Guesthouse vacation rentals in Delray Beach

Find and book unique guesthouse rentals on Airbnb

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 Boca Raton

4.99 out of 5 average rating, 214 reviews

"Stay Awhile in Boca Raton"

"Stay Awhile" offers travelers a boutique like experience. Our East Boca suite has a private entrance and is located a few minutes drive by car from epic beaches, restaurants and shopping. Our casual suite offers a comfy queen sized bed, a lounge area and a bistro style table for two, that doubles as a work desk. The roomy bathroom has double sinks and a very large shower that is epic. When booking, please be prepared to provide your first and last names of the guest/s and an address too.

Feb 4 – 11

$111 per night

Guest favorite

Guesthouse in West Palm Beach

4.99 out of 5 average rating, 154 reviews

Tropical Cabana with Pool in West Palm Beach

Location, amenities & layout are ideal for long term stays! The separate Cabana area is perfect for working on your laptop, fixing a bite to eat, reading a book or watching TV. The Cabana also opens onto a heated pool, half bath & private hot/cold outside rain shower under tropical plants and orchids. The guest bedroom has a California King bed, cable TV and opens onto the pool . The entire area is enclosed by tall ficus and tropical plants so you will feel totally secluded from the rest of th

Apr 5 – 12

$200 per night

Guest favorite

Guesthouse in Delray Beach

4.93 out of 5 average rating, 172 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!

Jul 12 – 19

$118 per night

Guest favorite

Guesthouse in West Palm Beach

4.99 out of 5 average rating, 99 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.

Jun 28 – Jul 5

$99 per night

Superhost

Guesthouse in Lake Worth

4.84 out of 5 average rating, 232 reviews

Secluded Cottage Close to Town w/ Bikes & 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.

Oct 26 – Nov 2

$104 per night

Guest favorite

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 326 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.

Oct 18 – 25

$120 per night

Guest favorite

Guesthouse in Lighthouse Point

4.93 out of 5 average rating, 121 reviews

Casa De Nanner

Walking distance from the Lighthouse Point Marina and local restaurants! Casa De Nanner is located in the Lighthouse Point peninsula between Pompano and Deerfield Beach. Enjoy walking to the Marina and taking in the beautiful sights. Enjoy waterside dining at Nauti Dawg or walking to the private dock of Cap’s Place where they take you on a boat ride across the intracoastal for dinner! Enjoy major restaurants, markets and shopping just 2 miles away. We love this location & hope you do too!

Aug 20 – 27

$126 per night

Guest favorite

Guesthouse in West Palm Beach

4.95 out of 5 average rating, 153 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.

Aug 21 – 28

$80 per night

Guest favorite

Guesthouse in Delray Beach

4.85 out of 5 average rating, 226 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.

Aug 13 – 20

$256 per night

Superhost

Guesthouse in Boynton Beach

4.89 out of 5 average rating, 153 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.

Oct 19 – 26

$140 per night

Guest favorite

Guesthouse in Boynton Beach

4.88 out of 5 average rating, 349 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.

Oct 8 – 15

$101 per night

Superhost

Guesthouse in West Palm Beach

4.93 out of 5 average rating, 232 reviews

Our Guest House

Our place is close to the airport, nightlife, the city center, and parks. You’ll love our place because of the views, the location, the people, and the ambiance. Our place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets).

Oct 28 – Nov 4

$115 per night