House holiday rentals in Englewood

A well-lit pool area is enclosed by a screened patio, showcasing a sparkling pool and hot tub. The vibrant hues of a sunset are reflected in the water, surrounded by lush tropical landscaping and silhouettes of palm trees.

5 out of 5 average rating, 11 reviews

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak

Relax with the whole family at this peaceful place to stay right on the intercoastal. Enjoy the newly renovated amenities this home has to offer. Enjoy a meal in the brand new kitchen, relax in the pool/hot tub, grill poolside, take kayak's out or paddle board to float with the dolphins and soak in the beautiful sunsets. Your stay will reinvent what true relaxation feels like! Enjoy our neighborhood restaurant just walking distance from the front door. This home has the "Coastal Charm" you need!

The exterior of the home is showcased, featuring a modern facade with solar panels on the roof. The lush green lawn is framed by various plants and trees, and a single-car garage is visible to the right, highlighting the inviting and serene setting.

4.98 out of 5 average rating, 52 reviews

-Home by Englewood Beach-

Welcome to Suncoast Dacha, where you are invited to relax, unwind and rejuvenate as you enjoy beach town charm of Englewood. Relax in this beautifully furnished home just minutes from Manasota Key! Englewood is also one of the best places for fishing enthusiasts in all of Florida, as it was originally founded as a fishing village. There are multiple fishing charters available for both saltwater and freshwater fishing. Englewood Beach: 2.5 mi Manasota Beach: 7.5 mi Warm Mineral Springs: 12 mi

5 out of 5 average rating, 44 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.

4.98 out of 5 average rating, 131 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

A vibrant outdoor space features a heated pool illuminated with colorful lights. Lounge chairs are arranged near the pool, accompanied by a large umbrella adorned with string lights. Surrounding glass doors offer views into the inviting indoor living areas.

5 out of 5 average rating, 18 reviews

Free Heated Pool! Mins from Beach! Private Oasis!

Discover your dream getaway at this stunning 3BR tropical oasis just 5 miles from Englewood Beach! Start your mornings on the screened lanai with coffee, then dive into the heated pool featuring a swim-up bar. Surrounded by lush landscaping, this private escape offers comfort, style, and relaxation. Perfect for families, couples, or friends—close to beaches, golf, dining, and more. Book now and enjoy the ultimate Florida retreat filled with sun, fun, and unforgettable memories!

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

4.99 out of 5 average rating, 108 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

A circular gas fire pit is surrounded by four teal outdoor chairs on a gravel surface. Lush greenery and a privacy fence provide a serene backdrop, while a pool enclosure can be glimpsed in the distance under a clear blue sky.

5 out of 5 average rating, 115 reviews

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!

Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.

5 out of 5 average rating, 40 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

4.92 out of 5 average rating, 151 reviews

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

The exterior of a modern home features a welcoming entrance with a circular window and landscaped plants. A dining area is showcased, set with vibrant dishes on a rustic table under a stylish light fixture. A tranquil view of the ocean waves and a sparkling private pool are also depicted.

4.92 out of 5 average rating, 162 reviews

Pool Home: Near the Beach

Come and relax at the perfect vacation getaway for your family in peaceful Englewood Florida. Only 12 minutes from Gulf beaches. Go out and explore the many amazing beaches, bays, lakes and rivers or lay back, relax and enjoy the beautiful private pool and dining on the lanai from your back door. Fully equipped kitchen for all your cooking needs: coffee maker, blender, and more. Clean, new home that will make you feel cozy and comfortable while on vacation.

A serene outdoor seating area features two adirondack chairs in vibrant orange and blue, positioned beside a small green table. The tranquil lake reflects the soft light of a sunset, surrounded by lush tropical vegetation and a peaceful atmosphere.

4.9 out of 5 average rating, 51 reviews

Suite Sun

Welcome to your tropical oasis in Englewood, Florida! Step outside and prepare to be amazed by the stunning outdoor space. The inground pool beckons you to take a refreshing dip on warm Florida days. Imagine sipping your favorite beverage as the sky transforms into a canvas of vibrant colors each evening. For the fishing enthusiasts, a private dock awaits your arrival. Cast your line and enjoy the serenity of the lake, all from the comfort of your backyard.

A single-story coastal home is presented with a light-colored exterior and contrasting dark shutters. Lush green grass surrounds the property, and a small tree is featured in the front yard. The sky is filled with white clouds and blue hues.

4.96 out of 5 average rating, 28 reviews

Casa del Sol

Welcome to your perfect coastal retreat! Ideally located just 4 miles from the pristine shores of the Gulf of Mexico. Step inside to find an open and updated living space with modern amenities and cozy decor. Outside, enjoy a private patio where you can sip your morning coffee or unwind with a glass of wine in the evening. Whether you're here for a romantic getaway or a family vacation, this property provides the perfect blend of comfort and convenience.

Popular amenities for Englewood house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 47 reviews

Home in Venice

Venice Retreat-Saltwater Pool+Hot Tub+Near Beach

The private heated saltwater pool is framed by a screened enclosure, allowing for natural light and views of the surrounding greenery. Sunlight reflects off the clear water, and a patio area is visible, creating a serene outdoor space.

4.99 out of 5 average rating, 94 reviews

Our Happy Place. No cleaning fees! Heated pool

An aerial view captures a spacious home surrounded by a well-maintained lawn, with palm trees and a pool enclosure visible. Nearby homes and a body of water are seen, illustrating the tranquil neighborhood. The area features clear skies and a sense of openness.

4.95 out of 5 average rating, 76 reviews

Englewood shores Escape

A private swimming pool is surrounded by several lounge chairs, providing a relaxing space under a clear blue sky. A patio area is visible in the background, featuring outdoor seating and lush greenery that enhances the peaceful atmosphere.

4.95 out of 5 average rating, 39 reviews

Your Coastal Getaway!

An inviting outdoor space features a screened lanai with a private pool. A colorful sunset casts reflections on the water. Comfortable seating areas are positioned nearby, along with a dining space and a small basketball hoop at the poolside.

5 out of 5 average rating, 40 reviews

Family Fun-Relaxing Home w/heated Pool & Game Room

5 out of 5 average rating, 32 reviews

The front of the home is framed by several palm trees and succulent plants, providing a tropical ambiance. A well-maintained lawn is visible, leading up to the entrance, which features a modern design with large windows and a covered porch.

Home in Rotonda West

Beautiful Floridian Oasis

The entrance of the home is framed by neatly trimmed shrubs and flowering plants, leading to a bright foyer. Visible through the open doorway is a spacious living area and the inviting pool area, creating an appealing connection between indoors and outdoors.

4.96 out of 5 average rating, 45 reviews

Amazing! Close to Beaches - Heated Pool

4.97 out of 5 average rating, 38 reviews

A sparkling swimming pool is complemented by a relaxing hot tub, both framed by a screened enclosure. Lush greenery from the landscaped yard is visible beyond the pool area, creating a serene outdoor environment bathed in natural light.

Home in Rotonda West

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits

Weekly house rentals

4.94 out of 5 average rating, 16 reviews

An open-plan kitchen and dining area are depicted, featuring sleek white cabinetry and modern appliances. A round glass dining table is surrounded by four white chairs. A leafy plant adds a touch of greenery, while unique light fixtures provide illumination.

Home in Rotonda West

Rotonda House Water View

5 out of 5 average rating, 7 reviews

The exterior of a single-story cottage is presented, featuring a light blue facade, large front windows, and a welcoming entrance. A palm tree and manicured lawn enhance the curb appeal, while a concrete pathway leads to the entrance, framed by soft landscaping.

Home in Port Charlotte

Sunny Florida Home | Private Yard + Patio

5 out of 5 average rating, 9 reviews

The dining area features a beautifully set table with woven placemats and elegant white plates. A stylish chandelier hangs overhead, illuminating the space. The open kitchen, visible in the background, showcases modern appliances and ample cabinetry, enhancing the overall inviting ambiance.

Home in Port Charlotte

Luxury Home Golf, Beaches, Mineral Springs, Shops!

A screened-in patio features a serene saltwater pool, bordered by tan pavers. Lounge chairs and a dining table are positioned nearby, with teal and white area rugs adding a splash of color. The pool is framed by large windows, enhancing the open feel of the space.

4.98 out of 5 average rating, 64 reviews

5 O'Clock Somewhere - 2/2 - screened heated pool

A private pool area is enclosed by a black screen enclosure, providing sunlight while offering a serene view. The pool has a curved shape, with a stone patio surrounding it. Comfortable lounge chairs are positioned nearby, inviting relaxation in a tranquil outdoor space.

4.94 out of 5 average rating, 36 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

The exterior of the house features a light blue façade with a purple front door and a charming trellis. A concrete driveway leads to a shaded garage area, while landscaped plants add a touch of greenery along the walkway.

5 out of 5 average rating, 8 reviews

Life is Good at The Purple Petunia

The exterior of a single-story home features a welcoming entrance. A wooden bench with decorative pillows is positioned on a brick pathway. The front door, framed by dark shutters, sits beneath a wall sign with palm tree imagery, enhancing the inviting atmosphere.

5 out of 5 average rating, 17 reviews

Cozy Corner

A sandy area is seen leading to calm turquoise waters, with a few palm trees standing nearby. The sky is clear and blue, complementing the tranquil beach setting. Steps can be seen leading down towards the water's edge.

5 out of 5 average rating, 19 reviews

Luxury Beach Front 1 BR, private hot tub & deck

Private house rentals

A charming home exterior is displayed with a manicured front yard featuring colorful flowers. The garage door is white, and a patio area with a large umbrella is visible. Inside, a modern kitchen is equipped with stainless steel appliances, and a cozy living area includes a sectional sofa and wall art.

4.92 out of 5 average rating, 83 reviews

Modern & Cozy Home, close to beach & Dearborn St

The exterior view of a single-story home showcases a well-manicured lawn with green grass. A covered entryway leads to a front door, while a small seating area with blue chairs is positioned beside a plant. The property is framed by lush greenery and palm trees.

5 out of 5 average rating, 22 reviews

5 Miles to Beaches | Cozy Home with Sunroom

4.95 out of 5 average rating, 84 reviews

Welcome to one of Florida’s best hidden gems! A beautiful beach home with private beach access, a butterfly garden and a game room. Enjoy a dream stay by the sea in one of most beautiful Keys in Florida.

A single-story home is set against a clear blue sky, featuring light-colored exterior walls and a peaked roof. Lush green grass surrounds the yard, which includes decorative palm trees and circular flower beds with white stones. A white fence is visible in the background.

5 out of 5 average rating, 92 reviews

Englewood, Fl 2 bedroom home with heated pool.

The private solar-heated pool features a clear blue surface and is surrounded by a secure fence. Two lounge chairs are positioned along the edge, offering a relaxing spot to enjoy the outdoors. A beach ball floats gently on the water's surface.

5 out of 5 average rating, 14 reviews

Pet Friendly Pool Home with Large Private Yard

5 out of 5 average rating, 6 reviews

A sun-heated swimming pool is surrounded by a spacious patio, featuring a shaded pergola. Lush greenery and a wooden fence enhance the private backyard atmosphere, while clear blue skies are visible above, creating a peaceful outdoor setting for relaxation.

Home in Grove City

Dolphin Inn near Englewood Beach

A cozy nook is observed with two upholstered chairs, one adorned with a blue cushion, facing large windows. The sunset casts warm hues, providing a scenic view of palm trees and the beach, while a small decorative stool is placed between the chairs.

4.94 out of 5 average rating, 34 reviews

Sun-Soaked Beach House