Guestroom

Experience Cloister’s storied glamour in a newly redesigned room inspired by 1920s South Florida. Soft neutrals, rich textures, heirloom-inspired furnishings, and playful nods to architect Addison Mizner pair historic character with modern ease. Choose from one king or two double beds, with accessible accommodations available.

• Bespoke linens
• Luxury bath amenities
• Sitting area
• Steps from Harborside’s golf and racquet clubs
• From 290 sq. ft.

Estate View Guestroom

Tropical courtyards and lush gardens set the scene for your stay within historic Cloister. Newly redesigned interiors pair the glamour of 1920s South Florida with modern ease, layering rich textures, natural materials, and heirloom-inspired furnishings with playful details that celebrate the resort’s storied character.

• Estate and garden views
• Bespoke linens
• Luxury bath amenities
• Sitting area
• Steps from Harborside’s golf and racquet clubs
• From 380 square feet

Estate View King + Balcony

Step onto your private balcony for views of Cloister’s tropical courtyards and lush resort gardens. Inside, newly reimagined interiors evoke the glamour of 1920s South Florida, pairing rich textures and natural materials with heirloom-inspired furnishings and playful details rooted in the resort’s storied heritage.

• Private, furnished balcony
• Estate and garden views
• Bespoke linens
• Luxury bath amenities
• Sitting area
• Steps from Harborside’s golf and racquet clubs
• 290 square feet

Corner Studio King

Extra windows fill this spacious corner guestroom with natural light, creating a bright and inviting retreat within historic Cloister. A king bed and separate sitting area with a sofa bed offer added room to unwind, while reimagined interiors pair the glamour of 1920s South Florida with modern ease and playful nods to the resort’s storied heritage. Accommodates up to three guests.

• Estate and garden views
• Bespoke linens
• Luxury bath amenities
• Sitting area
• Steps from Harborside’s golf and racquet clubs
• 400 square feet

One Bedroom Suite

Take in views of some of The Boca Raton’s most iconic architecture from this spacious 750-square-foot suite. A private bedroom and separate living area with a sofa bed offer plenty of room to settle in, while a dining table for four adds a residential touch. Newly reimagined interiors draw on the glamour of 1920s South Florida, pairing Cloister’s storied character with the ease of modern resort living.

• Separate living room with sofa bed
• Dining area to accommodate up to four
• One king bed
• Bespoke linens
• Luxury bath amenities
• 750 square feet

Two Bedroom Suite

Settle into 1100 square feet of space designed for lingering a little longer. Two private bedrooms complement a separate living area with a sofa bed and dining table for four, creating an inviting retreat for families and friends. Throughout, rich textures, natural materials, and heirloom-inspired furnishings evoke the glamour of 1920s South Florida, while playful details and subtle nods to architect Addison Mizner bring Cloister’s storied character into the present.

• Separate living room with sofa bed and dining for four
• May be reserved with two king bedrooms or a king and two double beds
• Two en-suite bathrooms
• Bespoke linens
• Luxury bath amenities
• 1100 square feet

Estate View One Bedroom Suite + Balcony

Step onto your private, furnished balcony for sweeping views of Cloister’s lush croquet and bocce lawns. Inside, 750 square feet of thoughtfully designed space includes a private bedroom and separate living area with a sofa bed and dining table for four. Rich textures, natural materials, and heirloom-inspired furnishings evoke the glamour of 1920s South Florida, bringing Cloister’s storied character into an effortlessly modern retreat.

• Private furnished balcony with a sunset view
• Separate living room with sofa bed
• Dining area to accommodate up to four
• One king bed
• Bespoke linens
• Luxury bath amenities
• 750 square feet

Premium One-Bedroom Suite

This one-bedroom suite inside the historic Cloister building is 750 square feet and includes a private bedroom, separate living area with sofabed, dining table for four, and thoughtful additions to make your South Florida retreat even more enjoyable. The Cloister building is a space that combines bespoke furnishings inspired by the resort's heritage with modern, sophisticated amenities.

Du Pont Suite

Elegant charm abounds in this spacious suite named after the prestigious Du Pont family, a group known for their philanthropic endeavors in Florida and beyond. With patina designs in mind, this two-bedroom suite evokes classic grandeur with its bespoke furnishings and union of geometric shapes, from softly curved window arches to the landscape of crystal chandeliers above the dining table that seats up to six. The spacious living room is perfect for family time, business meetings, and small gatherings. The soothing palette of soft pink tones and light hues complement our gorgeous sunrise, and the thoughtfully designed floor plan bring a cozy warmth to the expansive space.

• 1,350 square feet
• Two king bedrooms
• Two and a half bathrooms
• Separate, oversized living and dining room plus a wet bar
• Six-person dining table
• Small terrace

Vanderbilt Suite

A reflection of the distinct Vanderbilt family, this 1,400-square-foot suite has as much prestige and personality as the esteemed railway heirs themselves. Soft curves pair beautifully with fashionable furnishings that hearken back to the Gilded Age. Designed to emote a vibrant era where lifestyle and influence are applauded, this unique suite includes a large terrace, bespoke furnishings, finely detailed accessories, and carefully curated art that focuses on exceptional attention to detail. The flexible dining area with seating for six and a spacious living room, cohesively joined by artisanally crafted furnishings, are perfect for family time, business meetings, and small gatherings. The soothing palette of soft gemstones and light hues complement our seaside location, and the thoughtfully designed floor plan bring a cozy warmth to the expansive space.

• 1,400 square feet
• One bedroom
• Separate large living room
• 900-square-foot terrace
• Six-person dining table
• Two full bathrooms

Singer Suite

Classic, luxurious, and full of regal touches, the three-bedroom Singer Suite is aptly named after the prominent family that helped codify the region as we see it today, one filled with Spanish architecture, tree-lined streets, and thoughtful charm. The 1,800-square-foot suite is a testament to the family itself: colorful, vivacious, and timeless. Designed to immerse guests into a new era where lifestyle and influence are celebrated, this unique suite features two terraces, bespoke furnishings, antiques, and carefully curated art that underscores exceptional attention to detail. The spacious living room is perfect for family time, business meetings, and small gatherings. The soothing palette of soft blues and light tones complement our seaside location, and the thoughtfully designed floor plan bring a cozy warmth to the expansive space.

• 1,800 square feet
• Two private balconies: one off of the north parlor and one off the south primary bedroom
• Three bedrooms with king beds
• Separate living room

Mizner Suite

There is no greater tribute to our property's founder, Addison Mizner, than the suite named after the great architect and South Florida ambassador. Echoing the vibrant Mizner himself, the thoughtfully designed two-bedroom suite is 1,650 square feet and showcases an underlying tone of opulence, thanks in part to the bespoke furnishings, curated art, and colorful details that have been known to spark conversations. The expansive waterfront terrace, separate living room and a flexible dining area, which includes a hand-crafted chandelier and herringbone wood flooring, are perfect for family time, business meetings, and small gatherings. A private master bedroom filled with beautiful accessories allows for a quiet retreat. Bold accents with vibrant colors stand out against the light palette, and the thoughtfully designed floor plan bring a cozy warmth to the expansive space.

• 1,000-square-foot furnished waterfront terrace
• Two bedrooms
• Separate living room, dining room and bar
• Six-person dining table
• 1,650 square feet