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Popular retreat spaces
Explore all of our retreat spaces in Winter Haven. See All ›
Debany Staycation Near Disney
Serving the Winter Haven, 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
Bespoke Home Studios
Serving the Winter Haven, FL area5.0 (49)
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
Sugar Brooke Retreat
Serving the Winter Haven, FL area25 guests
Sugar Brooke Retreat. Sugar Brooke Retreat offers a captivating blend of luxury and tranquility. With its sprawling private, pool view and elegant, contemporary design, this stunning space is perfect for intimate events, private gatherings, and unforgettable celebrations. Whether you're hosting a wedding reception, a corporate retreat, or a creative
...
From
$150
/hr
1 hr min
Casa Linda Pool
Serving the Winter Haven, 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
Wave and See Creative Sanctuary
Serving the Winter Haven, FL area49 guests
Wave and See Creative Sanctuary. Host your next workshop, gathering, or creative experience in a peaceful and inspiring environment at Wave & See Gallery + Sanctuary. This 1,200 sq ft open studio blends the warmth of an art gallery with the calm presence of a meditation space, creating the perfect setting
...
From
$100
/hr
2 hr min
Veronica Bard Group
Winter Haven, FL5.0 (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
Winter Haven, FL12 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
Lakefront Cottage
Serving the Winter Haven, 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
Luxurious Day Retreat for your employees and meeting - WORK + FUN
Serving the Winter Haven, 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
Modern Luxury Spacious Home
Serving the Winter Haven, 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
Tranquil Retreat Home Overlooking Nature
Serving the Winter Haven, FL area25 guests
Ideal for retreats, executive meetings, photo shoots, filming, business functions, private dinners, baby showers, luncheons, breakfast meetings, birthday celebrations, and curated events.
The space features an open, light filled design with two bedrooms, two offices, and two bathrooms. A private pool and expansive lanai overlook a tranquil
...
From
$125
/hr
2 hr min
Grand, Expansive Club Room in Orlando
Serving the Winter Haven, FL area4.8 (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
Andalusia Mansion
Serving the Winter Haven, 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
Comfy Clubhouse in Brandon
Serving the Winter Haven, FL area4.9 (23)
30 guests
Our beautiful clubhouse is perfect for any social gathering, celebration or meeting (retreat). Flexible seating allows for casual mingling and dining. Pool use not permitted.
Space Features:
WiFi
Casual seating arrangements: club chairs, tables
Kitchen: refrigerator, microwave, dishwasher, sink, large countertop, barstools
50"
...
From
$90
/hr
2 hr min
The Riverview Estates: Sauna And Pool
Serving the Winter Haven, FL area5.0 (12)
200 guests
The Riverview Estates: Sauna And Pool. Welcome to The Riverview Estates where luxury and entertainment collide in perfect harmony. This stunning property is tailor made to satisfy the most discerning taste, whether you're planning a fabulous gathering with friends, enjoying a short vacation getaway, or even organizing a lifestyle photoshoot for industry
...
From
$135
/hr
2 hr min
Easy WorkSpace
Serving the Winter Haven, FL area150 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
Serene Lakeftont 7 Bedroom Duplex w/ Pool and Hot tub
Serving the Winter Haven, FL area5.0 (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
Spacious Lakefront House
Serving the Winter Haven, FL area5.0 (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
Roomy meeting room
Serving the Winter Haven, FL area10 guests
A spacious, well lit room with a large rectangular table that can comfortably seat at least ten people. The room is equipped with basic amenities such as chairs and a table. It's perfect for meetings, workshops, or small gatherings. The room is available for daily rental
...
From
$100
/hr
4 hr min
Lake Lucy Estate
Serving the Winter Haven, FL area5.0 (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
Cozy, Modern Club Room in Tampa
Serving the Winter Haven, FL area4.7 (11)
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! Pool use is not permitted.
Space Features:
WiFi
Casual seating arrangements: couch, chairs, tables
...
From
$90
/hr
3 hr min
Expansive
Serving the Winter Haven, FL area5.0 (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
Cozy Modern Home + Backyard w/ Fire-Pit & Grill
Serving the Winter Haven, FL area4.4 (9)
15 guests
Enjoy a stylish experience at this centrally located home in the heart of Ybor City. Newly renovated, yet historic bungalow, called Casa Gallo named after the famous roosters roaming around the streets.
Casa Gallo features an open floor plan, soaring ceilings, abundant natural light and best of
...
From
$40
/hr
4 hr min
Oasis in South Seminole Heights
Serving the Winter Haven, FL area5.0 (12)
20 guests
This versatile and convenient space is a unique, peaceful oasis. It serves as an ideal spot for intimate gatherings and retreats. Photographers and videographers seeking a space with a variety of backdrops for headshots and brand shoots will love it.
The indoor living space is
...
From
$125
/hr
3 hr min
Vibrant, colorful house with gorgeous porch & patio
Serving the Winter Haven, 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
Prana Eleven
Serving the Winter Haven, FL area15 guests
Prana Eleven. Where meaningful conversations meet unforgettable surroundings.
Prana Eleven is a luxury waterfront retreat and creative venue designed for leaders, coaches, facilitators, photographers, and production teams seeking more than just a beautiful location. With expansive indoor gathering spaces, resort style outdoor living, waterfront views, thoughtfully designed accommodations, and
...
From
$175
/hr
2 hr min
IRE Meetings and Events
Serving the Winter Haven, 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
Contemporary Club Room in Tampa
Serving the Winter Haven, FL area20 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: refrigerator, sink,
...
From
$105
/hr
2 hr min
Contemporary Conference Room in Tampa
Serving the Winter Haven, FL area5.0 (9)
14 guests
Our beautiful, large conference room is perfect for any meeting, retreat or workshop.
Space Features:
WiFi
Extra large conference table
14 swivel chairs
65" HD TV: HDMI & USB connections to plug in and display
Decorative accent lighting
This space is located in
...
From
$75
/hr
2 hr min
Lake Chalet - old Florida cabin chic
Serving the Winter Haven, FL area5.0 (7)
30 guests
country lake house meets cabin chic. Tucked along a serene canal of King Lake, in Land O Lakes, Florida. This dreamy retreat is perfect for intimate gatherings and photo shoots with a touch of magic.
3 bed + 3 bath pool + hot tub
...
From
$100
/hr
2 hr min
Incredible Lounge & Patio in Orlando
Serving the Winter Haven, 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
Bear Lake Cottage Retreat
Serving the Winter Haven, 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
Doula Hive Collective
Serving the Winter Haven, FL area10 guests
Doula Hive Collective. spa, salon, arcade, and shops.
Special Rates:
Custom Rates for recurrent booking
Past Bookings:
Our sun kissed rooms have hosted trainings, prenatal classes, support groups, retreats, lactation consults, content shoots, podcast recordings, workshops, and more.
...
From
$75
/hr
2 hr min
S. Tampa Mansion w/ Pool, Nightclub, Meeting Spaces, 22 Person Dining Table
Serving the Winter Haven, FL area5.0 (5)
70 guests
much more! The property features 10 Ensuite Bedrooms. This property is the perfect space for family gatherings, company meetings & retreats, and productions / filming. Private Rentals only Absolutely no Social Events where alcohol is sold, tickets are distributed, attendance is by
...
From
$400
/hr
2 hr min
Modern Lounge Area Great for Networking Events
Serving the Winter Haven, 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
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 August 2026.
How much does a retreat space cost to rent in Winter Haven?
Retreat spaces in Winter Haven average $50 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 Winter Haven, FL
Graphic displaying average hourly rates for retreat spaces venues in Winter Haven, ranging between $96 and $227.
$50/hr average
How long do people rent retreat spaces in Winter Haven?
Most retreat spaces are scheduled for 6 hours, with 2 people in attendance. You’ll find the most Retreats starting between 10:00 AM and 11:00 AM.
retreat spaces Booking Times in Winter Haven, FL
Image representing average rental time for retreat spaces in Winter Haven, emphasizing most start between 10:00 AM to 11:00 AM.
10:00 AM - 11:00 AM
7:00 AM2:00 PM
How popular are retreat spaces in Winter Haven?
Our local hosts have welcomed 3 people into their retreat spaces with reviews averaging 5 stars. 100% of guests said they'd book again.
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...
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...
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 Winter Haven, FL
Updated August 11, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.