Holiday rentals with a pool in Boynton Beach

An outdoor dining area is seen beneath a covered patio, featuring a table surrounded by black mesh chairs. Soft lighting illuminates the space, with a tranquil pool in view and a hammock hanging nearby, creating a peaceful atmosphere with surrounding greenery.

4.9 out of 5 average rating, 208 reviews

CASA DE CONCHA - 3/2 POOL Home in Boynton Beach!

Conveniently located in central Boynton Beach with easy access to both I-95 and the FL Tpk, and only 4 miles to the beach, this charming and tastefully appointed 5 * rated 3/2 pool home offers exceptional comfort (new mattresses, loaded with amenities), leisure (private enclosed pool, outdoor dining area, fire pit), AND utility (fully equipped kitchen, grill, home office) for families and business travelers alike! Come stay with us and enjoy the benefits of an EXPERIENCED SUPERHOST-managed home!

A landscaped yard features lush palm trees and tropical plants, creating a serene outdoor space. A stone pathway winds through the grass, leading to a small seating area with a round table and chairs, set under the shade of the trees.

4.82 out of 5 average rating, 197 reviews

House by the beach in a secluded area

Completely private,Recently remodeled and tastefully furnished in true Florida fashion. Kid and pet friendly with plenty outdoor space with private above ground pool, located less than 5 minutes from the beach. Walkable distance to local shops, restaurants and entertainment. The house has NO cameras inside. We have a ADT alarm system in the living room that has a motion sensor for when the alarm is set on away mode. (If guest want to use it the alarm). We only have cameras outside of the house

A spacious sleeping area is highlighted by a king-size bed adorned with fresh white linens. The room features large windows allowing natural light to fill the space, while colorful artwork adds a touch of decor. Bedside lamps offer additional illumination.

4.89 out of 5 average rating, 287 reviews

🌞🌴🏖 Pool View Palm Beach Studio w/Parking⚡wifi

AMAZING LOCATION! NO CAR NEEDED! Beautiful updated Palm beach island direct pool view 275 sf. studio available in the historic Palm Beach Hotel. street 2.5 blocks from the beach with a free parking permit for unlimited parking nearby! A deluxe newly updated and renovated condo complete with NEW king size bed, wardrobe, , kitchenette and a great view of the pool! Restaurants, bars & beach within 1-3 blocks with a Publix grocery store across the street. Pool, patio, and gardens are all on site.

4.8 out of 5 average rating, 232 reviews

An inviting pool area is surrounded by lush greenery, featuring lounge chairs and a shaded seating space. The pool reflects sunlight, creating a serene atmosphere. A wooden dock extends along the waterway, providing access to picturesque views while enhancing outdoor leisure.

Condo in Pompano Beach

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

A private pool sparkles under the sun, surrounded by lush green grass and gently swaying palm trees. A covered pergola is visible on the edge, providing shaded seating for relaxation. The serene canal view adds a tranquil backdrop to this inviting outdoor space.

4.96 out of 5 average rating, 100 reviews

Waterfront Heated Pool, Pergola, Air Hockey, Dock

Discover your next waterfront retreat inviting you with a private patio boasting a heated pool, covered pergola, and a serene dock by the canal. Inside, modern charm unfolds, seamlessly connecting an air hockey area, dining area, fully equipped kitchen and a cozy living room. The bedrooms feature king and queen beds, promising nights of comfort. Explore nearby Atlantic Avenue, Caloosa Park or relax in your outdoor paradise. ✔ Heated Pool ✔ Air Hockey Table ✔ Private Patio ✔ Dock Learn more!

A tranquil pool area is framed by lush palm trees under a dramatic sky. Soft outdoor lighting bathes the seating and dining areas in a warm glow, inviting relaxation. Reflections shimmer on the water's surface, enhancing the serene atmosphere of the backyard oasis.

4.9 out of 5 average rating, 102 reviews

Resort Style home heated pool min to beach/Delray

Welcome to Deja Blu Beach House! Enjoy a tastefully updated design equipped with everything needed for the perfect vacation. Start your day with complimentary coffee amidst beautiful palm trees in our backyard oasis. Our yard features a pool, BBQ grill, outdoor dining area, fire pit, hammock, seating area, & space for outdoor games. Less than 5 minutes to the beach, 3 min to jet ski & boat rentals, 10 min to Atlantic Avenue Delray Beach, & 15 min to West Palm. Right in the heart of it all!!

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.

Guesthouse 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, 483 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.

4.85 out of 5 average rating, 104 reviews

My Happy Place

Experience a luxurious getaway at My Happy Place! This charming 3 Bedroom 2 Bath house, located a block off the intracoastal and just a mile to the beach in an upscale East Boynton Beach neighborhood, is sure to make you feel at home. Fully-stocked kitchen, and a beautiful pool, what better place to stay for your vacation? Take a leisurely 10-minute drive to downtown Delray Beach and enjoy a plethora of great restaurants, grocery stores, and more. Don't miss out - book your stay today!

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!

Beach chairs are set up under large blue umbrellas on white sand. The tranquil ocean waves can be seen in the distance, blending into a clear sky with soft clouds. A sign indicates that a beach membership is included with the stay.

4.9 out of 5 average rating, 145 reviews

Downtown Beach Home w/FREE Beach Cabana membership

Whether you're looking for a winter escape or a much-deserved getaway, our professionally designed, well-appointed, & newly renovated home was created with your family and friends in mind! Enjoy the warm tropical air and Caribbean blue waters of Delray Beach and all of the entertainment and nightlife that Atlantic Ave has to offer. This experience is all about fun in the sun, first-class food and drink, and plenty of laughs with your loved ones. We look forward to hosting you!

4.87 out of 5 average rating, 227 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

Charming studio with vintage vibes in a serene location near Atlantic Avenue—just a 2-minute walk to the beach and Opal Grand Beach Hotel. Step into a bygone era, radiating 1950s nostalgia in one of Delray Beach’s most coveted spots. Enjoy the Grove Condominiums' old-world charm, pool, and tropical gardens. Soak in Delray Beach's retro essence with upscale bars, diners, and boutique shops nearby. Embrace classic charm and coastal living in this slice of the '50s.

Popular amenities for Boynton Beach rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private outdoor space features a sparkling swimming pool surrounded by lounge chairs and dining table. A large pink flamingo float rests in the water, while vibrant flowers frame the scene, adding color to the patio area.

4.91 out of 5 average rating, 237 reviews

Lux 2 King beds 4 Br2 bath, walk to everything.

The exterior of a single-story home is presented in soft twilight tones, with a welcoming front door framed by decorative wreath. Lush green landscaping and colorful shrubs enhance the inviting facade, while subtle lighting highlights the windows and softens the overall appearance.

5 out of 5 average rating, 13 reviews

Sunshine Escape Tropical Oasis

The image features a heated pool and jacuzzi illuminated in shades of turquoise, with modern tile accents. The backdrop displays a large windowed area that overlooks the backyard, enhancing the welcoming ambiance of the outdoor space.

4.91 out of 5 average rating, 121 reviews

Heated Pool, Sleeps 12

4.89 out of 5 average rating, 139 reviews

A vibrant outdoor space includes a thatched-roof tiki hut with seating, surrounded by lush tropical foliage. Two kayaks are visible on the dock, alongside PVC stationary chairs. The tranquil waterfront is framed by a wooden deck, providing access to the home’s inviting backyard.

Home in Pompano Beach

Heated Pool + Kayaks! Tiki Hut & Close To Beach!

5 out of 5 average rating, 17 reviews

Turquoise 4BR/3BA Heated Pool Home

4.9 out of 5 average rating, 165 reviews

An outdoor area features a hot tub surrounded by tropical greenery, enhanced by soft lighting. A seating arrangement is positioned nearby, alongside decorative landscaping elements. The space is designed for relaxation and enjoyment, with a tranquil atmosphere offered by the surrounding nature.

Home in Lantana

Coastal Oasis Of Lantana

5 out of 5 average rating, 13 reviews

Heated Pool, Hot Tub, Pickleball & Putting Green

5 out of 5 average rating, 24 reviews

The outdoor space features a heated pool, surrounded by lush greenery and palm trees. Soft lighting highlights the pool and patio area, where lounge chairs and a dining table are placed under an umbrella, creating a serene setting for relaxation.

Home in Lake Worth Beach

M&M's Oasis

Condo rentals with a pool

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.

4.94 out of 5 average rating, 113 reviews

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

4.91 out of 5 average rating, 119 reviews

An open living area features a sofa and two armchairs facing a mounted TV. A dining table and four chairs are situated nearby. The fully equipped kitchen is visible in the background, showcasing modern appliances and a neutral color palette.

Condo in Harbordale

Waterfront New Mahalo 1Br APT

4.92 out of 5 average rating, 213 reviews

A sandy beach scene is depicted with a calm ocean backdrop. A performer is seated at a grand piano, surrounded by blooming pink trees and colorful rose petals scattered across the sand. People are gathered, enjoying the atmosphere near a wooden pier extending into the water.

Condo in Deerfield Beach

Location, Location, Location - 1 Bedroom / 1 Bath

Condo in Palm Beach Gardens

The entryway leads into a bright, open space with warm wood tile flooring. A modern kitchen bar with two white stools is visible, along with dark cabinetry and stainless steel appliances. Natural light enters through nearby windows, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 181 reviews

Clean quiet updated 2 bdrm golf villa PGA National

4.88 out of 5 average rating, 161 reviews

A modern resort building features a clean architectural design, surrounded by palm trees and vibrant landscaping. The Marriott Vacation Club sign is prominently displayed in front, indicating the welcoming nature of the property.

Condo in West Palm Beach

Marriott Ocean Pointe Guest Room/Studio

A serene bedroom features a spacious bed with a patterned headboard, complemented by blue accent pillows. A light wood desk and chair are positioned nearby, with a wall-mounted television providing entertainment. Natural light filters through the window treatments, illuminating the soft, neutral color palette.

4.93 out of 5 average rating, 114 reviews

Cozy Beach Queen Chic-Palm Beach Island-near Beach

A bright sleeping area features a spacious bed with white bedding, complemented by light wood furniture. Large windows allow natural light to fill the room, framed by soft white curtains. Decorative elements include ceiling beams and a potted plant, enhancing the welcoming ambiance.

4.96 out of 5 average rating, 228 reviews

Ultimate Palm Beach Island with Grand Terrace

A modern kitchenette is presented with white cabinetry and a marble countertop. The space features a microwave, toaster oven, and small fridge. Two stools with gold accents are positioned at the counter. Decorative wall hangings add texture to the light-colored walls.

4.82 out of 5 average rating, 319 reviews

The Trendy Palm - A Palm Beach Hotel Studio Suite

Other holiday rentals with a pool

The outdoor area showcases a heated saltwater pool under a screened enclosure, surrounded by vibrant lights. Seating arrangements can be seen in the background, providing ample space for relaxation and enjoyment in a tropical setting.

4.96 out of 5 average rating, 54 reviews

Tropical Pool Retreat: Screened Patio, Bar, Gazebo

Apartment in Delray Beach

A light-colored sectional couch is positioned in a welcoming living area featuring hardwood floors. A large television mounted on the wall displays a serene beach scene. Two artworks adorn the wall beside the couch, and a stylish lamp provides soft illumination.

5 out of 5 average rating, 18 reviews

Exclusive stay in the heart of sunny Delray Beach

4.96 out of 5 average rating, 82 reviews

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.

Guesthouse in Lake Worth

Adorable Lake Front Guest Cottage

4.88 out of 5 average rating, 50 reviews

A serene water feature is positioned between two large windows, showcasing a face sculpture surrounded by textured stone. Water flows gently over the mosaic tiles into a crystal-clear pool, reflecting the lush greenery outside.

Villa in Delray Beach

Red Palm Villas

A spacious outdoor area features a large heated pool surrounded by palm trees and tropical landscaping. A tiki hut with a thatched roof offers seating and a bar, while lounge chairs are positioned poolside for relaxation under the sun.

4.97 out of 5 average rating, 30 reviews

Golfers Green Retreat with Heated Salt Pool & Tiki

Apartment in Boynton Beach

5 out of 5 average rating, 4 reviews

The Palms Suite - Casa Costa 309S Resort Style

4.88 out of 5 average rating, 17 reviews

Delray Drift - 2 Minutes To "The Avenue"