Holiday rentals with outdoor seating 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, 12 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!

4.86 out of 5 average rating, 131 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.

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

4.96 out of 5 average rating, 136 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

Amazing 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 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, 41 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, 135 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.

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, 163 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.

4.96 out of 5 average rating, 200 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.

Popular amenities for outdoor seating rentals in Englewood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A private pool rests within a screened enclosure, surrounded by a paved patio. Colorful lounge chairs are positioned beside the clear blue water, with palm trees and an umbrella visible in the background, creating a serene outdoor space for relaxation.

5 out of 5 average rating, 23 reviews

A Perfect Escape Near the Beach (Pet friendly)

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, 110 reviews

50 Shades of Fray !

The kitchen features pale blue walls, complemented by white cabinetry and a light wood countertop. Stainless steel appliances are arranged along the walls, while a dining area with black chairs stands to the left. A nautical-themed decor item enhances the inviting atmosphere.

4.94 out of 5 average rating, 16 reviews

Old Englewood Village Home!

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

4.84 out of 5 average rating, 51 reviews

A covered lanai is seen beside a heated pool, featuring a round white table surrounded by six light-colored chairs. The ceiling showcases natural wood beams, and large screens provide an unobstructed view of the lush green surroundings.

Home in Rotonda West

*Pinehurst Paradise* Pool-3 Bed/3 Bath-Golf View

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, 116 reviews

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

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, 18 reviews

Cozy Corner

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, 80 reviews

☀Tropical Oasis☀Heated pool & amazing location!☀

Apartment rentals with outdoor seating

4.94 out of 5 average rating, 16 reviews

An enclosed swimming pool area features a spacious pool illuminated by soft lighting. Sun loungers are positioned around the pool, with a tranquil ambiance created by the twilight sky visible through the mesh. The landscaped yard offers a serene setting for relaxation.

Flat in Englewood

CLEAN*Great Location*Dockage Available*HEATED Pool

5 out of 5 average rating, 33 reviews

The exterior of a modern home is depicted, showcasing a spacious driveway paved with light-colored stones. Lush greenery surrounds the entrance, while a two-car garage features a large wooden door with three horizontal windows. An overcast sky adds a dynamic backdrop to the scene.

Flat in Port Charlotte

Brand new modern apartment

4.83 out of 5 average rating, 123 reviews

A bright yellow bungalow is surrounded by tropical landscaping, featuring palms and flowering plants. A white picket fence lines the front, complementing the pebbled driveway. The structure includes multiple windows, allowing natural light to enhance the welcoming exterior.

Flat in Englewood

BeachBay SeaHouse (1519)

Superhost

A serene canal is captured during sunset, with vibrant colors reflecting off the water. Lush trees line the banks, providing a natural frame to the tranquil scene. The sky transitions from soft oranges to deep blues, enhancing the peaceful atmosphere.

Flat in North Port

4.86 out of 5 average rating, 22 reviews

Seashell Suite on waterfront

4.92 out of 5 average rating, 184 reviews

A bright living area includes a cozy sectional sofa and a round dining table adorned with a simple green centerpiece. A wall-mounted television displays scenic imagery. Natural light fills the space through multiple windows with shades, creating a welcoming environment.

Flat in Boca Grande

2 Bedroom Flat: Downtown Boca Grande:#1

5 out of 5 average rating, 10 reviews

An outdoor pool area is surrounded by palm trees and lounge chairs, with a spacious pool deck laid with stone tiles. Clear blue water reflects the sky under bright sunlight, creating a refreshing atmosphere for relaxation.

Flat in Englewood

Beach Getaway - Palm Manor

4.88 out of 5 average rating, 16 reviews

An outdoor deck features colorful seating arrangements with two turquoise chairs and a small table set against a backdrop of lush greenery. A patio umbrella provides shade, and a tropical-patterned rug adds a vibrant touch to the space.

Flat in Manasota Key

DolphinCove 5035A Turtle CoveSuper HostSummer $

4.93 out of 5 average rating, 106 reviews

A charming yellow house is embraced by tall palm trees and lush greenery. A welcoming entrance features a black wrought iron gate framed by vibrant tropical plants. Light cascades from the windows, reflecting the historic character of the home.

Flat in Port Charlotte

Old Florida Charm near Beaches

Apartment rentals with outdoor seating

A covered outdoor patio features a rectangular table surrounded by six black chairs. Palm trees and the tranquil waters of Lemon Bay are visible in the background, providing a scenic view. The spacious area is ideal for relaxation and dining.

4.95 out of 5 average rating, 21 reviews

Bay Breeze @ManasotaKeyCondos

A spacious living area is visible, featuring a comfortable armchair and a decorative wooden table. Large glass doors open to a private balcony with ocean views, where tropical plants are visible. Natural light floods the room, highlighting the textured wall art.

5 out of 5 average rating, 9 reviews

Ocean Oasis on Manasota Key - Ocean View

4.96 out of 5 average rating, 99 reviews

A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.

Apartment in Venice

Short walk to beach 4, King bed, Dog Friendly

A cozy living area features a sectional sofa adorned with decorative pillows, a light wooden coffee table, and a rustic side table. A large plant adds a touch of greenery. A flat-screen television is mounted on the wall, while soft light fills the space from a nearby lamp.

5 out of 5 average rating, 18 reviews

Modern Beachside Retreat at The Salty Surfer

The studio unit features a light-filled layout with a cozy seating area highlighted by a blue sofa. A kitchenette is equipped with essential appliances, while a spacious bed is placed against a textured accent wall. A dining table complements the open space.

4.97 out of 5 average rating, 100 reviews

Studio, pool, private beach, boat dock shark teeth

Apartment in Port Charlotte

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.

5 out of 5 average rating, 14 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

A scenic view of the marina features several boats docked in calm waters, surrounded by a vibrant collection of buildings and lush greenery. The backdrop includes a clear blue sky meeting the ocean, illustrating a peaceful coastal environment.

5 out of 5 average rating, 31 reviews

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

A spacious sleeping area features a large bed dressed in white linens. Two round mirrors adorn the wall above the headboard, which is complemented by playful wallpaper. A colorful cushion adds a touch of warmth, and a sliding door offers access to additional storage.