House holiday rentals in Charlotte Harbor

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.

5.0 out of 5 average rating, 102 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

LocationValueBack garden

5.0 out of 5 average rating, 26 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, kayaks & Fire pit. Bring your boat or rent it and get ready for the adventure.

LocationFamilyAccess

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, 125 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.

LocationFamilyWifi

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.

4.96 out of 5 average rating, 113 reviews

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

Completely renovated 2 bed/3 beds/1 full bath ideally located just one block west of Hwy 41 on a quiet street & less than 10 minutes to the Sunseeker Resort. Experience an extremely clean, comfortable & upscale resort feeling home at a tremendous value! All major supermarkets, retail & local restaurants are within walking distance. Downtown Punta Gorda, the Charlotte Harbor & shoppes are all within 2 miles. Property is a duplex, inquire about both sides! We look forward to hosting you!

FamilyLocationParks

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.

4.96 out of 5 average rating, 278 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.

FamilyLocationGrill

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, 237 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.

FamilyValueGrill

4.94 out of 5 average rating, 142 reviews

House/ Caribbean Hot Tub & Tiki Bar, Pets Welcome

3900 Rosemary Drive is a pet friendly house with parking for 2 cars. Relax & enjoy your own private get away, outside patio area, tiki bar, sun loungers & hot tub. The open plan apartment has an 80” Peacock enabled TV,. Enjoy Netflix, Amazon Prime or other subscriptions that you have by entering your home’s password & pin information. In the lounge area there’s a 2 seater theatre style adjustable settee & a small dining table/ working area with Wi-Fi access and a fully equipped kitchen.

LocationValueBeach

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, 105 reviews

Coastal Getaway – 3bed/2bath With a Pool

This 3-bed, 2 bath house is spacious, open and tastefully decorated in a coastal theme. House is on large corner lot with a fenced back yard. The screened lanai/pool area has a barbeque and comfortable outdoor furniture. The house can sleep 6 comfortably. One well behaved dog under 40 lbs allowed. The house has an open and split bedroom floor plan with the master suite on one side of house and two attractive bedrooms on the opposite side of the house that share a shower and jacuzzi tub.

LocationValueCheck-in

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, 46 reviews

Heated Saltwater Pool Near Sarasota Fort Myers

Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

FamilyLocationBeach

5.0 out of 5 average rating, 17 reviews

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

Welcome to Sunset Villa! ☀️ A peaceful & relaxing place with a heated pool and killer sunsets! Spend the day lounging in the sun or floating your cares away. If you like morning or evening walks, the home backs up to a greenbelt with miles of golf cart paths to explore. Great location: 1-5 miles from many restaurants, bars, shopping and the excitement of downtown Punta Gorda and Sunseeker Resort. Our home is clean and comfortable and has all of the essentials for an enjoyable vacation.

FamilyLocationAccuracy

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.

5.0 out of 5 average rating, 104 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.

LocationValueDecor

5.0 out of 5 average rating, 5 reviews

Peace River Retreat | Riverfront + Heated Pool

BNB Breeze Presents: Peace River Retreat! Set right on the Peace River in Punta Gorda, this inviting waterfront home offers a relaxing escape with peaceful views and easy access to the water. You’ll find plenty to enjoy nearby in Punta Gorda, including scenic waterways, parks, marinas, dining, and local attractions that showcase the best of Southwest Florida. - Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Waterfront Views - Pet Friendly - Blackstone Grill - More!

FamilyIndoor spacesHeating

Popular amenities for house rentals in Charlotte Harbor

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 111 reviews

A private pool surrounded by a screened lanai features clear, inviting water reflecting sunlight. Comfortable seating is visible nearby, along with umbrella-covered lounge chairs. Lush greenery and vibrant plants create a serene outdoor atmosphere, enhancing the space for relaxation and enjoyment.

Home in North Port

Exquisite 3 BR 2 BA Pool Home

ValueFamilyComfort

4.96 out of 5 average rating, 178 reviews

A pool area is enclosed by a screened patio, featuring a curvilinear pool with clear water. Lounge chairs and a vibrant red umbrella are positioned beside the water. The home’s large windows offer views of the surrounding outdoor space.

Home in North Port

Beautiful & Cozy Pool Villa in Sarasota County, FL

FamilyValueView

The exterior of a single-story home is showcased, featuring a spacious driveway lined with pavers. Lush landscaping is present, including palm trees and colorful flowers. The front entrance is accentuated by a decorative archway and a garage door on the right.

4.96 out of 5 average rating, 200 reviews

Seasonal vacation rental with Heated pool

LocationFamilyLaundry

4.97 out of 5 average rating, 160 reviews

A private pool area features a clear, inviting swimming pool surrounded by a tiled deck. Lush greenery can be seen through the screened enclosure, with large planters at each corner adding a touch of nature to the space.

Home in North Port

Private, beautiful house with a heated pool

FamilyValueHiking

An aerial view reveals a spacious home situated near the waterfront, surrounded by lush greenery. A dock extends into the calm water, complemented by the serene landscape of mangroves in the distance. The sky is bright with scattered clouds, enhancing the scenic backdrop.

4.98 out of 5 average rating, 53 reviews

Hidden Gem in Punta Gorda

FamilyLocationIndoor spaces

Home in Punta Gorda Isles

4.95 out of 5 average rating, 21 reviews

Canalfront Oasis | Heated Pool | Private Dock

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 11 reviews

The Sunrise Seeker | Waterfront | Heated Pool |Spa

FamilyLocationQuiet

Home in Punta Gorda Isles

4.94 out of 5 average rating, 62 reviews

Hibiscus |Waterfront|Heated Pool-Dock-Bikes-Kayaks

LocationFamilyOutdoor spaces

Weekly house rentals

A welcoming living area is presented with a curved gray sofa and two plush, dark recliners. A circular blue ottoman sits in the center, complemented by a decorative area rug. Natural light filters through sheer window treatments, enhancing the modern decor.

4.9 out of 5 average rating, 60 reviews

Casa Florida with Hot Tub (Family & Pet-friendly)

LocationValueDecor

5.0 out of 5 average rating, 10 reviews

Home in Arcadia

Peace River Waterfront Home with Boat Lift/Dock

LocationFamilyHiking

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.

5.0 out of 5 average rating, 32 reviews

Coastal Paradise with POOL

FamilyLocationOutdoor spaces

A spacious bedroom features a large bed adorned with a floral-patterned blanket. Natural light enters through several windows, complementing the light interior. A decorative mirror and a dresser add to the space, while a potted plant provides a touch of greenery.

5.0 out of 5 average rating, 17 reviews

River Bay Boathouse

ValueLocationQuiet

4.92 out of 5 average rating, 36 reviews

Private Bungalow Punta Gorda (No Cleaning Fee)

ValueLocationAccuracy

5.0 out of 5 average rating, 22 reviews

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking

LocationFamilyComfort

5.0 out of 5 average rating, 28 reviews

Florida Getaway

ValueFamilyKitchen

Home in Punta Gorda Isles

4.78 out of 5 average rating, 9 reviews

Waterfront Oasis

LocationFamilyView

Private house rentals

5.0 out of 5 average rating, 20 reviews

Home in Burnt Store

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

FamilyLocationComfort

The historic cottage features a large wraparound porch, complemented by lush landscaping and mature trees. A gravel path leads up to the entrance, while a picket fence encloses the property, providing a welcoming outdoor space.

4.96 out of 5 average rating, 81 reviews

Cozy Punta Gorda Cottage

LocationValueAccuracy

4.95 out of 5 average rating, 62 reviews

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

ValueFamilyCheck-in

A modern living area is depicted, featuring two gray sofas and a dark wood coffee table on a geometric-patterned rug. Behind, a kitchen with white cabinetry and stainless-steel appliances is visible, complemented by warm accent lighting and bar stools. Natural light floods the space.

4.95 out of 5 average rating, 75 reviews

Relaxing Little Getaway, Game Room!

FamilyLocationQuiet

A calm canal is depicted under a dusk sky, reflecting shades of purple and orange. Silhouetted palms are visible along the water's edge, and a dock with railings stands in the foreground, leading to serene waters with gentle ripples.

4.94 out of 5 average rating, 35 reviews

Waterfront Retreat

LocationFamilyQuiet

4.98 out of 5 average rating, 98 reviews

Home in Englewood East

Lake Marlin Villa 2

FamilyValueKitchen

4.96 out of 5 average rating, 24 reviews

Dog-Friendly Home + Game Room + Fenced Yard

FamilyLocationNearby

A spacious heated pool with a spa is surrounded by a sun shelf, offering a view of the waterfront. Comfortable lounge chairs are positioned on the pool deck, framed by palm trees and bright blue skies, providing an inviting outdoor area for relaxation.