Villa holiday rentals in Manasota Key

4.98 out of 5 average rating, 50 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

Do you love the beach? Do you love lounging in a beautiful pool surrounded by palm trees and South Florida's world-renowned weather? Look no further because Sunny Oasis is waiting for you! We are located just 2 miles from the beach and 3 miles from Venice Downtown, you are choosing the right place! There is large heated Infinity pool with hot tub, spacious 1-acre courtyard with monkey bars, zip line and much more for the whole family! Make some memories at this unique and family-friendly place.

FamilyLocationAmenities

4.92 out of 5 average rating, 146 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.

LocationFamilyCheckout

4.9 out of 5 average rating, 177 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

AUG SALE! Cute Lux Beach Villa, PETS OK!, 2Br/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Pets total weight under 50 pounds welcome! Miles of uncrowded beach! Two KING beds.The Villa is a short 1 minute drive from Casey Key Beach! Two 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating minutes away. Lush tropical backyard and fire pit. 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!

LocationValueCheckout

4.97 out of 5 average rating, 108 reviews

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! 🌅

LocationFamilyTV

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.

4.98 out of 5 average rating, 133 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)

LocationValueCleanliness

5 out of 5 average rating, 80 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.

LocationFamilyKitchen

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, 81 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.

ValueLocationHeating

5 out of 5 average rating, 16 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!

LocationFamilyWalkability

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, 3 reviews

Manasota Beach Cottages, Unit 5

Small yet comfortable with touches of a warm and welcoming, this cottage has been remodeled with old and new to create a rustic charm living. For the enjoyment of all guests, this is a no smoking and no pet property. Small yet comfortable with touches of a warm and welcoming, this cottage has been remodeled with old and new to create a rustic charm living. For the enjoyment of all guests, this is a no smoking and no pet property.

FamilyWalkabilityCleanliness

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.

4.91 out of 5 average rating, 32 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

FamilyLocationGetting around

5 out of 5 average rating, 59 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 South Venice

Immaculate Deluxe Pool & Spa Villa-7 Min to Beach

We invite you to stay at our elegant, modern fully stacked villa just minutes from Manasota Beach, dining, and downtown. Enjoy a private outdoor oasis with a heated saltwater pool, spacious spa, and serene lanai—perfect for relaxing days and evenings. Thoughtfully designed for couples, families, and friends, and fully stocked for a seamless stay. Beach gear included—just arrive, unwind, and enjoy.

FamilyLocationSleep quality

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.

LocationFamilyBeach

Popular amenities for Manasota Key villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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.

4.81 out of 5 average rating, 53 reviews

Canal Front 3-Bedroom Grand Villa with Pool

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Villa in Punta Gorda Isles

5 out of 5 average rating, 16 reviews

Waterfront Villa Close To Downtown And Harbor

ValueLocationQuiet

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

LocationBeachAccess

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, 27 reviews

Stunning Villa in Golfer's Paradise/Canal Views

FamilyValueQuiet

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.

4.81 out of 5 average rating, 64 reviews

ENDLESS SUMMER Villa with heated salt water pool

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The duplex features a modern façade with two sections, each equipped with a double garage. A spacious paver driveway leads up to the entrance, surrounded by well-maintained grass and dotted with trees. A partly cloudy sky adds a tranquil backdrop to the setting.

4.88 out of 5 average rating, 17 reviews

6BR Duplex Retreat | Sleeps 12 | Close to Beach

FamilySleep qualityBathroom

4.82 out of 5 average rating, 33 reviews

The screened outdoor lanai features a refreshing saltwater pool surrounded by lounge chairs in a vibrant blue color. An umbrella provides shade for relaxation, while the tiled floor enhances the outdoor living space. Lush greenery and palm trees frame the area, creating a serene atmosphere.

Villa in South Gulf Cove

Ultimate Luxury Oasis, Pool, Perfect for Family

LocationFamilyPool

4.79 out of 5 average rating, 57 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

FamilyLocationView

Luxury villa rentals

Villa in Grove City

Charming Seaside Getaway: 3BR Villa in Englewood !

4.76 out of 5 average rating, 29 reviews

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

ValueFamilyQuiet

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 Punta Gorda Isles

Calusa.. your perfect Florida Gulf coast getaway

LocationHospitalityAmenities

Coastal Retreat Steps from the Charlotte Harbor !

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

LocationFamilyHospitality

A well-maintained private heated saltwater pool is surrounded by a spacious patio area. Sleek loungers and dining furniture are available for relaxation. The screened enclosure showcases a vibrant sunset sky, enhancing the tranquil outdoor environment.

Villa in Punta Gorda

4.88 out of 5 average rating, 8 reviews

Waterfront 4BR | Saltwater Pool | PG Isles

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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.

4.69 out of 5 average rating, 16 reviews

Glamorous 3BR Villa w/Pool | Walk to Dining

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5 out of 5 average rating, 4 reviews

Waterfront Unique Euro Villa heated salt pool dock

ValueFamilyComfort

Villa rentals with a pool

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, 74 reviews

Dolphin Oasis - Villa Close to SW Florida Beaches

FamilyLocationNearby

4.9 out of 5 average rating, 10 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 South Venice

VIlla Venice

LocationFamilyOutdoor spaces

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

4.86 out of 5 average rating, 88 reviews

Luxurious Family Villa with pool 29 min the beach

LocationFamilyQuiet

4.97 out of 5 average rating, 37 reviews

Spacious Home with Heated Pool Near Beaches

FamilyLocationAccuracy

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.

4.78 out of 5 average rating, 23 reviews

Sundrenched, private waterfront, pool villa

LocationFamilyCondition

4.98 out of 5 average rating, 105 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

FamilyLocationView

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.

4.82 out of 5 average rating, 51 reviews

Waterfront Villa with heated Pool

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