Guest house 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, 214 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 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, 166 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.

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, 489 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.

Guest house in Dreher Park

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, 300 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.

4.86 out of 5 average rating, 250 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 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, 151 reviews

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

Welcome to our slice of paradise in the Lake Worth Beach neighborhood. Lake Worth is well-known for its art scene. We live on a quiet, eclectic street -- great for daily strolls. Our casita is private and cozy. Located close to the coast, literally in the Tropics, you'll find access to beaches, golf, multiple downtown areas, fishing, paddle boarding, shopping, and restaurants. We are a short drive to PBI airport.

Guest house in Dreher Park

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, 369 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, 404 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.

Guest house in Downtown West Palm Beach

A charming exterior of a black wooden home is framed by lush green palm trees and shrubs. A stone pathway leads to the front entrance, with decorative plants positioned along the garden beds. Large windows invite natural light into the space.

4.98 out of 5 average rating, 161 reviews

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

The exterior of a two-story apartment is shown, featuring a light blue facade and white shutters. A staircase leads to the entrance, while two bicycles are positioned on the lush green grass in front, surrounded by tropical landscaping, including a small tree with red flowers.

4.94 out of 5 average rating, 285 reviews

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.

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, 536 reviews

Gay owned private cabana near beach

We are a gay married couple with a private guest house for your stay. Located 1 mile north of charming Downtown Lake Worth Beach and 2 miles from our beautiful beach on the Atlantic Ocean, directly south of West Palm Beach, 30 min to Fort Lauderdale, 60 min to Miami.

A comfortable living area is presented with a spacious sectional sofa and a stylish ottoman. A flat-screen television is mounted on the wall, and natural light enters through large, sheer curtains. A decorative plant is placed on a small side table, enhancing the room's aesthetics.

4.93 out of 5 average rating, 108 reviews

Modern & Cozy house 2/2 with hot tub

Take a break and unwind at this peaceful oasis.Wonderful home located in a Clean a quiet neighborhood, Lots of privacy in the yard. this beautiful home is in the Heart of West Palm Beach located just minutes from airport and beach, completely remodeled

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 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.

4.99 out of 5 average rating, 87 reviews

Flamingo Perch

4.93 out of 5 average rating, 115 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, 18 reviews

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

Guest house in Boynton Beach

5 out of 5 average rating, 12 reviews

Perfect little place

4.92 out of 5 average rating, 71 reviews

A cozy bedroom is equipped with a spacious bed covered in light bedding. A flat-screen TV is mounted on the wall opposite the bed. Soft lighting is provided by a bedside lamp and natural light enters through large windows with light curtains.

Guest house in Lantana

Sun-Kissed Lantana Retreat

Guest house in Boca Raton

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.

4.93 out of 5 average rating, 83 reviews

Casa de Tortuga Boca Beach Cottage

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, 21 reviews

Palm Casita - Private 1BR Tropical Retreat

A bright living area features a light-colored sofa accompanied by decorative pillows. A small, round dining table with two wooden chairs sits near a window, revealing natural light. A potted plant adds a touch of greenery to the space.

4.94 out of 5 average rating, 18 reviews

Saltwater Suite Delray Beach - close to downtown!

Guest house rentals with a patio

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, 218 reviews

☆Cozy City Guesthouse in Hallandale Beach w Porch☆

4.91 out of 5 average rating, 64 reviews

A cozy bedroom features a spacious bed adorned with soft linens and decorative pillows. Natural light filters through large arched windows, illuminating the space. A comfortable armchair is positioned nearby, and a television is placed on a dresser, adding convenience to the room.

Guest house in Parkland

TROPICAL Oasis 13 miles Away from the BEACH

Superhost

Guest house in Lake Worth Beach

5 out of 5 average rating, 3 reviews

Parrot Cove Paradise - Studio w/ Private Yard!

Guest house in Lake Worth Beach

4.92 out of 5 average rating, 52 reviews

Historical botanical beach house

A spacious room features a calming color palette with a queen size bed adorned with neutral bedding. A comfortable seating area includes a chair and a small table. Natural light enters through a window. A 65” smart TV and storage credenza are visible, enhancing functionality.

4.96 out of 5 average rating, 45 reviews

Paradise Found! Upscale suite close to everything

Superhost

The exterior features a private entrance with double French doors leading to a small patio area. A gravel path borders the entrance, complemented by potted plants and a seating arrangement, creating an inviting outdoor space.

Guest house in Pompano Beach

4.88 out of 5 average rating, 17 reviews

Perfect Spot in Pompano Beach

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, 203 reviews

Saddle up: Modern Studio near Beach & Equestrian

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, 74 reviews

Beach Bungalow @ Casa Tortuga - 5 min from Beach!

Guest house rentals with a washing machine and dryer

Guest house in Dreher Park

A bright outdoor space is shown, featuring a vibrant blue couch against a light-colored wall. A small potted plant and a decorative table with turquoise accents are visible. Sunlight pours in, highlighting the welcoming entry door with a fresh blue hue.

4.94 out of 5 average rating, 35 reviews

Cozy tropical 1-bedroom cottage in West Palm Beach

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, 255 reviews

Downtown Cozy Loft

Guest house in Lake Worth Beach

5 out of 5 average rating, 14 reviews

Conch Cottage/ Beach and Coastal

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.

4.96 out of 5 average rating, 83 reviews

Adorable Lake Front Guest Cottage

Guest house in Southland Park

An outdoor seating area is presented with black Adirondack chairs surrounding a low table, set against the backdrop of a charming guesthouse. Lush greenery and flowering plants enhance the space, while large windows allow for ample natural light. A tiled roof complements the cottage's inviting design.

5 out of 5 average rating, 66 reviews

West Palm Beach "Jungalow"

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

4.87 out of 5 average rating, 178 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