Holiday Homes in Charlotte County

Retro inspired Trailer in friendly 55+ Community

Welcome to sunny Punta Gorda FL! Enjoy this cute, fully furnished retro trailer in Alligator Park a 55+community with access to a heated pool, lake, shuffleboard, and active clubhouse. Minutes to Charlotte Harbor 30–45 mins to Fort Myers & Englewood beaches. Pet-friendly (certain breeds restricted please contact for list). Park Rules: Primary guest must be 55+ (co-guests 45+) sorry no exceptions. For Stays Over 28 Days: Park policy requires an application with a $130 admin fee after booking.

Location · Hospitality · Heating

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!

Family · Location · Comfort

River View W/nearby beaches/golfing/fishing 3Bedr

If you are looking for a perfect location to rent a place in Florida, this is it. This is New construction duplex close to 5 beaches, golfing or fishing. Boca Grande Island is within minutes, enjoy the Island relaxed beaches. 1312 sqft space with everything you need, beach chairs beach umbrella & bikes Enjoy evening BBQ on the patio and relax in enclosed lanai with beautiful of the lake view, sit down to a great movie or board game Ann&Chuck Pool 5min Sasy tarts coffee & multiple places to eat

Family · Location · Decor

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!

Family · Value · Comfort

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.

Family · Location · View

Best Way 2 beat the Heat & Snow!

We have Power after Milton !!! Enjoy the perfect Pool home with a spacious fenced in backyard and out door shower. This inviting property features spacious three bedrooms and a den. 2 bedrooms have Sleep Number kings, 1 queen bed and 1 queen bed pull out memory foam in office. Centrally Located near Downtown Punta Gorda and offering easy access to waterfront dining, shopping, and all that Port Charlotte has to offer. Your dream getaway awaits! Book now for an unforgettable experience.

Location · Family · Outdoor spaces

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.

Family · Location · Long stay

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.

Family · Value · Sleep quality

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

Family · Location · Kitchen

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.

Family · Location · Decor

Beachy 2BR Upper House · Gulf Views · Pets OK

Welcome to the Mermaid House on Wilhelm, our little slice of 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 house is yours. No shared spaces, no other guests, no hosts on site. You'll have a full kitchen, Smart TV, and 1 gig internet. Sit on the porch, enjoy a glass of wine and the perfect view of the gulf.

Family · Value · Check-in

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

Family · Location · Amenities