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.

4.94 out of 5 average rating, 224 reviews

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!

Superhost

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.

Guesthouse in Delray Beach

4.89 out of 5 average rating, 141 reviews

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.

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 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, 532 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.

4.93 out of 5 average rating, 201 reviews

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

4.94 out of 5 average rating, 100 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.

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, 116 reviews

Flamingo Perch

Enjoy this one-bedroom 1925 apartment with full kitchen, laundry and large outdoor deck in the beautiful and historic Flamingo Park neighborhood of West Palm Beach. 5 minutes from Palm Beach International Airport, 10 minutes from the beach, walking distance to numerous restaurants, cafes, grocery stores, brewery, shopping, Norton Museum, and more. The best of everything: privacy and easy access to all of the best that West Palm has to offer. Apartment is located over the garage.

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, 209 reviews

Beautiful cottage in charming historic district

Beautiful, updated cottage in the heart of the historic district of West Palm Beach. Our 1 bedroom, 1 bath studio cottage with fully equipped, upgraded kitchen is waiting for you in the heart of the charming Flamingo Park / Sunshine Park neighborhood of downtown West Palm Beach. Ideal location, close to everything downtown West Palm Beach has to offer. Walk to The Square (Formerly City Place), Kravis Center and Convention Center, bike to the beach and Palm Beach Island.

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, 355 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.

4.87 out of 5 average rating, 263 reviews

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.

A modern studio room features a spacious bed with a white quilted coverlet and a dark green throw. A stylish mirror and wall-mounted television are positioned above a white dresser. Green accent decor adds a touch of nature, complementing the clean, neutral color palette.

4.97 out of 5 average rating, 151 reviews

Charming studio with All the Essentials

Welcome to your peaceful West Palm Beach retreat! This cozy, modern studio is nestled in a quiet, safe neighborhood, perfect for relaxing after a day of exploring. Whether you’re here for work or play, you’ll enjoy a comfortable, clean space thoughtfully designed to help you feel right at home. Unwind in a peaceful setting with all the essentials you need—ideal for solo travelers, couples, or anyone seeking a calm, cozy getaway in a great location.

A lush garden features a well-maintained lawn surrounded by tropical plants and trees. A shared hot tub is visible, set within a secluded area. The cozy indoor space showcases a kitchenette equipped with essential appliances and is accented by natural light filtering through the windows.

4.97 out of 5 average rating, 416 reviews

Bungalow with Putting Green, Hot Tub, & Garden

Need a getaway? Hammocks, Hot Tub, and Relaxation! You will be renting the private guesthouse located on a beautiful property just minutes from downtown West Palm, the beach, and airport. Newly renovated cottage with huge closet Shared hot tub and backyard Smart TV with WiFi Refrigerator Toaster Oven & Hot Plate Microwave Oven Soap & Haircare products Fresh Towels Private entrance with free off-street parking

Popular amenities for Delray Beach guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

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.

4.99 out of 5 average rating, 280 reviews

WHISPERING PALMS

A cozy living area features a light-colored sectional sofa positioned beside a small coffee table. A spacious bed is visible in the background, accompanied by bright blue curtains that frame a window. An air conditioning unit is mounted on the wall, providing comfort.

4.86 out of 5 average rating, 159 reviews

Cozy Casita: Dogs ok, No Pet Fee + Fenced Backyard

The entryway features light-colored walls and a wooden floor, creating a modern ambiance. A small gray chair is positioned near the door, which is framed by a rounded window. To the right, a bathroom entrance is visible, displaying neatly arranged towels and toiletries on a shelf.

4.96 out of 5 average rating, 129 reviews

Cozy Renovated Studio Near Beach & Shops

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, 227 reviews

Secluded Guest House | Upscale Wellington

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, 219 reviews

Stunning Beach Cottage, Close to Ocean & Downtown

4.94 out of 5 average rating, 419 reviews

4Mi from PBI & Downtown, Free WiFi & Parking

A refreshing swimming pool reflects the clear sky, surrounded by a spacious patio area. Two brown wicker lounge chairs and hammocks are positioned for relaxation. The guest house, painted in a soothing turquoise, complements the inviting outdoor environment.

4.88 out of 5 average rating, 301 reviews

Azure Lovely Guest House with Swimming Pool.

Guesthouse in Miami Gardens

A pathway lined with white stones leads to a welcoming entrance, flanked by serene greenery and swaying palm trees. Soft string lights create a warm atmosphere as dusk falls, highlighting the cozy seating area with chairs positioned for relaxation.

4.98 out of 5 average rating, 119 reviews

the little house

Guesthouses with a patio

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, 139 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, 136 reviews

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

5.0 out of 5 average rating, 104 reviews

Wilton Manors Studio with Private Yard

Guesthouse in Fort Lauderdale

A stylish loft interior is visible, featuring a seating area with a modern sectional sofa and a minimalist entertainment unit. Light wood stairs lead to an upstairs bedroom with a queen-size bed, illuminated by soft ceiling lights.

4.83 out of 5 average rating, 254 reviews

Stylish Loft 15 min Airport 20 min to the beach

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, 153 reviews

*Runway Retreat* - Close to PBI & Downtown

Guesthouse in Fort Lauderdale

A spacious sleeping area features a king-sized bed with a patterned gray blanket and colorful accent pillows. A dining table with green chairs is positioned by the window, and light fixtures provide illumination. Artwork adorns the wall, enhancing the overall aesthetic.

4.88 out of 5 average rating, 403 reviews

Trendy Studio in FLL - Private entrance & bathroom

A charming outdoor pavilion is adorned with warm string lights, creating an inviting atmosphere. Nearby, a blue soaking pool is surrounded by lush tropical plants and vibrant flowers. A spacious table and floral-patterned chairs provide a comfortable space for relaxation and gathering.

4.87 out of 5 average rating, 113 reviews

Captin' Joe's Tropical Palm Beach Hot Tub Hideaway

Guesthouse in Fort Lauderdale

4.94 out of 5 average rating, 100 reviews

Suite w private entry & bath nr FLL, beach & shops

Guest house rentals with a washing machine and dryer

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, 128 reviews

Private Cabana near West Palm and Lake Worth

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

Superhost

A saltwater pool is surrounded by a spacious patio made of pavers, complemented by lounge chairs for relaxation. Lush greenery and palm trees provide shade, creating a serene outdoor setting. A small table with chairs is visible in the background, accessible for shared enjoyment.

4.82 out of 5 average rating, 131 reviews

The Couples 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, 191 reviews

Labyrinth Studio in the Heart of Wilton Drive

4.99 out of 5 average rating, 104 reviews

West Palm Beach Oasis!

An outdoor garden area is surrounded by lush greenery and palm trees, featuring a bistro table and chairs shaded by a striped umbrella. Colorful flowers bloom in planters, while a cozy seating arrangement is positioned nearby against a backdrop of a charming cottage.

4.93 out of 5 average rating, 105 reviews

Villa Hibiscus at the PINK PALM

4.96 out of 5 average rating, 139 reviews

A bright studio features a spacious bed with soft bedding and a pull-out sofa-bed, providing additional seating. A window dressed with checked curtains allows natural light, while a private entrance is visible beside the sofa, enhancing accessibility.

Guesthouse in Boca Raton

Perfect Studio for a Short Visit

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.