
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.

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.

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.

Private 1mi to Beach. 1+ acre Pool & Pickleball
Over 1.2 acres of scenic Florida landscape to explore. Home to 50+ different plants, birds, animals and walking trails you are sure to feel like you are in a jungle oasis. Just 1 mile to Manasota Beach the shark tooth capital of the world! Explore all the beach has to offer with a 3-4min car/bike ride. The house has a huge lanai with pool, tv and seating areas. Two bedrooms and 1 bathroom with a tub. Just ten 5 min away 20+ restaurants and grocery stores. Escape the noise and enjoy nature.

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.

Ideal location - 2bed/1bath near the beach & shops
Recently enhanced 2 bed/1 bath ideally located just one block west of Hwy 41 on a quiet street & less than 10 minutes to the Sunseeker Resort. Experience an extremely clean & comfortable home, with a screened in lanai, at a tremendous value! All major supermarkets, retail & local restaurants are within walking distance. Downtown Punta Gorda, the Charlotte Harbor & shoppes are all within 2 miles. Property is a duplex, inquire about both sides! We look forward to hosting you!

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

Classic Airstream in a private oasis
Enjoy this Iconic Airstream Excella 34’ that has been completely converted to an ultimate “Glamping Experience”. It offers the iconic airstream life but with features you would expect in a home. It offers a house-like shower, toilet, kitchen, and even a washer/dryer combo so you can have the most unique glamping experience. Enjoy complete privacy since the airstream is completely fenced off. Its only 12 minutes from the Englewood Beach, 5 minutes from shopping and restaurants

*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!

Sleeps 10! Coastal Home, Heated Pool, Near Beach!
Follow the sunshine & salty air & arrive at your meticulously maintained home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool.

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

1 bed apart/full kitchen 5 min. drive to the Beach
Ready to relax at the beach with a cold drink? Englewood FL. has 3 nice beaches to choose from. Venice has nice shopping and lots of sharks teeth.This nice apt. is ideal for those that want to go to the beaches and look for sharks teeth,eat great local food and enjoy the beautiful Southwest Florida weather.The Wi-Fi is not the best but should run Netflix. A percent of our earnings goes to a few international charities
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

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

Gulfstream Haven

Peaceful Getaway just minutes from the beach

*DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!

Private Heated Pool/Spa, 4bed/2bath, Pets Welcome

Villa Sanddollar Awaits ! 1071HS

Flourish in Florida heated pool & spa
Family- and pet-friendly home rentals

A lil country, A lil beach time

A Perfect Escape Near the Beach (Pet friendly)

Englewood Escape: 3BR Waterfront with Pool

Old Englewood Village Home!

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Blue Bungalow-Quaint & Quiet-Perfect Getaway!

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Heated Pool, OutdoorBar, Paddleboard, Kayak, Bikes
Family-friendly home rentals with a pool

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

Coastal Retreat Villa with pool • near beaches

Luxury Retreat: Oasis with Pool & Putting Green.

Turtle Bay - minutes to Boca Grande!

Heated Pool, Game Room, Family Fun,6 mins to Beach

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

5 O'Clock Somewhere - 2/2 - screened heated pool

Free Heated Pool! Mins from Beach! Private Oasis!
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $265 CAD | $290 CAD | $308 CAD | $267 CAD | $238 CAD | $234 CAD | $234 CAD | $221 CAD | $212 CAD | $213 CAD | $215 CAD | $234 CAD |
| 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 vacation rentals that are family-friendly in Englewood

Total vacation rentals
Explore 810 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 15,380 verified reviews to help you choose

Pet-friendly vacation rentals
Find 290 rentals that welcome pets

Vacation rentals with a pool
440 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wifi availability
790 of Englewood vacation 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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