Smoking friendly holiday rentals in Monroe County

Lux 2BR • Water View • Pool • Spa • FREE Parking

Indulge in our exquisitely designed two-bedroom suite, offering incredible water views & complimentary access to the lux amenities of the world-class W hotel - Olympic pool, 100-person Jacuzzi, & gym. You’ll also have access to 1 FREE parking space (across the street)! The 2nd room was converted from the living area and can be closed off as can be seen from the pics. This suite is proudly hosted by SuCasa Vacay, promising an unforgettable Miami experience in style. Property Name: SuCasa Sunrise

"Casa Mia's" pool & BBQ bungalow

Private entrance offers bungalow experience to the one bedroom space, walk in closet en suite bathroom. Shared structural walls: sounds do travel. Exclusive access to pool (unheated), BBQ, stove top, small outdoor fridge, and “makeshift” sink. Plenty of privacy! 20 minute stroll to Coco Walk; restaurants, lush nature and historic sites. Nestled between Coral Gables ; South Miami and Brickell. Close to University of Miami; quick access to airport and beaches. Merry Christmas Park’s a block away

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. 🛥️🌴🎣

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.

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.

✨Bring the whole family to this great located house with a nice pool with spa, combo game table and lots of room for fun, and enjoy the beach, restaurants and entertainments around the area. ✨5BRs with smart TVs and comfortable mattresses and pillows. 3BR upstairs/2BR downstairs. ✨3 bathrooms, 1BR downstairs/2BR upstairs. ✨2 kitchens fully equipped with everything you may need. ✨Nice and quite neighborhood. ✨Sunsets are amazing at The Florida Keys. ✨Guest are always our priority.

Amazing houseboat with 2nd floor observation deck

Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Garrison Bight Marina in 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.

Condo in Brickell Business District

Stunning one bedroom condo located in the best area of Brickell just minutes away from Brickell City Centre and Mary Brickell Village with restaurants, bars, shops and entertainment. About this Space -Approx.825 sqft of natural light filled space with gorgeous bay and city views and a large private balcony with dining table and large patio couch -High-speed Wi-Fi -1 free assigned parking spot -Pool, jacuzzi, steam room, game room, state of the art gym, and business center

Charming 2BR Oasis with 2 Parking Spaces

Escape to your private oasis in a peaceful neighborhood! Enjoy the entire space, including your own entrance and easy self check-in with a keypad. This beautifully split duplex features 2 cozy bedrooms, 1 bathroom, and a comfortable sectional that converts into a bed. The kitchenette is fully stocked with everything you need for home-cooked meals. Located just 40 minutes from Miami and 25 minutes from the Florida Keys and National Parks it’s the perfect home away from home!

Four Seasons private studio in Brickell

Views of Miami’s glittering skyline provide the backdrop to a peaceful night in this privately owned, spacious Four Seasons Brickell corner suite. The hotel is walking distance to all the action, yet is quiet and maintains a peaceful vibe. The location is unbeatable- just a two minute walk to the water, where you are immediately on the waterfront path which you can walk, bike, or run along. Valet parking, 2 pools, jacuzzi, sauna, spa, and Equinox gym are all included.

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.

Luxury Tuscan Villa | Pool/Sauna/Gym/Spa/Basketball

🇮🇹 HOUSE OF ITALY – A Private Tuscan Escape 🇮🇹 🌟 GUEST FAVORITE with true resort-style luxury & top-rated reviews! 🌟 🎱 Pool Table • 💪 Private Gym • 😅 Sauna 🛌 4 Bedrooms • Sleeps up to 16 comfortably 🔥 Heated Pool • Hot Tub • Massage Beds • Sun Loungers 🍽 Outdoor Kitchen • BBQ • Fire Pit for unforgettable nights 🏀 Basketball Hoop & More ✨ More than a stay—an extraordinary experience from @BeyondTheBNB

RV by the Sea - Camping in the Keys - Sleeps 4

Create unique experiences and memories at this rare property in the heart of Key Largo in a peaceful, quiet 40-acre tropical community along the ocean on the edge of John Pennekamp State Park. Enjoy 2 beaches, a heated pool, a kiddie pool, boat slips for rent, a boat ramp, beach volleyball, a children's area with playground, laundry facilities, ice, and more.