Smoking-friendly holiday rentals in Big Pine Key

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Top-Rated Smoke-Friendly Accommodation in Big Pine Key

Guests agree: These smoking-friendly rentals are highly rated for location, cleanliness and more.

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Superhost
An empty gravel lot is showcased, surrounded by lush greenery and palm trees. A picnic table is positioned to one side, providing a space for outdoor dining. The open area suggests ample room for a camper and additional parking.
Campsite in Big Pine Key
4.74 out of 5 average rating, 123 reviews

Bring Your Own RV! Our Lot Your RV B6 No Tents

MUST BRING YOUR OWN CAMPER! 50 amp and 30 amp new electric sewer and water, TAKE ADVANTAGE OF A GREAT LOT FOR YOUR CAMPER Twenty nine miles to key west 1/4 mile to water access. HAS POOL Boondocks Restaurant 1 mile and Bucktooth Rooster walking distance. Only Miniature golf in the keys 1 mile away. Key West 25 minute drive. OUR LOT BRING YOUR OWN CAMPER NO TENTS ALLOWED2 ANIMAL MAX NO POP UPS / HOMEMADE CAMPERS/SCHOOLBUS OUR BASED ON AIR BNY POLICY AND THEY DO NOT ALLOW ME TO CHANGE THAT

Guest favourite
A well-maintained community pool is surrounded by lush tropical landscaping, featuring lounge chairs with blue umbrellas. The clear water reflects the bright blue sky and palm trees, creating a relaxing atmosphere for guests to enjoy.
Home in Key West
4.88 out of 5 average rating, 68 reviews

Key West Paradise

Bring the whole family or a great group of friends to this fantastic house w/lots of room for fun. 3 Bed (1 on main level, 2 up), 3 Full Baths (1 on main level, 2 up), sleeper sofa in living room and air mattress in closet, Steps to Community Pool, Sleeps up to 8. Nice Kitchen for your use. High speed internet. TV in the living room and in every bedroom. Enjoy the breeze from your nice size front porch, rear deck off living room, and balcony off upstairs bedroom. 8 minutes to Duval Street.

Guest favourite
The exterior of the vacation home is framed by vibrant palm trees, providing a tropical feel. A white staircase leads to the covered front porch, which features a round glass door. Decorative stone landscaping complements the structure, enhancing its inviting appearance.
Home in Cudjoe Key
4.94 out of 5 average rating, 67 reviews

Private Ocean Oasis by Key West, Florida

Beautiful stilted two bedroom/two bathroom vacation home awaits your arrival. Break taking views of the Atlantic Ocean are picture worthy. This home hosts a 36' seawall on a wide canal. Dock equipped with fishing cleaning station, cleats, swim ladder, outdoor shower and bait freezer. King-, queen-, full- and twin-size mattresses provide comfortable sleeping accommodations for all guests. Extensive indoor and outdoor furniture allow for all to relax, recharge and enjoy their time in paradise!!

Guest favourite
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
4.91 out of 5 average rating, 204 reviews

Stay on Roxie - free transport, snacks & ice. 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. 🛥️🌴🎣

Top Guest favourite
The exterior of a two-story house is visible, featuring light-colored siding and a spacious front porch with white railings. A brick driveway leads to the covered parking area underneath. Tropical landscaping with palm trees surrounds the property, enhancing the serene environment.
Home in Marathon
5 out of 5 average rating, 22 reviews

Paradise At Sunset

Paradise at Sunset is your ideal vacation get-away. Located near the 7-mile bridge where you can catch the sunset or the sunrise! A private pool to enjoy with family and friends, plenty of outdoor seating areas. If you’re looking for places to dine in, The Sunset Grille & Raw Barn is just a 3-minute walk. The Marketplace at Isla Bella is also a unique mix of goods where you can find gifts, coffee, pastries, beach/swim ware. 5 minute drive to Sombrero or Coco plum beach. 45 minutes to Key West.

Guest favourite
A spacious heated pool is set amidst lush tropical landscaping, featuring palm trees and vibrant greenery. Several lounge chairs line the pool area, and a thatched-roof hut provides additional shade. The scene is enhanced by bright blue skies with scattered clouds.
Townhouse in Key West
4.71 out of 5 average rating, 121 reviews

Luxury 2/2 1/2- Parking, Bikes, WI-FI, Big Pool

Very clean and spacious, including parking, bikes, wifi, pool and close to many restaurants Luxury 2 /2 1/2 condo sleeping 6 *1100 sq. ft *FREE Covered Parking *7 Bikes FREE - included *Queen bed each room with private bath *FREE wifi *All linens/bath/beach towels included *Huge heated pool *Clubhouse/fitness ctr *Queen sleeper sofa with 5" thick memory foam mattress (very comfortable) *AC *Near many eateries *Coolers *Gas Grill *42" SONY TV -Fire Stick- no cable Maximum 6 person occupancy

Superhost
A modern kitchen features stainless steel appliances and white cabinetry, complemented by a light countertop. A dining area and living space are visible in the background, along with a staircase leading to the upper level. Large sliding doors provide access to an outdoor view.
Condo in Duck Key
4.86 out of 5 average rating, 99 reviews

Villa 5087 on Duck Key BOAT SLIP available

Enjoy a Fully Renovated Villa on Duck Key. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors, NO pets. Please do not take any items from the Villa. No pool access

Guest favourite
A well-maintained outdoor area is seen, featuring a spacious green lawn surrounded by lush landscaping. The inviting swimming pool is centrally located, with lounge chairs set up for relaxation. A private dock and an outdoor kitchen area are visible, perfect for entertaining.
Home in Marathon
4.95 out of 5 average rating, 22 reviews

Emerald Oasis ~ Lux Waterfront Gem ~ Heated Pool ~

Indulge in this luxurious 4BR 4.5BA house nestled on a gorgeous waterfront property in Marathon, FL. This spacious estate offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, and scenic outdoors with the private fishing dock. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Swimming Pool ✔ Yard (Fire Pit, BBQs, Games, Bicycles) ✔ 75ft Dock (Fishing Station, Water, Electricity) ✔ Deck ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking See more below!

Superhost
The yacht 'Just Chillin' is illuminated at night, showcasing its sleek design and multiple levels. Soft light emanates from the upper deck, highlighting the covered patio. Reflections of the boat shimmer on the water, creating a serene nighttime setting.
Boat in Key West
4.82 out of 5 average rating, 22 reviews

Yacht Just Chillin': Anchored Out on the Ocean!

Live your dream of sleeping out on on the ocean in a deluxe cabin cruiser yacht. Yacht "Just Chillin" features two state rooms each with comfy queen beds, two full bathrooms, A/C, hot water, high speed internet, covered patio, full dining , kitchen, living rooms and more! The yacht is anchored out on the ocean: see unbelievable waterfront sunsets and wildlife right from the boat! Enjoy this unique experience! All charter guests receive 2-for-1 water shuttles for their stay! Welcome Aboard!

Guest favourite
A spacious concrete dock extends into clear blue waters, featuring thatched-roof palapas for shade. Palm trees sway gently, while colorful buoys line the water. The sky is mostly sunny with a few clouds, enhancing the serene waterfront setting.
Campsite in Cudjoe Key
5 out of 5 average rating, 13 reviews

Little Palm By The Sea- RV Site, Cudjoe Key Fl.

Canal front RV LOT 35' x 70' with a 35 ft. seawall for your boat, ocean views and direct access. Fits up to a 45 ft RV. Water, sewer and electric hook up . Beautiful landscaped waterfront site in Venture Out Cudjoe Key Fl., 25 miles to Key West. The site includes a concrete picnic table, boat slip and a swim ladder. Venture Out is a gated community with 24 hr. security on the shores of Cudjoe Key. PLEASE READ the details below for vehicle requirements. Only approved RVs are permitted.

Guest favourite
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
4.95 out of 5 average rating, 131 reviews

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.

Guest favourite
A wooden dock extends into a calm canal, surrounded by clear water. Post lights are visible along the dock, and palm trees line the opposite bank. The sky above is partly cloudy, enhancing the tranquil setting.
Home in Key Colony Beach
4.8 out of 5 average rating, 15 reviews

Seas the Day

7-NIGHT MINIMUM, per Key Colony Beach Ordinance Two bed/two bath half-duplex in Key Colony Beach, known as the "Gem of the Florida Keys." Awesome location! Rental includes free access to Cabana Club, a private club with swimming pool, beach, lounge chairs and ordering options for food and drink. Unit is a 10 min walk to Sunset Pk Beach, great views, no swimming, and nearby restaurants, golf course, tennis courts and playground. Dockage for boats up to 60ft and beautiful water

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Quick stats about holiday rentals that are smoking-friendly in Big Pine Key

  • Total rentals

    20 properties

  • Nightly prices starting at

    $92 AUD before taxes and fees

  • Total number of reviews

    270 reviews

  • Rentals with a pool

    10 properties have a pool

  • Wi-Fi availability

    20 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool