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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, 223 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!

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, 219 reviews

Upscale Private Wellington Guest House | Near WEF

Private upscale guest house in the heart of Wellington, perfect for equestrian events, seasonal stays, business travel, or relaxing getaways. Features a fully equipped kitchen, renovated bathroom, washer and dryer, comfortable sleeping area, WiFi, TV, and private patio in a quiet upscale neighborhood. Minutes to WEF, polo grounds, beaches, restaurants, shopping, and golf. Enjoy privacy, comfort, and convenience in one of Wellington’s most desirable locations. Ideal for short or extended stays.

Guest favourite
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
4.88 out of 5 average rating, 139 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.

Guest favourite
A dining area is showcased with a white marble countertop adorned with two place settings. A bottle of red wine and two glasses of wine sit beside a decorative red vase filled with branches, framed by a large window offering a view of lush greenery.
Guesthouse in Boca Raton
4.78 out of 5 average rating, 114 reviews

Rustic Retreat in Beautiful Boca (private bath)

Recently renovated! This apartment now has a bathroom, small kitchen and a private entrance. Can be used for work or family vacations. It is located as an extension of the house with access to the main house. The room has 55” tv in the bedroom and 65” tv in the living room. You will also have access to the rest of the home which includes billiards table, patio with barbecue and laundry facilities. You’re a 15 minutes drive to the ocean. We provide chairs, umbrella and cooler for the beach.

Guest favourite
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.
Guesthouse in Lake Worth
4.97 out of 5 average rating, 212 reviews

Stunning Beach Cottage, Close to Ocean & Downtown

Welcome to the Royal Poinciana Cottage in Lake Worth Beach's Historic District! Our cozy, fully-remodeled 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 2 beach cruiser bikes! Beach towels and beach chairs too. Pet friendly rental. Fall in love with our little paradise!

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, 518 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.

Top 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
4.98 out of 5 average rating, 121 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
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.
Guesthouse in Flamingo Park
4.98 out of 5 average rating, 109 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.

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 West Palm Beach
4.96 out of 5 average rating, 340 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 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.
Guesthouse in Delray Beach
4.87 out of 5 average rating, 254 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.

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
4.9 out of 5 average rating, 429 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
4.98 out of 5 average rating, 178 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$251 NZD$259 NZD$252 NZD$212 NZD$211 NZD$192 NZD$200 NZD$194 NZD$200 NZD$190 NZD$190 NZD$269 NZD
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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 $134 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,080 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, Wifi 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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