Holiday rentals with outdoor seating in Englewood

4.92 out of 5 average rating, 136 reviews

Villa in Englewood

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

Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

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!

Guest suite in Port Charlotte

4.96 out of 5 average rating, 119 reviews

Garage to a Tiny House Studio Near Shopping Center

Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

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

Unit #1 Free kayak/bikes/walk to beach/fullcottage

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, 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.

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.

4.94 out of 5 average rating, 109 reviews

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

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, 20 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, 109 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.

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.

4.91 out of 5 average rating, 172 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.

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.

4.97 out of 5 average rating, 29 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.

4.96 out of 5 average rating, 201 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 Englewood outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday 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)

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!

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!

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, 132 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

4.97 out of 5 average rating, 30 reviews

The exterior of a remodeled home is framed by soft sunset hues, revealing a welcoming entrance with large windows. A landscaped lawn features low-maintenance plants along the pathway leading to the front door, complemented by a spacious driveway and garage.

Home in Rotonda West

Luxury Retreat: Oasis with Pool & Putting Green.

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, 42 reviews

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

A modern single-story home is presented with a well-maintained exterior, featuring large windows and a stylish garage door. A sprawling oak tree provides shade, while lush greenery surrounds the entrance. The driveway leads up to the front door, enhancing the welcoming atmosphere.

5 out of 5 average rating, 17 reviews

The Windsor @ Englewood Beach

A private pool features a large golden inflatable float, surrounded by tropical greenery. Light brown lounge chairs are placed along the poolside, while a shaded gazebo with bar seating can be seen in the background, creating an inviting outdoor space.

4.92 out of 5 average rating, 26 reviews

Heated Pool, OutdoorBar, Paddleboard, Kayak, Bikes

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.

Apartment in Englewood

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

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.

Apartment in Englewood

BeachBay SeaHouse (1519)

4.93 out of 5 average rating, 187 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

4.96 out of 5 average rating, 27 reviews

An aerial view displays a large, rounded mineral spring, surrounded by green lawns and palm trees. People can be seen swimming in the blue water, and lounge chairs are arranged around the edges, providing ample space for relaxation.

Apartment in North Port

Minimalist Bliss

Superhost

An aerial view showcases the waterfront location of the condo along the Myakka River, with a picturesque pool area and lush landscaping in the foreground. The image highlights the serene expanse of water reflecting the sky, surrounded by the vibrant greenery of the community.

Apartment in Port Charlotte

5 out of 5 average rating, 4 reviews

Riverfront Condo w Water Views-Heated Pool

4.94 out of 5 average rating, 49 reviews

A spacious bedroom features a large bed with a light-colored quilt and decorative pillows. Two bedside tables with lamps are positioned beside the bed. Above the bed, three framed art pieces are displayed. A window allows natural light to illuminate the room, complemented by light curtains.

Apartment in Punta Gorda

Fully Renovated Condo Punta Gorda 1A

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, 19 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

4.89 out of 5 average rating, 9 reviews

Perfect Vacation Gateway Brand-New Sleek&Stylish

4.97 out of 5 average rating, 101 reviews

Studio, pool, private beach, boat dock shark teeth

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

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.

5 out of 5 average rating, 18 reviews

Beach Bliss Retreat on Manasota Key - Ocean View