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 7 – 14

G$26,460 GYD 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

Jan 12 – 19

G$47,903 GYD per night

Guest favorite

Guesthouse in Delray Beach

4.94 out of 5 average rating, 171 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 8 – 15

G$28,631 GYD per night

Guest favorite

Guesthouse in Lake Worth

4.95 out of 5 average rating, 147 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.

Mar 7 – 14

G$17,014 GYD per night

Guest favorite

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 325 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.

Jun 23 – 30

G$27,472 GYD 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.

Sep 20 – 27

G$20,950 GYD 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.

Dec 20 – 27

G$33,539 GYD per night

Guest favorite

Guesthouse in Boynton Beach

4.88 out of 5 average rating, 346 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 7 – 14

G$24,151 GYD per night

Guest favorite

Guesthouse in West Palm Beach

4.92 out of 5 average rating, 144 reviews

1920 Cottage in the Heart of Historic W Palm Beach

Enjoy Old World charm in this one bedroom, one bathroom cottage, originally built in 1926, in Spanish Colonial style, offering free parking on the street, WiFi, TV, living room, kitchenette, access to 2 bikes, gas grill, hot tub, and just minutes from the beach, shopping, and more. These cute cottage is located behind our house in our quiet backyard.

Aug 24 – 31

G$20,122 GYD per night

Guest favorite

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).

Mar 22 – 29

G$23,896 GYD per night

Guest favorite

Guesthouse in West Palm Beach

4.94 out of 5 average rating, 225 reviews

Sunny SoSo Hideaway: Close to Intracoastal

Unearth the magic of West Palm Beach from our private guesthouse nestled in the heart of the eclectic SoSo neighborhood. With both intimate charm and modern flair, this detached retreat is an ideal sanctuary for couples and solo adventurers.

May 17 – 24

G$21,247 GYD per night

Guest favorite

Guesthouse in West Palm Beach

4.91 out of 5 average rating, 198 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.

Oct 9 – 16

G$18,545 GYD per night