Villa vacation rentals in Englewood

4.93 out of 5 average rating, 148 reviews

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.

Villa in Englewood East

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.

FamilyLocationCheck-in

4.96 out of 5 average rating, 115 reviews

A bright living space is highlighted by a cozy sectional sofa and a decorative trunk. A wooden dining table with chairs is positioned near a doorway featuring a decorative glass design. The kitchen area, equipped with stainless steel appliances, is visible in the background.

Villa in Nokomis

Sarasota Villa 1 min to BEACH, king/qn/Pets/Yard!

Our unique villas sit just 1/2 mile from one of Florida's most pristine beaches. Biking, boating, kayaking, museums, as well as great dining/shopping are easily accessible. The villas also have an attached yard/field perfect for pets to run and exercise. Max pet weight 40 lb total. The local beach has only one access point for over 7 miles of private beach, Casey Key is a secret gem! As superhosts we love creating great memories, please read our reviews! Two adults, two kids maximum capacity:)

FamilyLocationNearby

4.97 out of 5 average rating, 116 reviews

Pvt Pool·Game Room·Beach Gear·Shark Teeth Paradise

<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! 🌅

LocationValueIndoor spaces

5 out of 5 average rating, 17 reviews

Top rated villa with private pool

Relax at Salt + Sun — your cozy coastal getaway near the beaches of Venice. This private villa offers a comfortable and relaxing stay just minutes from Venice Beach famous for shark tooth hunting and beautiful Gulf Coast sunsets. ✔ Private entrance villa ✔ pool access( heated for Oct to May $20 per day heater use ) ✔ kayaks- beach gear included ✔ Fast WiFi + workspace ✔ Sleeps up to 4 guests ✔ Free parking + self check-in Perfect for couples, small families, snowbirds, and beach lovers

LocationFamilyKitchen

5 out of 5 average rating, 6 reviews

Villa in Englewood East

Peaceful Villa Retreat – Pool/Spa, Manasota Key

Our Happy Place – Englewood Villa Welcome to your perfect Florida getaway! This spacious 3-bedroom, 2-bath villa is ideal for families, couples, and pet lovers. Enjoy a private screened pool and spa (optional heating), open living and dining areas, and a fully equipped kitchen. Relax on the patio or explore nearby Manasota Key beaches with white sand and sunsets. Close to parks, golf, shopping, and dining, this home offers comfort, privacy, and true Florida living.

FamilyViewSleep quality

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.

4.96 out of 5 average rating, 28 reviews

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.

FamilyLocationParking

An enclosed lanai features multiple large windows with views of Lemon Bay, allowing natural light to fill the space. A palm tree is visible outside, framed by the window panes. A decorative area rug is positioned on the wooden floor, enhancing the coastal ambiance.

4.99 out of 5 average rating, 139 reviews

Stunning Bay Waterfront! Jaw dropping Water Views!

Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & 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)

LocationFamilySleep quality

5 out of 5 average rating, 83 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.

FamilyLocationNearby

A charming pink exterior defines the villa, accompanied by a patio area featuring several lounge chairs. The landscaped front yard is framed by a gravel pathway, offering a neat appearance. A few palm trees and sunny skies enhance the inviting ambiance of the property.

4.83 out of 5 average rating, 83 reviews

3's Company-'Villa Jack' **1 block to the Gulf

Manasota Key is one of the best kept secrets on the Gulf coast. "Villa Jack" is only 1 block to the Gulf and walking distance to the local restaurants and shopping. We have 2 Villas that can be rented individually or as a group. "Villa Janet" is a 1 bedroom with king bed and a pull-out couch and bath. "Villa Jack" : is a 1 bedroom-king bed, 1 bath unit. Each unit has its own private entrance and a shared area in the back with outdoor furniture and grill.

ValueLocationLaundry

5 out of 5 average rating, 18 reviews

Englewood Beach Villa - 3 min Walk to the Beach!

Welcome to the Beach! Relax and unwind in your own private home! Our villa is located across the street from Englewood Beach, making it about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort. It has two beds—a king and a queen—for a good night's sleep on comfortable recently purchased mattresses. Two full bathrooms. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun Florida getaway!

FamilyLocationAmenities

The front exterior of the villa is framed by well-maintained landscaping featuring palm trees and shrubs. A spacious driveway made of pavers leads to the entrance, which is accentuated by grand steps and a double-door entry. Natural light filters through the surrounding greenery.

4.89 out of 5 average rating, 35 reviews

"Pelican Nest" Private Beach & Bay access & Pool

"Pelican Nest" Beautiful Manasota Key Beach Villa with all the amenities; heated pool, electric fireplace, skylights, granite counters, stainless appliances. Very inviting for fun with family and friends by the beach, or in the bay. Has 4bedroom , 3 bath sleeps 10 people, with 2pull up sofas, 2full kitchen, jacuzzi .The backyard has a room for play and entertaining, BBQ. We look forward to hosting you . Max 4 car parking

FamilyLocationNearby

5 out of 5 average rating, 4 reviews

Sun-Kissed Villa B

Welcome to your dream vacation retreat on the beautiful Manasota Key! This newly updated, beachy-chic duplex is just steps from the soft sands and sparkling waters of the Gulf, making it the ideal spot for a relaxing escape. Whether you're planning a family trip, a getaway with friends, or a romantic beachside retreat, this bungalow has everything you need for the ultimate vacation experience.

FamilyLocationCleanliness

Popular amenities for Englewood villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Villa rentals with a pool

4.81 out of 5 average rating, 53 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 Port Charlotte

Canal Front 3-Bedroom Grand Villa with Pool

LocationFamilyNearby

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.

4.91 out of 5 average rating, 80 reviews

Dolphin Oasis - Villa Close to SW Florida Beaches

LocationFamilyBeach

Villa in Venice

Direct Gulf Front – Venice Villas Coastal Chic

LocationCondition

4.97 out of 5 average rating, 39 reviews

Spacious Home with Heated Pool Near Beaches

FamilyLocationHospitality

4.79 out of 5 average rating, 24 reviews

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

Sundrenched, private waterfront, pool villa

FamilyLocationAccuracy

4.98 out of 5 average rating, 106 reviews

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.

Villa in Englewood East

Coastal Retreat Villa with pool • near beaches

ValueFamilyTV

4.82 out of 5 average rating, 65 reviews

The living area is furnished with plush gray sofas and armchairs, arranged around a central coffee table. A flat-screen TV is mounted on the wall, complemented by decorative shelves and natural light streaming through large sliding glass doors.

Villa in Port Charlotte

ENDLESS SUMMER Villa with heated salt water pool

LocationFamilyHospitality

4.79 out of 5 average rating, 58 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

Fabulous Paradise 3 b/ 2 bath Villa

ValueLocationBathroom

Villa rentals with a hot tub

A private saltwater pool is surrounded by a stone patio and bordered by lush greenery. A large blue umbrella provides shade over a seating area. Potted plants add a pop of color to the serene outdoor setting, ideal for relaxation.

4.73 out of 5 average rating, 40 reviews

Peaceful bright home minutes from the beach

FamilyLocationSleep quality

The pool area is enclosed by a screened lanai, featuring a well-maintained pool with clear blue water. Lush greenery and palm trees surround the space, with a view of the tranquil lake visible beyond. The deck offers ample room for seating and relaxation.

5 out of 5 average rating, 22 reviews

Florida lakeside home - south facing pool & deck

LocationFamilyBiking

4.95 out of 5 average rating, 22 reviews

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.

Villa in South Gulf Cove

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

LocationFamilyAccuracy

Villa in Charlotte Harbor

5 out of 5 average rating, 39 reviews

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

FamilyLocationHospitality

4.98 out of 5 average rating, 52 reviews

A spacious single-story house is highlighted, featuring a well-maintained white exterior and a metal roof. Lush green grass surrounds the home, with several palm trees positioned symmetrically along the pathway leading to the entrance. A clear sky and gentle clouds provide a bright backdrop.

Villa in Nokomis

Oasis Getaway -Beautiful House-Infinity Pool-Beach

LocationFamilyDecor

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.

5 out of 5 average rating, 61 reviews

Stunning Deluxe Pool & Spa Villa-7 Min to Beach

FamilyLocationIndoor spaces

A screened-in pool area features a pristine, inviting pool with a gentle curve. Surrounding greenery is visible through the screens, allowing natural light to fill the space. The textured pool deck offers a spacious area for relaxation and enjoyment.

5 out of 5 average rating, 8 reviews

Villa with swimming pool & spa in quiet area

FamilyLocationQuiet

An outdoor area features a swimming pool and a spa, both enclosed by a screened lanai. Sunlight reflects off the clear water, while lounge chairs are positioned nearby. Lush greenery is visible beyond the enclosure, providing a serene and private atmosphere.

5 out of 5 average rating, 13 reviews

Luxury Home With Pool Minutes to the Beach!

FamilyLocationCondition

Private villa rentals

4.76 out of 5 average rating, 37 reviews

Rotonda West - Golfers and Walkers Heaven

ValueLocationOutdoor spaces

5 out of 5 average rating, 7 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

Dockside 1-Bed Villa

LocationAccessView

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.

Villa in North Port

4.87 out of 5 average rating, 89 reviews

Luxurious Family Villa with pool 29 min the beach

ValueLocationIndoor spaces

The exterior showcases a modern duplex with a wide driveway made of interlocking pavers, providing ample parking space. Two garage doors are visible, flanked by large windows. The structure features a clean, contemporary design, set against a clear blue sky.

4.93 out of 5 average rating, 15 reviews

Spacious Duplex | Sleeps 13 | 8 Beds | Near Beach

LocationValueComfort

A bright yellow door marked with the number five is set against a soft pink exterior wall. A colorful set of shutters is positioned next to the door, complementing the inviting entrance. A window beside the door features light, sheer curtains.

5 out of 5 average rating, 4 reviews

Manasota Beach Cottages, Unit 5

FamilyLocationCleanliness

A cozy living space is featured with a navy blue sofa adorned with striped cushions. Two decorative lamps are positioned on white side tables, complementing a light wooden coffee table, which holds a woven basket. A wall sign reading 'BEACH HOUSE' adds a nautical touch.

4.98 out of 5 average rating, 44 reviews

Piping Plover 3min to beach, kayaks bikes, more!

LocationFamilyNearby

4.93 out of 5 average rating, 45 reviews

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.

Villa in North Port

Endless Summer Villa 3BR/2BA Heated Pool & Canal

LocationValueHospitality

The exterior of the home showcases a light-colored facade framed by lush greenery and palm trees. Two white adirondack chairs are positioned on the well-manicured lawn, inviting relaxation. The entrance features a decorative star accent on the front door, with large arched windows providing natural light.