Family-friendly holiday rentals in Charlotte County

A private heated pool area features clear water surrounded by comfortable seating and vibrant blue umbrellas. A large pink flamingo float is visible in the water, alongside other colorful poolside furnishings. Lush greenery is present in the background, enhancing the outdoor atmosphere.

5 out of 5 average rating, 100 reviews

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

Guest favourite

5 out of 5 average rating, 25 reviews

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.

4.98 out of 5 average rating, 97 reviews

Lake Marlin Villa 2

WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

The modern kitchen features a large central island with four black stools. High-end appliances, including a stainless-steel refrigerator and a sleek range hood, complement the marble countertop. Natural light brightens the space, enhanced by decorative pendant lights and beach-themed artwork on the walls.

5 out of 5 average rating, 79 reviews

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock

This newly renovated home has gorgeous water views and heated pool - also offers sailboat access and private boat dock! Discover the open living area, interior designed furniture, and fully equipped kitchen. This high end retreat offers bikes, kayaks, firepit, games, hammock, heated pool, and dock. Enjoy the fast Wi-Fi, smart TVs, screened lanai, and canal view. Just minutes away downtown PG and Sunseeker Resort dining and entertainment, this home is an ideal base for your SW Florida vacation.

A tranquil pool area is highlighted by a heated lap pool with a dolphin fountain, surrounded by lush coconut palms. The water view captures a serene canal lined with boats and docks, framed by a screened enclosure that invites natural sunlight.

5 out of 5 average rating, 46 reviews

Luxury long waterview w/pool-kayaks-clubs-bikes!

Welcome to your next slice of Florida sunshine paradise ! Stay with us at the Royal Palms Monaco located in beautiful historic Punta Gorda Isles Florida! LOADED w/ 5 star amenities like bikes, kayaks,golf clubs,fishing & beach gear,private dock & heated pool await you at this beautiful luxury 3bed/3 bath home. Located in a safe ,quiet and serene deed restricted neighborhood on a gulf access canal waterfront sailboat lot with a breathtaking long water view that seems like it goes on forever !

Guest favourite

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.

4.96 out of 5 average rating, 277 reviews

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.

An aerial view showcases a spacious waterfront property surrounded by lush landscaping and palm trees. A winding canal runs adjacent to the home, while neighboring houses are visible in the distance. The vibrant blue water and clear sky enhance the tranquility of the setting.

5 out of 5 average rating, 45 reviews

Sensational! Sunny, Heated Pool-Endless waterviews

**NEW LISTING/HUGE DISCOUNTED PRICE*** LUXURY PGI home; 1.5 mile/5 minute distance to Fisherman’s Village and attention to detail with remodel and brand new furnishings. Take advantage of tremendously discounted Prime dates available in 2026 and 2027 WINTER SEASON Check PREMIER HOST reviews averaging 5.0 on other site. -Max 5 adults-

5 out of 5 average rating, 22 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.

5 out of 5 average rating, 12 reviews

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.

Superhost

5 out of 5 average rating, 4 reviews

Peace River Retreat | Riverfront + Heated Pool

BNB Breeze Presents: Peace River Retreat! Set right on the Peace River in Punta Gorda, this inviting waterfront home offers a relaxing escape with peaceful views and easy access to the water. You’ll find plenty to enjoy nearby in Punta Gorda, including scenic waterways, parks, marinas, dining, and local attractions that showcase the best of Southwest Florida. - Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Waterfront Views - Pet Friendly - Blackstone Grill - More!

5 out of 5 average rating, 35 reviews

Spa, Heated Pool, Tropical Waterfront Near Beach

Located 15 minutes from Boca Grande Beach; combining luxury and location on a waterfront canal lot with amenities such as a spacious dock, boat lift, spa and pool. Coastal Chinook delivers a luxurious newly renovated 4 bedroom paradise for families or couples to boat, fish, golf, lounge, and create memories forever. This upgraded sailboat lot is located at the top of sought after South Gulf Cove canal development. Less than a five minute boat ride will get you to open waters.