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Popular retreat spaces
Explore all of our retreat spaces in Windermere. See All ›
IRE Meetings and Events
Serving the Windermere, FL area4.9 (142)
20 guests
IRE Meetings and Events. seat up to 15 people, making it ideal for office meetings, day trading sessions, podcast recordings, CPR training, motivational meetings, team retreats and more. The space features a conference table with 8 Wide Luxury adjustable lumbar chairs, 2 leather couches with seating for 5, and a
...
From
$45
/hr
4 hr min
Debany Staycation Near Disney
Serving the Windermere, FL area15 guests
Debany Staycation Near Disney. Welcome to your ideal creative retreat, off site meeting space, or intimate event venue—nestled in sunny Kissimmee, just minutes from Disney and major attractions.
This 3 bedroom, 2 bathroom home spans ~2,082+ sq. ft. of thoughtfully designed indoor/outdoor space. Inside, enjoy a spacious open concept living and
...
From
$175
/hr
3 hr min
Reunion Castle
Serving the Windermere, FL area25 guests
Reunion Castle. 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 photo and film shoots.
Inside, you’ll discover soaring ceilings, elegant chandeliers, a
...
From
$222
/hr
2 hr min
My Orlando Vacation Escape
Serving the Windermere, FL area20 guests
My Orlando Vacation Escape. families and groups celebrating all of life's wonderful moments such as vacations, weddings, anniversaries, family reunions, golf outings, sports competitions, corporate retreats, etc.
*Amenities*
The house has 12 king beds and 2 kids’ rooms with full over full bunks x 2 per kid room.
First floor bedrooms: White House
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From
$250
/hr
2 hr min
The Holistic Spot
Serving the Windermere, FL area40 guests
The Holistic Spot. The Holistic Spot in Mount Dora is a sanctuary where wellness, beauty, and consciousness merge into one. Designed as an experiential hub of holistic living, it offers therapeutic sessions, group practices, sacred rituals, and a curated holistic store.
Our space is not just about services – it
...
From
$97
/hr
2 hr min
Loft Wellness Community
Windermere, FL5.0 (7)
3 guests
Loft Wellness Community. Our thoughtfully designed office featuring a spacious desk with a comfortable, wheeled upholstered chair, two cozy guest chairs, and a modern coffee table—ideal for hosting clients or collaborators. Enjoy natural light streaming through a charming bay window with a serene view, plus the convenience of a
...
From
$30
/hr
1 hr min
Loft Wellness Community
Windermere, FL5.0 (30)
14 guests
Loft Wellness Community. Welcome to our cozy, inspiring space designed to empower and uplift. Our education room is perfect for intimate gatherings—whether you’re teaching a class, hosting a workshop, leading a small lecture, or guiding a yoga, Pilates, or meditation session. The possibilities are endless.
The warm, inviting atmosphere is
...
From
$50
/hr
2 hr min
Grand, Expansive Club Room in Orlando
5.9 miles from Windermere, FL4.7 (38)
30 guests
Our beautiful club room is perfect for any social gathering, celebration or meeting (retreat). Flexible seating allows for casual mingling and dining. A pool table will surely entertain the crowd!
Space Features:
WiFi
Casual seating arrangements: couches, club chairs, tables
Wet bar: mini fridge,
...
From
$165
/hr
3 hr min
Bright, Modest Conference Room in Orlando
6 miles from Windermere, FL5.0 (10)
8 guests
Our beautiful conference room is perfect for any meeting, workshop or brainstorming session and will surely impress your clients or employees!
Space Features:
WiFi
Large conference table
8 chairs
55" HD TV: HDMI & USB connections to plug in and display
Decorative
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From
$50
/hr
2 hr min
Historic Mediterranean Estate
6.2 miles from Windermere, FL5.0 (25)
50 guests
This 4800 sf historic home was built in 1924 and has been renovated to accommodate all types of guests. Each space tells a story of the house and the furniture has been hand picked to fit the essence of the home.
There is a projector in
...
From
$100
/hr
6 hr min
Spacious Lakefront House
8.2 miles from Windermere, FL5.0 (9)
30 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
...
From
$55
/hr
4 hr min
Serene Lakeftont 7 Bedroom Duplex w/ Pool and Hot tub
9.1 miles from Windermere, FL5.0 (3)
25 guests
Fire up the outdoor grill as you watch the sunset over the lake. Enjoy a warm Florida day as you cruise around on lake Jessamine, then take a dip in the pool.
Practice putting on the putting green, enjoy some foosball, or try out the paddle
...
From
$75
/hr
2 hr min
Lakefront Duplex: Boat, Jet Skis, Pool, Hot tub
9.2 miles from Windermere, FL10 guests
Fire up the outdoor grill as you watch the sunset over the lake. Enjoy a warm Florida day as you cruise around on lake Jessamine, then take a dip in the pool.
22 min from Disney
20 min from the convention center and Universal
...
From
$50
/hr
4 hr min
Coworkers Zone
Serving the Windermere, FL area5.0 (7)
24 guests
Coworkers Zone. Our training room is a versatile space spanning 410 square feet, accommodating up to 25 people comfortably with tables and chairs. The inclusion of a smart digital whiteboard enhances interactive learning experiences, allowing for dynamic presentations and collaborative sessions. It is centrally located in the Hunters
...
From
$55
/hr
2 hr min
Zymarium Meadery
Serving the Windermere, FL area5.0 (4)
65 guests
Zymarium Meadery. Zymarium Meadery's flexible event space ("RiZoM") is perfect for a variety of uses, from classroom and workshops settings, corporate meetups and mixers, to photo and video shoots! Located adjacent to Zymarium's award winning taproom, guests also have full access to the bar (during business hours)
...
From
$150
/hr
4 hr min
Scuttle Pool Vacation Home
Serving the Windermere, FL area14 guests
Scuttle Pool Vacation Home. 🌴 Scuttle Pool Vacation Home – Family Friendly Retreat Near Orlando Attractions
Escape to your Clermont getaway, perfect for families and friends seeking fun, comfort, and relaxation just minutes from Orlando’s world famous attractions. This spacious villa accommodates up to 14 guests across five bedrooms and
...
From
$75
/hr
3 hr min
Beach Themed Vacation Pool Home
Serving the Windermere, FL area12 guests
Beach Themed Vacation Pool Home. Step into a coastal inspired retreat designed for families, groups, and creatives looking for a versatile space to gather, celebrate, or recharge. This beach themed pool villa offers the perfect mix of relaxation and entertainment, with both indoor and outdoor spaces tailored to different needs.
Whether you’re
...
From
$75
/hr
3 hr min
Bear Lake Cottage Retreat
Serving the Windermere, FL area20 guests
Bear Lake Cottage Retreat – A Tranquil Lakeside Haven for Creativity and Connection
Welcome to Bear Lake Cottage Retreat, a serene and secluded lakefront escape tucked away in the heart of Central Florida. Surrounded by lush greenery and the soothing sounds of nature, this peaceful sanctuary is
...
From
$100
/hr
3 hr min
Incredible Lounge & Patio in Orlando
Serving the Windermere, FL area4.8 (12)
45 guests
Our beautiful club room is perfect for any social gathering, celebration or meeting (retreat). Flexible seating allows for casual mingling and dining. A foosball table and arcade games will surely entertain the crowd!
Space Features:
WiFi
Casual seating arrangements: couches, club chairs, tables
...
From
$150
/hr
3 hr min
Vibrant, colorful house with gorgeous porch & patio
Serving the Windermere, FL area5.0 (4)
85 guests
The bold, eclectic decor and natural light in this spacious home create a fun and welcoming environment for any event! The kitchen, family room, dining room, and breakfast area are well arranged in an open concept for easily gathering together. There's additional seating
...
From
$200
/hr
3 hr min
Modern Upscale Retreat: Photogenic Estate with Helipad, 3+ Acres on Little Wekiva River, Wildlife, and Gated Privacy
Serving the Windermere, FL area5.0 (3)
25 guests
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 outdoor space, enjoy the pool table, or entertain in the loft.
...
From
$125
/hr
2 hr min
BIG CONFERENCE ROOM
Serving the Windermere, FL area4.9 (9)
6 guests
Our unique and all inclusive meeting rooms are easy to book, conveniently located, and styled for communication.
From complimentary tech amenities to on site staff able to fulfill any day of meeting needs, our meeting rooms allow a professional and effective meeting venue experience.
These qualities
...
From
$45
/hr
2 hr min
Luxurious Day Retreat for your employees and meeting - WORK + FUN
Serving the Windermere, FL area18 guests
It's a regular 2 story single family 7BR home with 5.5 Bath (3200 Sq ft of space in total). The clubhouse has a lot of amenities a gym, walk in pool, spa, mini golf, lazy river, basketball court and many more.
The home
...
From
$100
/hr
4 hr min
Andalusia Mansion
Serving the Windermere, 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
...
From
$250
/hr
4 hr min
Studio Maxx Orlando
Serving the Windermere, FL area4.8 (37)
12 guests
Studio Maxx Orlando. large board room table, comfy seating, large screen TV for presentations, white board and more. Perfect space for Offsites, workshops, trainings, retreats, etc. Outside equipment is allowed.
...
From
$25
/hr
2 hr min
Casselberry's Dance Hall and Events Venue
Serving the Windermere, FL area80 guests
Welcome to Luxe Gala Venue Where Elegance Meets Versatility!
Luxe Gala Venue is a stylish, multipurpose space that hosts various events and activities. Whether you're planning a memorable celebration, a professional gathering, or a wellness focused class, our venue is the perfect setting to bring
...
From
$120
/hr
5 hr min
Amazing Luxury Escape
Serving the Windermere, FL area5.0 (2)
250 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
...
From
$250
/hr
4 hr min
Breathtaking Lake House Views
Serving the Windermere, FL area17 guests
bathroom townhome nestled near Disney in Davenport. With stunning views of the serene lake, our property offers a relaxing and peaceful retreat after an exhilarating day at the nearby theme parks.
Step inside and experience the comforts of a modern, well appointed home. The spacious living area
...
From
$75
/hr
2 hr min
Beautiful Huge home located in Kissimmee
Serving the Windermere, FL area5.0 (7)
16 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,
...
From
$60
/hr
4 hr min
Office Hub 56
Serving the Windermere, FL area5.0 (12)
4 guests
Office Hub 56. This listing is for private access to our 4 person conference room conveniently located in Orlando, FL. Please inquire via Peerspace messaging if you're interested.
Features:
•WiFi
•Restrooms
•Access to common area
•TV
•Private Space
•Access to Shared Lounge
•Coffee/Water/Tea
•Printer
•Free Parking
Uses:
•Board Meetings
•Creative Meetings
•Team Meetings
...
From
$20
/hr
1 hr min
Modern Lounge Area Great for Networking Events
Serving the Windermere, FL area5.0 (3)
50 guests
Orlando, FL. Please inquire via Peerspace messaging if you're interested or have any questions.
Features:
•WiFi
•Free Parking
•Kitchen
•Furniture
•Open Layout
•TV's
•Coffee/Water/Tea
•Printer
•Chairs + Tables
Uses:
•Networking Events
•Company Off Sites
•Team Retreats
•Pop Up Shops
•Product Launches
•Business Events
...
From
$150
/hr
3 hr min
Light, Comfy Club Room in Oviedo
Serving the Windermere, FL area4.3 (12)
25 guests
Our beautiful club room is perfect for any social gathering, celebration or meeting (retreat). Flexible seating allows for casual mingling and dining. Pool use not permitted.
Space Features:
Casual seating arrangements: couch, chairs, tables
Kitchen: refrigerator, dishwasher, sink, countertop, barstools
55" HD TV:
...
From
$75
/hr
2 hr min
Lakefront Cottage
Serving the Windermere, FL area2 guests
Lakefront Cottage. Tranquil and serene lakefront cottage with huge oak trees for any event setting. Overlooking the lake for picturesque moments. Romantic, quiet, yet unforgettable. Main house has 3 bedrooms and s full bath. Additional outside shower. A separate guest house for additional use. Watch the beautiful sunrise
...
From
$150
/hr
2 hr min
Wolves of Real Estate
Serving the Windermere, FL area4.8 (6)
8 guests
Wolves of Real Estate. Step into a realm where ideas are nurtured, collaboration thrives, and innovation takes flight. Nestled within the vibrant community of Deltona, this conference room is more than just a space—it's a sanctuary for creative minds and forward thinkers. With its cozy yet invigorating ambiance, the Innovation
...
From
$36
/hr
1 hr min
Frequently Asked Questions
Pricing and popularity information in this section is based on proprietary Peerspace booking data, reflecting recent booking activity and the latest data available through March 2026.
How much does a retreat space cost to rent in Windermere?
Retreat spaces in Windermere average $49 per hour to rent, but it’s easy to spend less or more depending on what you’re looking for.
retreat spaces Pricing Range in Windermere, FL
Graphic displaying average hourly rates for retreat spaces venues in Windermere, ranging between $54.43 and $180.
$49/hr average
What's the best day to rent a retreat space in Windermere?
Saturdays are the most popular day for booking retreat spaces in Windermere. For those seeking a deal, consider booking Wednesday and Monday as these days are 38% cheaper on average.
How popular are retreat spaces in Windermere?
Our local hosts have welcomed 1247 people into their retreat spaces with reviews averaging 5 stars. Most even said they would book again -- about 95%.
How long do people rent retreat spaces in Windermere?
Most retreat spaces are scheduled for 2 hours, with 9 people in attendance. You’ll find the most Retreats starting between 4:00 PM and 5:00 PM.
retreat spaces Booking Times in Windermere, FL
Image representing average rental time for retreat spaces in Windermere, emphasizing most start between 4:00 PM to 5:00 PM.
4:00 PM - 5:00 PM
1:00 PM8:00 PM
Reviews for retreat spaces
Joe A.
Ample House in the heart of Brickell
Jessiana's house was perfect for our team's retreat. Throughout our three days on site, we enjoyed the options for meeting space in different rooms as well as outside on the patio. We also took advantage of the more private spaces for individual Zoom meetings and calls - the extra...
Amanda B.
Quiet, Professional Conference Room in Boca Raton
The space was exactly as advertised. Our board retreat was a big success in the space. The host was very responsive and provided information needed in a timely manner. We will definitely consider holding another meeting in this location. Highly recommend to others looking for a conference room for...
Nicole C.
Luxe Mid-Century inspired Executive Home and Pool
beautiful hidden Oasis. This house was gorgeous for our photo shoot and would make a wonderful space for a retreat. The host was super gracious and easy to communicate with...
Tamika F.
Workshop and Conference room available near to Wynwood
It was a pleasure working with Luisa on this two-day event. The facility was perfect for our retreat and we had more than enough space to do everything we wanted...
Emily F.
The Rustic Retreat
The rustic retreat was perfect for our my best friend’s bridal shower! Its open layout was perfect to fit everyone! Daphne was so easy to work with from beginning to end and super quick to respond. I was also able to rent the major balloon decorations from her so...
Dresden F.
Downtown Conference Room with City View
Hello - We are from Washington D.C. and we had our board retreat in this space. It was so pretty, beautifully, walkable, and SOOOOO much natural light. Technology was easy to figure out and they had everything we needed for sounds and for different computer adjustments. Holly rocked...
Sherry G.
Andalusia Mansion
Here’s a warm and thoughtful review for PeerSpace:
We hosted our women’s retreat at the beautiful Andalucia Mansion (11333 County Rd. 561, Clermont, FL 34711), and it was truly an unforgettable experience. The home is absolutely stunning—set on several acres with picturesque orange groves, offering both privacy...
Shelissa J.
Cal Events Cooper City 🦚 Hidden Gem in Cooper City
This venue is breathtaking! All of my guests were in awe of such a elegant, simple yet impressionable space. I hosted a woman's retreat, and couldn't ask for a better place to give the enchanting, feminine and refreshing vibe that we wanted. Julie is amazing to work with...
Kayla L.
Rustic Home w/ Fabulous Backyard
for a photoshoot and couldn't have asked for a better property. The home was absolutely adorable, the backyard was like a tropical oasis retreat, and everything was very well-kept. Teresa was incredibly responsive and accommodating. I'm already looking for another reason to use her home and would...
Sammy L.
Airy, Boho-Mediterranean Home with Lush Backyard
booked Casa Nomada Retreat for my branding shoot, and it exceeded every single expectation. The space is stunning, beautifully designed, spotless, and filled with perfect natural light. Every corner of the house is aesthetic and photo-ready, which made it an absolute dream for content creation.
The host was wonderful...
Jessica M.
Swanky Unique Large Winter Park Conference / Entertainment Room with Views
Space was great for our office leadership retreat. Any issues were promptly addressed
Steve M.
Swanky Unique Large Winter Park Conference / Entertainment Room with Views
Great host for my staff retreat. I recommend if you have a group of 6 or less
Alicia M.
Warmth Minimalistic Wabi Sabi Country-Style Home
This beautiful space more than met our needs for our team offsite. We wanted a space that would feel cozy, but also stylish and retreat-like. It was perfect for our group of 9! We cooked, we danced, we collaborated, and we had lunch in the beautiful backyard. The rooms...
Jessica M.
Stranahan Boardroom on Las Olas Blvd. with Ocean View
This room was perfect for our firm’s annual retreat. The view is beautiful, we had all the resources we needed available, and the staff was tremendous...
Nancy R.
Rustic lakehouse in Orlando
Krys' Rustic Lakehouse is truly a quaint gem. Our event was unusual as it was a 15 hours wellness retreat. The space met our needs in that it provided a tranquil atmosphere and gorgeous scenery. Krys was accommodating and welcoming. Everyone who participated experienced the warmth of this beautiful lake...
Alwin R.
Plush Modern House Near Wynwood W/ Office & Yard Deck / Jacuzzi
plenty of parking space and a strategic location close to the airport. The neighborhood felt safe, with minimal road traffic, making it a peaceful retreat. Highly recommended...
Christopher S.
Spacious Historic Renovated Spanish Style Home
Great space for hosting a dinner, meeting or get together with family/friends or a small company retreat. Easy access and very clean. Will book again...
Similar searches in Windermere, 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.