Vacation 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!

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.

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, 53 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

4.9 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 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!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

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.

5 out of 5 average rating, 28 reviews

A green and cream converted school bus is parked along a gravel pathway surrounded by lush palm trees and greenery. Natural wooden logs are arranged along the edge of the path, enhancing the serene atmosphere of the setting.

Bus in Englewood

The Beach Bus - Skoolie Camping!

Welcome to the Beach Bus! Embark on a one-of-a-kind adventure where the nostalgia of schoolyard memories meets the tranquility of Florida’s coastal charm. Our lovingly converted 2007 Thomas school bus, once a beacon of learning, now offers a serene escape nestled among the whispering palms and lush greenery of Florida’s beautiful gulf coastline! But don't stop there...your only minutes to the best beaches the Gulf has to offer! Make it memorable, make it ⛱️ Beach Bus 🏝

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, 154 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!

Popular amenities for Englewood outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A sun-heated swimming pool is surrounded by a spacious patio, featuring a shaded pergola. Lush greenery and a wooden fence enhance the private backyard atmosphere, while clear blue skies are visible above, creating a peaceful outdoor setting for relaxation.

5 out of 5 average rating, 6 reviews

Dolphin Inn near Englewood Beach

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!

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.

4.91 out of 5 average rating, 70 reviews

Beach house in Paradise

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!☀

4.9 out of 5 average rating, 58 reviews

A well-lit bedroom features a spacious bed with light grey bedding, complemented by decorative pillows. A bedside table with a lamp is positioned on one side, while a colorful piece of wall art adds interest. Natural light filters in through a window with sheer curtains.

Home in Rotonda West

My Favorite Florida Gateway! Full kitchen too.

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, 19 reviews

Cozy Corner

4.98 out of 5 average rating, 40 reviews

A sparkling swimming pool is complemented by a relaxing hot tub, both framed by a screened enclosure. Lush greenery from the landscaped yard is visible beyond the pool area, creating a serene outdoor environment bathed in natural light.

Home in Rotonda West

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits

Apartment rentals with outdoor seating

4.89 out of 5 average rating, 168 reviews

A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.

Apartment in Sarasota

Chic & Cozy Getaway • Near Siesta Key Beach

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)

4.87 out of 5 average rating, 23 reviews

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.

Apartment in North Port

Seashell Waterfront Suite

Superhost

Apartment in Sarasota

4.75 out of 5 average rating, 4 reviews

2BR Beachfront Condo Steps To Turtle Beach | Pool

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

4.93 out of 5 average rating, 43 reviews

A scenic view captures the horizon where the sun sets over the calm ocean. The sky is adorned with soft pastel hues, creating a tranquil atmosphere as the water reflects the colors of the sunset.

Apartment in Englewood

Bungalow across from the Beach!

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

Condo rentals with outdoor seating

A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.

4.96 out of 5 average rating, 123 reviews

Sunset Beach

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

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, 117 reviews

A spacious living area is highlighted by a light-colored sectional sofa adorned with colorful pillows. A large coffee table is positioned in front of the sofa, and a dining table with six chairs is visible in the background. A fan hangs from the ceiling, and natural light enters through nearby windows.

Condo in Sarasota

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

4.97 out of 5 average rating, 101 reviews

Studio, pool, private beach, boat dock shark teeth

A light-filled living area features a comfortable brown leather sofa adorned with decorative blue and white pillows. A wooden coffee table sits in front, while a dining space with a wooden table and chairs is positioned near a window with white blinds. The room offers a beach-inspired ambiance with blue walls and vaulted ceilings.

4.74 out of 5 average rating, 82 reviews

Island Breeze #8

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.