Vacation rentals with outdoor seating in Englewood

4.99 out of 5 average rating, 144 reviews

A seaside townhome is visible, surrounded by palm trees and a sandy pathway. The ocean stretches in the background, with gentle waves lapping against the shore. A vibrant blue exterior complements the coastal setting, creating a harmonious blend with nature.

Townhouse in Englewood

Beautiful fall sunsets-50 steps to uncrowded beach

Imagine waking up to the gentle lull of waves right outside your bedroom window. This exquisite 2-king bedroom, 2-bathroom raised townhome is nestled among palm trees in close proximity to the beach where your children can build sandcastles and explore the wonders of the shoreline while listening to the symphony of waves and coastal breezes. The rhythmic melody of the ocean serves as a soothing backdrop, creating a peaceful ambiance that instantly melts away stress. Escape to a coastal paradise!

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!

4.9 out of 5 average rating, 156 reviews

An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.

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.

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, 19 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.

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!

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.

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, 39 reviews

5 mins to Beach~ Beach Gear, Bikes, Firepit, Grill

Welcome to Pelican Hut! Escape to a serene and welcoming beach home with old Florida charm. Just 2.5 miles from Englewood Beach in Manasota Key, the sandy shores of the gulf are within a short drive or bike ride’s reach. Whether you love to swim, fish, go shelling, shark tooth hunting, or other water activities such as kayaking, paddle boarding, parasailing, there’s something for everyone in the family to enjoy.

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.

5 out of 5 average rating, 238 reviews

The Oz Parlor 2.9 mi beach hot tub pool

The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix and Amazon prime. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

Popular amenities for Englewood outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

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 !

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 white wooden gate marked with a sign reading 'Waterfront Getaway Vacation Rental' provides access to the property. The gate opens to a gravel pathway leading to the house, surrounded by clear blue skies and a well-maintained outdoor area.

4.93 out of 5 average rating, 71 reviews

Waterfront Getaway, a Boating Paradise

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!

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

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 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

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, 116 reviews

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

Apartment rentals with outdoor seating

Apartment in Port Charlotte

An aerial view captures a waterfront community along the Myakka River. The image highlights the blue rooftop condos nestled among lush greenery, with a serene water expanse stretching into the horizon. The area is marked by a wooden pier extending into the river.

4.92 out of 5 average rating, 12 reviews

Waterfront Condo w Scenic Views-Heated Pool

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.

4.94 out of 5 average rating, 16 reviews

CLEAN*Great Location*Dockage Available*HEATED Pool

Apartment in Port Charlotte

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.

5 out of 5 average rating, 33 reviews

Brand new modern apartment

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.

4.83 out of 5 average rating, 123 reviews

BeachBay SeaHouse (1519)

4.92 out of 5 average rating, 185 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.

Apartment in Boca Grande

2 Bedroom Flat: Downtown Boca Grande:#1

Apartment in Manasota Key

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.

4.88 out of 5 average rating, 16 reviews

DolphinCove 5035A Turtle Cove -Super Host

Apartment in Port Charlotte

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.

4.93 out of 5 average rating, 107 reviews

Old Florida Charm near Beaches

A duplex structure is seen surrounded by lush greenery and palm trees. The upper level features a spacious rooftop deck, while the lower level is adorned with modern outdoor furniture. A row of blue beach cruiser bikes is lined up in front, ready for use.

5 out of 5 average rating, 14 reviews

#6) 30 Seconds To Beach Path/Tiki Bar/Bikes/Kayaks

Condo 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

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.

Condo in Venice

Short walk to beach 4, King bed, Dog Friendly

An open living space features a comfortable seating area with a dark sofa and a round coffee table. Natural light floods in through large sliding doors, leading to an outdoor dining area. Textured decor elements and ceiling beams add warmth to the inviting ambiance.

5 out of 5 average rating, 18 reviews

Family Beachside Retreat at The Salty Surfer

Superhost

A modern living space is showcased, featuring a sleek fireplace below a large wall-mounted TV displaying a beach scene. The open layout includes a dining area with a table and chairs, accompanied by a stylish kitchen in the background. Natural light fills the room through large windows.

Condo in Port Charlotte

4.86 out of 5 average rating, 7 reviews

Perfect Vacation Gateway Brand-New Sleek&Stylish

Superhost

A wooden pathway leads through sandy dunes dotted with coastal vegetation towards a serene beach. The calm blue waters of the Gulf stretch into the distance under a clear sky, with sunbathers and umbrellas visible along the shore.

4.92 out of 5 average rating, 49 reviews

Vacay on the Beach !

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, 101 reviews

Studio, pool, private beach, boat dock shark teeth

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 view of the serene ocean is displayed from a balcony, featuring a round table accompanied by four white Adirondack chairs. Lush greenery is visible in the foreground, while a clear blue sky and gentle clouds complement the tranquil water.