
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.

LG Beach Bungalow on Gulf w/Bay Access & deck too!
Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

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.

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.

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!

Stunning Bay Waterfront!
Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchen & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

Mango Beach Cottage with a swim spa

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxurious Resort Pool & Spa home

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

10 mins to Beach, Hot Tub, Sunsets, Games, FIrepit

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

3 miles to beach, hottub & fenced yard

Vacation Paradise in Rotonda
Family- and pet-friendly home rentals

Green Bamboo - saltwater pool, great backyard.

Modern Villa Heated Saltwater Pool 10 Min to Beach

3 Bedroom Home | Heated Pool | Close to Beaches

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

Edison's Pool House

"Lighthouse" 7 mins from Beach, direct gulf access

Tranquil, pet-friendly-yard and 6 mins from beach

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach
Family-friendly home rentals with a pool

Family Pool Home

Manasota Tree House • Private Beach & Bay Access

Luxury House Florida, Golf View, Privacy Pool.

New house w/pool close to beach & mineral springs

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

Englewood Beach Villa - 3 min Walk to the Beach!

Sand Dunes

Paradise Palms | Private Pool | 10 min to Beach
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £144 | £175 | £172 | £145 | £129 | £127 | £127 | £120 | £115 | £115 | £125 | £133 |
| 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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