Guesthouse holiday rentals in Delray Beach

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.

4.94 out of 5 average rating, 223 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!

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.

4.86 out of 5 average rating, 296 reviews

Secluded Cottage Close to Town W/ Hot Tub

Cozy tropical cottage/studio in historic downtown Lake Worth Beach—ideal for 2 guests. King bed, full kitchenette, Wi-Fi, AC, smart TV. Pet-friendly with fully fenced yard. Relax in the hot tub amid swaying palms. Walk to coffee shops, bars, dining, live music, Lake Worth Playhouse & historic pier for stunning sunrises. White-sand beach nearby for swimming, surfing, bonfires. Explore Lagoon kayaking, John Prince Park. 10-min drive to airport, zoo, museums. Perfect pet-friendly tropical escape!

A cozy sleeping area features a queen bed with a colorful patterned quilt. Natural light fills the space through a nearby window. A wooden chest sits at the foot of the bed, complemented by decorative elements like a wall mirror and potted greenery.

4.96 out of 5 average rating, 172 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.

A cozy studio space features a plush bed adorned with decorative pillows, complemented by a patterned accent wall in shades of blue. A stylish chandelier provides overhead lighting, while a seating area and modern entertainment unit enhance the living space. Large windows invite natural light into the room.

4.88 out of 5 average rating, 139 reviews

Sundy Studio 2 Modern Apt by Beach & Shops

Welcome to our cozy and modern studio apartment in Delray Beach, Florida! Located about a miles from the beach, this Airbnb is perfect for those looking for a relaxing getaway. Our apartment is also conveniently located within 10 minutes from Atlantic Avenue or Mizner Park, offering easy access to shopping, dining, and entertainment. The studio features a comfortable king-sized bed, 65" LED TV, easy parking, fast wifi, a fully equipped kitchen, dinning area, living room and a stylish bathroom.

A dining area is showcased with a white marble countertop adorned with two place settings. A bottle of red wine and two glasses of wine sit beside a decorative red vase filled with branches, framed by a large window offering a view of lush greenery.

4.79 out of 5 average rating, 112 reviews

Rustic Retreat in Beautiful Boca (private bath)

Recently renovated! This apartment now has a bathroom, small kitchen and a private entrance. Can be used for work or family vacations. It is located as an extension of the house with access to the main house. The room has 55” tv in the bedroom and 65” tv in the living room. You will also have access to the rest of the home which includes billiards table, patio with barbecue and laundry facilities. You’re a 15 minutes drive to the ocean. We provide chairs, umbrella and cooler for the beach.

A cozy sleeping area is furnished with a wooden bed frame and fresh white linens. A light-colored accent wall features a subtle palm leaf pattern, while a white armoire stands nearby, adorned with potted greenery. A ceiling fan provides a modern touch.

4.97 out of 5 average rating, 209 reviews

Stunning Beach Cottage, Close to Ocean & Downtown

Welcome to the Royal Poinciana Cottage in Lake Worth Beach's Historic District! Our cozy, fully-remodeled guesthouse is 100 yards from the Intracoastal Waterway, a mile from Lake Worth Beach, and only a few blocks to downtown. You'll have a fully stocked kitchen with stainless appliances, a small fenced-in tropical yard, laundry on-site, WiFi, and Roku TV with Hulu. Includes 2 beach cruiser bikes! Beach towels and beach chairs too. Pet friendly rental. Fall in love with our little paradise!

Guesthouse in Flamingo Park

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.

4.98 out of 5 average rating, 515 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.

Guesthouse in Flamingo Park

The exterior of a two-story apartment is presented, surrounded by tall palm trees and lush greenery. A welcoming porch with a balcony is seen above the garage, while a bicycle rests against the driveway, suggesting a friendly atmosphere.

4.98 out of 5 average rating, 108 reviews

Flamingo Perch

Enjoy this one-bedroom 1925 apartment with full kitchen, laundry and large outdoor deck in the beautiful and historic Flamingo Park neighborhood of West Palm Beach. 5 minutes from Palm Beach International Airport, 10 minutes from the beach, walking distance to numerous restaurants, cafes, grocery stores, brewery, shopping, Norton Museum, and more. The best of everything: privacy and easy access to all of the best that West Palm has to offer. Apartment is located over the garage.

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.

4.96 out of 5 average rating, 338 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.

A sandy pathway leads through lush green vegetation toward the beach, flanked by palm trees. A vibrant sunset casts an orange and pink hue across the sky, creating a picturesque backdrop against the ocean horizon.

4.87 out of 5 average rating, 253 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.

A modern studio room features a spacious bed with a white quilted coverlet and a dark green throw. A stylish mirror and wall-mounted television are positioned above a white dresser. Green accent decor adds a touch of nature, complementing the clean, neutral color palette.

4.97 out of 5 average rating, 127 reviews

Charming studio with All the Essentials

Welcome to your peaceful West Palm Beach retreat! This cozy, modern studio is nestled in a quiet, safe neighborhood, perfect for relaxing after a day of exploring. Whether you’re here for work or play, you’ll enjoy a comfortable, clean space thoughtfully designed to help you feel right at home. Unwind in a peaceful setting with all the essentials you need—ideal for solo travelers, couples, or anyone seeking a calm, cozy getaway in a great location.

Guesthouse in Boynton Beach

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.

4.89 out of 5 average rating, 426 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.

Popular amenities for Delray Beach guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

A well-maintained pathway leads to a side entrance, bordered by decorative stones and vibrant plants. A surfboard is attached to the exterior wall, while a wooden sign indicating 'Pura Vida Surf Shop' hangs nearby, contributing to the beach-themed ambience of the space.

4.92 out of 5 average rating, 130 reviews

The Beach House

5 out of 5 average rating, 12 reviews

Imperial Cabana

4.91 out of 5 average rating, 137 reviews

Salthaus | NEW Saltwater Pool & Spa, BBQ Grill

Guesthouse in Boynton Beach

5 out of 5 average rating, 22 reviews

Perfect little place

4.94 out of 5 average rating, 70 reviews

Boca Raton‘s Best Studio w/ Private Screened Patio

The outdoor area features a large private pool surrounded by a brick patio. Two loungers are positioned near the pool, with tropical vegetation adding to the serene atmosphere. A shaded seating area is visible in the background, promoting relaxation and leisure.

4.94 out of 5 average rating, 95 reviews

Casa de Tortuga Boca Beach Cottage

Guesthouse in Boynton Beach

A fenced-in backyard is highlighted by tropical plants and illuminated by string lights. Comfortable outdoor seating is arranged on a paved area, surrounded by lush greenery. The space offers a tranquil atmosphere, perfect for relaxation and enjoying the outdoors.

5 out of 5 average rating, 30 reviews

Palm Casita - Private 1BR Tropical Retreat

4.96 out of 5 average rating, 24 reviews

Saltwater Suite Delray Beach - close to downtown!

Guesthouses with a patio

Guesthouse in Miami Gardens

4.84 out of 5 average rating, 135 reviews

Friendly Camper

4.87 out of 5 average rating, 382 reviews

A spacious sleeping area features a king-sized bed with a patterned gray blanket and colorful accent pillows. A dining table with green chairs is positioned by the window, and light fixtures provide illumination. Artwork adorns the wall, enhancing the overall aesthetic.

Guesthouse in River Oaks

Trendy Studio in FLL - Private entrance & bathroom

Guesthouse in Highland Lakes

A spacious bedroom features a queen-sized bed with a yellow accent pillow, framed by two bedside lamps. Decorative wall art depicting greenery complements the light-colored walls. A ceiling fan hangs above, and a patterned area rug adds warmth to the space.

4.98 out of 5 average rating, 228 reviews

☆Cozy City Guesthouse in Hallandale Beach w Porch☆

Guesthouse in North Miami Beach

A calming bedroom features a spacious bed with blue-accented pillows and soft linens. Two bedside lamps provide gentle illumination. A decorative wall hanging adds visual interest, while abstract artwork complements the serene color palette.

4.9 out of 5 average rating, 119 reviews

Miami North Beach

A cozy bedroom features a queen bed with a light blue patterned duvet and matching pillows. Two bedside tables with lamps flank the bed, and a large mirror reflects the room. A ceiling fan provides airflow, complemented by soft natural light from a nearby window.

4.97 out of 5 average rating, 343 reviews

Private Room/Queen Bed/5min from Airport

Superhost

A well-furnished bedroom is highlighted by a spacious bed dressed in white linens with green accents. A vibrant leaf-patterned rug lies beneath the bed, and shelves display decorative items on the walls. Natural light filters in through curtains framing the windows.

Guesthouse in Miami Gardens

4.85 out of 5 average rating, 237 reviews

Flamingo House

Guesthouse in Poinciana Park

A cozy studio guest house features a spacious bed with decorative pillows. A television is positioned atop a black dresser across from a seating area with soft furnishings. Light-colored curtains frame a window, while tropical artwork enhances the clean, modern decor.

4.76 out of 5 average rating, 144 reviews

*Runway Retreat* - Close to PBI & Downtown

Guesthouse in Wilton Manors

A clear acrylic dining table is surrounded by four white chairs. Above hangs a modern pendant light, while a large black and white artwork featuring a cityscape adds character to the wall. Natural light enters through a nearby window dressed with light curtains.

4.98 out of 5 average rating, 128 reviews

Stunning GUEST HOUSE! free park, wifi & cable TV.

Guest house rentals with a washing machine and dryer

Guesthouse in Tarpon River

A bright bedroom features a queen-sized bed with crisp white linens and a duvet. Natural light filters through the black-framed windows, complemented by sheer white curtains. A ceiling fan with wooden blades adds a touch of comfort to the airy space.

4.94 out of 5 average rating, 269 reviews

Downtown Cozy Loft

A serene view is presented, showcasing Lake Osborne framed by lush trees. The tranquil water glistens under sunlight, and a pathway leads through a manicured lawn. The scene embodies a peaceful lakeside environment with a well-kept road nearby.

4.97 out of 5 average rating, 93 reviews

Adorable Lake Front Guest Cottage

4.87 out of 5 average rating, 185 reviews

An inviting living area features a light-colored couch and a simple dining table with chairs. Natural light streams through the large window adorned with blinds. In the background, a cozy bedroom with a spacious bed is visible, complemented by tropical artwork.

Guesthouse in El Cid

steps from downtown w/bikes. clean & comfortable

Guesthouse in Flamingo Park

An arched wooden door with a brass handle leads into the cottage. The light-filled space features a small kitchenette visible in the background, complemented by a compact refrigerator. A cream-colored sofa is decorated with blue and white cushions, and a wall-mounted artwork captures a coastal scene.

4.88 out of 5 average rating, 122 reviews

Flamingo Park Cottage #1 Near Downtown Beach Golf

A charming guest house is depicted, featuring large glass doors that invite natural light. The structure is surrounded by greenery, with a spacious patio area equipped with two lounge chairs. A warm lantern provides subtle illumination near the entrance.

4.91 out of 5 average rating, 559 reviews

Gay owned private cabana near beach

Superhost

4.92 out of 5 average rating, 131 reviews

Private Apartment with laundry in the Unit.

The exterior of the second-floor guest cottage is shown, featuring a light-colored exterior and a gabled roof. Lush palm trees and greenery surround the base, enhancing the tropical setting. A staircase leads up to the screened porch entrance, inviting guests to explore the space.

5 out of 5 average rating, 20 reviews

Private Guest Cottage; 2nd floor 1/1, full kitchen