Family-friendly holiday 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.

%{current} / %{total}1 / 1
Guest favourite
Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.
Cottage in Englewood
4.89 out of 5 average rating, 187 reviews

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath

Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Superhost
Home in Englewood
5 out of 5 average rating, 4 reviews

Gulf Front Escape + Beach Access, Pet Friendly

🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

Top guest favourite
A serene beach view is captured under a clear sky, with sunlight reflecting on the calm water. The sandy path leads to the shoreline, where lounge chairs and umbrellas are positioned for comfort. Lush greenery outlines the beach area, enhancing the natural landscape.
Apartment in Englewood
4.98 out of 5 average rating, 52 reviews

A little slice of paradise

This 2 bedroom 1 bath immaculate beach condo is located a mere 80 steps from front door to the amazing Englewood Beach on Manasota Key with your private beach access. The gulf breeze is indescribable. This could be your home away from home. We have added many personal touches for your convenience and comfort. Multiple restaurants, bars, gift/souvenir shops, and convenience store (Circle K) are within walking distance. Magnolias, an upscale restaurant, is located directly across the street.

Top guest favourite
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.
Home in Englewood
4.98 out of 5 average rating, 135 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!

Top guest favourite
A serene sunset reflects over calm waters, accentuating the silhouette of trees in the distance. A wooden dock extends into the bay, contributing to the peaceful atmosphere. Warm hues of orange and yellow blend into the evening sky.
Apartment in Englewood
5 out of 5 average rating, 63 reviews

Sunrise Over the Bay

PRIVATE BEACH ! Watch the sunrise on Manasota Key in Englewood Florida and dolphins & birds from your balcony. PRIVATE BEACH ACCESS directly across the street! Beach chairs, & umbrella provided for your use. Find restaurants or jet ski rentals near by. This condo has 2 bedrooms, 1 bath and a kitchen. Boat slips available upon request & availability. You must arrange off site trailer parking. Heated pool & grills are right outside your condo. It’s time for some tropical FUN!

Guest favourite
Home in Englewood
4.97 out of 5 average rating, 31 reviews

Ocean Pearl great for groups

Discover this hidden gem on a quiet street just minutes from everything! Only 2 minutes to grocery stores and 15 minutes to the popular Englewood Beach. Enjoy a spacious open floor plan with a fully equipped kitchen open to a living room. The master suite with king bed a TV and private full bath, while the second bedroom offers a bunk bed (twin over full) plus an extra twin. Relax on the furnished lanai, take advantage of full laundry, and enjoy the convenience of garage parking.

Top guest favourite
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
4.96 out of 5 average rating, 205 reviews

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 including beach chairs, umbrella, coolers, noodles and boogie boards.

Guest favourite
The entryway features a welcoming message on the wall, accompanied by a decorative wreath and a small side table in a vibrant red hue. A patterned area rug lies beneath, adding a touch of comfort to the space, which is illuminated by natural light from the nearby door.
Home in Englewood
4.86 out of 5 average rating, 154 reviews

Gulfstream Haven

Welcome to Gulfstream Haven, a 1700 sf 3 bedroom 2 bath pool home conveniently located 8 minutes from Englewood beach with many shops and restaurants nearby. The home features a king size bed in the master bedroom, 2 singles in 1 bedroom and a king size in another. There is a double sleeper sofa in the family room for 2 extra guests. All bedrooms feature walk in closets. The large screened-in lanai has plenty of seating for all occupants, with direct access to the guest bathroom.

Guest favourite
Home in Englewood
4.95 out of 5 average rating, 82 reviews

Heated Pool • Pool Table • Pac-Man • BBQ • 2 Kings

❤️This listing to save for later! Welcome to Sunset Splash! A stylish 3-bed, 2-bath retreat featuring two king suites, a heated west-facing pool for sunset swims, and endless fun with a pool table and Pac-Man arcade with over classic 50 games. Relax on new lush bedding, stream your favorites on Smart TVs, and enjoy the privacy of a fully fenced backyard, perfect for unwinding after a day at the local beach, which is just 7 miles away! 📩Send us a message to book your vacation.

Top guest favourite
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.
Home in Englewood
4.99 out of 5 average rating, 120 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.

Top guest favourite
An aerial view captures a light blue house with a spacious driveway and manicured lawn, surrounded by lush greenery and a serene canal. The home features a charming front porch and is set within a quiet neighborhood, showcasing the tranquil natural landscape.
Home in Port Charlotte
4.94 out of 5 average rating, 32 reviews

Peaceful waterfront home

Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Top guest favourite
Villa in Englewood
5 out of 5 average rating, 13 reviews

Englewood Beach Villa - 3 min Walk to the Beach!

Welcome to the Beach! Relax and unwind in your own private home! Our villa is located across the street from Englewood Beach, making it about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort. It has two beds—a king and a queen—for a good night's sleep on comfortable recently purchased mattresses. Two full bathrooms. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun Florida getaway!

Popular amenities for Englewood family-friendly rentals

When is the best time to visit Englewood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$247 SGD$270 SGD$287 SGD$248 SGD$222 SGD$218 SGD$218 SGD$206 SGD$197 SGD$197 SGD$214 SGD$228 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Quick stats about holiday rentals that are family-friendly in Englewood

  • Total holiday rentals

    Explore 860 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 15,920 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 300 rentals that welcome pets

  • Holiday rentals with a pool

    480 properties feature pools

  • Rentals with dedicated workspaces

    410 properties have a dedicated workspace

  • Wifi availability

    850 of Englewood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Englewood rentals

  • 4.9 Average rating

    Englewood stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore