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Popular retreat spaces
Explore all of our retreat spaces in Windermere. See All ›
Easy WorkSpace
3.1 miles from Windermere, FL150 guests
Easy WorkSpace. business gatherings
Corporate training, workshops, and seminars
Conferences, panels, and product launches
Off sites, networking events, and team retreats
Lectures, presentations, and educational events
Worship services, ceremonies, and ministry events
Amenities included:
17 ft x 10 ft LED video wall
...
From
$300
/hr
4 hr min
Bespoke Home Studios
3.2 miles from Windermere, FL5.0 (51)
15 guests
Bespoke Home Studios. to Bespoke Home Studios — a bright, thoughtfully designed home overlooking the lake. It’s the perfect spot for team meetings, creative retreats, or strategy sessions that could use a change of scenery.
The open layout offers plenty of space to gather, brainstorm, or take a break by
...
From
$150
/hr
2 hr min
Casa Linda Pool
Serving the Windermere, FL area15 guests
Casa Linda Pool. unwind, CasaLinda Oasis offers the perfect mix of comfort, style, and fun.
📍Located just minutes from Orlando’s top attractions, this private backyard retreat provides the best of both worlds — tranquility and convenience.
...
From
$60
/hr
3 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
The Holistic Spot
Serving the Windermere, FL area40 guests
The Holistic Spot. ideal energy and physical infrastructure to elevate your clients’ experience—whether you’re offering 1 on 1 holistic therapies, leading yoga and wellness retreats, ceremonies or hosting large scale training sessions and certifications.
The Holistic Spot is a multi room space for healing, growth, and meaningful connection; a place
...
From
$75
/hr
1 hr min
Loft Wellness Community
Windermere, FL5.0 (37)
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
Loft Wellness Community
Windermere, FL5.0 (9)
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
Lake Lucy Estate
5.1 miles from Windermere, FL5.0 (29)
50 guests
Lake Lucy Estate. 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
Grand, Expansive Club Room in Orlando
6.4 miles from Windermere, FL4.8 (40)
30 guests
Step into a warm, inviting club room designed for effortless gatherings, from casual socials to focused retreats. With flexible seating, entertaining features, and a cozy ambiance, this semi private space makes hosting easy and memorable.
Why Guests Love this Space
• Versatile layout that adapts to mingling, dining, or
...
From
$165
/hr
3 hr min
Bright, Modest Conference Room in Orlando
6.5 miles from Windermere, FL5.0 (10)
8 guests
Elevate your next meeting in a space designed to inspire productivity and professionalism. Whether you're collaborating, presenting, or brainstorming, this thoughtfully designed conference room offers everything you need for a seamless and impressive experience.
Why Guests Love this Space
• Clean, modern design that feels both professional and inviting
• Tech
...
From
$50
/hr
2 hr min
GR Business Center & Private Offices
7.5 miles from Windermere, FL5.0 (6)
20 guests
GR Business Center & Private Offices. "Welcome to our state of the art conference room designed to inspire creativity and collaboration. This modern and open space is equipped with a high definition TV, premium audio system, and high speed internet connectivity to ensure seamless presentations and virtual meetings. Whether you're hosting brainstorming
...
From
$32
/hr
4 hr min
Spacious Lakefront House
7.6 miles from Windermere, FL5.0 (11)
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
8.9 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
Expansive
9.3 miles from Windermere, FL5.0 (1)
8 guests
Expansive. Expansive’s Conference Rooms offer fully equipped, professional meeting spaces designed for productive collaboration and impactful presentations. Each room includes modern furnishings, a wall mounted dry erase board, large flatscreen TV with wired and wireless screen sharing options, conference phone, and high speed WiFi — everything you
...
From
$60
/hr
1 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
IRE Meetings and Events
Serving the Windermere, FL area4.9 (151)
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
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.
Space Features:
WiFi
Casual seating arrangements: couches, club chairs, tables
Kitchen: refrigerator, oven, stovetop, microwave, dishwasher, sink
55" HD
...
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, welcoming environment for gatherings, meetings, celebrations, and creative projects.
The kitchen, family room, dining room, and breakfast area are arranged in an open concept layout that makes it easy for guests to gather,
...
From
$200
/hr
3 hr min
Modern Luxury Spacious Home
Serving the Windermere, FL area5.0 (1)
15 guests
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 kitchen, spacious living room, multiple bedrooms with en suite bathrooms and accompanying
...
From
$100
/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
Conference Room
Serving the Windermere, FL area10 guests
Looking for a professional, polished setting for your next meeting? Our modern conference space offers a clean and contemporary environment, perfect for team meetings, workshops, client presentations, and strategy sessions.
Designed for smaller groups, the space features limited but comfortable seating and a quiet, focused atmosphere—ideal for
...
From
$50
/hr
1 hr min
BIG CONFERENCE ROOM
Serving the Windermere, FL area4.9 (12)
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
$40
/hr
2 hr min
Andalusia Mansion
Serving the Windermere, FL area4.8 (4)
40 guests
"Uniquely designed to emulate a Spanish villa, this estate is nestled within an orange grove and meticulously landscaped gardens. The entrance features a front courtyard with a handcrafted fountain adorned with hand painted Spanish ceramic tiles, surrounded by olive trees and the fragrant scents of jasmine
...
From
$250
/hr
4 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
Outdoor Pavillion and Pool on small lake in Winter Springs
Serving the Windermere, FL area5.0 (11)
35 guests
Very large backyard with Pavillion, swimming pool with waterfall, large table and chairs for outdoor dining, on a small lake. Lots of space for crew and set up, inside or out.
This home is perfect for your next video or photo shoot.
Tell us about your shoot
...
From
$125
/hr
4 hr min
Office Hub 56
Serving the Windermere, FL area5.0 (13)
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
the space without interruptions
• Clean, modern design that elevates any gathering
Ideal For
• Small celebrations & social gatherings
• Birthday parties, baby showers
• Team meetings, workshops, or retreats
• Casual networking events
• Intimate parties or get togethers
Space Highlights & Amenities
Our beautiful club room is thoughtfully designed to accommodate a variety of events with ease. Flexible
...
From
$75
/hr
2 hr min
“The Regal”
Serving the Windermere, FL area5.0 (16)
100 guests
“The Regal”. Hear ye, hear ye! Welcome to our Event Venue in Sanford: Where Versatility Meets functionality. Behold our spacious multi purpose venue, a haven for transforming dreams into reality. Whether you are planning a jubilant revelry, a refined gathering, a vibrant assembly of minds, a sumptuous feast,
...
From
$25
/hr
1 hr min
Regatta Lounge & Event Space
Serving the Windermere, FL area25 guests
This stylish fully private lounge is perfect for meetings, intimate gatherings, and private events.
Amenities:
Seating for up to 14 guests: 8 person table, 2 countertop chairs, 2 couches, 2 captain chairs
75" HD Smart TV with HDMI & USB connectivity (please bring your own
...
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
Veronica Bard Group
Serving the Windermere, FL area5.0 (2)
10 guests
Veronica Bard Group. Step into The Chinoiserie Suite, a beautifully appointed conference room nestled inside a restored historic home in the heart of Winter Haven. This blue and white themed space blends timeless Southern charm with boutique design, creating the perfect setting for your next meeting, strategy session, or
...
From
$50
/hr
2 hr min
Magnolia Farmhouse
Serving the Windermere, FL area12 guests
Step into the world of our meticulously preserved 1928 carpenter's bungalow. This historic gem has witnessed generations of stories unfold within its walls.
Our space greets you with the comfort of 3 bedrooms, two bathrooms, and a versatile office area. During your booking, you'll have access to
...
From
$40
/hr
3 hr min
Angel's Animal Sanctuary
Serving the Windermere, FL area50 guests
natural, tranquil environment:
Outdoor Celebrations: The sanctuary’s serene setting is ideal for intimate outdoor gatherings such as birthday parties, weddings, or corporate retreats.
Wellness Events: With ample space for yoga, meditation, and energy work, the sanctuary works well for wellness retreats and holistic workshops.
Animal Assisted Events: The presence
...
From
$100
/hr
2 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 September 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 $73 and $139.
$49/hr average
How long do people rent retreat spaces in Windermere?
Most retreat spaces are scheduled for 2 hours, with 10 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
How popular are retreat spaces in Windermere?
Our local hosts have welcomed 1741 people into their retreat spaces with reviews averaging 5 stars. Most even said they would book again -- about 97%.
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 Monday and Wednesday as these days are 40% cheaper on average.
Reviews for retreat spaces
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...
Catalina B.
Casa Mallorca-Inspired Mediterranean Home for Photoshoots
Casa Mallorca exceeded every expectation. The space is even more beautiful in person and feels like a Mediterranean retreat in the middle of Miami.
We booked it for a photoshoot and were blown away by the variety of natural light throughout the property.
Every area feels intentionally designed making it...
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...
Robert F.
Lakefront Retreat for Off-Site Meetings , Team Gatherings, and Creative Workdays
Amazing location and space for an all day retreat for business leaders. Kelli greeted us when we arrived to make sure had everything we needed. She provided drinks and snacks.
The space was perfect to meet as an entire group place adequate places and rooms to have small group breakouts...
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...
Kris L.
Coastal Retreat
Aubrey and her costal retreat was perfect- the decor and vibe of the house was spot on for our themed look. Aubrey is a wonderful host and a pleasure to work with...
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...
Jorge P.
Lake Chalet - old Florida cabin chic
and fun.
We’re so grateful to our host for making the entire process smooth and enjoyable. Highly recommend this place for group gatherings, retreats, or anyone looking for a truly exceptional stay...
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 August 26, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.