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Guesthouse vacation 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, 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, 317 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
4.85 out of 5 average rating, 272 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
4.92 out of 5 average rating, 158 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, 471 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.

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 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, 225 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
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, 280 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 charming entrance is framed by a white awning and adorned with a hanging basket of vibrant flowers. Lush greenery and well-maintained landscaping lead to a front door that invites guests into the cottage.
Guesthouse in Hollywood
4.95 out of 5 average rating, 260 reviews

Between Ft. Laud. & Miami. The best of both!

This cottage is close to the beach and shopping. Conveniently located between Ft. Lauderdale and Miami.. You’ll love the place because of the light and the coziness...the cottage is good for couples, solo adventurers, and business travelers.

Popular amenities for Delray Beach guesthouses

When is the best time to visit Delray Beach?

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Avg. price$188 CAD$192 CAD$216 CAD$179 CAD$178 CAD$162 CAD$169 CAD$164 CAD$169 CAD$169 CAD$169 CAD$188 CAD
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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 $99 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,910 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

  • Wifi availability

    20 of Delray Beach vacation rentals include wifi 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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