Venue capacity icon25
The rental area would including the Living Room, Dining Room, Kitchen and outside: Pool Deck and outside Dining Area. The bedrooms are not available. It makes for a great mid sized space for Hosting. Perfect for a small birthday party, dinner party or bridal/baby shower! Also
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A pool area is illuminated with colorful lights and surrounded by palm trees, set against a night sky.
from$149/hr
Lakefront luxury Compound 3100 sq ft with Lakeside Tikibar sand volleyball and huge custom pool

4.2 miles from Winter Park, FL

4.9(13)
Venue capacity icon60
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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A spacious living room with a large sectional couch adorned with orange and yellow pillows, a small white table, and large windows letting in natural light.
from$250/hr
Lake House and guesthouse!

4.2 miles from Winter Park, FL

5.0(1)
Venue capacity icon30
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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A large, modern two-story house with a white facade and multiple windows is surrounded by lush greenery and tall trees.
from$475/hr
Mansion / Embassy. Orlando, Florida. Very Large Unique Rooms.

4.7 miles from Winter Park, FL

Venue capacity icon188
Sometimes referred to as the Embassy, the Bank or the Manson in downtown Orlando, Florida area. Custom rates are available for longer term filming productions. Located less than 1 mile from downtown Orlando. Beautiful Lake and City views within easy walking distance to major
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Modern Upscale Retreat: Photogenic Estate with Helipad, 3+ Acres on Little Wekiva River, Wildlife, and Gated Privacy Image in , Altamonte Springs, FL
from$150/hr
Modern Upscale Retreat: Photogenic Estate with Helipad, 3+ Acres on Little Wekiva River, Wildlife, and Gated Privacy

5 miles from Winter Park, FL

Venue capacity icon20
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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The living room features a light-colored sofa, a gray sectional, a circular rug, and a large mirror with a pink frame against the wall.
from$100/hr
Spacious Downtown House

5.5 miles from Winter Park, FL

4.0(1)
Venue capacity icon20
This spacious house offers a multitude of seating spaces allowing for groups to disperse and come together as needed. The screened in Front Porch gets wonderful daytime light while the floor to ceiling drapes allow for full privacy; if desired. Once in the home the Living Room
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Spacious Lakefront House Image in , Orlando, FL
from$55/hr
Spacious Lakefront House

6 miles from Winter Park, FL

5.0(7)
Venue capacity icon35
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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A backyard pool area enclosed by a screen, featuring a kidney-shaped pool, a rock waterfall, and a seating area with patio furniture.
from$100/hr
Home with Pool with Waterfall, and Grand Piano in Winter Springs

7 miles from Winter Park, FL

5.0(8)
Venue capacity icon25
Very large backyard, swimming pool with waterfall, large table and chairs for outdoor dining, on a small lake. Also have a grand piano. Inquire for more details. Features: •Pool & Patio •Grand Piano •WiFi •Restrooms •Parking Uses: •Photo/Film Shoot •Meetings •Events
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A house is illuminated by string lights in a yard at night, with chairs arranged in front and trees in the background.
from$250/hr
Lakefront Vintage House in Orlando

7 miles from Winter Park, FL

Venue capacity icon25
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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Historic Mediterranean Villa Image in Edgewood, Orlando, FL
from$100/hr
Historic Mediterranean Villa

8.6 miles from Winter Park, FL

5.0(23)
Venue capacity icon150
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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A tranquil waterfront scene featuring a small dock and a paddleboard surrounded by lush greenery and a pond with lily pads.
from$250/hr
Beautiful Home on Lake

9.1 miles from Winter Park, FL

Venue capacity icon20
This place is a hidden gem and a peaceful venue for your next event. Set in the heart of Orlando and two miles from UCF. Please be aware this is for small events and gatherings. Bigger events can be booked separately. There are no sleeping
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A large, modern house with multiple windows and a pool in the foreground, surrounded by neatly maintained landscaping and palm trees.
from$250/hr
Suburban, Resort-Style Backyard Oasis

9.1 miles from Winter Park, FL

5.0(5)
Venue capacity icon20
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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The spacious living room features large windows, a grand piano, and elegant furnishings arranged around a central rug.
from$300/hr
Stunning Lakefront Florida Mansion

14.4 miles from Winter Park, FL

Venue capacity icon100
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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A well-lit, two-story house with a manicured lawn is shown during twilight, surrounded by trees and shrubs.
from$299/hr
Lake Butler Mansion / Extreme Luxury

14.5 miles from Winter Park, FL

Venue capacity icon30
Neighborhood Details: The gated community of Chaine Du Lac provides some of the most prestigious and luxurious real estate in the Orlando area. Perfectly situated on Lake Butler and the Butler Chain of Lakes, Chain Du Lac estate homes reach upward of 13,000 square feet in
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Various areas of a vacation rental property, including a game room with foosball and table tennis, a living area, a pool with a screened enclosure, multiple bedrooms, and the exterior of the home.
from$200/hr
Vacation Villa with Private Pool

19.5 miles from Winter Park, FL

Venue capacity icon20
Disney Vacation Villa with elegant interior spaces, Disney themed kids and game rooms, plus a private pool with spa! Spider man themed bedroom with bunk beds, Disney Princess themed bedroom with two twin beds, Star Wars themed bunk room with 2 king beds, Mickey themed
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A spacious, modern living room with a coffered ceiling, dark leather furniture, and an open layout connecting to a kitchen area.
from$200/hr
The Mermaid Mansión

19.5 miles from Winter Park, FL

Venue capacity icon10
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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Amazing Luxury Escape Image in , Kissimmee, FL
from$225/hr
Amazing Luxury Escape

20.5 miles from Winter Park, FL

5.0(1)
Venue capacity icon70
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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Lux Mansion Image in , Kissimmee, FL
from$225/hr
Lux Mansion

20.6 miles from Winter Park, FL

5.0(2)
Venue capacity icon75
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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A swimming pool is surrounded by tropical plants and a stone feature, with a sunset visible through the screen enclosure.
from$250/hr
Large lakefront Georgian house

20.7 miles from Winter Park, FL

Venue capacity icon20
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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A modern living room with a light-colored couch, a brown leather sofa, a coffee table, and a view of an open kitchen area in the background.
from$80/hr
Beautiful Huge Pool Home!

21.9 miles from Winter Park, FL

5.0(6)
Venue capacity icon16
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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A dining area with a wooden table, eight chairs, and large windows overlooking a green outdoor space.
from$45/hr
Modern Interior Home with Spacious Backyard

22.7 miles from Winter Park, FL

5.0(1)
Venue capacity icon20
Spacious Deltona based property rental perfect for a primary or secondary location for feature length, shorts, or even music video productions. Location is wonderfully outfitted with a modern 2 bedroom, 2 bath interior space, complete with a Smart TV, dining table, and more. When you step
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A spacious living area features a large gray sectional sofa with green and yellow cushions, a patterned rug, and a connected dining space with a kitchen in the background.
from$75/hr
Rustic Roomy Paradise Dream Home

23.1 miles from Winter Park, FL

Venue capacity icon15
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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A modern living room features a light-colored sectional sofa, two brown chairs, and an open kitchen in the background with pendant lighting.
from$65/hr
Kissimmee Florida Luxury Apartment for Photoshoots and Content House

24.2 miles from Winter Park, FL

5.0(1)
Venue capacity icon15
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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A modern living room with a white sectional sofa, a wooden coffee table on a woven rug, and large windows providing natural light.
from$150/hr
Bright Single Family House with Pool

24.9 miles from Winter Park, FL

5.0(1)
Venue capacity icon6
Bright and airy house perfect for a photo shoot. It offers a fully remodelled kitchen, furnished living room, and pool. The furniture in the living room provides a bright white couch, contemporary, minimal decor. The dining room is furnished with a minimalist wooden table and six
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A large, modern house with a red roof sits beside a lake, surrounded by rows of trees in an orchard.
from$250/hr
Andalusia Mansion

26.5 miles from Winter Park, FL

5.0(3)
Venue capacity icon40
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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A spacious living room features a large, dark sectional sofa, a round coffee table made of wood, and a flat-screen TV on a white wall, with an open kitchen visible in the background.
from$200/hr
Luxury Corner Home | Arcade | Pool & Spa |

27 miles from Winter Park, FL

Venue capacity icon100
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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A modern house with a two-story structure, featuring a spacious pool area with a hot tub, surrounded by a fenced patio and palm trees.
from$200/hr
Luxurious Mansion with Large Pool Deck

27.4 miles from Winter Park, FL

Venue capacity icon20
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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A modern living room with a light-colored sofa, a glass coffee table, and a television mounted on a white wall, decorated with a "Welcome" sign and plants.
from$79/hr
Luxurious, Professionally Designed Townhome in Champions Gate

28.8 miles from Winter Park, FL

5.0(6)
Venue capacity icon20
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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A modern living room featuring a white curved sofa with decorative pillows, two dark blue chairs, a round glass coffee table, and two framed artworks on the wall above.
from$85/hr
Large Mediterranean Home in Beautiful Nature

28.9 miles from Winter Park, FL

5.0(2)
Venue capacity icon6
Home is great option for events, content creation, co working space and photo shoots. Home is in a beautiful nature preserve community For events, full cleaning fee will be included. Home is cultivated with beautiful art and great for content creators. This Mediterranean style home was built in 2021. Large
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A modern living room features a sectional sofa, a wall-mounted television, a desk with a lamp, and a decorative rug.
from$50/hr
Stylish Luxe Townhouse

29.4 miles from Winter Park, FL

5.0(1)
Venue capacity icon12
Nestled in the heart of the enchanting Orlando area, this modern vacation home is a true oasis of comfort and luxury, offering a serene escape just moments away from the magic of Disney World. The townhome boasts a large king bedroom with ensuite bathroom, 2 additional
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A spacious living area featuring a billiard table, a large sectional sofa with colorful cushions, and various decorative elements on the walls.
from$155/hr
Open Plan Beach House - Amazing Light!

40.7 miles from Winter Park, FL

5.0(2)
Venue capacity icon15
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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A scenic view of a coastal landscape with trees and a path, illuminated by a sunset over the water.
from$350/hr
Waterfront 50 Acre Family Compound perfect for film and photo shoots! Unlimited vistas and space for endless inspiring options!

47.8 miles from Winter Park, FL

5.0(6)
Venue capacity icon35
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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