Vacation rentals in Englewood

4.88 out of 5 average rating, 139 reviews

Cottage in Englewood

Free kayak/bikes/walk to beach/full cottage #1

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

4.96 out of 5 average rating, 120 reviews

An aerial view showcases a raised townhome surrounded by palm trees, with the beach and ocean visible in the background. The home's light blue exterior complements the coastal setting, while a spacious deck on the lower level offers an inviting space for relaxation.

Townhouse in Englewood

Summer Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

A screened-in pool area is highlighted, featuring a swimming pool surrounded by a spacious deck. Two lounge chairs and two yellow chairs are positioned nearby, inviting relaxation. Lush greenery is visible beyond the enclosure, providing privacy and a serene atmosphere.

4.83 out of 5 average rating, 198 reviews

Manasota Beach Home w/heated pool walk to beach

Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

An enclosed saltwater pool area features a stone-paved patio, complemented by comfortable lounge chairs. The pool is visible through a screened enclosure, providing a clear view of the surrounding greenery. A grill is positioned nearby, enhancing the outdoor entertaining space.

4.9 out of 5 average rating, 156 reviews

Sleeps 10! Coastal Home, Heated Pool, Near Beach!

Follow the sunshine & salty air & arrive at your meticulously maintained home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool. Pool heat is $20 per night.

4.87 out of 5 average rating, 137 reviews

Gulfstream Haven

Welcome to Gulfstream Haven, a 1700 sf 3 bedroom 2 bath pool home conveniently located 8 minutes from Englewood beach with many shops and restaurants nearby. The home features a king size bed in the master bedroom, 2 singles in 1 bedroom and a king size in another. There is a double sleeper sofa in the family room for 2 extra guests. All bedrooms feature walk in closets. The large screened-in lanai has plenty of seating for all occupants, with direct access to the guest bathroom.

5 out of 5 average rating, 107 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!

4.91 out of 5 average rating, 126 reviews

Villa in Englewood

Unwind at Casa Blu: Sun, fun, pool, close to Beach

Welcome to Casa Blu, your cozy retreat in Florida's sun-kissed paradise. Close to restaurants, parks, and beaches, and Old Englewood. Just 7 miles to Englewood Beach. The stresses of daily life melts away with its single-floor layout, comfy bedrooms with private baths await. Enjoy fast WiFi, Smart TVs, and a fully equipped kitchen. Unwind on the screened lanai or take a dip in the private saltwater pool. Everything's covered, from beach gear to a pack 'n play.

4.92 out of 5 average rating, 148 reviews

Coastal Home Away From Home with Pool

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.

4.88 out of 5 average rating, 190 reviews

Condo in Englewood

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

4.96 out of 5 average rating, 191 reviews

A collection of kitchen utensils in aqua tones is organized in a clear glass jar. A decorative dish shaped like a shell sits nearby, holding wooden cooking utensils. A framed sign with a beach-themed quote is positioned against the wall, enhancing the coastal ambiance.

Bungalow in Englewood

TROPICAL OASIS, MINUTES FROM THE BEACH!!

This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.

4.94 out of 5 average rating, 119 reviews

Waterfront Villa Shellflower with private pool

Villa Shellflower is located in Rotonda West on a large and quiet property. Right next to the property is the Rontonda River, a wide freshwater canal. The 1564-square-foot house has been furnished with great attention to detail. The large saltwater pool, the southwest-facing sun deck, as well as the cozy dining area provide the perfect holiday feeling. The next dream beach is only 20 minutes away by car.

4.92 out of 5 average rating, 225 reviews

A wooden boardwalk leads towards the beach, surrounded by lush greenery and palm trees. Sunbathers are visible in the distance, enjoying the sandy shoreline under a clear blue sky. The path is wide, allowing for comfortable walking.

Guesthouse in Englewood

1 bed apat/full kitchen 5 min.from Manasota beach

Want to get away from the cold? Englewood FL. has 3 nice beaches to choose from. Venice has nice shopping and lots of sharks teeth.This nice apt. is ideal for those that want to go to the beaches and look for sharks teeth,eat great local food and enjoy the beautiful Southwest Florida weather.The Wi-Fi is not the best but should run Netflix. A percent of our earnings goes to a few international charities

Vacation rentals for every style

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Popular amenities for Englewood vacation rentals

Self check-in

Pet friendly

Laptop-friendly workspace

Gym

BBQ grill

House rentals in Englewood

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, 90 reviews

Englewood, Fl 2 bedroom home with heated pool.

4.97 out of 5 average rating, 101 reviews

A serene outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool reflecting the surroundings. A comfortable chair sits beside the pool, complemented by a shaded umbrella. Lush greenery and colorful plants create a calming backdrop.

Home in Port Charlotte

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

Two loungers are positioned beside the pool, each adorned with a large white towel. The enclosed lanai allows views of lush greenery, creating a peaceful atmosphere for relaxation.

4.96 out of 5 average rating, 83 reviews

Sun-Kissed Villa Near Pristine Beaches

A spacious lanai features a heated pool with a curved shape, surrounded by a screened enclosure. Comfortable seating areas are arranged nearby, providing an inviting space for relaxation. Natural light filters through the enclosure, accentuating the tranquil atmosphere of the outdoor area.

4.96 out of 5 average rating, 52 reviews

3 Bedroom Home | Heated Pool | Close to Beaches

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, 124 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

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.

4.94 out of 5 average rating, 34 reviews

Your Coastal Getaway!

A modern kitchen is visible, featuring white cabinets, stainless steel appliances, and subtle gray tile backsplashes. A small dining table with two chairs is situated next to a cozy seating area, which includes a gray sofa. A bathroom can be seen in the background.

4.79 out of 5 average rating, 29 reviews

Cozy Englewood Getaway

An aerial view of a spacious home showcases a well-maintained lawn and colorful landscaping. The house is positioned near a serene waterway, with neighboring properties visible in the background. Clear skies and sunshine enhance the inviting outdoor setting.

4.96 out of 5 average rating, 27 reviews

Waterfront Retreat/Family/Pool and Stunning Views

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Pet-friendly vacation rentals in Englewood

4.96 out of 5 average rating, 159 reviews

A peaceful view of the intracoastal waterway is presented, featuring calm waters that extend to the horizon. A wooden dock extends into the water, with lush greenery lining the foreground. The scene is illuminated by soft sunlight, enhancing the serene ambiance.

Cottage in Englewood

Family-Friendly Beach Cottage Manasota Key

4.94 out of 5 average rating, 83 reviews

A quaint cottage is nestled among lush greenery, featuring a light-colored exterior and a sloped roof. Two chairs are positioned near the entrance, inviting outdoor relaxation. The setting emphasizes privacy with natural landscaping, creating a serene atmosphere close to the lush garden.

Cottage in Englewood

Private garden cottage

Two dogs are seen standing near a large window, gazing outside towards a grassy area. Natural light enters the space, highlighting the cozy seating arrangement nearby. The setting features a calm and inviting atmosphere, framed by the greenery outside.

4.86 out of 5 average rating, 103 reviews

50 Shades of Fray !

An inviting outdoor space is showcased, featuring a shaded area with comfortable seating arrangements, including a sectional sofa and chairs. A ceiling fan is positioned above for airflow, while a light blue rug adds a touch of color. The heated pool is visible in the background.

4.88 out of 5 average rating, 41 reviews

Endless summer

4.88 out of 5 average rating, 8 reviews

The living area features a white sofa and a floral-patterned armchair, surrounded by a colorful area rug. A small table with a lamp stands beside the armchair, while a bright blue chair and a storage box add to the space. Natural light filters through the window.

Apartment in Englewood

Cozy 1 Bedroom Near Downtown

4.97 out of 5 average rating, 117 reviews

A welcoming entrance is framed by an archway adorned with vibrant pink bougainvillea. The pathway leads to a landscaped area featuring white gravel, colorful plants, and a blue pot. A bicycle stands against the house, emphasizing the serene outdoor space.

Guesthouse in Englewood

Blue Bungalow-Quaint & Quiet-Perfect Getaway!

5 out of 5 average rating, 14 reviews

A furnished lanai features a seating area with multiple rattan couches and chairs, accompanied by a glass coffee table. Tropical-patterned cushions adorn the seating, while a rug adds warmth to the space. Natural light enters through surrounding glass doors, enhancing the relaxing atmosphere.

Home in Port Charlotte

Azalea Sanctuary

4.97 out of 5 average rating, 154 reviews

A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.

Cottage in Nokomis

Staycation Sanctuary

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Pet-friendly homes in Englewood

5 out of 5 average rating, 18 reviews

The exterior of the home showcases a single-story structure with a well-kept lawn and pathways leading to the front door. Fluffy clouds fill the bright blue sky, complementing the home’s white façade and lush greenery surrounding the entryway.

Home in Venice

Home in Venice with Heated Pool

4.97 out of 5 average rating, 38 reviews

Home in Venice

Updated Pool beach house

4.91 out of 5 average rating, 44 reviews

A comfortable living area showcases a large sectional sofa in neutral tones, accompanied by a wooden coffee table. A flat-screen TV is mounted on a light-colored media unit. Bright natural light filters in through the nearby door leading to the outdoor space.

Home in Venice

My Venice Beach House

A dining area features a wooden table surrounded by six chairs, complemented by a patterned tablecloth. A large TV mounted on the wall showcases a scene of The Beatles. A bench and a small outdoor-style table are positioned nearby on tile flooring.

4.91 out of 5 average rating, 106 reviews

Tranquil, pet-friendly-yard and 6 mins from beach

4.97 out of 5 average rating, 32 reviews

A serene canalfront view is presented with a wooden dock, offering comfortable seating areas under a vibrant sunset sky. Palm trees line the space, and colorful lounge chairs create an inviting atmosphere for relaxation by the water's edge.

Home in Port Charlotte

Saltwater Serenity Villa/ Dock/ Heated Pool/

The exterior of a well-maintained home with a vibrant turquoise facade is shown. Lush greenery surrounds the entrance, featuring a mix of tropical plants and decorative stones. A spacious lawn area invites relaxation, while the blue sky and scattered clouds complete the inviting atmosphere.

4.92 out of 5 average rating, 61 reviews

6min to Beach. Saltwater Pool, Jacuzzi. Fits 8ppl.

5 out of 5 average rating, 57 reviews

Refreshing Pool•Pool Table•2 King Beds-WIFI-PacMan

An elegant dining area features a long wooden table surrounded by light, stylish chairs. A modern chandelier hangs above, providing soft lighting. Glass doors lead to an outdoor space, while the adjacent kitchen displays contemporary cabinetry and appliances. Natural light fills the room, enhancing the open design.