Guest house holiday rentals in Delray Beach

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.

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.

Saddle up: Modern Studio near Beach & Equestrian

Escape to luxury in this private, fully equipped studio guest house in Wellington, FL. Recently updated—featuring a fully renovated bathroom—it offers a peaceful retreat in a quiet, upscale neighborhood. Enjoy exclusive access to the guest house with a full kitchen, patio, and in-unit laundry. Close to beaches, shopping, dining, equestrian and rowing centers. We prioritize 5-star guests with excellent reviews. Book now for a relaxing Florida escape!

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.

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.

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

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.

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.

Cozy Garden Hideaway

Keep it simple at this private, peaceful and centrally located tiny home just 5 miles to the Palm Beach international airport, 1.3 miles to the Palm Beach Zoo and 10 minutes to the beach, you are close to everything in this relaxing space.