White Cypress Villas with red tiled roof, large windows, surrounded by palm trees and green shrubs.

Cypress Villas
Classic Florida

Timeless Florida character meets spacious residential living, private outdoor spaces, and all near Evermore Bay, championship golf, and resort amenities.

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THE ORIGINAL VILLAS

Florida Charm, Reimagined

Originally part of the iconic Grand Cypress Resort, the Villas have been thoughtfully refreshed while preserving the timeless character that made them special. Today, they offer a quieter way to experience Evermore, where private outdoor spaces, classic architecture, and the resort’s signature experiences are never far away.

White house with terracotta roof surrounded by green shrubs and yellow flowering plants under blue sky.

THE VILLAS EXPERIENCE

Clear outdoor swimming pool with lounge chairs and lush green trees under a blue sky.

White villa with red tile roof behind tall grasses and palm trees under a partly cloudy sky.

Modern bedroom with king-size bed, white bedding, wood-paneled wall, three framed pictures, and bedside lamps.

Family gathered around the dining table in an Evermore Villa

Villa dining room interior with glass table and modern lighting

Guest preparing fresh vegetables in an Evermore Villa kitchen

Timeless Comfort, Reimagined

Generous living spaces, private patios or terraces, and scenic surroundings bring together the timeless character of Grand Cypress with the comforts of a stay designed for today.

Woman in white blouse slicing green chili peppers on a wooden cutting board in a kitchen.

Settle in with Ease

Fully equipped kitchens and spacious living and dining areas make it easy to share meals, relax, and settle into the rhythm of your vacation.

Evermore villa at sunset overlooking the golf fairway and waterway

From the Fairways to the Bay

From championship golf to Evermore Bay, the Villas keep dining, activities, pools, and more within easy reach, so every day can unfold a little differently.

Find Your Villa

Modern bedroom with king-size bed, bedside lamps, sofa near wooden shuttered windows, and potted plant.

2 Bedroom Villas

Designed for small groups, couples, and families, these single-story Villas offer two private bedrooms, generous shared living spaces, and a choice of two configurations.

Up to 6 Guests

1,800 sq ft

ADA Option

Modern hotel room with two large beds, bedside lamp, armchair, and windowed doors with shutters.

4 Bedroom Villas

Ideal for larger groups and families, these two-story Villas feature four private bedrooms, generous shared living spaces, and a choice of three configurations.

Up to 16 Guests

2,800 sq ft

Services for Every Stay

Privacy & Security

Relax with 24/7 gated security, dedicated parking, and a locking safe in every bedroom for added privacy and peace of mind.

Resort Services

Enjoy the privacy of a vacation home with the confidence of onsite guest services and maintenance from our professionally managed resort.

Housekeeping Your Way

Choose from à la carte housekeeping services, from a quick tidy-up to a full clean, giving you more time to enjoy your vacation. Additional fees may apply.

FAQs

The Cypress Villas offer a blend of old-world Florida charm and modern luxury, featuring the reimagined architecture of the original Villas of Grand Cypress. These vacation villas are ideal for guests seeking a more classic resort feel, with 2-bedroom and 4-bedroom layouts that provide more privacy and individual patios compared to the Flats, but a more intimate scale than our large Vacation Houses.

Two-bedroom Villas feature single-story layouts and accommodate 4–6 guests, while four-bedroom Villas offer two stories and a variety of bedding configurations for groups of up to 16. Both include full kitchens, spacious living and dining areas, private patios and plenty of room to relax together.

Yes, Evermore offers fully ADA-compliant 2-bedroom Villas in both Garden View and Evermore Bay View categories with a king bedroom and two-queen bedroom with features designed to support guests with mobility and accessibility needs. Visit Accessible Accommodations for available Villa options and detailed accessibility features.

Yes, the Cypress Villas are situated just steps away from Evermore's two Jack Nicklaus-designed golf courses. This proximity makes the Villas a preferred choice for golf trips, allowing players to move easily between the greens, the practice facilities, and their private villa.

Cypress Villas offer a quieter setting near the golf courses while keeping Evermore Bay within easy reach. Garden View Villas overlook the resort's lush landscaping, while select Evermore Bay View Villas offer views of the crystal-clear water and convenient access to the beach. Complimentary in-resort trolley transportation also makes it easy to explore Evermore Bay and the rest of the resort.

Yes, guests staying in the Villas have exclusive proximity to the heated Villas Pool, a tranquil alternative to the larger activities at Evermore Bay. This pool complex is designed for relaxation, featuring a spa hot tub with a calming waterfall. For families looking for entertainment, the resort's arcade is also conveniently located within the Villas Pool Complex.

Every Cypress Villa blends timeless character with the comforts of a vacation home, featuring a fully equipped kitchen, spacious living and dining areas, and a laundry area with a full-size washer and dryer. Each two- or four-bedroom Villa also features an individual patio, giving families and groups comfortable indoor and outdoor spaces to gather and unwind.

ROOM FOR EVERYONE

Find Your Place at Evermore

Discover spacious Orlando vacation homes designed for families and groups, from expansive private Vacation Houses to four-bedroom Flats, relaxed two- and four-bedroom Villas, and luxury hotel stays at Conrad Orlando. Wherever you stay, Evermore Bay, dining, activities and resort experiences are always close by.