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Guesthouse vacation rentals in Delray Beach

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Delray Beach

  • Total vacation rentals

    Explore 20 vacation rentals in Delray Beach

  • Nightly prices starting at

    Delray Beach vacation rentals start at G$16,736 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,080 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Delray Beach vacation 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!

Top-rated guesthouse rentals in Delray Beach

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 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!

Top guest favorite
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
4.86 out of 5 average rating, 296 reviews

Secluded Cottage Close to Town 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!

Superhost
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, 115 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 favorite
A spacious sleeping area is highlighted by a king-size bed with a navy blue upholstered headboard and a plush black blanket. Brightly colored decorative pillows are arranged on the bed. Two bedside lamps emit soft light, complemented by a framed beach scene on the wall and a green plant nearby.
Guesthouse in Delray Beach
4.83 out of 5 average rating, 155 reviews

Sundy Studio 1 Luxury Apt. Close to Beach

Newly decorated studio apartment in Delray Beach with a great location. Walking distance to shops, restaurants, gym, parks, less than 2 miles to the beach. 10 minute drive to Downtown Delray Beach( Atlantic Ave. 10 Minute drive to Boca Raton Downtown. 30 Minutes drive to West Palm Beach & Fort Lauderdale. Easy access to I-95, Ice cold AC unit. On site washer and dryer. On site parking. Very well equipped kitchen. Everything you need for a short term or a long term stay. Fast WIFI Internet.

Top guest favorite
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, 525 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 favorite
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, 125 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 favorite
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, 111 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 favorite
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, 346 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 favorite
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, 257 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 favorite
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 Lake Worth
4.86 out of 5 average rating, 159 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.

Guest favorite
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, 430 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 favorite
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, 180 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 guesthouse rentals

When is the best time to visit Delray Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,380 GYDG$32,426 GYDG$31,589 GYDG$26,568 GYDG$26,359 GYDG$24,058 GYDG$25,104 GYDG$24,267 GYDG$25,104 GYDG$23,849 GYDG$23,849 GYDG$33,681 GYD
Avg. temp19°C20°C22°C24°C26°C28°C28°C28°C28°C26°C23°C21°C

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