
Holiday houses in Charlotte County
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Top-rated holiday rentals in Charlotte County
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Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock
Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️
LocationFamilyIndoor spaces

Type Top type 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!!!
ValueLocationAccuracy

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
LocationFamilyDecor

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!
LocationFamilyGetting around

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.
FamilyLocationCleanliness

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-
LocationFamilyBeach

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.
ValueLocationComfort

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.
FamilyValueIndoor spaces

Amazing Harbor Front Views Dowtown Best Location!
Expansive direct Harbor-front views across the street from Gilchrist Park Pickleball & Tennis in the heart Punta Gorda’s Downtown Historic District. Take the Harbor Walk to Fisherman’s Village, TT’s Tiki Hut Laishley Crab House, Sunseeker Resort, Farmer’s Market, Art Museum, Downtown Dining, & Shopping. This is by far the best location to stay in Punta Gorda, you will not be disappointed! This home can sleep up to 8 guests but no more than 6 adults comfortably.
FamilyLocationBarbecue

Stylish Waterfront Gem with Scenic Views and Charm
Welcome to our charming DUPLEX in desirable Punta Gorda Isles, just minutes from Fisherman’s Village and Charlotte Harbor! This private 2-bedroom, 2-bath retreat features a king bed in the primary suite and a full bed in the guest room. Enjoy your private entrance, bright living area, shared pool, and waterfront views. Conveniently located near downtown Punta Gorda, with great dining, shopping, and attractions nearby. Relax and enjoy Florida waterfront living! ☀️
ValueLocationKitchen

Private Heat Pool. Gazebo, canal kayaks free pets
🌴 Relax in this beautifully renovated waterfront home featuring a modern private pool, tiki hut, fire pit, and 4 free kayaks. Fish right from the seawall or explore nearby beaches, marinas, restaurants, and shopping. Sleeps up to 8 with 3 bedrooms, bunk bed ,and 3 full bathrooms, kitchen full equipped Pet-friendly and perfect for families, anglers, and anyone looking for a peaceful Florida getaway. Pool heat available from November for $25/day.
ValueFamilyCheck-in

The Coastal Palm Cottage
Discover the charm and walkable beauty of Punta Gorda’s historic district from this inviting 2-bedroom, 2-bath home. Perfectly situated just steps away from scenic waterfront parks, vibrant restaurants, and unique local shops, you’ll have the best of Punta Gorda right at your doorstep. Whether you’re planning a quick weekend escape or a longer Florida retreat, this home offers the ideal blend of location, comfort, and authentic coastal charm.
FamilyValueParks
Popular amenities for Charlotte County holiday rentals
Other great holiday rentals in Charlotte County

Modern Waterfront Bliss
FamilyValueHospitality

Turtle Bay - minutes to Boca Grande!
LocationFamilyAmenities

Coastal Sanctuary - Pool & Privacy
LocationValueBeach

Golden Sunset Vacation House
ValueFamilyDecor

Canal Home w/ Escape Room, Pool & Dock, Pets OK
FamilyLocationComfort

Spotless 3-bedroom Waterfront Home. Heated pool.
LocationFamilyIndoor spaces

Harbor Side Retreat
ValueLocationBathroom

Luxury long waterview w/pool-kayaks-clubs-bikes!
ValueFamilyBackyard
Destinations to explore
- Townhouse rentals Charlotte County
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- Villa rentals Charlotte County
- Family-friendly rentals Charlotte County
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- Rentals with a hot tub Charlotte County
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- Luxury rentals Charlotte County
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- Siesta Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Bowman's Beach
- Stump Pass Beach State Park
- Blind Pass Beach
- Jetblue Park
- North Jetty Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Boca Grande Pass
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Siesta Key Beach
- South Jetty Beach
- Ave Maria University
- Coconut Point





