Smoking-friendly holiday rentals in North Port

A spacious pool area features a heated pool surrounded by a screened enclosure. Colorful pool floats, including a flamingo and unicorn, are visible. A shaded dining area with an umbrella provides seating, while lounge chairs rest nearby, all overlooking a tranquil canal.

4.94 out of 5 average rating, 90 reviews

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊‍♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

4.96 out of 5 average rating, 158 reviews

XL Pool~Private Yard~Striking Sunsets~Outdoor tv

Private & peaceful resort style outdoor space + oversized solar heated pool creates a perfect vacation oasis. Covered lanai = shade. BBQ & watch your favorite sports on 55” outdoor tv. Walk the golf cart paths, swim laps, get a tan, read a book, play music & games, sip on tropical drinks & float all your cares away in privacy. Gorgeous sunsets overlooking a golf course setting. Carefree outdoor living at its best. ~ Within a few miles of groceries, shopping, dining, bars & downtown Punta Gorda.

Townhouse in Port Charlotte

4.95 out of 5 average rating, 123 reviews

Exotic Escape home! w/ Heated Pool & Luxurious Spa

Discover a relaxing tropical escape on Florida’s beautiful Gulf Coast! Perfectly located on the border of North Port and Port Charlotte, you’ll be just minutes from shopping, restaurants, stunning Gulf beaches, fishing, golf, dinner theaters, parks, and countless local attractions. Whether you’re traveling with family, friends, or simply looking for a relaxing getaway, this is the perfect place to create lasting memories. So look no further, we have your perfect Florida getaway waiting for you!

5.0 out of 5 average rating, 13 reviews

Home in North Port

Private Heated Pool Full Pet Friendly Beachy Home

Relax with the whole family at Barefoot & Ready Beach Escape, your peaceful, beach-themed getaway in sunny North Port! Every detail is designed for a blissful barefoot escape — from the vibrant coastal décor to the private heated pool & screened lanai. Pack light-we’ve thought of everything! As a mom and traveler, I’ve created a space where everyone feels pampered, content, and carefree. Minutes from Venice, Englewood, and Siesta Key’s famous soft white sands. Your well behaved dogs are welcome!

4.96 out of 5 average rating, 277 reviews

A covered outdoor space features cozy seating around a fire pit. String lights illuminate the area, creating a warm ambiance. In the background, an inviting above-ground pool is set against a lush garden landscape, showcasing tropical plants and trees.

Home in Punta Gorda

Tropical getaway Pool and tiki bar

1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

A welcoming living area is presented with a curved gray sofa and two plush, dark recliners. A circular blue ottoman sits in the center, complemented by a decorative area rug. Natural light filters through sheer window treatments, enhancing the modern decor.

4.9 out of 5 average rating, 58 reviews

Casa Florida with Hot Tub (Family & Pet-friendly)

Completely remodeled home with all the latest amenities from gorgeous granite countertops, a chef's delight kitchen, to new furnishings, you will love this cozy casa. Centrally located to inshore hotspots to beaches just minutes away. Restaurants within a couple miles along with plenty of live entertainment. This home is very sturdy and has the climate control features no matter what mother nature has to offer. Exceptionally comfortable with fenced-in backyard space and ample parking outside.

4.82 out of 5 average rating, 11 reviews

CitrusOasis/Heated Pool/Gameroom/Playground/13PPL+

We’d love to welcome you to The Citrus Oasis 🍊 📍Top location near best FL beaches (Siesta Key, Gasparilla Island, Englewood…) 💦Heated Pool 🎭Home theater 🏋️‍♂️Gym 🏓Ping pong table 🎱Pool table ⚽️Foosball table 🔥Fire pit and fire place 🛝Playground 🍗BBQ 🐾Pet friendly 🏀Outdoor games 🚿Outdoor Shower 📺6 smart Tvs with Streaming apps 🧑‍🧑‍🧒‍🧒Designed for 13+ guests 🧺Laundry room 🅿️Free Parking 🧑‍🍳Fully Equipped Kitchen 🛜Fast Wi-Fi 💼Work Dedicated Space ✈️Close to airport

5.0 out of 5 average rating, 21 reviews

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking

Relax and recharge at this private Port Charlotte retreat! Enjoy a heated pool, hot tub, fire pit— all in your own backyard oasis. The house sleeps 5, with a King En suite, Queen with pool view and office with daybed. Bring your RV or boat/trailer. Close to local beaches, golf, dining, and shopping, the perfect base for your Florida vacation. There is a separate garage studio that can be rented in addition to this property. It will not be rented otherwise when the main house has guests.

A spacious home is set on a well-maintained lawn, featuring a white exterior complemented by lush tropical landscaping. Palm trees and shrubs enhance the entrance, while a smooth driveway leads to a two-car garage. The sky is clear and blue, adding to the inviting appearance.

5.0 out of 5 average rating, 104 reviews

Elegant heated pool canal home in very quiet area.

Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

A spacious home is set back on a large, fenced lot, offering ample privacy. A driveway leads to the entrance, surrounded by trees. A camper is parked within the fenced area, creating a welcoming outdoor space. Quiet street views are visible from the property.

4.91 out of 5 average rating, 65 reviews

HEATED Pool Home Oasis - Large fenced lot

Walkthrough tour: https://youtu.be/fQQ9dFKMvsM Best Stay In Port Charlotte! Newly updated, centrally located, heated pool, entire home for your SoFlo vacation! No mosquitos with the screened pool/porch that almost every room has french doors leading to. Large FENCED lot to park a large boat or RV/trailer. Dock your boat at Port Charlotte beach park only 10min away! Bring four legged family members and let them roam freely yet safely. Many more amenities listed below.

5.0 out of 5 average rating, 7 reviews

Condo in North Port

Perfect Tropical Escape| Pool + Resort Amenities

Wake up to golf and lake views from the master bedroom in this stylish 2BR + den Veranda condo—ideal for a relaxing getaway or quiet family stay. Enjoy resort amenities: heated pool, spa, sauna, gym, pickleball/tennis, tiki bar, plus two satellite pools steps away. Coastal décor, two screened lanais, RO filter water, Keurig coffee station, fast Wi-Fi, and in-unit laundry. Minutes to Gulf beaches, Warm Mineral Springs, Downtown Wellen Park, and CoolToday Park.