Guest house holiday rentals in Delray Beach

Guest house 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, 220 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!

An open studio layout showcases a comfortable sleeping area with a plush queen-size bed. A fully equipped kitchen featuring stainless steel appliances is visible, alongside a dining table and chairs. A cozy seating area includes a stylish chair, while natural light brightens the space.

4.99 out of 5 average rating, 206 reviews

Upscale Private Wellington Guest House | Near WEF

Private upscale guest house in the heart of Wellington, perfect for equestrian events, seasonal stays, business travel, or relaxing getaways. Features a fully equipped kitchen, renovated bathroom, washer and dryer, comfortable sleeping area, WiFi, TV, and private patio in a quiet upscale neighborhood. Minutes to WEF, polo grounds, beaches, restaurants, shopping, and golf. Enjoy privacy, comfort, and convenience in one of Wellington’s most desirable locations. Ideal for short or extended stays.

Guest house in South Palm Park

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, 201 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!

Guest house 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, 503 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.

A cozy studio space is highlighted by a spacious bed adorned with light bedding. A soft, patterned blanket drapes over a tufted sofa positioned nearby. Three canvas prints depicting a serene waterfront scene are displayed above the bed, enhancing the calming atmosphere.

4.97 out of 5 average rating, 113 reviews

Private Cabana near West Palm and Lake Worth

Welcome to our cabana on the north side of Lake Worth Beach! Just minutes away from West Palm Beach and the beach, this homey getaway offers privacy, easy access, and warmth. The studio has a new kitchenette, a beautiful workspace and even an extra outdoor shower. The secluded atmosphere and opportunity for adventure will ensure an unforgettable stay. Whether you're seeking a romantic getaway, tranquil retreat or fun in the sun, this hidden gem promises a memorable experience.

Guest house in Northwood Village

An outdoor garden area is surrounded by lush greenery and palm trees, featuring a bistro table and chairs shaded by a striped umbrella. Colorful flowers bloom in planters, while a cozy seating arrangement is positioned nearby against a backdrop of a charming cottage.

4.93 out of 5 average rating, 104 reviews

Villa Hibiscus at the PINK PALM

Private 1BR cozy Hibiscus Villa with King-sized poster bed in the beautiful Historic Northwood area of West Palm Beach. Full access to a new salt water pool and Moroccan fountain. Only minutes away from all the main attractions such as beaches, Worth Avenue, marina, downtown and the magnificent Palm Beach Island. Whether you are here for business, vacation, or just a couples getaway we're sure you'll enjoy every moment. Step back in time and unwind in a tropical paradise!

Guest house in Flamingo Park

A spacious bed with crisp white linens is centered in the room, flanked by two nightstands. Each nightstand features a stylish lamp providing soft light. A large piece of tropical wall art adds a vibrant touch above the bed, and natural light filters in through a nearby window.

4.95 out of 5 average rating, 203 reviews

Beautiful cottage in charming historic district

Beautiful, updated cottage in the heart of the historic district of West Palm Beach. Our 1 bedroom, 1 bath studio cottage with fully equipped, upgraded kitchen is waiting for you in the heart of the charming Flamingo Park / Sunshine Park neighborhood of downtown West Palm Beach. Ideal location, close to everything downtown West Palm Beach has to offer. Walk to The Square (Formerly City Place), Kravis Center and Convention Center, bike to the beach and Palm Beach Island.

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, 321 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 house in Delray Beach

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, 252 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 house in West Palm Beach

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.

4.96 out of 5 average rating, 111 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.

A lush garden features a well-maintained lawn surrounded by tropical plants and trees. A shared hot tub is visible, set within a secluded area. The cozy indoor space showcases a kitchenette equipped with essential appliances and is accented by natural light filtering through the windows.

4.98 out of 5 average rating, 386 reviews

Bungalow with Putting Green, Hot Tub, & Garden

Need a getaway? Hammocks, Hot Tub, and Relaxation! You will be renting the private guesthouse located on a beautiful property just minutes from downtown West Palm, the beach, and airport. Newly renovated cottage with huge closet Shared hot tub and backyard Smart TV with WiFi Refrigerator Toaster Oven & Hot Plate Microwave Oven Soap & Haircare products Fresh Towels Private entrance with free off-street parking

Guest house 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, 413 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 guest house rentals in Delray Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest house in South Palm Park

A cozy living area features a light-colored sectional sofa positioned beside a small coffee table. A spacious bed is visible in the background, accompanied by bright blue curtains that frame a window. An air conditioning unit is mounted on the wall, providing comfort.

4.87 out of 5 average rating, 154 reviews

Cozy Casita: Dogs ok, No Pet Fee + Fenced Backyard

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, 550 reviews

Gay owned private cabana near beach

Guest house in Old Northwood Historic District

A bright studio space features a spacious bed with a light-colored coverlet, complemented by nightstands with lamps. A small seating area is present, and the kitchenette is visible in the background, equipped with wooden cabinetry. Natural light flows through the windows, enhancing the cozy environment.

4.96 out of 5 average rating, 231 reviews

Charming poolside cottage

4.91 out of 5 average rating, 131 reviews

Salthaus | NEW Saltwater Pool & Spa, BBQ Grill

Guest house in Delray Beach

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, 19 reviews

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

4.99 out of 5 average rating, 103 reviews

West Palm Beach Oasis!

Guest house in Boynton Beach

5 out of 5 average rating, 16 reviews

Perfect little place

Guest house 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, 26 reviews

Palm Casita - Private 1BR Tropical Retreat

Guest house rentals with a patio

Guest house in River Oaks

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.

4.87 out of 5 average rating, 362 reviews

Trendy Studio in FLL - Private entrance & bathroom

Guest house 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, 224 reviews

☆Cozy City Guesthouse in Hallandale Beach w Porch☆

5 out of 5 average rating, 6 reviews

Parrot Cove Paradise - Studio w/ Private Yard!

Guest house in West Palm 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, 332 reviews

Private Room/Queen Bed/5min from Airport

4.93 out of 5 average rating, 59 reviews

Historical botanical beach house

Superhost

Guest house in Greenacres

4.79 out of 5 average rating, 34 reviews

Modern central apartment with garden and hammock

Guest house in Pompano Beach

A shaded outdoor seating area is positioned beside a clear blue pool, featuring modern sofas and a coffee table. Lush greenery and tropical plants surround the space, with a spiral staircase leading to an upper level visible in the background.

4.91 out of 5 average rating, 33 reviews

Stunning Florida Backyard Oasis & w/ Beach Access

Guest house 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, 122 reviews

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

Guest house rentals with a washing machine and dryer

Guest house 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, 264 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, 90 reviews

Adorable Lake Front Guest Cottage

Guest house in Old Northwood Historic District

A tranquil zen garden features a circular brick pathway surrounded by tropical plants and bamboo. A serene Buddha statue is positioned at the center, with sand and stone elements leading to the bungalow in the background. Lush greenery frames the space, creating a peaceful ambiance.

4.94 out of 5 average rating, 208 reviews

Orchid Bungalow

A charming bungalow exterior is captured, featuring a vibrant turquoise door framed by lush greenery and potted plants. String lights are seen overhead, illuminating the patio area. The setting reflects a serene outdoor space, inviting relaxation in a tropical atmosphere.

4.97 out of 5 average rating, 76 reviews

Beach Bungalow @ Casa Tortuga - 5 min from Beach!

4.87 out of 5 average rating, 182 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.

Guest house in El Cid

steps from downtown w/bikes. clean & comfortable

Superhost

New place to stay

Cozy Private Guesthouse Near Beach & Downtown