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Guesthouse holiday rentals in Delray Beach

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Delray Beach

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Guesthouse in Delray Beach
4.94 out of 5 average rating, 209 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!

Guest favourite
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.
Guesthouse in Lake Worth
4.85 out of 5 average rating, 274 reviews

Secluded Cottage Close to Town W/ Hot Tub

This newly updated and comfortable studio is nestled in the historic district of eclectic downtown Lake Worth where you’ll be a few minutes walk from coffee shops, antique malls, great bars, fine and casual dining with live music. Enjoy the Lake Worth theater, Beach, Museum and Golf Club. Palm Beach International, The Palm Beach Zoo, Norton Art Museum, Kravis Center are a 10-minute drive away. Enjoy surfing, swimming, fishing, kayaking, boating, golfing, and tennis. Two bicycles are included.

Guest favourite
Guesthouse in West Palm Beach
4.93 out of 5 average rating, 160 reviews

Comfortable private studio with separate entrance

Make your stay more pleasant, enjoy this accommodation with an independent entrance and its own parking. It is equipped with what is necessary to make your stay an unforgettable experience. It has a bedroom with a private bathroom and a large kitchen with all utensils. Relax on your cozy private patio. For your convenience there is a laundry room. We are located near several supermarkets, restaurants and parks for your enjoyment. Just 15 minutes from the airport, we invite you to feel at home

Top Guest favourite
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.
Guesthouse in Flamingo Park
4.98 out of 5 average rating, 472 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.

Guest favourite
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.
Guesthouse in Lake Worth Beach
4.97 out of 5 average rating, 101 reviews

Private Cabana near West Palm and Lake Worth

Welcome to our cabana on the north side of Lake Worth Beach! Just minutes away from West Palm Beach and the beach, this homey getaway offers privacy, easy access, and warmth. The studio has a new kitchenette, a beautiful workspace and even an extra outdoor shower. The secluded atmosphere and opportunity for adventure will ensure an unforgettable stay. Whether you're seeking a romantic getaway, tranquil retreat or fun in the sun, this hidden gem promises a memorable experience.

Top Guest favourite
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.
Guesthouse in Dreher Park
4.96 out of 5 average rating, 292 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.

Top Guest favourite
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.
Guesthouse in Palm Beach Gardens
4.99 out of 5 average rating, 249 reviews

WHISPERING PALMS

Located in our highly secure gated community, this artfully furnished 3 room Villa has a true Florida vibe. Only a quarter mile from PGA Golf Club; minutes from the beach; tropical gardens, and a large swimming pool make this property truly unique. This is an AWARD WINNING GUEST HOME!! LARGE PRIVATE POOL. NEVER SHARED! FOR GUESTS ONLY! Screened in wooden deck is a perfect place to relax and enjoy your morning coffee or a glass of wine in the evening.

Top Guest favourite
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.
Guesthouse in Lake Worth
4.99 out of 5 average rating, 196 reviews

Saddle up: Modern Studio near Beach & Equestrian

Escape to luxury in this private, fully equipped studio guest house in Wellington, FL. Recently updated—featuring a fully renovated bathroom—it offers a peaceful retreat in a quiet, upscale neighborhood. Enjoy exclusive access to the guest house with a full kitchen, patio, and in-unit laundry. Close to beaches, shopping, dining, equestrian and rowing centers. We prioritize 5-star guests with excellent reviews. Book now for a relaxing Florida escape!

Top Guest favourite
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.
Guesthouse in South Palm Park
4.86 out of 5 average rating, 147 reviews

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

Welcome to our slice of paradise in the Lake Worth Beach neighborhood. Lake Worth is well-known for its art scene. We live on a quiet, eclectic street -- great for daily strolls. Our casita is private and cozy. Located close to the coast, literally in the Tropics, you'll find access to beaches, golf, multiple downtown areas, fishing, paddle boarding, shopping, and restaurants. We are a short drive to PBI airport.

Top Guest favourite
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.
Guesthouse in Dreher Park
4.97 out of 5 average rating, 352 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

Guest favourite
A covered seating area features a light blue wall and is decorated with a large area rug. A spacious gray sofa and two white chairs with blue cushions surround a glass coffee table. Potted plants add greenery to the relaxing space.
Guesthouse in Boynton Beach
4.89 out of 5 average rating, 394 reviews

Cozy and clean guesthouse in Boynton Beach

Completely renovated guest house located in a quite island neighborhood. Near many shopping stores and restaurants. 10 mins to the beach. Beautiful walking areas across from the community. Plenty of free parking space. We are 11 miles south of PALM BEACH AIRPORT, 32 miles north of FORT LAUDERDALE AIRPORT and 52 miles north from MIAMI INTERNATIONAL AIRPORT, we are just over a mile from I95.

Top Guest favourite
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.
Guesthouse in Downtown West Palm Beach
4.97 out of 5 average rating, 154 reviews

Raven Haus: Curated 2 Bedroom Guest House w/Pool

Experience a retreat that is nestled in the heart of historic West Palm Beach. Located in the well known neighborhood of Historic Grandview Heights you’ll find: Raven Haus! This cozy and thoughtfully designed home is waiting for your arrival. - Just an 8 min drive PBI Airport - 3 min from PB Convention Center - Minutes away from the Beach & 5 min to downtown West Palm Beach

Popular amenities for Delray Beach guesthouses

When is the best time to visit Delray Beach?

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Avg. price$203 AUD$208 AUD$234 AUD$194 AUD$193 AUD$176 AUD$183 AUD$177 AUD$183 AUD$183 AUD$183 AUD$203 AUD
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Quick stats about guesthouse rentals in Delray Beach

  • Total holiday rentals

    Explore 20 holiday rentals in Delray Beach

  • Nightly prices starting at

    Delray Beach holiday rentals start at $107 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,910 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Delray Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Delray Beach rentals

  • 4.8 Average rating

    Delray Beach stays are highly rated by guests—averaging 4.8 out of 5!

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