Guesthouse vacation rentals in Delray Beach

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Top-rated guesthouse rentals in Delray Beach

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Guesthouse in Delray Beach
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!

Top guest favorite
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.
Guesthouse in Lake Worth
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.

Top guest favorite
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.
Guesthouse in Flamingo Park
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.

Top guest favorite
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.
Guesthouse in Delray Beach
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 favorite
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.
Guesthouse in South Palm Park
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.

Top guest favorite
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.
Guesthouse in Dreher Park
4.98 out of 5 average rating, 374 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 favorite
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.
Guesthouse in Boynton Beach
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.

Top guest favorite
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.
Guesthouse in Downtown West Palm Beach
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

Top guest favorite
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.
Guesthouse in West Palm Beach
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.

Guest favorite
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.
Guesthouse in Lake Worth
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.

Guest favorite
A spacious bed is dressed in neutral linens, accompanied by decorative pillows. Framed botanical prints adorn the wall above the bed. A soft area rug, a nightstand with a small lamp, and a wardrobe can be seen, creating a cozy and inviting sleeping space.
Guesthouse in Dreher Park
4.92 out of 5 average rating, 178 reviews

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.

Top guest favorite
The renovated cottage features a light pink exterior with white shutters and a welcoming door. A covered entryway is visible, surrounded by lush greenery. Two lounge chairs are positioned on a paved patio area, providing a space for relaxation outdoors.
Guesthouse in Delray Beach
4.85 out of 5 average rating, 185 reviews

Private cottage two blocks to Atlantic Ave.

This cheery cottage is located just one block from the Sundy House and 2 blocks from Atlantic Ave. and all the shops, farmers market, night life, and restaurants. Walk to everything on the Ave and never have to deal with the parking!

Popular amenities for Delray Beach guesthouse rentals

When is the best time to visit Delray Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,805 GYDG$28,432 GYDG$31,986 GYDG$26,550 GYDG$26,341 GYDG$24,042 GYDG$25,087 GYDG$24,251 GYDG$25,087 GYDG$23,833 GYDG$23,833 GYDG$33,658 GYD
Avg. temp19°C20°C22°C24°C26°C28°C28°C28°C28°C26°C23°C21°C

Quick stats about guesthouse rentals in Delray Beach

  • Total vacation rentals

    Explore 20 vacation rentals in Delray Beach

  • Nightly prices starting at

    Delray Beach vacation rentals start at G$20,906 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Delray Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Delray Beach rentals

  • 4.8 Average rating

    Delray Beach stays are highly rated by guests—averaging 4.8 out of 5!

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