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

Total holiday rentals
Explore 10 holiday rentals in Stock Island

Nightly prices starting at
Stock Island holiday rentals start at $194 SGD per night before taxes and fees

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Over 330 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stock Island rentals
Top-rated smoke-friendly rentals in Stock Island
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

Tree Top Paradise
Unit #179 - At the “Tree Top Paradise” we have spared no expense to make sure your vacation is not just a vacation but an experience of your life with a peak a boo view of the canal. This home is a fantastic 2 bedrooms (Queen beds) and a sleeper sofa and 2 baths. You have a large lovely screened in porch with comfy furniture to enjoy your morning coffee. There are 2 one person Kayaks for you to enjoy. Pickle ball paddles in the garage. Ring doorbell installed above garage doors.20 MIN to KeyWest

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! 🌞 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. 🛥️🌴🎣

Resort chic on the water!
Enjoy the sights and sounds of nature while you stay on this 42' classic sailboat. The cockpit has a small table and is very spacious. There is 6' 8" headroom and lots of light down below. The boat is docked at the Perry Hotel, one of the finest resort locations in the world. There are 2 pools, 3 restaurants and a 24 hour gym on sight. The concierge can arrange trips for you, and a shuttle will take you to downtown every hour until 10:30 pm. The lobby is a great place to relax and mingle.

430 Empty RV Lot with 35' Seawall
Empty Waterfront RV Lot just waiting for you to come visit the beautiful Florida Keys. Private 35-foot seawall with access to both the Atlantic Ocean and the Gulf of Mexico. Bring your RV, your swimsuits and your boat and have an amazing family vacation! Amenities include heated pool, hot tub, marina, boat launch, convenient store, pickleball, fun activities and more! Close to restaurants and more! VO COMMUNITY REGISTRATION FEE OF $125.00 IS DUE UPON ARRIVAL IN CASH OR CREDIT CARD ONLY.

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.

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.

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!

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 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 .

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 Stock Island
Smoke-friendly flat rentals

Coconut Mallory 2 BD Condo-112

Coconut Mallory 1 BR Condo-404

Coconut Mallory 2 BD Condo-115

Sir David Waterfront

2 Bedroom Condo with pool access! 217

Coconut Mallory 2 Bedroom w/ Pool 114

2 Bedroom Condo Resort Right Next to Marina! 206

Two Bedroom Condo W/ Resort Amenities 211
Smoke-friendly house rentals

Key West Paradise

Tree Top Paradise

Mermaid Manor ~ Waterfront Haven w/ Hot Tub & Dock

Dragonfly Lite

Ocean~View w/ Dock, Pool, Kayaks, King Bed
Smoke-friendly apartment rentals

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

Wahoo Watch Two Bedroom Condo

Fabulous Coconut Beach Key West

Magical Ocean Penthouse – Top-Floor Ocean View Con
Destinations to explore
- Villa rentals Stock Island
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- Rentals with a patio Stock Island
- Family-friendly rentals Stock Island
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- Rentals with a kayak Stock Island
- Rentals with breakfast Stock Island
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- Hotel rooms Stock Island
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- House rentals Stock Island
- Flat rentals Stock Island
- Rentals with a hot tub Stock Island
- Rentals with a washing machine and dryer Stock Island
- Rentals with pools Stock Island
- Smoking-friendly rentals Monroe County
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- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- The Turtle Hospital
- Florida Keys Aquarium Encounters
- Southernmost Point
- Key West Butterfly & Nature Conservatory
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Curry Hammock State Park




