
Smoking friendly holiday rentals in Key West
Find and book unique smoke-friendly rentals on Airbnb
Quick stats about holiday rentals that are smoking-friendly in Key West

Total holiday rentals
Explore 50 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at $77Ā SGD per night before taxes and fees

Verified guest reviews
Over 2,780 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Key West holiday rentals include wifi access

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

4.7 Average rating
Key West stays receive an average rating of 4.7 out of 5 from guests
Top-rated smoke-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.

Stay on Roxie - free transport & snacks, BYOB.
Read our reviews and relax with last minute weather cancellation! š 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. š„ļøš“š£

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

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.

Ocean~View w/ Dock, Pool, Kayaks, King Bed
Experience waterfront luxury in Venture Out on peaceful Cudjoe Key! Enjoy stunning Atlantic Ocean views, amazing sunsets, a 35' canal-front seawall, kayaks, bikes, outdoor shower, fish cleaning station & bait freezer. Keep your boat at the house and reach the Atlantic or Gulf in minutes. Near Key West, this updated Keys getaway includes resort amenities: heated pool, hot tub, pickleball courts, boat launch & store. Prime dates go fast, especially lobster season in August, so book now!

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

Just Chillin' Out on the Ocean: 1/2 Off Charters!
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 guests receive HALF OFF excursions! Welcome Aboard!

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 romÔntico y divertido y asà 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. EstÔ Esta es una experiencia de Acampada .

3/2 Waterfront/Private dock/Beach & Pool Access
Location, location, location! The Starfish House is walking distance from everything and perfectly centered in the fishing capital of the world! Steps from a golf course, basketball, tennis, bocce ball courts, playground & more. Enjoy live music and drinks at the famous Havana Jackās just down the street. Centrally located in the Middle Keysāonly 1 hr to Key West and 30 min to Islamoradaāthereās something fun for every age!

Beautiful 42ft Catamaran 1 mile from Duval St.
Escape to paradise aboard our 420 Lagoon, 42' catamaran anchored in turquoise waters off Key West. Recently refit, she offers 3 cozy cabins, 3 baths (two full shower), a well-equipped galley, and full A/C. Sleeps 6 with space to relax inside or on deck under the stars. Sway with gentle waves, watch dolphins swim by, and let island breezes and sunsets make this your private floating getaway in the Keys.
Popular amenities for smoke-friendly rentals in Key West
Smoke-friendly flat rentals

Coconut Mallory 2 BD Condo-112

Coconut Mallory 1 BR Condo-404

Sir David Waterfront

Star Room At Barnacle Resort

Coconut Mallory 2 BD Condo-221
Smoke-friendly house rentals

Soothing Nest

Dragonfly Lite

Cozy Beach House in Marathon

Luxury Waterfront Oasis w Heated Pool and 50' Dock

Blue Paradise Call for Weekend ONLY rates

Best deals in Duck Key Dream House Jewel!

Tree Top Paradise

Spacious Marathon FL Pool, Canal front, w/ Kayaks
Smoke-friendly apartment rentals

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

Villa 5087 on Duck Key BOAT SLIP available

Fabulous Coconut Beach Key West

Wahoo Watch Two Bedroom Condo

Magical Ocean Penthouse on the Atlantic in Key We
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $543 SGD | $552 SGD | $639 SGD | $402 SGD | $378 SGD | $380 SGD | $363 SGD | $320 SGD | $334 SGD | $375 SGD | $424 SGD | $475 SGD |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
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- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- The Turtle Hospital
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
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- Southernmost Point
- Boyd's Key West Campground
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- Venture Out Resort
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