Cottage holiday rentals in Delray Beach

Private & Pet Friendly, Key West-King Bed Cottage

Spend your beach getaway at our cozy and colorful cottage. It’s one of the historic cottages of Lake Worth Beach listed in a bestselling book 'The Cottages of Lake Worth'. Sit back, soak up the sun, and enjoy the splash pool in the private yard, a palm tree paradise. Relax completely in the specious king-bed bedroom. In a walking distance from the cottage are the Lake Worth public beach and Downtown with a variety of restaurants and entertainment venues. Community Golf Club is around the corner.

Bob’s Beach House Cottage Walk Steps to beach

Private Beach Cottage. 2 bedrooms and 2 bath. Large covered patio area for outdoor living. Enjoy private walks on our wonderful Beach. The beach is only 300 yards away 2 minutes walk. Next to Nomad Surf Shop you can rent Surf & paddle boards. We take pride in having the cleanest cottage in town. All tile floors, all white linens. Our cleaning service thoroughly cleans and disinfects all surfaces and linens after each occupancy. We have parking for only two cars, one’s covered under the carport.

Historic Oasis near Beach+Downtown

Relax! Unwind! And Find Your North Star! Our cozy oasis is just the right place to recharge in luxury + is the perfect getaway located near the ocean, a few miles to Juno Beach, a walk to the Manatee Observatory + minutes away by car to Peanut Island for a ferry, paddleboarding + kayaking Not for you? Let's not forget the other attractions West Palm Beach has to offer City Place, Norton + Flagler Museums, Lion Country Safari, PB Zoo, Antiques Row, Tanger Outlets, The Ballpark of Palm Beaches

Little White House Cottage Suite

Small suite w/own entrance & private walkway & own private small BA has walk in shower, smallish toilet area will accommodate most adults - but too small for ex tall - more than 6'5" or obese individuals. All and all, very cozy one room studio with micro kitchenette mini fridge, microwave, beach towels & sand chairs & small shoulder cooler. Our location 4-6 Miles CONVENIENT to BEACHES, AIRPORT & DOWNTOWN WEST PALM, CITY PLACE & CLEMATIS - Uber rate friendly 6 miles from PBI AIRPORT,

Beach Retreat W/Cabana Service | Steps to Downtown

Welcome to your retreat filled with sun & fun, where you can relax in the tropic air and aqua blue waters of Delray Beach. You will enjoy our well-appointed, newly renovated guest house originally built in 1929 & located in historic downtown Delray. Live like locals as you enjoy a bike ride or an evening stroll to our lively downtown and beautiful beaches. With our amenities and superb level of cleanliness, you will experience a level of comfort unmatched by hotels or other Airbnbs

Paradise Suite

Enjoy a stay in a peaceful and quiet suite with a private and relaxing back yard. Also benefit from a private entrance. Microwave, fridge, toaster, coffee maker are available for your convenience. In short, four words to describe my place: Clean, Cozy, Quiet, and Very Private. We are 3.5 miles from Las Olas Blvd, 5.8 miles from the beach, 4.7 miles from FLL Airport, 5.3 miles from Hard Rock Casino, less than a mile from the interstate I-95, and about 5 miles from Port Everglades.

Delray Holiday Escape • Heated Pool • Walk to Ave

Escape the winter chill and celebrate the holidays in sunny Delray Beach! The Happy Mango Hideaway is a private 2-bedroom, pet-friendly cottage featuring a heated saltwater pool, spa-style bathroom (renovated Oct 2025), full kitchen, fast Wi-Fi, and cozy workspace. Walk to Atlantic Ave’s shops, cafés, and nightlife, or unwind in your fenced tropical yard. Perfect for holiday travelers, snowbirds, and remote workers seeking sunshine and serenity.

B.E.A.C.H. Best Escape Anyone Could Have. 2br/2bth

This is the Best Escape Anyone Could Have. Grab your towel and stroll to one of the best beaches in the United States. Don't forget the beach pass! It provides 2 lounge chairs and an umbrella. Afterwards, this cozy home awaits you. Its perfect location makes it difficult to decide whether to spend the evening in or out on the town. Fine dining and nightlife are just around the corner! Wherever your evening takes you, you're guaranteed to enjoy it!

Private Boho Cottage Close to It All

Enjoy your stay in this beautifully upgraded 1928 Spanish Mission Style home. No more than 5 miles from the airport, beach, zoo or downtown, you are at the center of it all. Enjoy fast wifi, a fully stocked kitchen and coffee bar, a private fenced-in backyard with a relaxing outdoor setting, or curl up on the couch with some popcorn for movie night on our smart tv. This home is a lovely space to unwind after a long day of either work or play.

Bright and Airy Studio - West Palm Beach

Enjoy your stay close to downtown West Palm Beach and the beautiful sea. This small cottage is located in Historic Northwood. The 1920's bungalow was recently renovated and ready for guests. This location is just a few minutes in car from Singer Island and Peanut Island, and steps away from Manatee Lagoon. Downtown WPB & Palm Beach Island are a 10-minute drive. We hope you enjoy our little studio outside the city of West Palm Beach!

Historic Renovated Cottage w/ Private Heated Pool!

We invite you to be our guest in this beautiful, historic Key West style cottage. The Seminole River House at Sailboat Bend is located in Fort Lauderdale's historic Sailboat Bend neighborhood - close to everything! This 2 bedroom house features robes, Beekman 1801 bath products, Kuerig coffee maker, plush pool towels, heated pool and hot tub. The cottage is professionally cleaned and sanitized between guests.

Historic Pool Home close to beach and downtown

Step back in time and enjoy the charm and character of this classic 1940s pool home in the heart of Lake Worth Beach. Located in a historic neighborhood on M Street, this 2-bedroom, 2-bathroom home offers the perfect retreat for those seeking the vibrant, laid-back South Florida lifestyle. With tropical gardens and spacious outdoor areas, it's ideal for family gatherings or peaceful escapes.