Guesthouse vacation rentals in Delray Beach

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Top-rated guesthouse rentals in Delray Beach

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

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Guest favorite

Guesthouse in Laudergate Isles

4.92 out of 5 average rating, 114 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

Guest favorite

Guesthouse in Delray Beach

4.94 out of 5 average rating, 207 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 favorite

Guesthouse in Parkland

4.82 out of 5 average rating, 192 reviews

1 Acre Homestead in Parkland w/Private Guesthouse

Property comprised of main home, pool, basketball court w/accomodations in private studio guesthouse, all on 1.2 acre estate. Complimentary bottle of wine, vanity set, coffee K-cups, down pillows and duvets included w/all stays. Your getaway is secluded enough to hear birds in the day and see all the stars at night yet just a 10 min walk to a large shopping center. Your comfort is our pride. NOTICE: currently renovating the pool and it will not be available for use from 4/2025-6/2025.

Top guest favorite

Guesthouse in Flamingo Park

4.98 out of 5 average rating, 457 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

Guesthouse in Dreher Park

4.95 out of 5 average rating, 276 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.

Guest favorite

Guesthouse in Delray Beach

4.86 out of 5 average rating, 250 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

Guesthouse in West Palm Beach

4.92 out of 5 average rating, 153 reviews

Sanctuary with Pool Perfect Location

Newly built Pool House behind home. Heated and Salt water pool Built in Queen bed with Casper mattress Bed has stairs Large shower with body jets water purifier and softener for house and pool Kitchenette Breakfast nook Smart Television Street Parking only Light up back splash Privacy shades Amazing location walk to bars and restaurants Please note this is a guest house secondary unit and the pool/yard is not private to the guesthouse

Top guest favorite

Guesthouse in Flamingo Park

4.97 out of 5 average rating, 178 reviews

Tropical Cabana with Pool and Bedroom

Private poolside retreat with king bedroom, cabana, and lush tropical privacy. Enjoy a heated pool with waterfall, outdoor shower, BBQ grill, kitchenette, washer/dryer, and two smart TVs. Bedroom opens to patio; cabana includes futon, dining table, and kitchenette. Walk to shops, dining, and attractions, or explore West Palm Beach with complimentary bikes. Secluded yet convenient, perfect for relaxing or working remotely.

Superhost

Guesthouse in Boynton Beach

4.88 out of 5 average rating, 165 reviews

COCONUT CASITA {Delray Beach | Boynton Border}

COCONUT CASITA: Detached studio cottage in east Boynton Beach (Boynton Beach / Delray Beach border) with Old Florida charm. 2 miles to nearest beaches and downtown Delray. 3 miles from Ocean Ave waterfront dining in Boynton Beach. Good for couples, solo adventurers, and small families... Details: Furnished, Cable/Internet included, Queen size canopy bed, Twin/single sofa bed, Full kitchenette, Parking, Private entrance.

Top guest favorite

Guesthouse in Downtown West Palm Beach

4.97 out of 5 average rating, 149 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

Top guest favorite

Guesthouse in Fort Lauderdale

4.92 out of 5 average rating, 210 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, 82inch Samsung smart TV with Bose soundbar, private gazebo 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.