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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
Guesthouse in West Palm Beach
4.95 out of 5 average rating, 331 reviews

4Mi from PBI & Downtown, Free WiFi & Parking

During your stay, you'll find yourself conveniently situated 5 miles away from the vibrant Downtown WPB, Lake Worth Beach, and PBI Airport. The studio is conveniently a short a mile away from I-95, making your travel a breeze. Immerse yourself in the local attractions, including the zoo, museum, parks, an array of dining options, shopping districts, thrilling nightlife, and much more! Our space features a gated entrance and a private fenced walkway, ensuring your privacy throughout your stay.

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
4.86 out of 5 average rating, 276 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.

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, 479 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.

Superhost
An outdoor dining area is featured under a covered patio, furnished with a long rectangular table and eight wicker chairs. A patterned rug lies underneath, and lush greenery is visible in the background, creating a relaxing atmosphere for dining.
Guesthouse in Lake Worth
4.91 out of 5 average rating, 105 reviews

Cozy & Bright Studio with Hot Tub Close to Beach

Charming and cozy studio minutes away from I-95, the beach and more ☀️ Great for couples, families and business travelers alike! Newly renovated outdoor area with covered dining table and outdoor bar ~8 minutes from Lake Worth Beach 🏝️ ~5 Minutes to Historic Lake Ave/Downtown 🌅 ~10 minutes to PBI ✈️ Bright and airy amenities to enjoy: outdoor kitchen & bar including portable induction cooktop, charcoal grill, teak wood loungers, fire pit and spacious four person hot tub

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, 296 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, 251 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
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
4.87 out of 5 average rating, 149 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, 354 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, 399 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.

Guest favourite
A charming guest house is depicted, featuring large glass doors that invite natural light. The structure is surrounded by greenery, with a spacious patio area equipped with two lounge chairs. A warm lantern provides subtle illumination near the entrance.
Guesthouse in Lake Worth
4.91 out of 5 average rating, 521 reviews

Gay owned private cabana near beach

We are a gay married couple with a private guest house for your stay. Located 1 mile north of charming Downtown Lake Worth Beach and 2 miles from our beautiful beach on the Atlantic Ocean, directly south of West Palm Beach, 30 min to Fort Lauderdale, 60 min to Miami.

Top Guest favourite
A modern kitchen features sleek white cabinetry and a contrasting dark countertop. Stainless steel appliances are integrated into the design, while a small dining area includes four blue glasses atop a decorative table. Light reflects off the polished tile floor, enhancing the airy feel of the space.
Guesthouse in West Palm Beach
4.92 out of 5 average rating, 249 reviews

Blue Tower

Blue Tower is a 800 sq. ft, one bedroom apartment, meticulously designed with private entry and parking. It is located in Palm Springs, West Palm Beach. Only 15 minutes from the airport and downtown area. Only 10 minutes from the beach.

Popular amenities for Delray Beach guesthouses

When is the best time to visit Delray Beach?

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Avg. price$228 NZD$233 NZD$262 NZD$217 NZD$216 NZD$197 NZD$205 NZD$199 NZD$205 NZD$205 NZD$205 NZD$228 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 $120 NZD 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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