Family-friendly vacation rentals in Englewood

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Englewood

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A lush green landscape is framed by trees, with a view of calm waters in the background. A wooden dock extends into the water, inviting potential relaxation and observation of local wildlife. The setting sun casts gentle shadows over the manicured lawn.

Home in Port Charlotte

4.85 out of 5 average rating, 227 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

Guest favorite

An inviting entrance is framed by lush tropical greenery, featuring flowering plants and palm trees. A glass door leads into the villa, while sunlight filters through the vibrant foliage, creating a serene and welcoming atmosphere at the property.

Hotel room in Venice Beach

4.87 out of 5 average rating, 231 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

Tropical Villas of Venice Beach offers 10 Villas on the Island of Venice FL. The Villas give the Old time Florida vibe with a convenient location to the beach, stores and restaurants. - 3 blocks from the beach - 2 blocks from the downtown - Near the Legacy Bike trail - In front of the beautiful John N. Park (Picnic) - Tropical gardens & swimming pool - Smart TV : NFLX, DIS +, Hulu, Espn+ - BBQ and Bikes and beach gears provided - Shark teeth equipment - Farmer Market every Saturday

Guest favorite

The exterior of the building showcases a modern design with outdoor seating areas illuminated by string lights. Tropical plants enhance the inviting atmosphere, while palm trees are seen in the background. Stairs lead to the entrance of the flats, creating easy access.

Apartment in Boca Grande

4.9 out of 5 average rating, 219 reviews

Downtown Boca Grande Flat#3

We beat the old 1-2 of Huricaines Helene and Milton and are ready to host you. This is a great, renovatred , one bath flat, in the heart of Boca Grande on the gorgeous Gasparilla Island. Located across the street from The Temp Rest. Going to the beach, no worries, it is just down the road. Please note: there is a small fridge and coffee maker in this flat, but no other cooking facilities. Rent our place through Air BnB and receive a 10% discount on golf cart and bike rentals.

Guest favorite

A large screened-in patio surrounds a sparkling Gunite pool, with a pink float in the water. Comfortable seating is provided at the bar area and poolside loungers, while palm trees and greenery are visible in the background.

Vacation home in Venice

4.85 out of 5 average rating, 142 reviews

🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬

Escape to our charming Venice pool home, where relaxation meets adventure! Perfectly located near the water, this tranquil three-bedroom retreat is nestled on a quiet, palm-lined street. Enjoy easy access to bikes and kayaks for exploring, plus all the beach essentials: cooler, umbrella, and chairs. The pool awaits for sunny days and peaceful evenings (note: a brand-new pool cage is on its way, expected in December). Book now to experience Venice’s beauty from your private oasis!

Guest favorite

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.

Condo in Englewood

4.93 out of 5 average rating, 144 reviews

Gulf Side Condo Englewood Florida

A cozy 2 bed 2 bath condo with 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 sunsets from the porch or the beach. Unwind and let all of your cares float away on the Gulf breezes.

Guest favorite

A single-story home presents a light blue facade, surrounded by green landscaping. The entrance features a covered porch with multiple windows, offering a view of the front yard. A concrete walkway leads to the entrance, framed by well-maintained garden areas.

Home in Port Charlotte

4.85 out of 5 average rating, 169 reviews

Newly remodeled waterfront property

Newly remodel - Our home is in a small quiet neighborhood and completely ready for your vacation, extended stay, or work away from home. We are located on a canal with a dock with quick access to the Peace River and the intracoastal waterway via boat. There are many local restaurants, activities, and fun things to do. Watch the sunset from your dock or take a 5 minute car ride to Punta Gorda to watch from numerous local restaurants on the water.

Superhost

A balcony overlooking a tranquil bay features a table surrounded by four chairs. A fan hangs from the ceiling, and the view includes boats docked in the water and lush palm trees below. Bright blue skies create a serene backdrop.

Condo in Englewood

5 out of 5 average rating, 19 reviews

Bay Watch @ManasotaKeyCondos

COMPLETELY RENOVATED IN 2024! Open floor plan, end unit. This unit overlooks beautiful Lemon Bay. This end unit comes with an additional balcony off the bedroom with a unique 180 degree beach to bay view. Less than a two minute walk to the Gulf of Mexico Beach and just steps away from the heated swimming pool and the best island restaurants. Enjoy the comfort of overseeing your boat parked at the dock.

Guest favorite

A spacious green house with a contemporary facade is set against a clear blue sky. Surrounding tropical plants and freshly mulched red pathways create a welcoming first impression. A gravel driveway leads to a screened pool area visible in the background, inviting outdoor enjoyment.

Home in Englewood

4.87 out of 5 average rating, 110 reviews

Luxury Lemon Bay 6 BR villa w/ pool & tennis court

This beautiful house is located at the Lemon Bay and close to the Manasota Beach. The beach is just a 0.6 mile walk or 0.8 drive away. The property offers a 1/2 acre lot. This house offers, with a 34x12 feet swimming pool and own tennis court, a completely new rental experience. You will find the barbecue area outside of the pool area. The charging of EV is not allowed and an extra fee will be charged.

Guest favorite

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

4.97 out of 5 average rating, 328 reviews

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Guest favorite

A comfortable living area features a light-colored sofa with decorative pillows and a stylish coffee table. Natural light enters through vertical blinds, illuminating the space. A lamp adds soft light, while a woven basket and magazines are arranged neatly on the coffee table.

Home in Port Charlotte

4.94 out of 5 average rating, 126 reviews

Luxury Bungalo with Pool in Port Charlotte

My place is close to the beaches of Mexican Gulf, of the city center, parks, restaurants and dining, great views, golfs, art and culture.You’ll love my place because of the nice prime location, the heated beds, the heated pool, the private outdoors space, the neighborhood.. My place is good for couples, family, solo adventurers, and business travelers.

Superhost

The exterior of a vibrant yellow bungalow is visible, surrounded by lush landscaping with palm trees and tropical plants. A screened-in porch extends from the front, and a white picket fence borders the property, providing an inviting entrance.

Apartment in Englewood

4.83 out of 5 average rating, 126 reviews

BeachBay SeaHouse - 1521

Best location/value on Manasota Key in Englewood, FL... 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish off the dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass.

Guest favorite

The front exterior of the home features a welcoming entrance with two prominent blue doors. Lush landscaping, including palm trees and flowering shrubs, is visible in the yard, complemented by a generous concrete walkway leading up to the entrance.

Home in Rotonda West

4.91 out of 5 average rating, 190 reviews

❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*

Beautiful FULLY REMODELED, FULLY FURNISHED three bedroom, two bath non-smoking home with a heated pool on the Pinemoor West golf course in Rotonda West is waiting for you! Rotonda West is a deed-restricted community near Englewood, Florida with several golf courses and is just a 4.7 mile drive to the beach.