Villa holiday rentals in Manasota Key

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.

4.93 out of 5 average rating, 148 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.

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

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.

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

SEPT! Sarasota Villa, 1 min to BCH, KING, /Qn/PETS

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:)

4.97 out of 5 average rating, 118 reviews

Pool·Game Room·Beach Gear·Spotless.5 min to Beach

<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! 🌅

5.0 out of 5 average rating, 6 reviews

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.

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.

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, 84 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.

5.0 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!

The family room features large windows offering expansive views of Lemon Bay. A cozy seating area includes recliners and side tables, complemented by a modern sofa. A dining table is visible, and a piece of artwork adorns the wall, enhancing the coastal aesthetic.

4.9 out of 5 average rating, 175 reviews

"Seaglass" Dazzles with Exceptional Bay Views&Pool

Fantastic Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Seaglass Villa” dazzles with spectacular Bay views! 2 cozy bedrooms; 1 bathroom, kitchen & 1 cozy family room. On-site resort pool overlooks stunning Lemon Bay. 5-minute walk to ocean-side beach or enjoy “Bay-front beach” out back. Quiet island street. low-key quiet respectful vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free use of kayaks!

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.

5.0 out of 5 average rating, 4 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.

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

5.0 out of 5 average rating, 61 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

Stunning 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.

Popular amenities for Manasota Key villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

5.0 out of 5 average rating, 83 reviews

Gulf Coast Floridian Villa with Pool

5.0 out of 5 average rating, 17 reviews

Villa in South Venice

Top rated villa with private pool

4.82 out of 5 average rating, 51 reviews

An inviting swimming pool is seen within a screened-in patio, surrounded by a smooth concrete deck. Lush greenery frames the pool area, and panoramic views of landscaped grounds are visible beyond the screened enclosure. Natural light illuminates the scene, suggesting a tranquil outdoor space.

Villa in Venice

Gondola Dr house with private swimming pool

A private heated pool is featured within a screened lanai, with clear water reflecting soft sunlight. The pool area is surrounded by white fencing and green grass, creating a tranquil outdoor setting suitable for pets.

4.85 out of 5 average rating, 34 reviews

Steam Shower Heat Pool, Premium Oasis, bring pets

5.0 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

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

4.89 out of 5 average rating, 37 reviews

An aerial view captures the spacious waterfront villa, surrounded by lush greenery and landscaped grounds. The enclosed pool area is visible, emphasizing the outdoor living space. Nearby homes are distanced, enhancing the sense of privacy in this tranquil neighborhood.

Villa in Port Charlotte

Waterfront Villa - Heated Pool - Pet Friendly

4.81 out of 5 average rating, 16 reviews

An open-concept living space features a large sectional sofa with a matching ottoman, accented by a modern coffee table. Nearby, a dining area is visible with a stylish wooden table surrounded by chairs. Natural light fills the room through large windows, complemented by neutral decor.

Villa in South Gulf Cove

Boca Grande Beach House

Luxury villa rentals

4.78 out of 5 average rating, 37 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

5.0 out of 5 average rating, 5 reviews

Villa in Port Charlotte

Waterfront Unique Euro Villa heated salt pool dock

4.77 out of 5 average rating, 31 reviews

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

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

4.6 out of 5 average rating, 10 reviews

An indoor pool area features a heated pool surrounded by ambient lighting in purple tones. Modern seating is provided, with decorative potted plants enhancing the tropical feel. A stone sculpture adds an artistic touch, while large screens protect the space from the outdoors.

5.0 out of 5 average rating, 10 reviews

Luxury 4BR Villa | Heated Pool + Fireplace

Villa in Grove City

Charming Seaside Getaway: 3BR Villa in Englewood !

A private pool area is enclosed with a screened lanai, featuring a clear blue pool and two lounge chairs. Lush greenery surrounds the space, providing a peaceful setting. Sunlight filters through the structure, enhancing the inviting outdoor atmosphere.

Villa in Punta Gorda Isles

Luxury 5 Star Villa, Charlotte County Villa 5866

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 rentals with a pool

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

Villa in Venice

Direct Gulf Front – Venice Villas Coastal Chic

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, 106 reviews

Coastal Retreat Villa with pool • near beaches

4.99 out of 5 average rating, 90 reviews

Secluded Paradise,Heated Pool,Beaches and Golf n.

ComfortCleanlinessPool

A spacious pool area is showcased, featuring a clear blue pool surrounded by a screened-in enclosure. Lush greenery and a serene lake are visible in the background, providing a tranquil setting. The bright sky enhances the open atmosphere of the space.

4.98 out of 5 average rating, 55 reviews

Lakehouse

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, 81 reviews

Dolphin Oasis - Villa Close to SW Florida Beaches

4.97 out of 5 average rating, 39 reviews

Spacious Home with Heated Pool Near Beaches