Villa holiday rentals in Englewood

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, 102 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)

4.92 out of 5 average rating, 160 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

OCT SALE! 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 single-story house is presented, featuring an inviting façade with large arched windows. The exterior showcases a well-manicured lawn and a light-colored driveway, surrounded by decorative landscaping. A two-car garage is also visible on the right side.

4.97 out of 5 average rating, 29 reviews

Luxury Retreat/Heated Pool/2Kings /n.Beach/Office

If you're looking for a luxurious retreat, this spectacular oasis is the perfect choice. With a spacious 2,469 sq. ft. of living space, this home is ideal for families or groups of friends. Located close to golf courses, beaches, and restaurants, you'll have plenty of options for entertainment and relaxation. The pool cage enclosure will be installed in the next two weeks, ensuring a peaceful and enjoyable outdoor experience. A new pool cage enclosure was installed in March 2024!

4.82 out of 5 average rating, 28 reviews

A single-story, modern home is surrounded by lush landscaping, featuring various tropical plants and manicured lawn. Large windows and a black front door provide focal points, while palm trees add to the serene setting under a partly cloudy sky.

Villa in South Gulf Cove

Lovely 3/2 with pool, spa, boat dock. Dog friendly

Experience true Florida living in this boaters gem of a vacation home. Located in the unique, upscale, waterfront deed restricted South Gulf Cove community. Sailboat access to Charlotte Harbor and the Gulf with private dock access. Saltwater heated pool and spa with beautiful views of the Bainbridge Waterway. Split floor plan with master and bath on one side, and 2 additional bedrooms with a bath between them. Sliding glass doors throughout enhance your views. Dog Friendly!

A spacious living area features a neutral-toned sectional sofa adorned with decorative pillows. A white coffee table sits centrally on a patterned rug, while a shell-themed artwork adds a calming touch to the wall. Natural light occupies the room, illuminated by a nearby lamp.

5 out of 5 average rating, 12 reviews

CT Villa

Keep it simple at this peaceful and centrally-located place. Relax with the family at this beautiful duplex in Southwest Florida. World class beaches are located within 15-30 min. The spacious living area has a smart TV and some board games for your enjoyment. The well-equipped kitchen offers you everything you need for a stress-free stay. There is a screened lanai and backyard with seating and BBQ. We also provide beach towels, 2 chairs, umbrella and cooler.

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, 135 reviews

Unwind at Casa Blu: Sun, fun, pool, close to Beach

Welcome to Casa Blu, your cozy retreat in Florida's sun-kissed paradise. Close to restaurants, parks, and beaches, and Old Englewood. Just 7 miles to Englewood Beach. The stresses of daily life melts away with its single-floor layout, comfy bedrooms with private baths await. Enjoy fast WiFi, Smart TVs, and a fully equipped kitchen. Unwind on the screened lanai or take a dip in the private saltwater pool. Everything's covered, from beach gear to a pack 'n play.

5 out of 5 average rating, 51 reviews

An outdoor seating area offers comfortable blue cushions on a woven sectional sofa, with a stylish coffee table in front. The heated saltwater pool features a spa and is surrounded by tropical greenery, offering a peaceful retreat under a screened enclosure.

Villa in Venice

Modern Deluxe Villa-Heated Pool&Spa-7 min to beach

Welcome to our stunning, modern villa, located just minutes away from the beautiful Manasota beach and other Gulf beaches. Enjoy the private outdoor oasis complete with a gorgeous, heated, saltwater pool, a spacious spa and plenty of space to relax and unwind. The backyard has an 8ft privacy fence. The home was carefully furnished and decorated with our guests in mind, providing all of the necessities and extras to ensure an unforgettable stay.

4.97 out of 5 average rating, 30 reviews

Spacious Home with Heated Pool Near Beaches

WELCOME TO OUR GORGEOUS LUXURIOUS OASIS! Escape the busy life for a bit and enjoy a few days of zen, relaxation, and nirvana. Nothing will help you clear your head and unwind better than the warm pool, our beautiful and spacious house, and the ocean waves crashing your feet. Spacious and uniquely designed house located in the upscale town of Rotonda West Circle in a quiet, secure, friendly neighborhood, just minutes from the beaches.

A clear, inviting swimming pool is enclosed by a screened patio, showcasing the vibrant blue water reflecting the sunlight. Lush trees are visible in the background, enhancing the sense of tranquility and privacy in the outdoor space.

4.99 out of 5 average rating, 78 reviews

Secluded Paradise,Heated Pool,Beaches and Golf n.

Our stunning retreat is designed for comfort and relaxation - with a spacious living room, fully equipped kitchen, and inviting bedrooms that can accommodate up to six guests. Enjoy the serenity and privacy of a pool area without neighbors, perfect for unwinding in peace. Savor delicious outdoor dining and stay connected with high-speed internet via STARLINK. Don't miss out on this amazing opportunity to escape to paradise.

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, 72 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!

Superhost

A scenic view features a vibrant sunset over Lemon Bay, with hues of orange, pink, and purple filling the sky. A silhouette of a palm tree stands in the foreground, alongside a private dock extending into the water, enhancing the tranquil setting.

5 out of 5 average rating, 3 reviews

The Yellowtail

Discover the charm of The Yellowtail, nestled at Paradise Cove on Lemon Bay. This unique villa features a cozy upstairs loft bedroom with a private bathroom, and a convenient downstairs sleeper sofa accompanied with bathroom, ensuring ample space for relaxation. Experience unforgettable sunsets and indulge in fishing at the private dock on Lemon Bay, making every moment at The Yellowtail truly special.

An aerial view captures a well-maintained villa featuring a spacious driveway and lush landscaping. Palm trees and colorful flowering plants enhance the front yard, while a serene backdrop of the Rotonda River and surrounding greenery can be seen in the distance.

4.98 out of 5 average rating, 42 reviews

Fun in the Sun

FUN IN THE SUN - Come and experience fun in the sun at our Rotonda West villa. Enjoy the outdoors indoors by opening up the great room to the patio and lanai with heated pool & spa, nestled on the Rotonda River. Enjoy the views of the sunset and wildlife in the backyard. Golf at your choice of five courses in the community. Fish off the canal bank or lounge in the sun at the Boca Grande off the Gulf.

Popular amenities for villa rentals in Englewood

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.

4.85 out of 5 average rating, 26 reviews

Cheerful 3-bed villa with heated pool+beach staff

The exterior of a single-story home is showcased, featuring a light blue façade with arched windows. Lush greenery is visible in the front yard, along with potted plants and a garage. The clear blue sky complements the inviting appearance of the residence.

4.85 out of 5 average rating, 20 reviews

Rotonda West villa near clubhouse, pool & beaches

5 out of 5 average rating, 5 reviews

A shaded outdoor seating area features a dark wicker table with matching chairs, positioned on a decorated patio. Lush greenery and water views are visible beyond, enhancing the serene atmosphere. The space is designed for relaxation and offers a scenic spot to enjoy the surroundings.

Villa in Nokomis

Casey Key Dockside 1-Bed Villa

A single-story house is showcased, featuring a well-manicured front yard with green grass and a variety of shrubbery. A palm tree stands prominently near the entrance, and a double garage is visible on the right side of the property.

4.82 out of 5 average rating, 33 reviews

Rotonda West - Golfers and Walkers Heaven

A private pool is positioned within a screened enclosure, featuring clear, sparkling water reflecting sunlight. Lush greenery surrounds the pool area, and views of an expansive golf course stretch into the distance, enhancing the tranquil ambiance.

5 out of 5 average rating, 3 reviews

Villa Private Heated Pool &Golf

5 out of 5 average rating, 8 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

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.

5 out of 5 average rating, 4 reviews

Family pool home near beaches & golf. May-June

A contemporary living area features a comfortable gray sofa and a round marble coffee table. Natural light flows in through sliding glass doors that lead to the outdoor space. A dining area with white chairs is positioned next to the kitchen, enhancing the open concept design.

4.86 out of 5 average rating, 86 reviews

Luxurious Family Villa with pool 29 min the beach

Luxury villa rentals

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.

4.9 out of 5 average rating, 21 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

Villa in South Gulf Cove

Family-Friendly Retreat near Charlotte Sports 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, 59 reviews

Ocean View Villa Manasota Key

An outdoor space features a granite bar with bar stools beside a stainless steel grill. Sunlight filters through a trellised canopy, providing shade over the pool area. Lush greenery and palm trees frame the scene, creating a serene atmosphere by the water.

4.86 out of 5 average rating, 7 reviews

5Star Villa with Pool, Charlotte County Villa 1002

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

Beautiful Villa! Private Pool Bike to Boca Grande

5 out of 5 average rating, 12 reviews

A spacious waterfront home is surrounded by green landscaping, palm trees, and open blue skies. A large heated pool is visible in the backyard, adjacent to a well-maintained deck. Comfortable seating is positioned on the sandy area by the water, providing a relaxing atmosphere.

Villa in Osprey

Paradise with a pool, pier and private beach area

4.86 out of 5 average rating, 14 reviews

A serene outdoor space is captured at night, featuring a pool illuminated with soft blue lights. A covered area with seating is visible, offering a comfortable setting for relaxation. Large glass doors provide access to the indoor space, creating a seamless transition between areas.

Villa in Port Charlotte

Glamorous 3 Bedroom Villa w/Pool in Sarasota Area

Villa rentals with a pool

Superhost

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

4.8 out of 5 average rating, 41 reviews

Canal Front 3-Bedroom Grand Villa with Pool

4.9 out of 5 average rating, 59 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

Superhost

An outdoor patio area features a heated swimming pool surrounded by several lounge chairs in a vibrant turquoise color. A large umbrella provides shade, and the backyard is enclosed with a mesh screen, allowing views of the greenery beyond.

Villa in Cape Coral

4.45 out of 5 average rating, 47 reviews

Near Downtown Ft. Myers Turquoise Anchor Sleeps 10

A screened lanai features a private pool with clear water, surrounded by a wooden deck. Comfortable loungers are positioned nearby for relaxation under a blue sky. The structure allows for seamless indoor-outdoor enjoyment, making it ideal for leisure activities.

4.83 out of 5 average rating, 30 reviews

Beautiful home, heated pool & 5 miles from beach!

4.76 out of 5 average rating, 51 reviews

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.

Villa in South Gulf Cove

Brand New! Fabulous Paradise 3 b/ 2 bath Villa

A screened outdoor lanai features a heated pool surrounded by modern seating. Soft cushions adorn the navy wicker chairs, and a glass-topped table reflects natural light. The tranquil canal views are complemented by a clear blue sky, enhancing the outdoor experience.