Holiday rentals with outdoor seating in Delray Beach

4.99 out of 5 average rating, 102 reviews

Cottage in Delray Beach

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. Make Delray Beach your home for the holidays.

Guesthouse 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, 211 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 refreshing heated pool features two loungers set in shallow water, providing a relaxing space for sunbathing. A circular table sits between the loungers, flanked by a vibrant patio umbrella. Surrounding greenery offers privacy, creating a serene atmosphere.

4.93 out of 5 average rating, 104 reviews

Spacious Designer Home Htd Pool Near Atlantic Ave

Step into the luxe and spacious 4BR 2.5BA oasis in the heart of Delray Beach, FL. It promises a relaxing retreat just a few minutes from bustling Atlantic Ave, sunny beaches, restaurants, shops, exciting attractions, and landmarks. The unique designer ambiance and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Heated Pool, Fire Pit, BBQ, Lounges) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry ✔ Parking Learn more below!

A charming bungalow is surrounded by lush greenery, featuring a brick pathway leading to the entrance. Potted plants with colorful flowers are placed beside the door. The metal roof reflects sunlight, while the blue sky and clouds provide a serene backdrop.

4.93 out of 5 average rating, 219 reviews

Charming Beach House with Pool! Great location!

Stroll or bike to beautiful beach and Atlantic Avenue! Please contact me for bookings and availability for short term rentals with a 3 night minimum. 2 beautifully furnished bedrooms with queen beds, 1.5 baths plus outdoor shower. Cable TV and wifi, new linens, pots and pans and appliances. Large outdoor entertainment space with pool, waterfall, gas grill, tropical landscape! A true gem! I also add a pet fee of $150 per pet. We offer instant booking up to one year in advance of your stay.

Luxe

5 out of 5 average rating, 33 reviews

702A Waterfront Villa – Pool, Tiki Hut & Putting

DELRAY NIGHTLY presents Waterway Palms — Incredible Luxe rated 3BR/3BA waterfront Delray Beach villa with heated pool, Tiki Hut, firepit, putting green, and outdoor games. Sleeps 8 (incl murphy) with king beds, amazing chef’s kitchen, Smart TVs, high-speed Wi-Fi, and welcome basket with starter supplies. Relax in the large spacious open living areas and enjoy resort-style outdoor fun, just 10 minutes from Atlantic Avenue, beaches, dining, nightlife, golf, and upscale shopping. See you soon!

Superhost

A charming casita is set against a lush green lawn, framed by vibrant foliage. The entrance features light blue accents and a small seating area with two white chairs, inviting relaxation. Sunlight casts gentle shadows, enhancing the welcoming appearance of the home's exterior.

4.93 out of 5 average rating, 140 reviews

CASITA DELRAY (314 SW 2nd Street)

Charming Renovated 2 Bedroom “Casita” Close to Downtown Delray Beach!! Beautifully Decorated with thoughtful details throughout Quality Mattresses, Bedding, Plush Pillows,, & Towels, 2 Beach Cruiser Bicycles for a quick ride downtown or to the beach 3 Beach Chairs / Beach Umbrella / Beach Towels / Yoga Mat Provided Private Fenced Backyard with Weber BBQ / Table and Chairs for Outdoor Dining / Hammock. Close to Downtown....Restaurants, Bars, Shoppes, Nightlife and award-winning BEACHES ;)

A cozy living area features a comfortable sofa and a round coffee table topped with a small plant. Natural light streams in through glass doors leading to an outdoor space. The kitchen area is equipped with modern appliances, including a stainless-steel refrigerator.

4.92 out of 5 average rating, 250 reviews

Cozy Delray Beach House Waterfront Intracoastal

🏝LOCATION, LOCATION, LOCATION! Delray Beach's BEAUTIFUL waterfront property! The Bamboo Beach House is located directly on Intracoastal waterway in Delray Beach. Each unit has private patio overlooking 40 ft of waterfront! Enjoy morning coffee and experience beautiful sunrises with the ocean breeze. Our piece of waterfront is a favorite area of local manatees to swim in with the tides, along with schools of jumping fish! The amazing water views and aquatic wildlife is second to none!

5 out of 5 average rating, 39 reviews

Heart of Delray ~ Luxury 2bd~ Private Pool & Spa

Experience this beautifully appointed vacation retreat just minutes from Pineapple Grove, Atlantic Avenue, and Delray Beach. Enjoy a tranquil private saltwater pool and spa surrounded by lush tropical landscaping, comfortable lounge seating, and a charming patio. The chef’s kitchen overlooks the pool and is fully equipped for true gourmet cooking. Completely remodeled and professionally furnished, this two-bedroom, two-bath home offers the perfect blend of comfort, style, and relaxation.

A private dock extends over tranquil waters, framed by lush palm trees. Two blue chairs are positioned on a wooden deck, offering a serene space to enjoy the surrounding nature and canal views. The sky is clear with soft clouds reflecting on the water's surface.

4.98 out of 5 average rating, 197 reviews

shipwrecked fun design • stunning canal view

Bold interior design in this newly renovated pad with a beautiful canal and dock in delray. Step in the front door and immediately you see the large windows looking out onto the water in the back. This is true to Delray Beach with all its charm. Now pop on a movie on the big 75 inch Smart TV screen, rest your head on the comfy beds, shower under the rainfall fixtures and truly unwind in a Delray-geous getaway. Just 6 minutes to the beach or Delray's amazing nightlife and restaurants.

A private backyard features a heated pool surrounded by sun loungers and a thatched tiki hut. Soft lighting enhances the serene atmosphere, while palm trees and a grassy area create a tranquil oasis. A stunning sunset sky adds color to the scene.

4.93 out of 5 average rating, 116 reviews

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub

☆ 5% Military and First Responder Discount ☆ Escape to our Bali inspired oasis in the heart of Delray Beach! Immerse yourself in the city's vibrant culture while enjoying the local dining and shopping scene. Take a quick ride to the pristine beach for a fun-filled day of swimming, paddle-boarding, and boating, or head over to Lake Ida for a peaceful fishing trip. Unwind in the tranquil amenity filled backyard. Rejuvenate and make long lasting memories with your loved ones. Welcome!

4.97 out of 5 average rating, 104 reviews

Lux Florida Glam Steps to everything, 2 king rooms

Historic Palm Peach glam inspired home one block from the new Delray market, Atlantic avenue shopping, restaurants and nightlife. No need to drive. Brand new chic Art Deco infused decor inspiring a relaxing beach vacation with all the five star hotel comfort: white goose down and organic beddings, outdoor seating and chef ready kitchen. NO pets, no exceptions. Absolutely NO SMOKING INDOORS or OUTDOORS. **If you are a smoker, kindly, do NOT consider staying here.

4.97 out of 5 average rating, 32 reviews

A studio space features a queen Murphy bed framed by wooden shelving. A spacious kitchen is visible with stylish grey cabinetry and designer appliances. A large smart TV is mounted on the wall, while a potted plant adds a touch of greenery to the living area.

Villa in Delray Beach

Villa Emma: 4-min walk to beach, off of Atlantic

Welcome to Villa Emma (managed by Seabreeze Villas Delray), located in the heart of Delray Beach, where coastal charm and modern luxury intertwine for an unforgettable vacation experience. Nestled just a leisurely stroll 4 minutes from the beach and 2 minutes from the vibrant Atlantic Ave, you'll find yourself immersed in the lively energy of local shops, eclectic boutiques, and a diverse array of dining and entertainment.

Popular amenities for Delray Beach outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

An inviting exterior view of the property is presented at dusk, featuring soft lighting from the windows. The brick pathway winds through well-maintained landscaping, with palm trees and vibrant foliage adding to the serene setting. A covered area provides shade amidst the tropical surroundings.

4.91 out of 5 average rating, 74 reviews

Charming Delray Beach House

Superhost

4.6 out of 5 average rating, 5 reviews

Gorgeous Modern Beach Heated Pool House Sleeps 8

An outdoor covered patio features seating arrangements with comfortable furniture, complemented by decorative cushions. A fan hangs from the wooden ceiling, providing a cooling breeze. The lush backyard offers views of a large heated pool surrounded by tropical landscaping.

4.93 out of 5 average rating, 119 reviews

Heated Pool! 1 Mile To Beach & Atlantic Avenue!

4.95 out of 5 average rating, 114 reviews

A spacious living area features a large light gray sectional sofa facing a mounted television, with a wooden media console below. A ceiling fan is visible above, while natural light floods in from large windows leading to the dining area, which includes a wooden table and chairs.

Home in Boca Raton

Private Oasis with Heated Pool close to the Beach

5 out of 5 average rating, 7 reviews

3/2 Private Home in East Delray + pool & gas grill

4.82 out of 5 average rating, 217 reviews

A hot tub is positioned alongside a tranquil body of water, with clear blue water bubbling within. Two glasses are set beside a bottle of wine on the edge. Lush greenery and a fence frame the background, contributing to a serene outdoor environment.

Home in Boynton Beach

Beautiful house with jacuzzi and pool table!

A private heated saltwater pool is shown surrounded by lounge chairs and shaded umbrellas, set against a backdrop of tropical plants and a mural depicting vibrant flora. The pool area is enclosed with wooden fencing, enhancing the serene atmosphere.

5 out of 5 average rating, 33 reviews

FP Delray Delight: Saltwater Pool & Serene Oasis!

The exterior of the home showcases a welcoming facade, surrounded by lush greenery and palm trees. A manicured lawn complements the inviting entrance, while the clear blue sky enhances the sunny atmosphere of the property.

5 out of 5 average rating, 45 reviews

Private Oasis in the Heart of Delray Beach

Apartment rentals with outdoor seating

Apartment in Pompano Beach

A serene courtyard is surrounded by lush green grass and tropical plants. A small seating area with a table and chairs is visible beneath the shade of trees, offering a peaceful outdoor space for relaxation.

4.97 out of 5 average rating, 134 reviews

Relaxing Getaway By The Beach - Pompano Beach, FL

Apartment in Flamingo Park

4.98 out of 5 average rating, 120 reviews

Newly Renovated 1BR apartment in the heart of WPB

4.92 out of 5 average rating, 282 reviews

The modern kitchen features a custom blue countertop with white cabinetry. Stainless steel appliances, including a microwave and oven, are installed. A light-colored mat lies on the tiled floor, and the space is illuminated by natural light from a nearby window.

Apartment in Lake Worth

Modern 2BR/1BA, King Bed, Laundry, Kitchen, Patio, Hydr

Apartment in Delray Beach

A collage showcases various aspects of the property, including a pristine beach with lounge chairs, lush garden greenery, a cozy living area with seating, and a vibrant pool surrounded by sun loungers and palm trees, encapsulating an inviting seaside experience.

4.81 out of 5 average rating, 141 reviews

Beach Studio Steps from Ocean & Atlantic Ave

Apartment in Deerfield Beach

A spacious studio features a large bed with neutral bedding and wooden nightstands on each side. A serene artwork depicting a pier is displayed above the bed. A kitchenette and dining area are present in the background, and natural light fills the room through large windows.

4.93 out of 5 average rating, 508 reviews

Fabulously Renovated Beachside Ocean Cabana

4.89 out of 5 average rating, 172 reviews

A bright living area features a light blue sofa adorned with colorful cushions and an orange accent chair. A yellow coffee table sits centrally, with a vase of flowers adding a touch of greenery. Natural light enters through the window, providing a warm ambiance.

Apartment in Lake Worth

Charming Downtown Beach House

Apartment in Pompano Beach

An open living area features a sectional sofa with decorative pillows and a white coffee table. A dining table with modern chairs is positioned near a well-equipped kitchen, showcasing stainless steel appliances. Light wooden flooring complements the overall contemporary design.

4.98 out of 5 average rating, 133 reviews

Oasis Bungalow by the Beach with Pool & Hot Tub

4.99 out of 5 average rating, 179 reviews

A modern living area is displayed with a grey sofa facing a large TV mounted on the wall. A ceiling fan provides a cool breeze. Light wood flooring complements an open layout, featuring a kitchen countertop with bar stools, and greenery adds a touch of nature.

Apartment in Lake Ridge

Luxury Escape: Close to beach, heavenly beds

Condo rentals with outdoor seating

4.94 out of 5 average rating, 112 reviews

The living room area features a dark blue sofa adorned with light-colored cushions. A neutral-toned area rug covers the floor. A kitchenette is visible in the background, with two bar stools positioned at a counter. A wall-mounted TV displays a city skyline.

Condo in Palm Beach

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

4.94 out of 5 average rating, 211 reviews

A bright bedroom features a spacious bed dressed in white linens, complemented by soft lighting from bedside lamps. Large windows allow natural light, revealing decorative flowers outside. A cozy chair adds warmth, and a classic mirror enhances the inviting atmosphere of the room.

Condo in Palm Beach

Sensational Palm Beach Island with Grand Terrace

4.97 out of 5 average rating, 118 reviews

A spacious bedroom is featured with a king bed dressed in crisp white linens. Behind the bed, a mural of soft clouds complements the decor. Dual bedside lamps provide lighting, and built-in closets are visible to the right, offering ample storage.

Condo in Palm Beach

Luxe King Suite -valet parking-near beach

4.92 out of 5 average rating, 290 reviews

Condo in Pompano Beach

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

4.94 out of 5 average rating, 188 reviews

An inviting living space is showcased with large floor-to-ceiling windows offering panoramic views of the ocean and city. A cozy sofa faces a wall-mounted television, complemented by a dining area and a breakfast bar, enhancing the open layout filled with natural light.

Condo in Singer Island

Ritz-Carlton Beach Penthouse by Guaranteed Rental

4.87 out of 5 average rating, 226 reviews

A sandy path leads to the beach, bordered by lush green vegetation on either side. Wooden posts with ropes define the walkway, which opens up to a view of the blue sky and the distant ocean, creating an inviting coastal atmosphere.

Condo in Delray Beach

Retro charm studio - Walk to beach & Atlantic Ave

4.99 out of 5 average rating, 139 reviews

A dining area offers a clear view of the Intracoastal Waterway through large windows. The scene captures a passing boat, surrounded by palm trees and waterfront properties. A circular table is visible, accompanied by elegant chairs, creating a serene dining atmosphere.

Condo in Pompano Beach

Waterfront Condo ON the Intracoastal. Great views!