Smoking friendly holiday rentals in Monroe County

The exterior of a renovated house is shown at sunset, featuring a clean white façade and a welcoming entrance. A curved driveway leads to the front door, complemented by well-maintained grass and landscaping along the pathway.

4.93 out of 5 average rating, 111 reviews

10 ppl |Top Location | 20 Min Beach | Bar | Patio

Welcome to our newly renovated house, perfect for spending some unforgettable days with your family and friends Why booking with us? 1- Best Location in the heart of Miami. 2- 15 Min to Wynwood Art District 3- 15 Min to Downtown and Brickell 4- 20 Min to Beach 6- 4 Bedrooms | 2 Baths 7- Designed for 10 guests (1 King , 2 Queen, 2 Twins, 1 Queen Sofa Bed) 7- Free Parking (5 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Bar 11- Kids Playground 11- Private Patio 12- Barbecue Area 13- 4 TVs

4.97 out of 5 average rating, 121 reviews

The exterior of the guest house features a stone-accented facade and a welcoming front entrance with a modern door design. Two black chairs with a small table are positioned on the driveway, and the well-maintained surroundings contribute to an inviting atmosphere.

Guest suite in Miami

Miami Central |Airport|Cruise Port|Beach|Downtown

Amazing Hotel like stay and service! Enjoy a cozy, minimalist stay just 10 mins away from Miami Intl. Airport! This private Guest House features a queen bed, twin bed, sofa bed and private full bathroom, Wi-Fi, 2 smart TVs, central A/C, and 3 parking spots. Self check-in via keypad makes arrival easy. Located in a safe and quiet residential area, just 15–20 mins to Cruise Port, South Beach, Brickell, Downtown, Shopping Malls & more. Ideal for any types of guests! Im available 24/7 for inquiries!

4.9 out of 5 average rating, 233 reviews

A motorboat is anchored on calm waters, featuring a spacious front deck. Two individuals are seated comfortably, enjoying the view. The boat's sleek design is complemented by a canopy overhead and small steps leading into the water, creating a relaxed atmosphere.

Boat in Key West

Stay on Roxie - free transport & snacks, BYOB.

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

4.89 out of 5 average rating, 184 reviews

An outdoor patio area features comfortable seating arrangements under a shaded pergola, overlooking a large swimming pool. The vibrant green lawn is bordered by palm trees, while the sunset colors softly illuminate the sky in the background.

Villa in Miami

NEW! "Villa Paradise" ~ Luxury Gem ~ Pool ~ Game Room

Bring your family to the luxurious 3BR 2Bath Villa Paradise in the tranquil and friendly neighborhood in southern Miami, FL. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its stylish design, private backyard, and rich amenity list. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Heated Pool ✔ Game Room ✔ Smart TVs ✔ Smart House ✔ High-Speed Wi-Fi ✔ Free Parking

Superhost

Villa in Miami

4.9 out of 5 average rating, 154 reviews

Luxury Miami Living - Heated Pool/Spa/Gym/BBQ/Fire Pit

🎨 House of Art Miami — where design becomes the experience 🎨 This art-forward smart villa blends resort-style amenities with the comfort, privacy, and freedom of a home. Designed for groups to relax, connect, and enjoy Miami together — without feeling rushed or crowded. 🔥 Heated pool, jacuzzi, fire pit & BBQ 🏀 Mini golf, ping pong & basketball 🖼️ Curated art + immersive sound indoors & out 📍 Minutes from beaches, dining & nightlife More than a stay. An experience. @BeyondTheBNB

4.97 out of 5 average rating, 193 reviews

A sunset view is captured from a covered outdoor seating area, showcasing a tranquil waterway. Silhouettes of kayaks and a table are visible, while the setting sun creates a warm glow across the horizon. Natural textures are evident in the thatched roof above.

Tiny home in Key Largo

Oasis2 in Key Largo With a million dollar view

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

4.9 out of 5 average rating, 135 reviews

Retro Arcade | King Beds | Perfect Miami Location

Your Tropical Escape Next to Brickell, Coconut Grove & Key Biscayne! Welcome to Your beautiful piece of Miami paradise— a vibrant & palm-fringed escape made for good vibes, great sleep, and unforgettable stays. What Makes This Spot Great For You - Gardens & breezy outdoor lounges—perfect for cocktails and coffee - Large king bed + Miami Vice throughout - Just minutes to Brickell buzz, Grove charm & Key Biscayne relax - 15 min walk to Hobie Beach 🚨MESSAGE US for Your Best Rates🚨

A serene outdoor space is highlighted by a saltwater pool, surrounded by lush greenery. String lights create a warm ambiance above a covered dining area with a table and chairs, while a fire pit invites gatherings in the evening.

4.96 out of 5 average rating, 148 reviews

Luxe Pool & Fire Pit | 5 min to Dolphin Mall

Experience sun-soaked luxury in Miami! Dive into the refreshing saltwater pool or unwind on one of the poolside lounge chairs. Newly renovated in 2022, this 4 bed/3.5 bath home comfortably accommodates 10 guests. For endless entertainment, compete in games of ping pong, sing your heart out with the karaoke machine, enjoy board games, or shoot some hoops. Presented by SuCasa Vacay, every detail has been thoughtfully chosen for an unforgettable Miami stay. Property Name: SuCasa Palmas

4.94 out of 5 average rating, 168 reviews

A spacious living area features a comfortable futon adorned with a decorative pillow. Large windows provide views of the tranquil water, allowing natural light to brighten the space. The walls are designed in a soft, neutral tone, enhancing the overall welcoming feel.

Houseboat in Key West

Amazing houseboat with 2nd floor observation deck

Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

A narrow pathway meanders through lush greenery, bordered by a variety of plants and trees. Sunlight filters through the foliage, highlighting the natural beauty of the surroundings. Decorative stones are positioned alongside the path, enhancing the tranquil ambiance.

4.93 out of 5 average rating, 314 reviews

La Casa del Sol 305, private 2/1 in Little Havana

Welcome to my home! Your home away from home! This home is a duplex style home. Your own peivate side of the duplex, has two bedrooms, beds are trundle-style with a kitchenette and a bathroom. Provided an electric double burner, air fryer and microwave. You have a private covered patio and one designated parking spot. Your side is completely private. . Centrally located, 5 mins from MIA International. Walking distance from Freedom Park.

A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.

4.97 out of 5 average rating, 402 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.