Holiday Homes in Charlotte County

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Top-rated Holiday Homes in Charlotte County

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A lush green lawn extends toward a calm canal, bordered by palm trees and tropical plants. The bright blue sky is dotted with fluffy white clouds, and several boats can be seen moored by the water's edge. The serene landscape enhances the tranquil setting.
Holiday home in Rotonda West
4.98 out of 5 average rating, 52 reviews

Water View 3bdr,2ba, Close to Beaches Golf/Fishing

If you are looking for a perfect location to rent a place in Florida, this is it. This is 2022 construction villa close to 5 beaches, golfing or fishing. Boca Grande Island is within minutes, enjoy the Island relaxed beaches. We provide everything you need, beach chairs beach umbrella and bikes. Enjoy BBQ on the patio and relax in enclosed lanai with beautiful lake view, sit down to a great movie or board game in the living room. Ann&Chuck Pool 5min Sasy tarts coffee pls &multiple places to eat

Guest favourite
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.
Holiday home in Port Charlotte
4.92 out of 5 average rating, 74 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 favourite
A tranquil canal scene is captured, with clear reflections of trees and houses along the water's edge. The sky is dotted with fluffy clouds, creating a serene atmosphere. Lush greenery and palm trees frame the view, inviting a sense of calm and connection to nature.
Holiday home in Rotonda West
4.9 out of 5 average rating, 21 reviews

Water Front Canal Paradise 2bd 2bath Unit A

Newly remodeled beautifully decorated home is located just minutes from the Manasota Key Beach, Boca Grande, Don Pedro Island. Offering fully furnished 2 bedrooms 2 full bathrooms, with tons of common area. Well-stocked kitchen, spacious living room with smart 75in TV and e-fire place for the cozy evenings. Screened lanai with gorgeous view of the canal is just steps away from the water. Enjoy the world renowned beaches, fishing and golf within minutes. Experience the beautiful Florida!

An aerial view captures a spacious ranch-style home situated near a tranquil waterfront. Lush green lawns surround the property, complemented by palm trees and a circular driveway. The screened lanai and pool area are visible, alongside the serene waterway and neighboring homes.
Holiday home in Port Charlotte
4.69 out of 5 average rating, 16 reviews

Stunning 1+ acre Paradise Cove Villa

* 2,000+ sq.ft. ranch style home. No stairs! * 3 bedrooms & 2 full bathrooms. Sleeps 10 in beds. * Newly remodeled! * Dining areas seat 14 inside & 12 outside. * Enclosed patio attached to screened in lanai with a super large pool & outdoor shower. *300’ seawall and boardwalk. Bring or rent your boat! * Perfect for moderately sized events, family gatherings, or a memorable vacation! * Close to the airport, beaches, restaurants, shopping, and much more!!! *Approval needed for any dogs.

The exterior of a single-story house is showcased, featuring a stucco finish in soft yellow. Lush green landscaping surrounds the property, with palm trees gently swaying in the breeze. A spacious driveway leads to a two-car garage, completing the inviting curb appeal.
Holiday home in Port Charlotte
4.73 out of 5 average rating, 49 reviews

Annie's Gulf Coast Oasis Pool Home Getaway

Forget your worries in this spacious and serene space in tropical climate near many beautiful blue water beaches. Take a dip in the nice pool to cool off from the FL heat. This relaxing house is centrally located in Port Charlotte near many shopping centers, restaurants, parks, and is just minutes away from Charlotte Harbor. The kitchen is fully equipped, linens and sheets are provided, and toiletries, soaps, and laundry detergent are available for your use. Plan your escape today.

Top Guest favourite
A screened lanai area features comfortable seating arrangements, including two wicker chairs and a matching coffee table. The private pool is visible through the mesh enclosure, surrounded by lush greenery, creating a serene setting for relaxation.
Holiday home in Englewood
4.95 out of 5 average rating, 38 reviews

Private Retreat

Escape to this tranquil vacation house with private pool in a quiet neighborhood setting. Newly remodeled with 3 smart TVs , designated work space, fully stocked kitchen, and fresh linens. An easy 6.5 miles to beautiful Englewood beach, offering restaurants and beach themed shops, and water sport rentals. Plenty of public golf courses are close by. After a day of fun and sun, you will have your own space to grill and chill by the pool. Full house water system, with reverse osmosis.

Guest favourite
A peaceful waterfront view shows a wide canal bordered by lush greenery and tall trees. The concrete patio offers space for relaxation, with a small storage container visible on the right. Clear blue skies and bright sunlight enhance the serene atmosphere of the outdoor area.
Holiday home in Port Charlotte
4.97 out of 5 average rating, 38 reviews

Boater's Paradise-Lux 3 bd w/ private heated pool

Sleeps 8 w/ private heated pool + water views! Within walking distance or a 5-minute car ride to Port Charlotte Beach Park! This waterfront, 3 bedroom, 2 full-bath home is the best! Huge pool with lanai for swimming, floating, grilling, and relaxing. Within minutes to dining, shopping, everything! Wifi included & 4 TVs to stream your favorite movies. Full stocked kitchen. Washer/Dryer. 30 minutes to the Hot Springs, less than 5 to groceries, Fisherman's Village. 15 minutes to PGD

Superhost
The living area features an oversized sofa, a 55" Smart TV displaying vibrant visuals, and a view into the kitchen and dining space. Ambient crown lighting highlights the ceiling, while modern furniture creates an inviting environment. Gray-hued flooring enhances the contemporary design.
Holiday home in Port Charlotte
4.81 out of 5 average rating, 37 reviews

Newly Renovated 1bedroom w/ Sleep Number King Bed

Welcome to your home away from home! This stylish 1-bedroom house offers a fully stocked kitchen, smart TV, high-speed internet, and an ultra-comfy Sleep Number king-size bed. Enjoy the convenience of an in-unit washer and dryer, and explore everything the area has to offer—just a short 30-minute drive to the beautiful beaches of Boca Grande and Englewood. Enjoy convenient self checkin and complementary coffee and toiletries. Comfort, style, and location all in one perfect stay.

Superhost
A comfortable living area is highlighted by a light-toned leather sofa and loveseat with decorative pillows. A glass coffee table rests on an area rug. The room is spacious, featuring a framed artwork and a view into the kitchen area with bar seating.
Holiday home in Port Charlotte
4.63 out of 5 average rating, 19 reviews

Villa By The Sea (29)

Take it easy at this unique and tranquil getaway. Recently upgrade TVs to 65in in the living room and 55in in the bedroom, all streaming fire TVs. Enjoy your meals on you screened in private Lani. Keep it simple at this centrally-located spot. Just 2 blocks from the water, Charlotte Harbor and Bayshore Park. Go for walks or enjoy the sunset out on the piers. A very short drive to downtown Punta Gorda with lots of night life and restaurants.

Superhost
A single-story vacation home is situated on a well-maintained lawn with palm trees and vibrant landscaping. A paved driveway leads to a two-car garage. The sky is bright blue with scattered clouds, enhancing the inviting facade of the house.
Holiday home in Rotonda West
4.5 out of 5 average rating, 12 reviews

Spacious House over golf course with heated Pool!

Spaceful and comfortable vacation home, fully equipped in Rotonda West, where you can play golf in any of its 6 courses. Backyard gives to the 16th hole in the Hills Course. The house has 3 bedrooms that comfortably accommodate up to 6 guests, and a sofa bed in the attached covered lanai for an overnight visit. The backyard is fully fenced, where you can enjoy a heated swimming pool (recently upgraded heating), gas grill and more.

Top Guest favourite
The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.
Holiday home in Englewood
4.96 out of 5 average rating, 98 reviews

Mermaid House on Wilhelm A- Manasota Key, FL

The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

Guest favourite
A modern kitchen features a large island with bar seating and sleek, high-back stools. Stainless steel appliances are integrated within dark cabinetry, complemented by illuminated orange accents under the countertop. Natural light fills the space through nearby windows, enhancing its open layout.
Holiday home in Port Charlotte
4.96 out of 5 average rating, 67 reviews

Harbor House, 3BR Private Dock, waterfront

Harbor House is a recently renovated luxury home with 2,800 sq ft of thoughtfully designed space and 30ft private dock. This elegant home offers the perfect escape in a quiet and peaceful waterfront community. Nearby Attractions & Highlights: Port Charlotte Beach Park Public Boat Ramp Charlotte Sports Park Fishermen’s Village (Punta Gorda) Downtown Punta Gorda Charlotte Harbor Preserve State Park

Popular amenities for Charlotte County holiday homes

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