Smoking-friendly holiday rentals in Fort Myers

4.93 out of 5 average rating, 103 reviews

An inviting heated pool is displayed within a retro-designed enclosure, featuring a striking patterned floor. Lounge chairs are positioned nearby, offering comfortable seating. Large screens protect against the elements while providing an unobstructed view of the surrounding greenery.

Home in Naples

Luxury Design/Water-Heater-Pool/Pet friendly

Casa Vivir la Vida is a newly renovated home with luxury upgrades to ensure you with the most relaxing stay. - Heated Pool with Retro Design - 15 Min to Vanderbilt Beach area - 15 Min to Mercato Shops and Restaurants. - Designed for Families - Pet Friendly - Designe for up to 10 people, 3 bedrooms, 2 bathrooms, 5 beds and a futon - Free Parking - Laundry In Unit - Fully Equipped Kitchen - Huge Backyard with Gazebo. - Fast Wifi - Residential Neighborhood. - Barbecue Grill - 24/7 Available Hosts

An aerial view of a spacious home features a heated infinitive pool and hot tub, surrounded by lounge chairs on a patio. A private dock accommodates a boat, with manicured lawns and tropical landscaping completing the outdoor setting.

5 out of 5 average rating, 36 reviews

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

This Spacious 4-bedroom 3 Bathroom home was tastefully designed for relaxation and adventure, perfect for families, boaters, and vacationers. Bring your own boat and take advantage of our private dock or explore the water with the provided kayaks. Unwind in the heated pool and hot tub. Enjoy amazing outdoor furniture and outdoor kitchen. Inside, enjoy modern finishes, ice-cold A/C, Super fast WiFi and a fully stocked kitchen with all the essentials. Each bedroom features a 65-inch Samsung TV

A single-story home is set amidst lush greenery, featuring a spacious driveway and a two-car garage. Palm trees provide shade against a cloudy sky, while well-maintained landscaping adds to the curb appeal. The front porch offers a welcoming entrance.

4.9 out of 5 average rating, 63 reviews

Canalfront/Outdoor Kitchen/Pool/Spa/Boat Dock

Bright & Cheery 3 Bdrm, 2 Bath Home on the Canal & Alhambra Lake. Enjoy meals on the huge lanai using the outdoor kitchen! Relax at the various seating areas while watching the kids play in the heated pool or take time out for your self in the jacuzzi. Catch some fish at the dock or watch the sun set over the Lake. There is something for everyone & lots of space inside the home for game night or movie night. Wi-fi & Streaming available. Fully stocked home for a memorable vacation! $50 Pet Fee

5 out of 5 average rating, 5 reviews

Boaters Paradise: Private 1/1 with FREE parking!

Escape to your own peaceful slice of Southwest Florida! This cozy 1-bedroom offers everything you need for a comfortable, laid-back stay — just 1 mile from the famous Matlacha Bridge, known as “The Fishingest Bridge in America!” Perfect for solo travelers, couples, or boaters, this unit features a full kitchenette, private bath, and comfortable living area. You’ll also have access to FREE onsite parking for boats, trailers, RV's, etc. and be close to three public boat ramps within a mile.

4.96 out of 5 average rating, 85 reviews

Home in Fort Myers

Bohemian Bungalow / Washer + Dryer / Private

Your family will be close to everything when you stay at this centrally-located place. Stylish, yet comfortable - You have access to an additional spacious sun patio, a washer and dryer, and ample back and front yard. 10 miles to the beach, biking distance to Historic Downtown Fort Myers, this home is a renovated blast from the past. Terrazzo floors throughout kept the original Florida charm. The most peaceful neighborhood with walking distance to a restaurant with indoor/outdoor dining.

A spacious outdoor area is enclosed by a screened lanai, featuring a heated pool and spa. Lush tropical plants and colorful flowers are arranged around the poolside, while the clear sky and palm trees are visible in the background, enhancing the serene atmosphere.

4.88 out of 5 average rating, 25 reviews

Cornwallis Escape

Welcome to sunny Cape Coral! At Cornwallis Escape, enjoy an AMAZING HEATED POOL with sun on the lanai all afternoon. Grill out, relax, or head 30 mins to Fort Myers Beach—beach gear included! Stay 4+ nights for FREE waterpark passes. Equipped with a BOAT LIFT and 2 JET SKI LIFTS, rent a craft nearby to explore the Gulf. Fresh coffee is ready when you arrive, and you're just 35 mins from the airport. Everything you need, nothing you don’t—just sunshine, water, and pure relaxation!

A spacious lanai features a heated saltwater pool surrounded by lounge chairs, each equipped with rolled towels. The screened enclosure allows for an unobstructed view of the canal and surrounding area, while decorative string lights add ambiance above.

5 out of 5 average rating, 35 reviews

Sunny Days-Canal Home w/pool & spa

Relax with the whole family at this peaceful place to stay which features: *2200 Sq. Ft *10-foot windows and doors *Private large, screened in Lanai *Large heated SaltwaterPool & Spa *Outdoor kitchen, living room w/TV, and dining area *Fully stocked and equipped Kitchen *Nespresso Coffee Machine *Off street parking, driveway will accomodate 2 vehicles *Safe Neighborhood *On the canal. Room to tie up a boat or two *1 walkable Mile to coffee shops, and several restaurants

An open living area is depicted, featuring light-colored leather sofas arranged around a central coffee table. A ceiling fan hangs above, and a large television is mounted on the wall. Dining space is visible in the background with a round table and decorative mirrors.

5 out of 5 average rating, 16 reviews

Southwest Cape Coral like new 3 bed 2 bath home

This is a great 3 bedroom 2 bath home in like new condition with all brand new furniture ready for you to relax in. This home is located in Southwest Cape Coral close to shopping, great restaurants, 27 hole golf course at Cape Royal. Located in a quiet neighborhood on an oversized 3 lot site with a huge private fenced back yard. Home has Wifi, cable TV, full lawn maintenance you do not need to do anything just bring your clothes and toothbrush everything you need is here.

4.99 out of 5 average rating, 210 reviews

A serene waterfront scene features two small boats gliding through calm waters, surrounded by lush palm trees. Nearby structures exhibit a mix of colors, with a sailboat anchored in the background, creating a peaceful atmosphere in the canal.

Home in Hamlet

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

4.87 out of 5 average rating, 246 reviews

A single-story home features a light exterior with a welcoming front entrance and a garage. Lush palm trees and manicured shrubs frame the property, while a clear blue sky enhances the peaceful setting.

Apartment in Naples Park

Private&Romantic. Walk to Beach; Unwind in Jacuzzi

Enjoy Beach Living at its Finest! The studio has its own private entrance and no shared spaces. Contemporary Furnishings, Jacuzzi, Private Fenced Backyard, Screened Lanai & Lush Landscaping! 20 minute Walk to Vanderbilt Beach, Wiggins Pass Park, Mercato Shops for World Class Shopping, Dining & Entertainment! This Private Studio has all the Comforts! Need extra space? Ask Host about other rentals in the area. Pets allowed - $100 pet fee.

4.84 out of 5 average rating, 138 reviews

A spacious outdoor entertaining area is highlighted by a hot tub and a saltwater pool, both surrounded by mesh screening. A large dining table with multiple chairs sits shaded beneath the ceiling fan, complemented by decorative string lights for a cozy ambiance.

Home in Lehigh Acres

LIVING in PARADISE 🌴 ⛱️ 😎

Hotel accommodations with the comforts of home! Clean and beautiful house. Hot tub and pool, full grill Gazebo,patio for cookouts. Beautiful living room area, with a TV and family space. Dedicated dining room space, equipped with everything needed with a spectacular dinner. Kitchen is fully equipped. King , two queen beds. Beautiful full bathrooms. Close to Downtown Fort Myers, Bell Tower Shops, and Fort Myers Beach.

4.96 out of 5 average rating, 27 reviews

Home in Fort Myers

Palm Villa | 10 PPL | Hot Tub |Top Location | BBQ

We want to be your host in Fort Myers! Let us show you why you should book with us: - 5 Min to Downtown - 30 Min to Fort Myers Beach - Designed for 10 guests (3 Kind Bed , 2 Queen Sofa Bed - Free Parking - Fully Equipped Kitchen - Private Jacuzzi - Fast Wi-Fi - Quiet and Safe Area - Private Patio - 24/7 Available Host - 4 Smart TVs - Family games included - Barbecue - Fire Pit - Playground

Popular amenities for Fort Myers Smoke-Friendly Accommodation

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Smoking-friendly apartment rentals

Apartment in Bonita Springs

A modern kitchen is presented with white cabinetry and sleek gold hardware. Stainless steel appliances, including a microwave and stove, are included. A herringbone backsplash complements the countertop, and ample lighting enhances the space. A breakfast bar with two stools is visible.

4.86 out of 5 average rating, 7 reviews

Beautiful Beach Oasis

A serene sleeping area is presented, featuring a spacious bed dressed in soft, neutral bedding. Framed photographs adorn the walls, while a closet with sliding doors stands nearby. Wall-mounted planters with green plants complement the light-colored decor, enhancing the room's calm ambiance.

Private room in Lehigh Acres

Cozy Private Studio Apartment

Private room in Lehigh Acres

A well-lit corner features an oval mirror framed in white. Adjacent to the mirror is a closed door, with light filtering through a nearby window adorned with white blinds.

4.83 out of 5 average rating, 66 reviews

Nice area for walk.

A comfortable living area features a leather sofa and a light-colored coffee table, with a decorative basket nearby. Large glass doors provide access to a screened-in lanai, allowing natural light to fill the space. Neutral wall colors create a calm environment.

4.89 out of 5 average rating, 27 reviews

Fort Myers Beach/Sanibel - Condo

A cozy sleeping area features a neatly made bed with a white comforter, accented by decorative pillows. A tray with a small vase of flowers rests on the bed. Natural light enters through a window adorned with blinds, illuminating the space.

Private room in Naples

4.63 out of 5 average rating, 16 reviews

Private cozy bedroom and bathroom in my townhouse

4.55 out of 5 average rating, 11 reviews

The luxury spot|2 min downtown |5 min to the beach

5 out of 5 average rating, 9 reviews

King Studio Close To Beaches, Trails and History!

5 out of 5 average rating, 4 reviews

Romantic Luxury Waterfront Escape • Couples Only

Smoke-Friendly Holiday Houses

The image showcases a vibrant outdoor space featuring a dock with kayaks, a barbecue grill, and lounge seating overlooking a canal. The indoor game room displays a pool table and various entertainment options. A spacious living area with a Smart TV and pool is also visible.

4.97 out of 5 average rating, 32 reviews

Luxury home with Dock|heated pool| kayak|Jacuzzi

4.83 out of 5 average rating, 6 reviews

Home in Lehigh Acres

Quiet house

5 out of 5 average rating, 19 reviews

A tranquil outdoor space features a heated saltwater pool surrounded by a screened-in lanai. Comfortable seating areas and a dining table are positioned within, enriched by lush greenery visible through the screens.

Home in Saint James City

Pine Island Beach House! *Gulf Access, Heated Poo

5 out of 5 average rating, 31 reviews

A cozy sleeping space is featured with a comfortable bed adorned with soft linens and a decorative pillow. Light-colored curtains frame the window, illuminating the room. A sleek fan hangs from the ceiling, while modern cabinetry offers ample storage along the wall.

Home in Naples

Serene Stays Naples

A scenic view of the canal is visible through a screened lanai. Lush green grass frames a walkway leading to the water, while palm trees line the shore. Dock spaces are visible in the distance, enhancing the tranquil waterfront setting.

4.93 out of 5 average rating, 15 reviews

The Sandcastle

5 out of 5 average rating, 28 reviews

A spacious two-story home is nestled among mature oak trees, creating a serene atmosphere. Sunlight filters through the branches, highlighting the surrounding lush greenery. The front lawn provides an inviting entryway, emphasizing the home's natural setting within a peaceful country landscape.

Home in Alva

Country Getaway Entire Home nestled on 4.5 acres

4.82 out of 5 average rating, 17 reviews

The exterior of the canal front home is depicted, featuring a spacious dock with a boat lift and outdoor seating areas. A screened lanai is visible, offering views of the water. Surrounding greenery and the clear sky complement the tranquil setting.

Home in Saint James City

Tranquility Villa!!! ⚓️🛥🏝

A spacious screened pool area is visible, featuring a refreshing swimming pool surrounded by palm trees and tropical foliage. Relaxing chairs are positioned nearby, creating an inviting spot for leisure. The clear blue sky is noticeable above, enhancing the outdoor ambiance.

4.94 out of 5 average rating, 16 reviews

Relaxing place with pool

Other smoking-friendly holiday rentals

The image captures a well-maintained private yard surrounded by a white lattice fence. Tropical plants, including palm and leafy ferns, provide lush greenery, while a butterfly decoration adds a touch of charm. Bright sunlight illuminates the scene, enhancing the vibrant colors.

Townhouse in Fort Myers

4.64 out of 5 average rating, 11 reviews

Tropical Breeze Townhouse 2 Bedrooms/2 Bathrooms

4.78 out of 5 average rating, 51 reviews

A covered lanai encompasses a glistening pool surrounded by palm trees. Two lounge chairs are placed beside the pool, adorned with colorful towels. The backdrop features a tranquil water view and colorful outdoor seating, enhancing the relaxed atmosphere.

Villa in Cape Coral

Villa Maxos - Boaters dream 4br/3 bath pool / spa

A bright kitchen is presented, featuring a spacious island made of white quartz with three mint-green stools positioned around it. Modern cabinetry in white is complemented by gray backsplash tiles. A large mirror and stylish light fixture enhance the contemporary feel of the space.

Home in Naples Park

4.65 out of 5 average rating, 97 reviews

Beach Getaway-Walk/Bike to beach,Fenced for doggie

The exterior of a single-story home is showcased, featuring a manicured lawn and tropical landscaping. A circular driveway leads to a two-car garage, with a welcoming front door framed by lush foliage. A vibrant palm tree is visible, adding to the overall inviting curb appeal.

4.93 out of 5 average rating, 14 reviews

Sunshine Getaway

5 out of 5 average rating, 10 reviews

A serene view of the calm bay is captured, featuring gentle waves and lush green foliage lining the shore. The horizon stretches into the distance, blending the water and sky with soft clouds, providing a peaceful backdrop for outdoor activities.

Holiday home in Captiva

Dolphin Bay House Oceanfront with private dock

4.81 out of 5 average rating, 52 reviews

Zito Dream Home

4.93 out of 5 average rating, 30 reviews

A cozy sleeping area features a spacious bed dressed in a blue quilt and matching pillows. Two white nightstands are positioned on either side, each holding a decorative lamp. Artwork in subdued tones decorates the wall above the bed, complemented by soft lighting throughout the room.

Guesthouse in Cape Coral

Modern & Private Home Great Location

An open concept living area features a light-filled space with high ceilings. A cozy sofa and striped armchair provide comfortable seating. A coffee table with decorative accents sits centrally. A large television is mounted on a light-colored entertainment unit, enhancing the inviting atmosphere.