Guesthouse holiday rentals in Delray Beach

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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, 212 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
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.
Guesthouse in Lake Worth
4.96 out of 5 average rating, 164 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.

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, 484 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 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.
Guesthouse in Flamingo Park
4.94 out of 5 average rating, 191 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.

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, 298 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 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
4.98 out of 5 average rating, 362 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
4.9 out of 5 average rating, 402 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 pool area showcases a vibrant evening scene, highlighted by colorful lights. The heated pool reflects the sky's hues at sunset. Comfortable seating, adorned with cushions, lines the patio beside the pool, with tropical plants adding to the ambiance.
Guesthouse in Fort Lauderdale
4.93 out of 5 average rating, 234 reviews

Villa with Heated Pool, Laundry, Ping Pong & More

Romantic, clean, private and quiet: perfect to relax after a day at the beach or work. Modern décor, high end appliances and furniture, 85" Samsung smart TV with Bose soundbar, private back porch with grill. Just 3 miles from the beach and 1 mile from main highway i95 and 1 mile from Wilton Manors. Walking distance to grocery stores, bars and restaurants.

Top Guest favourite
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.
Guesthouse in River Oaks
4.87 out of 5 average rating, 318 reviews

Trendy Studio in FLL - Private entrance & bathroom

Located in Fort Lauderdale, just 10 mins away from FLL Airport and the Port Everglades (and 15 mins away from the BEACH) nestled in the backyard of a cozy home. This trendy PRIVATE STUDIO, is fully independent from the main house, with its own PRIVATE ENTRANCE and PRIVATE BATHROOM, A/C unit, Smart TV and fast WIFI.

Top Guest favourite
The exterior of a two-story apartment is shown, featuring a light blue facade and white shutters. A staircase leads to the entrance, while two bicycles are positioned on the lush green grass in front, surrounded by tropical landscaping, including a small tree with red flowers.
Guesthouse in West Palm Beach
4.94 out of 5 average rating, 284 reviews

Quiet SoSo 1BR • Walk to Water • Private & Bikes

Private upstairs 1BR in SoSo—walk 5 min to the Intracoastal. Quiet balcony, cruiser bikes, fast Wi‑Fi and a dedicated workspace. Full kitchen, Roku TV, and self check‑in. Park in your own driveway. ~10 min to beaches, Palm Beach Island, downtown WPB and PBI. Ideal for couples or solo travelers.

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, 250 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$197 AUD$201 AUD$227 AUD$188 AUD$187 AUD$170 AUD$178 AUD$172 AUD$178 AUD$178 AUD$178 AUD$197 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 $148 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,980 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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