Villa holiday rentals in Port Charlotte

5 out of 5 average rating, 19 reviews

Villa in Venice

Florida Serene Luxury Retreat | Pool & Spa Oasis

✨ Brand-new 3BR/2BA Venice home designed for comfort, privacy, and quality stays. Located on a quiet dead-end street with no through traffic. Each bedroom features a king bed and 65” smart TV 📺. Enjoy a private saltwater pool & hot tub, fully fenced yard, and elegant outdoor mood lighting Open-concept layout, fully stocked kitchen, and a 75” smart TV in the living room. Ideal for families, couples, and guests seeking a clean, peaceful and well-maintained retreat near Venice beaches 🏖️.

A spacious bathroom showcases a freestanding bathtub beside a large mirror with stylish lighting. Natural light filters through two windows adorned with sheer curtains. A modern sink area with sleek cabinetry complements the light grey walls, providing an airy and relaxing atmosphere.

4.98 out of 5 average rating, 105 reviews

Coastal Retreat Villa with pool • near beaches

🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

4.9 out of 5 average rating, 171 reviews

The exterior of the villa features a light-colored facade with inviting landscaping. Tropical plants and palm trees are positioned around the entrance, which is framed by large windows and a welcoming pathway made of stone pavers leading to the front door.

Villa in Nokomis

APRIL OPEN 1 min to beach, New, PETS OK!, 2Br/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

A private saltwater pool is surrounded by a screened lanai, featuring clear water reflecting sunlight. Poolside, a handrail is visible for safety, and tropical landscaping can be seen in the background, enhancing the outdoor recreational space.

4.92 out of 5 average rating, 143 reviews

Escape to Casa Blu- private pool, minutes to beach

Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

A lighthouse is observed standing tall against a backdrop of serene blue waters and a sandy shore. The lightkeeper's balcony offers panoramic views of the ocean, reflecting shimmering sunlight, while the surrounding beach features gentle dunes and patches of vegetation.

4.95 out of 5 average rating, 21 reviews

"Everglade Kiss" 3b 2b BBQ, hot tub

"Everglade Kiss"3 bed 2 bath 1 car garage villa, quartz kitchen corner tops ,65 inch TV in living room, lanai has 16 jets hot tub , BBQ Back yard is shareable.South West Florida's prime boating and beaching communities with the Charlotte Harbor and The Gulf of Mexico minutes away.Community offers public sidewalks, parks, with boat ramp, picnic area, playground. The waterways provide place for kayaking, paddle boarding, and fishing. Enjoy a memorable visit when you stay in this unique place.

4.97 out of 5 average rating, 101 reviews

Pool·Game Room·Beach Gear·Gulf Coast Escape

<b>🏖️ Come & Enjoy FL as it should be! 🏖️ Your beach paradise awaits minutes from Englewood's Gulf Coast! 🌊 Heated Pool (FREE Nov-Apr!) 🎮 Game Room - Pool, Darts, Air Hockey 🌴 Screened Lanai & Tiki Bar 🔥 Cozy Fireplace & Reading Nook 🏄 Beach Gear Included 🍹 Blackstone Grill 📺 2 Smart TVs & High-Speed WiFi 🍳 Fully Stocked Kitchen - Spices, Pots, Pans and cutlery 🗺️ Minutes to Englewood, Manasota & Gasparilla Beaches ⭐ 4.97 Rating - Book Now !Don't miss your Gulf Coast escape! 🌅

An open living space features a leather sofa paired with a neutral coffee table, complemented by a patterned area rug. A modern ceiling fan hangs above, and a circular planter adds greenery. In the background, a kitchen area with white cabinetry is visible.

5 out of 5 average rating, 13 reviews

Hidden Gem in South Gulf Cove

Welcome to Our Newly Built Home in the Beautiful SGC Community! We are delighted to host your family or accommodate your work trip. Our home offers the perfect blend of comfort and luxury to make your stay relaxing and enjoyable. Located just 10 minutes from Boca Grande Beach, this peaceful, family-friendly neighborhood ensures a serene experience, while convenience is just around the corner with shopping centers nearby and Costco only 15 miles away. Come unwind, your perfect stay awaits!

Superhost

Villa in Port Charlotte

5 out of 5 average rating, 3 reviews

Waterfront Unique Euro Villa heated salt pool dock

Discover our private, modern Euro Villa-style home, ideally located with direct canal access to Charlotte Harbor and seamless boating to the Gulf of Mexico. Relax by the large, deep, heated saltwater pool, surrounded by tropical landscaping and stunning views from private balconies. Enjoy nearby restaurants, grocery stores, gas stations, parks, and beaches. Spacious indoor and outdoor areas await your family and friends—book now for an unforgettable coastal retreat!

4.96 out of 5 average rating, 26 reviews

An aerial view of a spacious villa surrounded by lush greenery and a serene canal. The well-maintained lawn is accentuated by landscaped gardens with colorful flowers, while nearby homes are visible in the peaceful neighborhood.

Villa in Long Meadow

Stunning Villa in Golfer's Paradise/Canal Views

Welcome to your new home in Rotonda West! This 3-bedroom, 2-bathroom gem on Marker Rd is all about comfort, style, and tranquility. As soon as you step inside, you'll be greeted by a spacious and open floor plan that will make you feel right at home. We're excited to share that each room in the house is equipped with a TV for your entertainment pleasure. And guess what? Two of them even have Roku TV, so you can stream all your favorite shows and movies with ease.

A serene view of the sunset is captured through the screen enclosure, showcasing a heated pool reflecting the warm colors of the sky. Lush greenery and palm trees frame the tranquil scene, creating a peaceful atmosphere over the golf course.

5 out of 5 average rating, 77 reviews

Gulf Coast Floridian Villa with Pool

Your Perfect Florida Getaway Awaits! Bring the whole family to this stylish and spacious 4-bedroom villa with a heated pool. Located in a quiet neighborhood, just a short drive from beautiful beaches, lively bars, and top restaurants. Relax with a BBQ on the patio overlooking the golf course, take a swim, or cycle the scenic Cape Haze Trail. Sunshine, space, and unforgettable memories—book your stay today! Please note that the pool is heated at no extra cost.

An open-concept kitchen features a large granite island with seating, surrounded by white cabinetry and modern appliances. Natural light floods the space, highlighting the stylish chandelier above. The dining area is visible in the background, along with inviting seating arrangements in the family room.

4.98 out of 5 average rating, 131 reviews

Stunning Bay Waterfront!

Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchen & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)

4.82 out of 5 average rating, 45 reviews

The serene view from the indoor space showcases a sparkling pool under a sunrise sky, with hues of orange and pink reflecting on the water. Nearby trees and a canal can be seen beyond the pool enclosure, providing a calming backdrop.

Villa in Gulf Cove

Canal Front 3-Bedroom Grand Villa with Pool

Centrally located, canal front vacation villa adjacent to a quaint fishing village. Public and remote beaches and state parks are just minutes away. Open floor plan, 3-bedroom villa with a well-appointed kitchen, creates a perfect home away from home. Sparkling pool and lanai make for a quiet respite after visiting nearby beaches or shopping in greater Port Charlotte. Easy access to RSW, TPA, and PGD airports.

Popular amenities for villa rentals in Port Charlotte

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

The outdoor lanai features a screened enclosure with a private swimming pool. Two lounge chairs are positioned near the pool's edge, accompanied by a colorful pool float. Lush greenery surrounds the area, providing a serene backdrop under a partly cloudy sky.

Villa in North Port

4.83 out of 5 average rating, 29 reviews

Cheerful 3-bed villa with heated pool+beach staff

Sun-Kissed Villa A

4.89 out of 5 average rating, 9 reviews

An inviting screened lanai features a heated swimming pool surrounded by a spacious deck. Comfortable lounge chairs are positioned beneath a large umbrella, and lush greenery is visible through the transparent enclosure, providing a serene atmosphere for relaxation.

Villa in Venice

VIlla Venice

5 out of 5 average rating, 5 reviews

The exterior of the home features a well-manicured lawn and colorful landscaping. A bright red front door serves as a focal point against the neutral-colored facade. Palm trees and shrubs frame the entrance, complemented by a two-car garage on the right.

Villa in North Port

Family pool home near beaches & golf. May-June

The exterior of the villa is showcased with a well-maintained lawn and landscaped areas. A single-car garage is visible, along with a covered entrance. Sunlight bathes the residence, highlighting the modern design and surrounding greenery.

4.86 out of 5 average rating, 14 reviews

Newly Built Port Charlotte Retreat w/ Patio!

New place to stay

NEW 3BR Private Villa | Heated Pool ~ Outdoor BBQ

5 out of 5 average rating, 7 reviews

MANASOTA BEACH COTTAGES, Unit 1

A spacious outdoor area features a heated pool surrounded by a screened enclosure. A dining table with four chairs is positioned nearby, complemented by an area rug. Bright blue lounge chairs are visible, offering a relaxing spot with a view of the lush landscape and pond.

4.9 out of 5 average rating, 10 reviews

Villa Sunrise Florida (WLAN,Pool ...)

Luxury villa rentals

Charming Seaside Getaway: 3BR Villa in Englewood !

A spacious villa layout is shown, featuring a cozy living area with comfortable seating, a well-equipped kitchen, and a dining table for six. A bright bedroom area is present alongside an inviting pool space with lounge chairs, all under a screened enclosure, creating a relaxing atmosphere.

Villa in Punta Gorda

Beautiful 3BR Villa close to Punta Gorda Beach!

An aerial view captures the waterfront neighborhood featuring a mix of modern homes and docks. The tranquil waters of Lemon Bay extend into the distance, bordered by lush green vegetation. The image highlights a protected canal, enhancing the sense of a serene coastal community.

4.76 out of 5 average rating, 29 reviews

Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.

A spacious pool area is enclosed by a screened patio, featuring a clear blue swimming pool and a hot tub. Reflections of the evening sky are visible on the water's surface, surrounded by lush greenery and palm trees in the background.

Calusa.. your perfect Florida Gulf coast getaway

A spacious pool area features a heated pool surrounded by comfortable lounge chairs. A dining table with chairs is positioned nearby, all under a screened enclosure that offers views of the green landscape beyond.

4.97 out of 5 average rating, 37 reviews

Comfortable 4/2, large pool deck and canal view

Villa in Punta Gorda

Sunny 3BR Villa with Pool near Laishley Park!

A sandy path lined with vibrant greenery and blooming plants leads towards the beach. Tall palm trees sway gently in the breeze under a clear blue sky, creating a serene atmosphere that invites a leisurely stroll.

5 out of 5 average rating, 73 reviews

Ocean View Villa Manasota Key

A two-story blue house is set against a colorful sunset sky, featuring multiple palm trees in the foreground. The structure showcases large windows and a welcoming entrance. Soft outdoor lighting highlights the pathway and surrounding landscaping.

Villa in Placida

4.78 out of 5 average rating, 9 reviews

Beautiful Villa! Private Pool Bike to Boca Grande

Villa rentals with a pool

A refreshing pool area is enclosed by a screened lanai, featuring a clear blue pool with steps leading in. Sunlight illuminates the surroundings, highlighting the lush greenery and serene views of the nearby Rotunda River.

5 out of 5 average rating, 23 reviews

Villa Riverside for 6 people with private pool

4.9 out of 5 average rating, 69 reviews

A single-story home is set within a lush green landscape, featuring a well-maintained lawn. The façade showcases a garage and large windows, framed by decorative arches. Palm trees add a tropical touch to the exterior, suggesting a serene and inviting atmosphere.

Villa in Long Meadow

Dolphin Oasis - Villa Close to SW Florida Beaches

A screened-in pool area features a private swimming pool bordered by a stone patio. Two red chaise lounges are positioned near the pool, while the serene lake is visible in the background, framed by lush greenery and a clear sky.

Villa in Port Charlotte

4.77 out of 5 average rating, 22 reviews

Sundrenched, private waterfront, pool villa

A single-story villa is presented with a pink exterior, sitting on a manicured lawn. The driveway leads to a two-car garage on the left, while large windows are visible on the right, allowing for ample natural light. Lush palm trees frame the property.

Villa in Port Charlotte

4.81 out of 5 average rating, 47 reviews

Waterfront Villa with heated Pool

Superhost

Villa in Venice

New place to stay

Venice Villas 1BR – Beach & Pool Escape

5 out of 5 average rating, 16 reviews

Englewood Beach Villa - 3 min Walk to the Beach!

4.81 out of 5 average rating, 31 reviews

Ultimate Luxury Oasis, Pool, Perfect for Family

A heated saltwater pool is enclosed by a lanai, featuring a smooth surface and built-in steps. Two lounge chairs are positioned beside the pool, while sheer curtains provide privacy. Lush greenery is visible outside the enclosure, enhancing the serene environment.