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Cypress House • Winter Haven, FL

Urban Convenience in the Heart of Winter Haven

Fully furnished corporate housing just 5 minutes from downtown. Walking distance to shops, markets, gyms, and everything you need for daily life.

Reserve Your Suite → Explore Rooms

5

Private Suites

$187

Starting Weekly Rate

5 min

From Downtown

Who It's For

Everything Within Reach

Cypress House is the ideal home base for members who want to live close to the action — without the downtown price tag.

🚶

Walk-Everywhere Members

Shops, restaurants, markets, and gyms are all minutes away. Leave the car parked and enjoy the neighborhood.

💻

Remote Workers

Dedicated desks, high-speed Wi-Fi, and a quiet professional environment to stay productive anywhere.

🏥

Travel Nurses

Quick access to downtown and major routes makes commuting to your assignment simple and stress-free.

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Professionals in Transition

Relocating or between homes? Settle in immediately in a vibrant, well-connected part of Winter Haven.

Our Suites

Choose Your Suite at Cypress House

Five thoughtfully furnished rooms — three private Executive suites with en-suite bathrooms, plus Classic and Professional options.

Available Room 01 - Executive Suite

Room 01 — Executive Suite

Private bedroom with en-suite bathroom and dedicated workspace. Full privacy and independence.

Private Bathroom Dedicated Desk En-Suite Spacious
Executive Member
$247/week
Available Room 02 - Executive Suite

Room 02 — Executive Suite

Private bedroom with en-suite bathroom and dedicated workspace. Comfortable and self-contained.

Private Bathroom Dedicated Desk En-Suite Private
Executive Member
$247/week
Available Room 03 - Executive Suite

Room 03 — Executive Suite

Private bedroom with en-suite bathroom and dedicated workspace. Ideal for members who value privacy.

Private Bathroom Dedicated Desk En-Suite Quiet
Executive Member
$247/week
Available Room 04 - Classic Member

Room 04 — Classic Member

Spacious bedroom with dedicated desk. Access to shared bathroom and all common amenities.

Queen Bed Dedicated Desk Shared Bath Spacious
Classic Member
$215/week
Available Room 05 - Professional Member

Room 05 — Professional Member

Private bedroom with dedicated workspace. Access to shared bathroom and all common amenities.

Queen Bed Dedicated Desk Shared Bath Cozy
Professional Member
$187/week
All Included

Everything You Need, Nothing You Don't

One weekly rate. No surprise bills. No deposits. No setup.

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High-Speed Wi-Fi

Work, stream, and stay connected with reliable internet throughout the house.

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Shared Kitchen

Fully equipped common kitchen with appliances, cookware, and storage.

🧺

In-House Laundry

On-site washer and dryer available to all members.

⚡

Utilities Included

Electric, water, internet — all covered in your weekly rate.

🚗

On-Site Parking

Free on-site parking for all members — no street hunting or extra fees.

🤝

Community Events

Member-exclusive gatherings and networking opportunities across the StayHaven community.

Shared Kitchen Dining Area Kitchen Detail
Getting Started

Five Steps to Move In

A simple, transparent process from application to move-in day.

1

Apply Online

Complete the membership application with your details, employment, and reference.

2

Background Check

Pay the $50 non-refundable background check fee and complete secure screening.

3

Get Approved

Receive your approval decision within 24–48 hours of submitting documents.

4

Activate & Sign

Pay the $200 activation fee + first week's dues, then sign your license agreement.

5

Move In

Receive your access instructions and settle into your new home.

Membership Plans

Simple, Transparent Weekly Rates

Every plan includes Wi-Fi, utilities, kitchen, laundry, and parking. No hidden fees.

Professional

$187/week

Private room with a dedicated workspace for focused professionals.

  • Queen Bed
  • Dedicated Desk
  • Shared Bathroom
  • All Amenities
  • On-Site Parking
Apply Now

Classic

$215/week

Spacious bedroom with dedicated desk and great closet space.

  • Large Room
  • Dedicated Desk
  • Shared Bathroom
  • All Amenities
  • On-Site Parking
Apply Now
Most Popular

Executive

$247/week

Premium suite with en-suite private bathroom for full independence.

  • Private Bathroom
  • En-Suite
  • Dedicated Desk
  • Full Privacy
  • All Amenities
Apply Now

A one-time $200 membership activation fee applies upon approval, separate from the $50 background check fee paid at application. This gives you full access to our portfolio of homes, community events, professional development, and all member benefits.

FAQ

Frequently Asked Questions

Everything you need to know about living at Cypress House.

Your weekly rate covers your fully furnished suite, high-speed Wi-Fi, all utilities (electric, water), access to the shared kitchen and in-house laundry, and on-site parking. There are no additional fees or surprise bills.

Cypress House is our most urban-convenient property. You're just 5 minutes from downtown Winter Haven, with shops, restaurants, markets, and gyms all within walking distance. It's perfect for members who want to live close to the action and enjoy walkable daily errands.

We offer flexible weekly stays with no long-term lease. You can extend week by week as long as you need. Whether you're here for a 4-week assignment or several months, we accommodate your timeline.

Submit the online application with your personal info, employment details, and a reference. Pay the $50 non-refundable background check fee. Once screening clears and you're approved, you'll pay the $200 membership activation fee plus your first week's membership dues, sign your license agreement, and receive your move-in instructions.

Yes, free on-site parking is available for all members at Cypress House. There is no additional charge for parking.

Yes. There is a $50 non-refundable background check fee paid when you submit your application. If approved, you then pay a one-time $200 membership activation fee (plus your first week's membership dues) to activate your membership. The $200 fee gives you access to our full portfolio of homes across Winter Haven, community events, professional development opportunities, and all member benefits. It is a one-time payment — not recurring — and applies regardless of which membership tier you choose.

Approximate Location

Cypress House Area

Located just 5 minutes from downtown Winter Haven — walking distance to shops, markets, gyms, and everyday conveniences.

Approximate location shown for privacy. Exact address provided upon approval.

Why StayHaven

Professionally Managed. Community Focused.

Cypress House is part of the StayHaven network — professionally managed corporate housing built for people who need more than just a room.

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Vetted Community

All members go through our screening process to maintain a respectful, professional environment.

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Responsive Management

Local team available for maintenance, questions, or anything you need during your stay.

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Book Direct & Save

No middlemen, no platform fees. Competitive weekly rates when you book directly with us.

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Flexible Stays

No long-term lease required. Extend week by week as long as you need.

Being able to walk to the grocery store, the gym, and downtown changed my whole routine. Cypress House made Winter Haven feel like home from day one.
Marcus R.
Remote Worker • Extended Stay

Ready to Make Cypress House Your Home?

Join our community of professionals in Winter Haven. Apply in minutes, move in this week.

Apply Now → Contact Us
Questions? Reach us at info@stayhaven.life