Vacation rentals in Englewood

4.86 out of 5 average rating, 128 reviews

Two dolphins are positioned beside each other as they leap from the ocean waves, creating splashes against the turquoise water. The scene captures the dynamic movement and playful nature of the dolphins, set against a vibrant sea backdrop.

Cottage in Englewood

Free Kayaks/bikes/walk to beach/pet friendly #3

"Perfect for family / friends/pets, who want to escape the stress into paradise on Manasota Key. One block from beach. 1 bed 1 bath beach cottage 1st floor has great spaces, king size bed and aqueen sofa bed, full kitchen, private lanai, electric grill/ garage/laundry area/free bikes/kayaks/ that you can enjoy at the beach or the bay. Great restaurants/bars/trails and much more just walking distance from the house. Beach toy, chairs/umbrellas/snorkeling gear included. Just come relax and enjoy.

4.91 out of 5 average rating, 274 reviews

A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.

Guesthouse in Englewood

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

A view from the porch captures a vibrant sunset over the Gulf of Mexico, with silhouettes of palm trees and nearby buildings. The warm colors of the sky blend into the horizon, creating a serene backdrop that enhances the coastal atmosphere.

4.93 out of 5 average rating, 150 reviews

Gulf Side Condo Englewood Florida

Monthly bookings will receive a 15% discount at this cozy 2 bed 2 bath condo. The condo has a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy Gulf breezes and sunsets from the porch or the beach.

4.96 out of 5 average rating, 132 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.

Superhost

A spacious outdoor lanai features comfortable seating arrangements with tropical-themed cushions, alongside a dining area. A saltwater pool is visible through the screened enclosure, surrounded by lush greenery. A grill is positioned nearby, offering a perfect space for al fresco dining.

4.9 out of 5 average rating, 167 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.

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, 104 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, 113 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!

4.92 out of 5 average rating, 134 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

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.

A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.

4.89 out of 5 average rating, 201 reviews

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.

4.92 out of 5 average rating, 228 reviews

An entrance is framed by lush palm trees and tropical foliage. A concrete path leads to a door, showcasing a welcoming façade with a single window providing natural light.

Guesthouse in Englewood

1 bed apart/full kitchen 5 min. drive to the Beach

Ready to relax at the beach with a cold drink? 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

4.96 out of 5 average rating, 199 reviews

A bright and airy kitchen area is visible, featuring white cabinetry and a refrigerator. A large island with bar seating is positioned in the foreground. Light-colored tile flooring complements the soft yellow walls, and natural light streams through a window, illuminating the space.

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, 127 reviews

A private aquatic area features a heated saltwater pool surrounded by a screened patio, offering views of the Rotonda River. Two blue chairs and a sun lounger are positioned nearby, creating a relaxing outdoor space. The pool steps are visible, inviting leisurely swims.

Home in Long Meadow

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.

Vacation rentals for every style

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Popular amenities for Englewood vacation rentals

Laptop-friendly workspace

Englewood beach vacation rentals

4.99 out of 5 average rating, 73 reviews

On Manasota Key w direct access to our Beach! (A)

Superhost

A view showcases a lush green pathway leading to the sandy beach, bordered by low shrubbery. The calm turquoise waters stretch into the horizon under a lightly clouded sky, with beachgoers visible in the distance, emphasizing a serene coastal atmosphere.

4.77 out of 5 average rating, 132 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

4.97 out of 5 average rating, 334 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

RARE Sept SALE! OPEN! Sarasota #1 Lux BEACH Villa

4.96 out of 5 average rating, 101 reviews

An aerial view reveals a mid-century vacation villa surrounded by lush greenery and open spaces, with the coastline and sandy beach visible in the distance. The calm ocean water stretches towards the horizon beneath a partly cloudy sky.

Condo in Venice

Vintage Villa, Thirty-Five

4.93 out of 5 average rating, 54 reviews

A paved pathway lined with palm trees leads to the front of a single-story building. The structure features large windows, allowing natural light to illuminate the interior. Parking spaces are visible along the side, and the beachfront is seen in the distance.

Condo in Venice

Beachfront Venice Villas 1-bed Condo

An aerial view captures the Sunburst Condo complex surrounded by lush greenery. The two-story building features a symmetrical design with multiple outdoor seating areas and a pool visible. Paths lead invitingly towards the beach, emphasizing the proximity to the waterfront.

4.77 out of 5 average rating, 74 reviews

Gulf side condo be on the beach in minutes!

5 out of 5 average rating, 58 reviews

Villa in Englewood

Ocean View Villa Manasota Key

5 out of 5 average rating, 14 reviews

A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.

Condo in Port Charlotte

Private Beach, Fishing Dock & Heated Pool Paradise

Beach home rentals in Englewood

4.88 out of 5 average rating, 26 reviews

A bright yellow kayak is positioned on a sandy pathway, leading towards a charming cottage surrounded by lush palm trees. The cottage is nestled within a natural setting, hinting at accessibility to outdoor activities and a tranquil atmosphere.

Home in Don Pedro Island

Island Beachfront Cottage. Secluded! Lux! Extras!

5 out of 5 average rating, 43 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

5 out of 5 average rating, 69 reviews

A panoramic view of the beachfront displays soft white sand and gentle waves lapping at the shore. Lush palm trees frame the scene, with the vibrant blue sky and scattered clouds enhancing the tranquil coastal atmosphere.

Home in Don Pedro Island

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI

The open-concept living area features comfortable seating arranged around a glass coffee table. A television is positioned on a media console, with natural light filtering through large glass doors that open to an outdoor space. Light-colored walls complement the airy atmosphere.

4.86 out of 5 average rating, 7 reviews

Bunk Up by the Beach – 3BR Just Steps to Beach

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, 39 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

4.93 out of 5 average rating, 29 reviews

Sun-Soaked Beach House

A two-story duplex is framed by lush palm trees and landscaping. The property features a welcoming front porch with white railings and ample outdoor seating. A gravel driveway leads to two designated parking spaces in front, enhancing accessibility to the entrance.

4.87 out of 5 average rating, 63 reviews

Turtle Nest Retreat - Manasota Key (upper unit)

The duplex is showcased, featuring a wooden structure with multiple levels. A rooftop deck is visible, along with two spacious porches on the lower floors. A row of blue bicycles is arranged along a gravel path, surrounded by lush greenery and palm trees.

5 out of 5 average rating, 11 reviews

#6/7) 30 Seconds To Beach Path! Bikes/Kayaks/Sups!

Englewood home rentals

A refreshing swimming pool is enclosed by a protective screen, allowing for sunlight to illuminate the clear blue water. Two sun loungers are positioned nearby, and lush landscaping is visible in the background, enhancing the serene outdoor space.

5 out of 5 average rating, 38 reviews

New house w/pool close to beach & mineral springs

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.

4.87 out of 5 average rating, 109 reviews

50 Shades of Fray !

The welcoming entrance features a covered porch with three pink rocking chairs and nautical decor. A decorative compass hangs above a door painted in calming turquoise, while a garage door blends seamlessly into the clean, white exterior under a bright sky.

5 out of 5 average rating, 38 reviews

5 mins to Beach ~ Beach Gear, Bikes, Firepit

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

Superhost

A inviting backyard space features a heated swimming pool surrounded by tropical plants and comfortable lounge seating. A hot tub is positioned nearby, with decorative accents including painted tiles and charming garden sculptures. A clear blue sky and fluffy clouds provide a serene backdrop.

4.9 out of 5 average rating, 89 reviews

Englewood Cottage with Pool, Hot Tub, and Fire Pit

A view of a backyard oasis features a heated pool surrounded by tropical palm trees. Two woven seating chairs face a BBQ grill under a shaded area. The wooden deck is complemented by light-colored gravel and neatly arranged landscaping, creating a serene outdoor space.

4.91 out of 5 average rating, 79 reviews

☀Tropical Oasis☀Heated pool & amazing location!☀

A tranquil pool area is enclosed by a black screen, offering privacy and protection. The crystal-clear water of the pool reflects the surroundings, with lush greenery visible through the screens. The shallow ledge provides an inviting space for relaxation.

4.97 out of 5 average rating, 34 reviews

Villa Sanddollar Awaits ! 1071HS