Smoking friendly holiday rentals in Delray Beach

Entire Home in City-Place, Convention Center

✨Only 2 min walking distance to the Convention Center ✨3 min walking distance to Rosemary Square & to the Kravis Center. 🚗Free parking on premises - Perfect for Family & Work Gatherings Experience ultimate comfort and style in this spacious, fully remodeled residence. This centrally located home is designed for both relaxation and productivity. Ideal for family and work retreats. If you're seeking a peaceful getaway, our sophisticated residence offers everything you need for a memorable stay.

Retreat w Heated POOL,Family/Dog Friendly, 3/2

Welcome dear guests to your 5-star experience! We are a dedicated husband and wife superhost team committed to provide you with an excellent experience and the perfect place for you to enjoy. We are here for you 24/7, to promptly respond to and accommodate your every need. Our home is beautifully decorated, child and pet-friendly, featuring a lovely heated saltwater pool and a fun backyard area. It’s equipped with everything you could possibly want or need for short, medium, or long-term stays.

Hollywood Sunshine Resort Pool House w/ Hot tub

This amazing mini resort has been created with the ultimate comfort of our guests in mind. Enjoy a courtyard and pool deck designed with plenty of outdoor seating and a tiki hut. The property has synthetic grass through out, perfect for kids and family to sit and play on. Super fast Wifi. USB ports in the bedroom. Super comfortable bed. Smart Tv that you can Stream your favorite movies to. Washer/Dryer combo. Outdoor BBQ. Our home is located Minutes from downtown and Hollywood beach/ boardwalk.

Eden Place Bohemian Cottage

Key highlighted unique features of Eden Place Bohemian Cottage * Two bedroom/One bathroom with Florida room that can be used as a third bedroom * Complimentary snacks * Large fenced outdoor patio and tranquil tropical garden * Quiet friendly beach neighborhood * Modern amenities: three large smart HD TVs, full kitchen with modern appliances, and newly remodeled bathroom * Seven minutes from Lake Worth Beach * Carport with large driveway and ample street parking * Pet friendly with small fee

Modern pool home on lake near Hardrock FLL airport

Luxurious lakefront pool home, newly remodeled modern design, conveniently located within minutes of Hardrock Hotel & Casino and Ftl airport. Spacious enough for the whole family. Private and quiet. Sit by the pool and watch the beautiful Florida sunsets or head east 15 minutes to the famous Ft. Lauderdale beach. Enjoy the firepit, light up the BBQ, and enjoy the day poolside. Publix is located less than 1 minute away. Looking for a rental car for your trip? Message me today for more info!

Heated Pool-Waterfront 4BD Villa: Deck&BBQ

Welcome to the Waterfront Villa with Screened HEATED POOL located on the canal. We equipped the house with everything for a perfect vacation. Bring the whole family to this great place with lots of room for fun. ✔ 10 mins drive from the Beach ✔ Sleeping Arrangements for 12+ people ✔ 4 Bedrooms - 2,200sqft ✔ Screened Pool & Outdoor Dining ✔ Pool Fence on request ✔ Deck (Open for fishing) - ocean access (Small boats) ✔ Beach Towels & Essentials ✔ Sun Lounges ✔ Air Hockey & board games

Private Tropical Oasis Heated Salt Pool/Spa

Welcome to a reimagined mid-century modern retreat with a heated saltwater pool and spa. The bright, open layout is filled with natural light and includes everything for a comfortable stay—from a fully stocked kitchen to high-quality beds with hotel-grade cotton sheets and plush pillows. Every space is meticulously cleaned with attention to detail. Step outside to expansive private grounds framed by lush, mature tropical plants and trees, carefully maintained for a peaceful escape.

Jacuzzi Villa w/Heated Pool min to ocean,Large Fam

Stunning Villa in a quiet neighborhood surrounded by palm trees, featuring an open concept living space, 3 bedrooms, 2 bathrooms , fully equipped chef’s kitchen with top of the line appliances, indoor and outdoor covered dining and hang out area, office space, heated -pool, outdoor jacuzzi, BBQ grill and more..10 minutes away from the ocean, 15 min away from FLL Airport, close to most exciting spots in FLL. Publix, Starbucks, CVS only 5 mins away. We look forward to welcoming you!

Pet-Friendly & Steps from Downtown—Book Now!

In Flamingo Park, a 1925 Spanish-style home, artfully decorated by Grace Griffins, exudes elegance. Sunlight bathes the interiors, highlighting carefully selected furnishings and greenery. Just a 13-minute walk to downtown West Palm Beach and a 10-minute drive to the beaches, it blends beauty and convenience seamlessly. This residence stands as a testament to craftsmanship and design, offering sophistication in a vibrant neighborhood. *Outdoors shared with Guest house*

#3 Lake Osborne Tropical Pool Oasis

4 Bedroom 2 baths with Large Private Pool. Large private Fenced Backyard. Large living area completely equipped. Kitchen full size Stove, Refrigerator, Dishwasher. Dinning Room. Covered outside game area. BBQ area. Outside shower with hot and cold water. 1 Flat TV's with Roku and internet service. In Lake Osborne Estate Entire House. Close to PBI Airport, close to Beaches (Lake Worth Beach, Lantana Beach, Palm Beach, Delray Beach). Just off I-95 convenient easy driving.

The Marilyn • Designer 3BR Near Beach (Sleeps 10)

Skip the grungy bungalows and the impersonal condos. The Marilyn on Monroe is a fully restored 3-bedroom designer home on the edge of West Palm Beach's Antique Row — high-end finishes, a chef's kitchen, three bedrooms inside, a detached studio, and a private backyard built for long dinners under the mango tree. Sleeps ten. Walkable to dining and design shops. Ten minutes to Palm Beach Island, ten to the beach, zero compromises on style.

Heated Pool-Family Villa 7 Min to Beach, BBQ

Spacious Villa with 4 Bedrooms, located only 7 minutes away from the beach! ✔ Private HEATED POOL ✔ Roofed & Screened Patio with OUTDOOR TV ✔ Water Pool SLIDE & Trampoline ✔ BBQ & outdoor dining ✔ 2 Table Tennis & 2 Air Hockey Tables ✔ Smart TVs in each room ✔ Kids Entertainment: Beach Play Sets, Board games, Drawing Supplies ✔ Beach Essentials ✔ Sleep 17 Use the QR code in the photos to see the VIDEO TOUR!