
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.

Entire Beachside Condo! Don’t worry Beach Happy!
BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

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)

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.

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.

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.

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.

Manasota Tree House: Private Beach & Bay Access
Welcome to Manasota Tree House, our piece of paradise on Manasota Key. The location is the best on the island & we are family friendly. Just steps to the bay & a short walk to private beach access, 1 mile to bars & restaurants w/ free shuttle! Amazing beds, comfy couches, flat screen smart TV's & free fast Wifi. Private over sized lot, outdoor quiet oasis under the beautiful trees w/ chairs & gas grill, 2 SUP's, beach chairs, & towels. 1 mile to public Englewood Beach.

Stunning Villa in Golfer's Paradise/Canal Views
Welcome to your new home in Rotonda West! This 3-bedroom, 2-bathroom gem on Marker Rd is all about comfort, style, and tranquility. As soon as you step inside, you'll be greeted by a spacious and open floor plan that will make you feel right at home. We're excited to share that each room in the house is equipped with a TV for your entertainment pleasure. And guess what? Two of them even have Roku TV, so you can stream all your favorite shows and movies with ease.

Poolside Paradise Retreat
Discover our Poolside 2-bedroom, 2-bathroom Paradise Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots, or relax by the inclusive pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed 1 Gbps fiber internet, ideal for streaming or remote work. Your perfect blend of comfort and convenience awaits in this relaxing Florida getaway!

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.

Mermaid House on Wilhelm A- Manasota Key, FL
The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

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

Florida Serene Luxury Retreat | Pool & Spa Oasis

Luxurious Resort Pool & Spa home

Englewood Cottage with Pool, Hot Tub, and Fire Pit

Peaceful waterfront home

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Villa Sanddollar Awaits ! 1071HS

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits
Family- and pet-friendly home rentals

Island Home & Casita, Pool, Golf Cart, Beach

Coastal 2-Bedroom Home Close to Beaches

Villa del Sol in Englewood

Adorable Vacation Home(12 min to the beach)

Spacious 2 Bedroom Home | Near Beach | Heated Pool

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

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

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

Gulf Coast Floridian Villa with Pool

Close to beaches waterfront pool home with dock

2/2 Condo 2.5 miles from beach

Englewood Beach Villa - 3 min Walk to the Beach!

Studio, pool, private beach, boat dock shark teeth

Private Heated Pool + Swim-Up Bar • Mins to Beach

A little slice of paradise

Casa Del Sol, full refund*, heated pool, sleeps 6
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £145 | £159 | £169 | £146 | £130 | £128 | £128 | £121 | £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 860 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at £30 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!
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