Vacation rentals with a pool in Charlotte County

A canalfront area features a serene gazebo surrounded by lush green grass and white pebbles. The vibrant sunset sky adds warmth to the scene, and the private boat dock is visible in the background, enhancing the tranquil outdoor setting.

5.0 out of 5 average rating, 106 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

A covered outdoor space features a view of a tranquil pool and nearby water. A table with a fire feature is positioned at the center, with a light-colored couch and a glass table nearby. Lush greenery is visible along the perimeter.

5.0 out of 5 average rating, 16 reviews

Tip Top tip lot

Relax with entire family at this peaceful home. Enjoy the privacy and the outdoors with kayaks, bikes, hot tub, boat dock and heated pool ; great views of the water, watch the fish do back flips! Play Billiards! Nice cul-de-sac with lots to see and do nearby! Short walk to great pizza. Town voted best in US, center is short drive with great restaurants & features great golf, parks with walking/bike paths, tennis, pickleball, playgrounds etc. Easy bike ride to Ponce de Leon Park for sunsets!!!

A heated saltwater pool is situated within a screened enclosure, framed by lush greenery and palm trees. The tranquil water reflects soft evening light, enhancing the peaceful ambiance. A lounge chair is positioned beside the pool, inviting relaxation.

5.0 out of 5 average rating, 47 reviews

Private Oasis•Heated Pool•Near Gulf Beaches

Escape to your own private tropical oasis with a heated saltwater pool, 4 bedrooms and 5 beds. Enjoy peaceful Florida nature while staying just 10 minutes from shops and restaurants and within easy reach of beautiful Gulf Coast beaches, including Siesta Key, Venice, Englewood and Boca Grande. After a day of exploring, cool off in the pool, relax by the fire table, toast marshmallows, or settle in for an outdoor movie night on the large TV. The perfect home base for enjoying Florida’s Gulf Coast

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, 129 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.

Guest favorite

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.

Vacation home in Port Charlotte

4.91 out of 5 average rating, 100 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!

Guest favorite

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

4.96 out of 5 average rating, 281 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.

The spacious pool area is enclosed by a protective screen, with the shimmering water reflecting a vibrant sunset. Palm trees frame the scene, while the canal with moored boats is visible in the background, enhancing the tranquil waterfront atmosphere.

5.0 out of 5 average rating, 64 reviews

Harbors edge Retreat- no fee for heated pool

Experience waterfront luxury with an updated heated pool, spacious lanai, and pool deck in this updated home with a split floor plan in a tranquil neighborhood. Conveniently close to activities and superb local restaurants, don't miss the breathtaking sunrises and sunsets! Experience the ultimate in relaxation with our newly remodeled Pebble Tec custom-tiled pool. Heated at no extra cost, indulge in a soothing swim anytime, perfect relaxation year-round. Bikes and helmets are provided.

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.

5.0 out of 5 average rating, 48 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-

A screened-in lanai features a spacious swimming pool, with panoramic views of intersecting canals and the surrounding neighborhood. Lush green lawns and palm trees are visible in the foreground, while serene water reflections enhance the tranquil atmosphere.

4.92 out of 5 average rating, 105 reviews

Peaceful PGI Getaway

This gorgeous 3 bedroom, 2 bathroom house is located on intersecting canals in Punta Gorda Isles, providing beautiful water views from several rooms throughout the house. With two living rooms, there is plenty of space for the whole family! You will enjoy indoor and outdoor dining tables. This quiet neighborhood is great for families, couples, or seniors. With the house at the end of the street you have plenty of privacy. The spacious pool overlooks your 145 ft water view and boat dock.

5.0 out of 5 average rating, 65 reviews

An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.

Home in Englewood

Lux Home on Gulf w/Private POOL & 50ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

An aerial view captures a light blue house with a spacious driveway and manicured lawn, surrounded by lush greenery and a serene canal. The home features a charming front porch and is set within a quiet neighborhood, showcasing the tranquil natural landscape.

4.96 out of 5 average rating, 46 reviews

Peaceful waterfront home

Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

The open-concept kitchen and dining area feature modern appliances and a spacious island with seating for two. Natural light floods the space through large sliding doors, overlooking the outdoor seating area by the shared pool. A neutral color palette enhances the inviting atmosphere.