Family-friendly holiday rentals in Englewood

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Top-rated family-friendly rentals in Englewood

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious bathroom showcases a freestanding bathtub beside a large mirror with stylish lighting. Natural light filters through two windows adorned with sheer curtains. A modern sink area with sleek cabinetry complements the light grey walls, providing an airy and relaxing atmosphere.
Villa in Englewood
4.98 out of 5 average rating, 105 reviews

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)

Top guest favourite
Villa in Englewood
4.92 out of 5 average rating, 141 reviews

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.

Guest favourite
A refreshing pool is set within a screened enclosure, surrounded by elegant tile flooring. Comfortable turquoise seating is arranged near a decorative table, inviting relaxation. Sunlight filters through the mesh, casting gentle shadows across the inviting water.
Home in Englewood
4.9 out of 5 average rating, 20 reviews

Stunning/Private Beach Access/Heated Pool/Dock

Welcome to your dream getaway, accommodating up to 8 adult guests! Our beachside retreat has undergone an exquisite transformation, featuring elegant new tile flooring, a state-of-the-art kitchen, and private screened in porch. Outdoors a beautiful private, screened-in pool, your oasis of relaxation and comfort. Nestled just steps away from the pristine sandy shores, this serene sanctuary boasts 3 beautifully appointed bedrooms, a great-room, & eat in kitchen, perfect for families or groups.

Top guest favourite
An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.
Cottage in Englewood
4.91 out of 5 average rating, 170 reviews

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.

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 faƧade 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 cozy outdoor space features a wooden table set against vibrant turquoise ceiling beams. A green plant is positioned in the foreground, while a comfortable blue hammock hangs nearby, inviting relaxation. Screened panels allow for air flow while connecting with nature.
Home in Englewood
5 out of 5 average rating, 31 reviews

Beach Home in Englewood/ Venice 1m Manasota Beach

Relax with the whole family at this peaceful place to stay. A charming place in paradise. Located in 1/2 acre property. Being your boat, kayaks or paddle boards. (If you are interested in bringing an RV contact us to provide you with specific rules and regulations) This gem is located 15 mins walking distance from Manasota Beach. Teal Turtle House was born from a dream that has come true to share with you. A beach house with personality for you to enjoy the special things in life.

Guest favourite
A sandy beach stretches along the shoreline, meeting calm turquoise waters. The sky features a few wispy clouds, contributing to a serene coastal atmosphere. Beige sand is visible in the foreground, while smooth waves lap gently against the shore.
Apartment in Englewood
4.92 out of 5 average rating, 127 reviews

Walk to beach~Sleeps 6 (B1)

This updated 1,400 s/f vacation home with vaulted ceilings is a great place to relax after a day at the beach. (Your private access to the beach is directly across the street!) Large master suite and guest bedroom with large deck. Fully appointed kitchen/dining with adjoining screened lanai. Complete with all the comforts of home. Please see "other details to note" for a description of your private beach access to enjoy sunny days and superb sunsets over the Gulf of Mexico.

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, 121 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 of the Aqua Oasis highlights a screened patio area with a gas grill and outdoor seating around a fire pit. A private pool, illuminated in soft green, adds a tranquil touch. Surrounding greenery enhances the outdoor space.
Home in Englewood
5 out of 5 average rating, 119 reviews

*New Listing* ā˜€ļø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!

Top guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Apartment in Englewood
4.91 out of 5 average rating, 215 reviews

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.

Top guest favourite
Home in Broadmoor
5 out of 5 average rating, 77 reviews

Family-Friendly Oasis |Pool, Beaches, Pet Friendly

Welcome to The Coastal Coconut 🄄, your private Florida retreat with a outdoor pool, pool table, and all the beach gear you need. Perfect for families, groups, or couples looking to relax, explore, and create unforgettable Gulf Coast memories. Spend the day shelling at nearby beaches, challenge friends to a game of pool, then grill by the fire table as the sun sets.

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

Waterfront 3BR – Pool, Dock, Kayaks & Beach

Enjoy the best of Florida’s Gulf Coast at this newly remodeled 3-bedroom, 2-bath home with a screened-in pool, private boat dock, and plenty of parking. Just minutes to Englewood Beach and close to golf, dining, and boat-friendly hotspots, this waterfront getaway has everything you need for a relaxing, adventure-filled vacation.

Popular amenities for Englewood family-friendly rentals

When is the best time to visit Englewood?

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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!

Destinations to explore

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