
Smoking friendly vacation rentals in Key West
Find and book unique smoking friendly rentals on Airbnb
Top-rated smoking friendly rentals in Key West
Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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

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.

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!!

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.

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. 🛥️🌴🎣

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

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!

Mermaid Manor ~ Waterfront Haven w/ Hot Tub & Dock
Discover waterfront luxury at Mermaid Manor, a stunning 4BR retreat in Marathon. Built in 2019, this elevated home features power-adjustable Tempur-Pedic beds, 6-person LED-lit spa, and a new 50ft dock with deep water access. Enjoy the outdoor kitchen, cantina bar, paddleboards, and multiple entertainment areas. Perfect for boating enthusiasts with quick access to both Atlantic and Gulf waters. Modern amenities include 500Mbps WiFi, smart TVs, and gourmet kitchen with specialty cookware.

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.

Paradise Ocean Front 4/3Home Heated Pool
Paradise home only 4 houses from open ocean on the Atlantic side of Marathon with a Pool to soak in.This cozy home features 4/3 open floor plan style living room and kitchen and stainless steel appliances. There's a beautiful tiki hut to relax and cook your fresh catch on the BBQ while looking at the Atlantic ocean. 80 feet of dock space to park your boat or boats and a convenient fish cleaning station with t-top clean and prepare your fresh catch. RENTAL LICENSE ID # PLR2019-00144

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

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada
Popular amenities for Key West smoking friendly rentals
Smoking friendly apartment rentals

Coconut Mallory 2 BD Condo-112

Coconut Mallory 1 BR Condo-404

Key West Classic Gem

Sir David Waterfront

Star Room At Barnacle Resort

Coconut Mallory 2 BD Condo-221
Smoking friendly house rentals

3/2 Waterfront/Private dock/Beach & Pool Access

Beach House in Marathon with Amazing Backyard!

Dragonfly Lite

Cozy Beach House in Marathon

Amazing! 3BR/2BA, Pool/Spa, Dock, Oceanside!

Best deals in Duck Key Dream House Jewel!

Gem of Key West

Tree Top Paradise
Smoking friendly condo rentals

OCEAN FRONT /W Pool/Balconies/golf, dock ramp

Villa 5087 on Duck Key BOAT SLIP available

Wahoo Watch Two Bedroom Condo

Magical Ocean Penthouse on the Atlantic in Key We
Quick stats about vacation rentals that are smoking-friendly in Key West

Total vacation rentals
Explore 50 vacation rentals in Key West

Nightly prices starting at
Key West vacation rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 2,790 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Key West vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Key West rentals

4.8 Average rating
Key West stays are highly rated by guests—averaging 4.8 out of 5!
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