Guesthouse holiday rentals in Delray Beach

Guesthouse in Delray Beach

Beach chairs and umbrellas are arranged on a sandy shore, ready for relaxation. The living area features a comfortable sofa facing a vibrant teal media console, while the bedroom showcases a tranquil blue theme with a spacious bed. A private balcony offers outdoor seating.

Beach Retreat-W/Cabana Service*Walk to Downtown*

Looking for the perfect romantic getaway? Look no further than this charming, newly renovated one-bedroom home in the most picturesque town on Florida’s coast. Enjoy the ocean breeze and azure waters of Delray Beach and live like locals as you enjoy being in historic downtown, stroll to the beaches, and enjoy the local attractions. 4 Min Walk to Pineapple grove + Atlantic Ave 4 Min Drive to Delray Beach 9 Min Drive to Wakodahatche Wetlands Learn More Below and Experience Delray Beach With Us!

4.94 out of 5 average rating, 225 reviews

Guesthouse in Delray Beach

A cozy studio space features a plush bed adorned with decorative pillows, complemented by a patterned accent wall in shades of blue. A stylish chandelier provides overhead lighting, while a seating area and modern entertainment unit enhance the living space. Large windows invite natural light into the room.

Sundy Studio 2 Modern Apt by Beach & Shops

Welcome to our cozy and modern studio apartment in Delray Beach, Florida! Located about a miles from the beach, this Airbnb is perfect for those looking for a relaxing getaway. Our apartment is also conveniently located within 10 minutes from Atlantic Avenue or Mizner Park, offering easy access to shopping, dining, and entertainment. The studio features a comfortable king-sized bed, 65" LED TV, easy parking, fast wifi, a fully equipped kitchen, dinning area, living room and a stylish bathroom.

4.89 out of 5 average rating, 147 reviews

A cozy sleeping area features a queen bed with a colorful patterned quilt. Natural light fills the space through a nearby window. A wooden chest sits at the foot of the bed, complemented by decorative elements like a wall mirror and potted greenery.

4.96 out of 5 average rating, 172 reviews

Southern comforts

Private hideaway detached from the main house with private entrance nestled in your own tropical garden only four blocks from historic downtown Lake Worth Beach... shops, restaurants, festivals, golf course, playhouse and theaters. Only a short one mile walk to the beach. Guest cottage is equipped with queen bed, bathroom with shower, closet, wet bar with small fridge, coffee pot and toaster. Also an outdoor shower if you chose to bath in the tropical open air or under the starry night sky.

A vibrant entrance is framed by lush greenery and colorful murals featuring tropical flowers. The door, painted in shades of teal, is adorned with a decorative arch window, inviting guests into a bright and artistic space.

4.86 out of 5 average rating, 297 reviews

Secluded Cottage Close to shops & beach w/ Hot Tub

Cozy tropical cottage/studio in historic downtown Lake Worth Beach—ideal for 2 guests. King bed, full kitchenette, Wi-Fi, AC, smart TV. Pet-friendly with fully fenced yard. Relax in the hot tub amid swaying palms. Walk to coffee shops, bars, dining, live music, Lake Worth Playhouse & historic pier for stunning sunrises. White-sand beach nearby for swimming, surfing, bonfires. Explore Lagoon kayaking, John Prince Park. 10-min drive to airport, zoo, museums. Perfect pet-friendly tropical escape!

A bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.

4.97 out of 5 average rating, 542 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Guesthouse in Downtown West Palm Beach

A bright and airy space showcases a cozy living area with a blue couch, accompanied by a small dining table and chairs. The kitchenette features modern appliances and white cabinetry. Natural light fills the room through large windows, highlighting the wood flooring and inviting atmosphere.

Steps from Downtown West Palm Beach

Our cottage is located in the historic Grandview Heights neighborhood which is the closest neighborhood to Downtown West Palm Beach. Our location within Grandview Heights is bordered by the downtown area making accessibility to all that downtown has to offer quick and easy. Convention Center-2 minute walk Cityplace-5 minute walk Kravis Center-7 minute walk Palm Beach Atlantic University-8 minute walk Norton Museum of Art-10 minute walk Palm Beach Island-20 minute walk PBIA-10 minute drive

4.92 out of 5 average rating, 209 reviews

4.94 out of 5 average rating, 102 reviews

The outdoor area features a large private pool surrounded by a brick patio. Two loungers are positioned near the pool, with tropical vegetation adding to the serene atmosphere. A shaded seating area is visible in the background, promoting relaxation and leisure.

Guesthouse in Boca Raton

Casa de Tortuga Boca Beach Cottage

This charming cottage is the perfect place to relax & unwind. Just steps from the beach, you can enjoy the sun, sand, and surf. This quaint cottage is the perfect oasis to enjoy all that downtown Boca Raton living has to offer. Located in a quiet beach side neighborhood, just minutes from shops, restaurants, grocery stores and attractions. You’ll love the privacy offered by this detached cottage on a totally fenced in property. You also have access to a large pool & outdoor dining area.

4.82 out of 5 average rating, 214 reviews

Guesthouse in Parkland

1 Acre Homestead in Parkland w/Private Guesthouse

Property comprised of main home, pool, basketball court with private studio guesthouse, all on 1.2 acre estate. Complimentary bottle of wine, vanity set, coffee K-cups, down pillows and duvets included w/all stays. Your getaway is secluded enough to hear birds in the day and see all the stars at night yet just a 10 min walk to a large shopping center. Your comfort is our pride. Property renovations underway, new pool to be completed in October. Your patience is appreciated!

4.95 out of 5 average rating, 102 reviews

The bathroom features a modern sink with a round mirror above it, illuminated by wall-mounted lights. Clean towels are neatly stacked on a white shelf, and textured tiles create an inviting atmosphere. Natural stones line a section of the shower area.

Guesthouse in Boca Raton

Sunny-Side Shack of Smiles

Studio cottage unit with full kitchen and bath. Located at the back of the property, this renovated spacious unit has two dedicated outdoor spaces and a separate parking area and entrance. The cottage has adorable outdoor seating, a spacious yard, a private garden walkway, Spa shower, a comfortable therapeutic bed, as well as a washer and dryer located on the property. The property is less than 1 mile away from Spanish river beach, Mizner Park, and Florida Atlantic University.

A pathway of stepping stones leads through a neatly manicured lawn, bordered by vibrant pink flowers. Fencing frames the entrance, guiding toward a charming cottage in the background, surrounded by palm trees and a green canopy overhead.

4.95 out of 5 average rating, 368 reviews

*KING BED* Private Cottage in the heart of WPB

Get cozy in this centrally-located cottage. Located just minutes from beaches, Downtown West Palm Beach, the airport, zoo, science museum and more. With a fully fenced in yard you can feel at ease letting your four-legged friend roam about while you sip your morning coffee on the front patio or soak up some sun in the hammock. Enjoy fast free WiFi, smart tvs in both the living and bed room, a large walk-in closet, spacious stand-up shower and provided beach essentials.

Guesthouse in Delray Beach

A sandy pathway leads through lush green vegetation toward the beach, flanked by palm trees. A vibrant sunset casts an orange and pink hue across the sky, creating a picturesque backdrop against the ocean horizon.

4 Bed on the Water - Luxury Beach Retreat

Perfect location in Delray Beach. Steps to the sand and just a short walk to Atlantic Avenue shops, bars, restaurants, and attractions. High speed wireless internet and HD DirecTV with DVR in every bedroom! Plenty of beach towels and sunscreen provided! Granite countertops in kitchen and bathrooms. Stainless Steel Appliances. Beach entrance is near kayak rentals, volleyball courts, surf/paddle board rentals, and plenty of cabanas. Parking spot included.

4.87 out of 5 average rating, 271 reviews

A cozy sleeping area is furnished with a wooden bed frame and fresh white linens. A light-colored accent wall features a subtle palm leaf pattern, while a white armoire stands nearby, adorned with potted greenery. A ceiling fan provides a modern touch.

4.96 out of 5 average rating, 223 reviews

Stunning Beach Cottage, Close to Ocean & Downtown

Welcome to the Royal Poinciana Cottage in Lake Worth Beach's Historic District! Our cozy guesthouse is 100 yards from the Intracoastal Waterway, a mile from Lake Worth Beach, and only a few blocks to downtown. You'll have a fully stocked kitchen with stainless appliances, a small fenced-in tropical yard, laundry on-site, WiFi, and Roku TV with Hulu. Includes beach towels and beach chairs. Pet friendly rental. Fall in love with our little paradise!

Popular amenities for Delray Beach guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

A cozy studio space is highlighted by a spacious bed adorned with light bedding. A soft, patterned blanket drapes over a tufted sofa positioned nearby. Three canvas prints depicting a serene waterfront scene are displayed above the bed, enhancing the calming atmosphere.

4.98 out of 5 average rating, 132 reviews

Private Cabana near West Palm and Lake Worth

4.92 out of 5 average rating, 130 reviews

A well-maintained pathway leads to a side entrance, bordered by decorative stones and vibrant plants. A surfboard is attached to the exterior wall, while a wooden sign indicating 'Pura Vida Surf Shop' hangs nearby, contributing to the beach-themed ambience of the space.

Guesthouse in Boca Raton

The Beach House

4.94 out of 5 average rating, 433 reviews

4Mi from PBI & Downtown, Free WiFi & Parking

Guesthouse in Palm Beach Gardens

A large swimming pool is surrounded by lush tropical vegetation, featuring several loungers and umbrellas in calming shades of blue. The clear water reflects the vibrant greenery, creating a serene outdoor space ideal for relaxation and enjoyment.

WHISPERING PALMS

4.99 out of 5 average rating, 285 reviews

A spacious bed with crisp white linens is centered in the room, flanked by two nightstands. Each nightstand features a stylish lamp providing soft light. A large piece of tropical wall art adds a vibrant touch above the bed, and natural light filters in through a nearby window.

4.95 out of 5 average rating, 211 reviews

Beautiful cottage in charming historic district

Guesthouse in Downtown West Palm Beach

A charming exterior of a black wooden home is framed by lush green palm trees and shrubs. A stone pathway leads to the front entrance, with decorative plants positioned along the garden beds. Large windows invite natural light into the space.

Raven Haus: Curated 2 Bedroom Guest House w/Pool

4.98 out of 5 average rating, 183 reviews

Superhost

The entrance of the cottage is framed by lush greenery, featuring a light teal door that invites guests in. A small outdoor seating area with two metal chairs and a table is placed next to the door, creating a charming spot for relaxation.

4.81 out of 5 average rating, 290 reviews

Bright and Airy Studio - West Palm Beach

The exterior of a two-story apartment is presented, surrounded by tall palm trees and lush greenery. A welcoming porch with a balcony is seen above the garage, while a bicycle rests against the driveway, suggesting a friendly atmosphere.

4.98 out of 5 average rating, 121 reviews

Flamingo Perch

Guesthouses with a patio

An open studio layout showcases a comfortable sleeping area with a plush queen-size bed. A fully equipped kitchen featuring stainless steel appliances is visible, alongside a dining table and chairs. A cozy seating area includes a stylish chair, while natural light brightens the space.

4.99 out of 5 average rating, 229 reviews

Secluded Guest House | Upscale Wellington

A bright outdoor area is depicted with a large umbrella providing shade over a small seating arrangement. Two chairs and a table are situated beside the blue exterior wall of the building, and multiple windows allow for natural light.

4.94 out of 5 average rating, 136 reviews

Tiny Apartment

A cozy bedroom features a queen bed with a light blue patterned duvet and matching pillows. Two bedside tables with lamps flank the bed, and a large mirror reflects the room. A ceiling fan provides airflow, complemented by soft natural light from a nearby window.

4.96 out of 5 average rating, 359 reviews

Private Room/Queen Bed/5min from Airport

A vibrant salt-water pool is illuminated in shades of blue and purple, surrounded by tiled decking. Palm trees and decorative lights create a tranquil outdoor ambiance. Lounge chairs are positioned nearby, providing ample space for relaxation, with gentle reflections dancing in the water.

4.98 out of 5 average rating, 143 reviews

Captivating Villa with Heated Pool, Laundry & More

A clear acrylic dining table is surrounded by four white chairs. Above hangs a modern pendant light, while a large black and white artwork featuring a cityscape adds character to the wall. Natural light enters through a nearby window dressed with light curtains.

4.99 out of 5 average rating, 142 reviews

Stunning GUEST HOUSE! free park, wifi & cable TV.

Superhost

A cozy studio guest house features a spacious bed with decorative pillows. A television is positioned atop a black dresser across from a seating area with soft furnishings. Light-colored curtains frame a window, while tropical artwork enhances the clean, modern decor.

4.76 out of 5 average rating, 162 reviews

*Runway Retreat* - Close to PBI & Downtown

4.9 out of 5 average rating, 219 reviews

A tranquil outdoor space features a softly illuminated koi pond with vibrant blue lighting. Lush greenery surrounds the area, while a cozy cabin is visible in the background, enhanced by warm, inviting string lights against a twilight sky.

Guesthouse in Sunrise

Private Dahl•House River Cabins

5.0 out of 5 average rating, 107 reviews

Wilton Manors Studio with Private Yard

Guest house rentals with a washing machine and dryer

Superhost

4.92 out of 5 average rating, 144 reviews

Private Apartment with laundry in the Unit.

4.99 out of 5 average rating, 104 reviews

West Palm Beach Oasis!

A heated salt-water pool is surrounded by lounge chairs and umbrellas. Tropical plants are visible, creating a relaxed atmosphere. A colorful beach ball floats gently on the water's surface, contributing to the inviting outdoor space.

4.99 out of 5 average rating, 195 reviews

Labyrinth Studio in the Heart of Wilton Drive

A charming two-story cottage is displayed, featuring a smooth white exterior and black-framed windows. Outdoor steps lead to a second-level entrance. The patio is lined with decorative tiles, surrounded by lush greenery and palm trees, creating a serene outdoor space.

4.93 out of 5 average rating, 223 reviews

Flamingo Park Cottage #2 Near Downtown Beach Golf

An inviting living area features a light-colored couch and a simple dining table with chairs. Natural light streams through the large window adorned with blinds. In the background, a cozy bedroom with a spacious bed is visible, complemented by tropical artwork.

4.87 out of 5 average rating, 191 reviews

steps from downtown w/bikes. clean & comfortable

Guesthouse in Fort Lauderdale

A bright bedroom features a queen-sized bed with crisp white linens and a duvet. Natural light filters through the black-framed windows, complemented by sheer white curtains. A ceiling fan with wooden blades adds a touch of comfort to the airy space.

Downtown Cozy Loft

4.95 out of 5 average rating, 273 reviews

A tranquil zen garden features a circular brick pathway surrounded by tropical plants and bamboo. A serene Buddha statue is positioned at the center, with sand and stone elements leading to the bungalow in the background. Lush greenery frames the space, creating a peaceful ambiance.

4.94 out of 5 average rating, 211 reviews

Orchid Bungalow

The backyard retreat features a sparkling salt-water pool surrounded by lush tropical landscaping. Comfortable seating areas are positioned around the pool, and vibrant foliage adds a colorful touch to the serene outdoor space, inviting relaxation and tranquility.