Pet-friendly holiday rentals in Highland Beach

Cottage in Lake Worth Beach

A vibrant outdoor space is surrounded by palm trees and lush plants, featuring a splash pool and a hammock. Soft grass covers the ground, leading to a charming cottage with a welcoming red door visible in the background.

4.99 out of 5 average rating, 143 reviews

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.

A tropical backyard is showcased, featuring a kidney-shaped pool surrounded by palm trees and lounge chairs. A nearby deck area includes a dining table under a vibrant red umbrella. The bungalow's exterior is visible in the background, completing the serene outdoor setting.

4.91 out of 5 average rating, 211 reviews

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

• 6 blocks to downtown restaurants, boutiques, bars (Atlantic Ave) • 10 blocks to beach 🏝 • 1940's Key West style bungalow & private cottage • Tropical fenced-in backyard, pool & deck • Freebee™ Electric cart rides all over Delray Beach • Cozy, comfy, beachy interior • Secure, keyless entry w/ parking for 3 cars • Coffee + Tea bar • All chef essentials provided, dog-friendly, infant pack-n-play, outdoor BBQ, washer & dryer, beach chairs/towels/umbrella, 2 cruiser bikes, pool floats & more 🏖

Guest suite in Pompano Beach

A bright bedroom features a spacious bed with a decorative pillow and light bedding. Two windows with sheer curtains allow natural light to fill the room. Bedside tables are placed on either side of the bed, and a ceiling fan adds a refreshing touch.

4.91 out of 5 average rating, 328 reviews

Totally Private Studio, NO shared Spaces-Renovated

Luxurious Private Studio w/ Private Entrance (440 sq ft- can fit 3 people/2 cars) is attached to our home & 1.7 miles from beach & adjacent to Ft Lauderdale. Park under the covered carport. 1 Queen Bed (& 1 Queen Size-Blow Up Mattress), 1 Bath, Kitchenette, Fiber Optic Wifi, Flat Screen TV (140 channels), Impact Windows, Huge Closet, Fan/light, AC w/ remote, Desk, Chair, fold up/down Table for eating w/ chairs, small Fridge, Microwave, Toaster Oven, Foreman Grill, Hot Plate Stove, Coffee Maker.

4.9 out of 5 average rating, 145 reviews

Family & Pet Friendly NEAR Beach/AtlanticAve/FAU

Central Location - Quick drive to the beach! ▪️5 min. drive (1.8 miles) to the Beach ▪️3 min. drive (3/4 mile) to Downtown Delray - Restaurants, shops, bars and night life ▪️5 min. drive to the nearest grocery store - Publix, Bedner's Farm Fresh Market ▪️7 min. drive (2.7 miles) to Target/Trader Joe's ▪️2 min. drive to the Historic Swinton Ave ▪️2 min. drive to the Delray Tennis Center ▪️20 min. drive (18 miles) to West Palm Beach Airport ▪️35 min. drive (32 miles) to Fort Lauderdale Airport

4.98 out of 5 average rating, 131 reviews

The modern kitchen features white cabinetry, stainless steel appliances, and a spacious layout. A dining table for two is positioned under a stylish light fixture, while a stacked washer and dryer are neatly integrated into the design. Natural light fills the area through large windows.

Home in Deerfield Beach

Large 1 bedroom apt*2 blocks to beach*Modern*Yard

Deerfield beach's best location! Vacation all day; walk 2 blocks to the public beach, 1 block to intracoastal, walk, surf, fish, tour Deerfield Beach pier, soak in the sun & ride the ocean waves. At night enjoy the active downtown (5 min walk), tons of restaurants/bars & more! Beautiful, spacious & modern open floor plan, luxury bath, new kitchen, private fenced yard: grass area, grill & patio. There are 2 parking spots and a new washer and dryer. Public beach access right around the corner!

The private pool area showcases a sparkling blue pool, complete with a spa and sun loungers beneath vibrant red umbrellas. Lush greenery and tranquil waterfront views create a serene atmosphere, inviting relaxation and enjoyment under a bright blue sky with fluffy white clouds.

4.94 out of 5 average rating, 126 reviews

Waterfront Htd Pool, Spa, Pool Table, Lanai, Canal

Indulge in this luxurious 4BR 2BA haven on a picturesque waterfront property in a prime location in Delray Beach, FL. This spacious getaway offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, and scenic backyard that will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living + Pool Table ✔ Fully Equipped Kitchen ✔ Screened-In Porch ✔ Backyard (Swimming Pool, BBQ, Dining, Dock) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

A bright living area is furnished with a light-colored sofa and two wicker chairs, each with decorative cushions. A rectangular coffee table is centered on a soft area rug. Natural light fills the space through large windows, and a wall-mounted TV is positioned across from the seating arrangement.

4.95 out of 5 average rating, 237 reviews

Peaceful & Roomy Waterfront Delray Beach House

🏝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 feet 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!

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, 217 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.

4.95 out of 5 average rating, 298 reviews

The spacious outdoor area features a heated pool surrounded by a deck with lounge chairs. Lush greenery creates a private atmosphere, while a soft sunset sky casts warm colors over the scene. Adirondack chairs are positioned nearby for additional relaxation.

Home in Pompano Beach

•Sunhouse• Heated Pool Oasis 5 min to beach!

Welcome to Sunhouse, your private pool oasis in the perfect location: Just 1 mile from the beach and the Pompano Beach Fishing Village! This house is the perfect Florida escape with everything you need and the luxury of your own (BIG) heated pool! Relax in the backyard with comfy loungers, adirondack chairs, BBQ, and pool toys. Want to explore? Hop on our bikes for a quick 10-minute ride to one of Florida's best beaches, where you'll find great restaurants & shops!

An aerial view captures the vibrant coastal community, with the beach visible in the distance. The surrounding area features a mix of residential buildings, marinas, and lush greenery. The blue waters of the ocean contrast against the rooftops, offering a sense of tranquility and relaxation.

4.88 out of 5 average rating, 173 reviews

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!

A spacious living area features natural wood beams overhead and large windows allowing natural light to fill the space. A comfortable sectional sofa with colorful cushions is positioned next to a modern coffee table. A dining table is visible, accompanied by mid-century style chairs.

4.82 out of 5 average rating, 106 reviews

2 Bed Cottage walk to Pineapple Grove Ave & Beach

Keep it simple at this peaceful and centrally-located place. This remodeled cottage features a brand new kitchen and bathroom. Spend your days either relaxing in the quiet patio surrounded by greenery or walk to Pineapple Grove or the Ave for a drink or bite to eat. Enjoy time at the beach with your friends and family and in the evening take a stroll through the historic district soaking in the real culture of Delray Beach.

A resort-style heated pool is surrounded by lush palm trees and wooden fencing for privacy. Yellow umbrellas provide shade over lounge chairs, while a dining area is located nearby. The pool area is inviting, featuring inflatable pool floats resting on the water.

4.97 out of 5 average rating, 114 reviews

Heated Pool | Delray Beach Honey Hole

Welcome to the Honey Hole! This family-friendly beach getaway is sure to have any guest relaxing all year round. Situated in a quiet and private neighborhood this home is perfect for all your vacation needs. This completely renovated home is a 5 minute drive down Atlantic Avenue to downtown and the beaches. You can find restaurants, shops, parks, boat tours, and much more locally. We look forward to hosting you!

Popular amenities for Highland Beach pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A living area features large windows that provide views of the waterfront and lush greenery. Comfortable seating is arranged around a coffee table, with decorative pillows adding texture. A flat-screen TV sits on a media console, with a ceiling fan overhead contributing to the airy atmosphere.

4.96 out of 5 average rating, 23 reviews

Waterfront 3BR! Spacious Dock, King Bed, BBQ

5 out of 5 average rating, 20 reviews

Home in Boynton Beach

Sunny Retreat in Boynton Beach

The exterior features a welcoming entryway with two rocking chairs under an architectural archway. Lush greenery and colorful plants adorn the pathway, enhancing the inviting atmosphere of the home. A clean, white facade complements the surrounding nature.

4.93 out of 5 average rating, 44 reviews

3/2 Tranquil Home close to Beach

5 out of 5 average rating, 5 reviews

Luxury Tropical Family Oasis

A cozy living area is highlighted by a large sectional couch adorned with decorative pillows. A striped rug adds color to the tiled floor. In the background, a fully equipped kitchen is visible, framed by natural light from the windows.

4.94 out of 5 average rating, 49 reviews

Casa Rosa Pineapple Grove - Your Lush Garden Oasis

5 out of 5 average rating, 3 reviews

3/2 Home with Pool & Backyard in East Delray

4.98 out of 5 average rating, 90 reviews

A private outdoor space features a heated saltwater pool surrounded by a manicured lawn. Lounge chairs and a patio set are placed nearby, while lush tropical plants and palm trees create a serene atmosphere. A pink float adds a pop of color to the pool.

Home in Boca Raton

EAST BOCA RATON 1MILE TO BEACH! PRIVATE POOL HOME!

4.88 out of 5 average rating, 100 reviews

Home in Boca Raton

3 Bed, 3 Bath. Heated pool. 1 mile from beach!

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 38 reviews

A tranquil water feature adorns the exterior wall, featuring a serene face sculpture. The crystal-clear pool reflects the vibrant greenery outside. Large windows invite natural light, offering a view of the surrounding lush landscape.

Villa in Delray Beach

Red Palm Villas: The Saw Palmetto

4.99 out of 5 average rating, 99 reviews

Luxury Downtown Oasis- New Bathroom Completed

Apartment in Boynton Beach

A balcony overlooks a lush landscape featuring tall palm trees and a calm body of water. The background includes modern buildings against a clear sky, creating a serene view from the outdoor space.

4.9 out of 5 average rating, 92 reviews

Walk to the beach! Lovely one bedroom with pool.

4.91 out of 5 average rating, 86 reviews

A spacious outdoor area features a private swimming pool surrounded by lounge chairs and palm trees. A covered patio offers shade, while manicured lawns create a welcoming environment. The clear blue sky enhances the bright and inviting atmosphere of the space.

Villa in Delray Beach

Coastal Splash / 4BR Pool/Golf Cart 5 mins to DT

Apartment in Delray Beach

4.84 out of 5 average rating, 162 reviews

Vintage Vibes by the Beach – Walk to Atlantic Ave!

An inviting living area features a large sectional sofa adorned with colorful cushions, paired with a wooden coffee table. High, beamed ceilings and ample natural light create an open atmosphere. A staircase leads to the upper level, while a dining table awaits nearby, enhancing the communal feel.

5 out of 5 average rating, 34 reviews

Delray Family Pool Escape, Near Beach

5 out of 5 average rating, 19 reviews

A modern pool area features a sparkling blue swimming pool surrounded by a spacious patio. Lounge chairs are arranged for relaxation under large umbrellas. Lush greenery and palm trees provide a natural backdrop, enhancing the outdoor setting for leisure and enjoyment.

Home in The Cove

Paradise Cove: Heated Pool and Modern Luxury

4.96 out of 5 average rating, 297 reviews

Home in Hollywood Lakes

Popular Beach House~Heated Pool~Walk To The Beach!

Private, pet-friendly home rentals

The outdoor space features a private hot tub surrounded by lush greenery, with a paved patio area. Large glass doors provide visibility into the inviting interior, where warm lighting enhances the atmosphere as evening falls. Palm trees frame the serene setting against a colorful sunset sky.

4.95 out of 5 average rating, 19 reviews

Rowdy Rooster ~Steps to Atlantic ~ Hot Tub

4.87 out of 5 average rating, 45 reviews

A bright living area features a cozy orange armchair and a small wooden table with seating for two. Natural light pours in through multiple windows, highlighting the open layout. Decorative wall hangings and green plants add a touch of character and vibrancy to the space.

Bungalow in Delray Beach

Tropical Private Bungalow - Delray Garden House

Guest house in Pompano Beach

A spacious outdoor area is featured, with a lush green lawn and neatly arranged landscaping. Colorful umbrellas are visible in the background, and a vibrant sunset casts soft hues across the sky. Decorative string lights create an inviting ambiance for evening relaxation.

4.93 out of 5 average rating, 42 reviews

Quiet TINY Cabana Studio *Early Check In*

4.93 out of 5 average rating, 45 reviews

Home in Deerfield Beach

Sunseeker at Deerfield Beach

4.83 out of 5 average rating, 48 reviews

East Delray BEACH/Atlantic Ave/ family

A light-filled living area features a white sofa adorned with green accent pillows and a round coffee table at its center. A modern chandelier hangs from the ceiling, while a mounted TV displays a scenic view. Large glass doors lead to the outdoor area, framed by greenery.

5 out of 5 average rating, 3 reviews

Luxury King Villa *Spa *Bocce *PizzaOven *Downtown

A bright and modern living area features a white sofa with decorative pillows, complemented by a sleek coffee table. The open kitchen displays white cabinetry, premium appliances, and two barstools at the counter. Large glass doors invite natural light while providing a view of the green outdoor space.

5 out of 5 average rating, 9 reviews

Cottage w/ a hot tub Just blocks to Atlantic Ave

A modern living area features a leather sectional couch and a coffee table, illuminated by a nearby lamp. Sliding glass doors allow natural light and reveal a view of lush garden landscaping. A rustic barn door leads to the spacious bedroom, enhancing the open layout.