Family-friendly holiday rentals in Port Charlotte

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊‍♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

Indoor spaces · Family · Outdoor spaces

Big Pool+Sunsets+Private Yard+Outdoor tv+BBQ+Golf

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.

Kitchen · Family · Access

Canal front, gulf access, pool, spa, game room

Welcome to Harbor Breeze Gulfstream, a 3/3 waterfront retreat designed for relaxation, fishing & boating. Perfectly situated just a 5-minute walk from Charlotte Beach Park & Marina, this cute home comfortably accommodates 6 to 9 guests, making it perfect for families, couples, or friends seeking a sun-soaked getaway on Florida’s Gulf Coast and to enjoy of the many amenities such as the BBQ grill, Game Room, Pool, Spa, kayaks & Fire pit. Bring your boat or rent it and get ready for the adventure.

Kitchen · Indoor spaces · Hot tub

Family Fun Stay • Heated Pool + Putting Green

Less than 30 Minutes away to the ballpark for #Rays and #Braves spring training! Our vacation home is a peaceful oasis, perfect for rest and relaxation in one of the most sought-after neighborhoods in Port Charlotte! Enjoy a relaxing stay in this modern and stylish vacation home which offers the following list of amenities: Wi-Fi, TV Streaming, heated pool, putting green, screened in lanai, beach accessories, equipped kitchen, outdoor grilling space, luxurious king beds and private backyard.

Family · Kitchen · Condition

Jaw-Dropping Waterfront Sunset Views and Gameroom!

Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

Kitchen · Family · Decor

Modern 2 bed/1 bath duplex, close to everything.

Completely renovated 2 bed/3 beds/1 full bath ideally located just one block west of Hwy 41 on a quiet street & less than 10 minutes to the Sunseeker Resort. Experience an extremely clean, comfortable & upscale resort feeling home at a tremendous value! All major supermarkets, retail & local restaurants are within walking distance. Downtown Punta Gorda, the Charlotte Harbor & shoppes are all within 2 miles. Property is a duplex, inquire about both sides! We look forward to hosting you!

Kitchen · Family · Comfort

Happy Tarpon |10 PPL| Deck & Pool |Games |Fire Pit

Welcome to Happy Tarpon Villa, a family-friendly home in Port Charlotte! - Pool - EV Charger - 15 mins to Sunseeker Resort - 30 mins to Gasparilla Island - 30 mins to Manasota Island - Private Deck & Boat Lift - Playground for kids - Pool Table, Air Hockey & Game Console - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 1 QUEEN, 1 Bunk Bed & 1 Sofa Bed) - Washer & Dryer - Kids friendly - Private Patio & Terrace - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in

Indoor spaces · Kitchen · Pool

Beautiful & Cozy Pool Villa in Sarasota County, FL

Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

Indoor spaces · Family · Long stay

Spacious Beach House with Ocean Access

Welcome to your coastal getaway! This beautiful beach house offers direct access to the ocean, perfect for relaxing mornings by the water or sunset strolls. Enjoy bright, open spaces filled with natural light, a fully equipped kitchen, and cozy bedrooms designed for rest and relaxation. Whether you’re looking for a peaceful retreat or an adventure by the sea, this property has it all — comfort, style, and the perfect location just minutes from restaurants, shops, and local attractions.

Family · Indoor spaces · Pool

Marina/Heated Pool/Hot tub/Canal/Game room/14PPL+

We’d love to welcome you to The Marina House ⚓️ 📍Top location near best FL beaches (Siesta Key, Gasparilla Island, Englewood…) 💦 Heated Pool 👙 Jacuzzi 🎭 Home theater 🏋️‍♀️Gym 🏓Ping pong 🎱 Pool table 🔥 Fire pit and fire place 🛝 Playground 🎣 Fishing canal ( fishing kit provided) 🍖 BBQ 🐾 Pet friendly 🏀Outdoor games 📺 7 smart Tvs with Streaming apps 👫🏻Designed for 14+ guests 🧺 Laundry room 🚗 Free Parking 🧑‍🍳 Fully Equipped Kitchen 🛜 Fast Wi-Fi ✈️Close to airport

Kitchen · Indoor spaces · TV

Flourish in Florida heated pool & spa

This luxurious modern tropical home is the perfect relaxing vacation rental for the whole family or a group of friends. Stay in to enjoy the pool surrounded by greenery, spending your evenings in the private lit up jacuzzi. Located only 10 minutes to Port Charlotte beach, 15 to well known Warm Mineral springs, 30 minutes from the famous Englewood & Venice beach. The Spacious home is 2 queens, 1 queen&twin bunk, 1 pull out couch in office, living room sofa, 2 Full bathrooms.

Indoor spaces · Kitchen · Access

Heated Pool Vacation Getaway

This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

Kitchen · Family · Location