
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.

Coastal Retreat Villa with pool • near beaches
🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

Escape to Casa Blu- private pool, minutes 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.

Pool·Game Room·Beach Gear·Gulf Coast Escape
<b>🏖️ Come & Enjoy FL as it should be! 🏖️ Your beach paradise awaits minutes from Englewood's Gulf Coast! 🌊 Heated Pool (FREE Nov-Apr!) 🎮 Game Room - Pool, Darts, Air Hockey 🌴 Screened Lanai & Tiki Bar 🔥 Cozy Fireplace & Reading Nook 🏄 Beach Gear Included 🍹 Blackstone Grill 📺 2 Smart TVs & High-Speed WiFi 🍳 Fully Stocked Kitchen - Spices, Pots, Pans and cutlery 🗺️ Minutes to Englewood, Manasota & Gasparilla Beaches ⭐ 4.97 Rating - Book Now !Don't miss your Gulf Coast escape! 🌅

Englewood Cottage with Pool, Hot Tub, and Fire Pit
This 3-bedroom 2-bathroom cottage with a pastel beach theme is located at a serene spot in Englewood. There's a private backyard with a heated swimming pool, hot tub, and fire pit. We think it’s the perfect retreat and want you to make yourselves at home. We are just 6 miles from Englewood Beach, nearby fishing at Lemon Bay Park (7 miles) and entertainment at Lemon Bay Playhouse (5 miles). Check out Englewood Farmers Market, and try parasailing at either of the Englewood Beach locations.

Manasota Beach Home w/Pool. Steps To The Beach
Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

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!

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.

Quiet Englewood Home Near Manasota Key
This is a comfortable 2 bedroom home in a very friendly community close to beaches, boating, dining and shopping. It is situated approximately half way between downtown Venice and Englewood. For you boaters, there is a public launch ramp on the intracoastal waterway less than 2 miles away. There is plenty of room in the garage to store your bikes, kayaks or both. Tired of laying on the beach? There are lots of nice parks to visit, all within a short drive from this house.

Our Happy Place. No cleaning fees! Heated pool
Our Happy Place is a newly remodeled pool home located in a quiet residential neighborhood! It has a private heated saltwater pool, 3 bedroom, 2 bath, located 2 miles to the intercoastal and 6 miles to Englewood beach! Very close to some of Southwest Florida's best shopping, golf courses, and restaurants! Our home is fully furnished, and includes everything you need for a long weekend getaway or for staying longer term! We know Our Happy Place will also become Your Happy Place!

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.

The Oz Tree House 2.9 m beach
The Tree house apartment has its own entrance and off street parking. Two blocks from Dearborn St. and 2.9 miles to the beach. Light and airy in a private setting with gardens, hammock, fire pit a quiet and peaceful, walking distance to everything the historic district of Old Englewood has to offer. Public tennis courts, great restaurants with live music and once a week a fantastic Farmers Market comes to town! Lemon Bay and Indian Mound are a nice walk to enjoy the sunsets

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach
Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

Peaceful Villa Retreat – Pool/Spa, Manasota Key

Heated Pool & Spa | Venice Retreat | 2.6 mi Beach

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

LG Beach Bungalow on Gulf w/Bay Access & deck too!

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

Ocean view, Totally remodeled, Beach Home!

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Tranquil & Spacious Heated Pool, Hot Tub, Parking
Family- and pet-friendly home rentals

Island Home & Casita, Pool, Golf Cart, Beach

Renovated, Cozy 2 Bedroom

Iguana Alley, Beach HEATed Saltwater Pool on Canal

Adorable Vacation Home(12 min to the beach)

1mi to Beach. 1+ acre of jungle Pool & Pickleball

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

Gulf Access Canal Home Near Englewood Beach”

Sun & Sand Spacious Vacation Canal Pool House
Family-friendly home rentals with a pool

Manasota Tree House • Private Beach & Bay Access

New house w/pool close to beach & mineral springs

Modern Villa Heated Saltwater Pool 10 Min to Beach

The Manor House on Lemon Bay. Summer availability!

Stunning Bay Waterfront!

The perfect retreat with canal view

Studio, pool, private beach, boat dock shark teeth

Gulf front romantic cottage in paradise
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £146 | £176 | £173 | £146 | £131 | £128 | £128 | £122 | £116 | £116 | £126 | £134 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about holiday rentals that are family-friendly in Englewood

Total holiday rentals
Explore 820 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 16,340 verified reviews to help you choose

Pet-friendly holiday rentals
Find 300 rentals that welcome pets

Holiday rentals with a pool
470 properties feature pools

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wifi availability
820 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!
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