Smoking friendly holiday rentals in Florida Keys

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.

"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. 🛥️🌴🎣

NEW! "Villa Paradise" ~ Lux 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

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.

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Enjoy a private Lakeside Paradise. 3B/2B Family Home with a Deep Salt Water Pool and Chef Garden. You've just found the perfect getaway for those seeking relaxation, privacy and nature. Come cook up a delicious meal, listen to the local birds and kick-back by the pool to enjoy a sweeping lake view. We have everything you need for that perfect stay, with easy access to MIA+FLL and a deep salt water pool, so you can relax and enjoy! >The SUNSET will leave you SPEECHLESS!<

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.

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.