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Villa vacation rentals in Englewood

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Englewood villa rentals

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
4.85 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.
Villa in Rotonda West
4.85 out of 5 average rating, 20 reviews

Rotonda West villa near clubhouse, pool & beaches

Guest favorite
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
5 out of 5 average rating, 5 reviews

Casey Key Dockside 1-Bed Villa

Guest favorite
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
5 out of 5 average rating, 8 reviews

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.
Villa in North Port
5 out of 5 average rating, 4 reviews

Family pool home near beaches & golf. May-June

An outdoor pool area is enclosed by a screened-in patio, featuring a clear swimming pool and a spacious deck. Two red chairs are positioned near the pool, with additional loungers on the sides. The house is visible in the background, framed by the greenery outside.
Villa in Port Charlotte
4.76 out of 5 average rating, 71 reviews

Secret Oasis canal front and heated pool

An open-concept living area showcases a comfortable sofa and a modern coffee table, surrounded by large windows offering views of the patio. A dining area is visible, leading to a sleek kitchen equipped with stainless-steel appliances. Ceiling fans and recessed lighting provide ambient illumination.
Villa in Venice
5 out of 5 average rating, 3 reviews

Luxury house with huge patio

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.
Villa in Rotonda West
4.9 out of 5 average rating, 10 reviews

Villa Sunrise Florida (WLAN,Pool ...)

Luxury villa rentals

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
4.86 out of 5 average rating, 7 reviews

Beautiful Villa! Private Pool Bike to Boca Grande

Superhost
A modern villa is viewed from the patio, featuring a large, saltwater heated pool surrounded by tropical landscaping. Lush palm trees complement the outdoor space, while comfortable lounge chairs are positioned near the water's edge. A bright blue sky with scattered clouds is visible above.
Villa in Port Charlotte

Waterfront Resort Villa heated salt pool dock

Guest favorite
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
4.86 out of 5 average rating, 14 reviews

Glamorous 3 Bedroom Villa w/Pool in Sarasota Area

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.
Villa in Englewood
4.9 out of 5 average rating, 20 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.
Villa in Rotonda West

Calusa.. your perfect Florida Gulf coast getaway

An indoor pool area is enclosed by large glass windows, allowing natural light to fill the space. The pool features a diving board and is surrounded by natural stone accents. An outdoor kitchen area is visible in the background, along with dining seating options.
Villa in Punta Gorda
4.66 out of 5 average rating, 73 reviews

New Mgmt~Tropical Indoor Pool/Hot Tub+Pool Table

Guest favorite
The heated pool area features a screened lanai with views of the waterway. A colorful unicorn float rests in the pool, while a seating area with a dining table is visible to one side, complemented by palm trees in the background.
Villa in South Gulf Cove
5 out of 5 average rating, 11 reviews

My Charlotte : Heated pool and your boat dock

Top guest favorite
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.
Villa in Englewood
5 out of 5 average rating, 58 reviews

Ocean View Villa Manasota Key

Villa rentals with a pool

Guest favorite
A spacious, screened lanai surrounds a shimmering pool, reflecting sunlight. Large glass doors line the villa’s rear, offering views of the pool area. The surrounding deck provides ample space for relaxation, while well-kept landscaping enhances the tranquil environment.
Villa in Gulf Cove
4.8 out of 5 average rating, 41 reviews

Canal Front 3-Bedroom Grand Villa with Pool

Top guest favorite
The outdoor area features a screened lanai with a spacious heated pool surrounded by a stone patio. Comfortable seating arrangements and a dining set provide options for relaxation and meals. The scene is complemented by views of the lush greenery beyond the pool area.
Villa in Cape Coral
4.96 out of 5 average rating, 25 reviews

Waterfront sanctuary home $ heated Pool Cape Coral

Guest favorite
A private pool area features a decorative dolphin sculpture, while lounge chairs and a shaded seating space are visible. The surrounding screened enclosure allows for an outdoor feel, connecting to a spacious living area through sliding doors.
Villa in Long Meadow
4.9 out of 5 average rating, 58 reviews

Dolphin Oasis - Villa Close to SW Florida Beaches

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.
Villa in Rotonda West
5 out of 5 average rating, 3 reviews

Villa Private Heated Pool &Golf

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
4.44 out of 5 average rating, 45 reviews

Near Downtown Ft. Myers Turquoise Anchor Sleeps 10

Top guest favorite
A heated pool is surrounded by tropical landscaping and features clear blue water. Palm trees sway gently nearby, with a serene view of Lemon Bay visible in the background. Outdoor seating areas with blue chairs invite relaxation by the water's edge.
Villa in Englewood
4.98 out of 5 average rating, 119 reviews

Great after Milton-Stunning Waterfront! bv

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
4.79 out of 5 average rating, 42 reviews

Waterfront Villa with heated Pool

Guest favorite
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.
Villa in Rotonda West
4.83 out of 5 average rating, 30 reviews

Beautiful home, heated pool & 5 miles from beach!

Quick stats about villa rentals in Englewood

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$20,916 GYD before taxes and fees

  • Total number of reviews

    990 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Englewood
  6. Villa rentals