Family-friendly holiday rentals in Port Charlotte

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, 86 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

4.97 out of 5 average rating, 147 reviews

XL Pool~Private Yard~Striking Sunsets~Outdoor tv

Welcome to Golf Cove Paradise ☀️ A peaceful resort style outdoor space + private + 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. Pretty sunsets overlooking a golf course setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

4.93 out of 5 average rating, 97 reviews

A screened-in lanai surrounds a heated pool, reflecting sunlight and showcasing crystal-clear water. Comfortable seating is arranged nearby, with green landscaping providing a natural backdrop. The area is designed for relaxation and enjoyment under a bright blue sky.

Home in North Port

FREE Heated Pool•Hammock• Baby Gear• 30 min Beach•

Welcome to Vistalodgings Villa Del Mar located in North Port. 3 bedroom 2 bathroom home with free heated pool! Starting in 2025, the pool features both solar and electric heaters. The electric heater maintains a baseline temperature of 82°F, while the solar system adds extra heat, ensuring a comfortably warm swimming experience. Indulge in the comfort of a heated pool and a screened-in lanai, perfect for soaking up the sun or enjoying Located just around 30 minutes away from Manasota Beach.

A spacious backyard features a putting green surrounded by artificial turf, creating a vibrant green area. Two lounge chairs provide comfortable seating. Fenced for privacy, the space is enhanced by tropical trees and minimal landscaping, under a clear blue sky.

4.99 out of 5 average rating, 114 reviews

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.

Holiday home in Port Charlotte

Aerial view of a waterfront property featuring a modern single-story house with a red-tiled roof. Surrounding palm trees are visible, and the serene waterway reflects the sunset colors. Lush greenery is present nearby, enhancing the peaceful ambiance of the landscape.

4.92 out of 5 average rating, 84 reviews

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!

A lush green landscape is framed by trees, with a view of calm waters in the background. A wooden dock extends into the water, inviting potential relaxation and observation of local wildlife. The setting sun casts gentle shadows over the manicured lawn.

4.85 out of 5 average rating, 230 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

5 out of 5 average rating, 17 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 & Fire pit. Bring your boat or rent it and get ready for the adventure.

A private heated pool is surrounded by a patio with lounge chairs and colorful tropical plants. The pool features a gentle curve and is complemented by a backdrop of a serene home and clear blue sky.

4.86 out of 5 average rating, 111 reviews

Blissful Waterfront Haven with Heated Pool

Serene Pet-Friendly Waterfront Retreat with Heated Pool near the Peace River. Enjoy a fresh water canal view, relax in the heated pool, and embrace the tranquility of Port Charlotte. Perfect for nature lovers and seekers of relaxation. Book now! *Heated Pool* OPTIONAL $29 per day for the pool. This will be paid on the check in date. Please keep in mind that the pool heater runs 8 hours per day. It may cool down at night and morning. *Gas grill available, guests responsible for propane*

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 out of 5 average rating, 101 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.

5 out of 5 average rating, 14 reviews

Waterfront Pool Home South Gulf Cove, Pt Charlotte

Welcome to your luxury waterfront sanctuary in prestigious South Gulf Cove — a tranquil escape crafted for those who seek elegance, comfort, and breathtaking views. This home blends refined style with unforgettable relaxation. South Gulf Cove is a luxury community with minimal traffic: 16 miles to Boca Grande Lighthouse, 14 miles to Englewood Beach, 15 miles to Myakka State Forest, 14 miles to Port Charlotte Town Center, 8.5 miles to Rotunda Golf and Country Club (6 public courses)

4.94 out of 5 average rating, 120 reviews

The entrance features a modern facade with a front door framed by tall windows. Flanking the door are well-maintained shrubs and palm plants. A clean walkway leads to the door, complemented by light-colored stone and decorative gravel.

Home in North Port

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.

A serene outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool reflecting the surroundings. A comfortable chair sits beside the pool, complemented by a shaded umbrella. Lush greenery and colorful plants create a calming backdrop.

4.97 out of 5 average rating, 115 reviews

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

THIS 2 BEDROOM 2 BATH FURNISHED HOME WITH ELECTRIC AND SOLAR HEATED PRIVATE POOL AND HEATED OUTDOOR SHOWER IS IN A QUIET AREA SOUTH OF PORT CHARLOTTE. THIS HOME OF 1100 SQ. FT. OFFERS A LARGE LANAI, SECLUDED BACK YARD AND POOL AREA, FURNISHED KITCHEN, WASHER, DRYER AND GARAGE WITH REMOTE CONTROL DOOR OPENER. M/B TV. CLOSE TO LOCAL BEACHES AND SHOPPING. PLEASE CHECK OUR MANY EXCELLENT REVIEWS. AREA INFO, MENUS SUPPPLIED. NO SMOKING ON PROPERTY AND NO PETS.

Popular amenities for Port Charlotte family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 40 reviews

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

5 out of 5 average rating, 7 reviews

Luxury Port Charlotte Waterfront Home – Pool & Spa

4.93 out of 5 average rating, 28 reviews

Stay Golden: Heated Spa/Pool/Yard Games/BBQ/W&D

4.86 out of 5 average rating, 159 reviews

The entryway features a welcoming message on the wall, accompanied by a decorative wreath and a small side table in a vibrant red hue. A patterned area rug lies beneath, adding a touch of comfort to the space, which is illuminated by natural light from the nearby door.

Home in Englewood

Gulfstream Haven

A modern single-story home is surrounded by well-maintained landscaping, featuring lush greenery and palm trees. The entrance is marked by double doors, with large windows providing ample natural light. Blue window awnings complement the exterior, creating a comfortable and inviting appearance.

5 out of 5 average rating, 4 reviews

Luxury NW Port Charlotte Retreat, pool/spa, canal

A sun-filled Florida room features large sliding glass doors opening to a private lanai with a pool. Light-colored seating is arranged around a simple coffee table, creating a relaxed atmosphere. Palm trees sway outside, framing views of the lake in the distance.

5 out of 5 average rating, 8 reviews

Sunny South-Facing Heated Pool & Spa on Lake

4.93 out of 5 average rating, 157 reviews

Home in Punta Gorda

Luxury Waterfront Home | Pool | Charlotte Harbor

4.92 out of 5 average rating, 93 reviews

The outdoor area features a screened-in space encompassing a heated pool and spa. Surrounding the water, a stone patio offers room for relaxation. Lush greenery is visible beyond the pool, along with a clear blue sky overhead, contributing to a serene setting.

Home in North Port

Home away from home pool/spa

Family- and pet-friendly home rentals

5 out of 5 average rating, 14 reviews

Heated Pool | Waterfront Home | Coastal Escape

4.94 out of 5 average rating, 18 reviews

Dockside Dreams in South Gulf Cove

Guest suite in Port Charlotte

4.96 out of 5 average rating, 156 reviews

Garage to a Tiny House Studio Near Shopping Center

An outdoor covered lanai is shown, featuring a wooden dining table surrounded by several chairs. A comfortable seating area includes a woven couch with decorative pillows. A gas barbecue grill and a pool area with water views are visible in the background.

4.8 out of 5 average rating, 124 reviews

Waterfront Home Heated Pool, Lift, Pedal Prowler

The image captures a bright indoor space with a view of the outdoor pool area. A dining table with six mesh chairs is positioned under a decorative curtain, overlooking the pool through a sliding glass door. Light-colored walls enhance the airy feel.

4.92 out of 5 average rating, 102 reviews

Coastal Getaway – 3bed/2bath With a Pool

A private screened-in pool area is visible, featuring a clear blue pool surrounded by a spacious concrete deck. The pool is bordered by a protective mesh enclosure, with lush greenery seen in the background, enhancing the serene outdoor space.

5 out of 5 average rating, 19 reviews

Charming 2BR Home + Pool

A bright living area features comfortable seating arrangements, including a gray sofa and an upholstered chair with a floral pattern. Natural light streams through large windows, illuminating the space. A coffee table sits in the center, complemented by a plush area rug.

4.98 out of 5 average rating, 102 reviews

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

A waterfront patio is furnished with two lounge chairs positioned beneath a vibrant red umbrella. A small table holds a bottle of wine, and the serene view of the water, lined with palm trees and boats, creates a relaxing atmosphere.

5 out of 5 average rating, 82 reviews

NEW 4BR/2BA Modern Waterfront Home Pool, Dock Boat

Family-friendly home rentals with a pool

A screened-in pool area is featured, showcasing a clear blue water pool surrounded by a smooth concrete deck. Two striped towels are placed by the pool's edge, with tall trees and a partly cloudy sky visible in the background.

5 out of 5 average rating, 26 reviews

Coastal Paradise with POOL

The exterior of the home features a unique pastel purple façade with arching entrances and an elevated roof. Lush landscaping includes palm trees and vibrant flowers lining the walkway, while a decorative peacock statue adds a whimsical touch to the front garden.

4.93 out of 5 average rating, 43 reviews

Royal Terrace- 3/2 Home with Screened, Heated Pool

A serene outdoor space features a heated pool surrounded by a screened enclosure. Lush greenery lines the edge of the saltwater canal, providing a tranquil backdrop under a clear blue sky.

5 out of 5 average rating, 14 reviews

Waterfront Key West Style Home, Heated Pool

5 out of 5 average rating, 3 reviews

Casa Riva

4.81 out of 5 average rating, 59 reviews

The living area is furnished with plush gray sofas and armchairs, arranged around a central coffee table. A flat-screen TV is mounted on the wall, complemented by decorative shelves and natural light streaming through large sliding glass doors.

Villa in Port Charlotte

ENDLESS SUMMER Villa with heated salt water pool

5 out of 5 average rating, 13 reviews

3 Bedroom 2 Bath with heated Pool

Townhouse in Port Charlotte

4.91 out of 5 average rating, 64 reviews

8 minutes to music festival, near town center

A serene waterfront view showcases calm waters bordered by lush greenery and palm trees. The area features manicured lawns and docks extending toward the water, surrounded by a spacious patio with a lounge area and umbrella, ideal for relaxation and enjoying the scenery.