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Family-friendly vacation rentals in Englewood

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Quick stats about vacation rentals that are family-friendly in Englewood

  • Total vacation rentals

    Explore 820 vacation rentals in Englewood

  • Nightly prices starting at

    Englewood vacation rentals start at G$8,362 GYD per night before taxes and fees

  • Verified guest reviews

    Over 17,310 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 310 rentals that welcome pets

  • Vacation rentals with a pool

    490 properties feature pools

  • Rentals with dedicated workspaces

    440 properties have a dedicated workspace

  • Wi-Fi availability

    820 of Englewood vacation rentals include wi-fi 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!

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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Guest favorite
Condo in Englewood

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.

4.8 out of 5 average rating, 174 reviews
Guest favorite
An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.
Bungalow in Englewood

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!

4.83 out of 5 average rating, 122 reviews
Top guest favorite
Villa in Englewood

Heated Pool·Game Rm·Spotless.5 min to Beach. Grill

<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! 🌅

4.98 out of 5 average rating, 121 reviews
Top guest favorite
A modern single-story home is presented with a light-colored exterior and a dark roof. The entrance features a covered porch with large windows and a blue front door. Lush green grass frames the driveway, leading to a spacious garage.
Home in Englewood East

Home w/ Pool, 10 mins to Manasota Key beaches

Relax in your own private coastal retreat just minutes from Manasota Key. Spend your days at the beach and come home to unwind in a heated pool designed for year-round enjoyment. Start your mornings with coffee by the pool, head to the beach with provided chairs and gear, and end the day with a sunset swim in a quiet, private neighborhood. This new home is perfect for families, couples, or groups looking for a clean, modern space close to everything—but tucked away enough to truly relax.

4.89 out of 5 average rating, 203 reviews
Top guest favorite
An aerial view showcases a raised townhome surrounded by palm trees, with the beach and ocean visible in the background. The home's light blue exterior complements the coastal setting, while a spacious deck on the lower level offers an inviting space for relaxation.
Townhouse in Englewood

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.

4.96 out of 5 average rating, 164 reviews
Guest favorite
The exterior of a spacious home features a light-colored facade framed by lush, mature palm trees. A manicured lawn extends in front, and large windows offer a glimpse of the inviting interior. The roof exhibits a gentle slope, contributing to the overall elegance of the residence.
Home in Englewood

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!

4.84 out of 5 average rating, 241 reviews
Top guest favorite
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 façade with multiple windows.
Home in Englewood

Steps to Private beach, Prime Location! 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!

4.98 out of 5 average rating, 146 reviews
Top guest favorite
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 East

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.

4.99 out of 5 average rating, 145 reviews
Top guest favorite
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 East

*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!

4.99 out of 5 average rating, 138 reviews
Guest favorite
An enclosed lanai features multiple large windows with views of Lemon Bay, allowing natural light to fill the space. A palm tree is visible outside, framed by the window panes. A decorative area rug is positioned on the wooden floor, enhancing the coastal ambiance.
Villa in Englewood

Stunning Bay Waterfront! Jaw dropping Water Views!

Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & 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)

4.99 out of 5 average rating, 144 reviews
Guest favorite
A serene beach scene showcases gentle waves lapping at a sandy shore. Lush greenery is visible along the coastline, with a residential property nestled among the trees. The clear blue sky complements the tranquil waters, creating a peaceful environment.
Home in Englewood

Welcome to one of Florida’s best hidden gems! A beautiful beach home with private beach access, a butterfly garden and a game room. Enjoy a dream stay by the sea in one of most beautiful Keys in Florida.

Relax with the whole family at this peaceful place to stay.Our home offers you at-home comfort for up to 8 people. Large spacious bedrooms, a fully equipped kitchen with breakfast bar, and multiple patios and balconies to enjoy. For winding down after a long day, spend some quality family time in our game room. Your little ones can pretend to grill up some burgers  while mom and dad play a round of ping pong or get the whole family together for some board games!

4.96 out of 5 average rating, 101 reviews
Top guest favorite
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.
Condo in Englewood

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.

4.91 out of 5 average rating, 235 reviews

Popular amenities for Englewood family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
The exterior of the home is framed by lush greenery and a mature tree, creating a welcoming entrance. A paver driveway leads to the garage, and flower beds with vibrant sunflowers add a touch of color to the neatly landscaped yard.
Home in Englewood

Quiet Englewood Home Near Manasota Key

4.91 out of 5 average rating, 110 reviews
Top guest favorite
A spacious living area is highlighted by a large sectional sofa arranged around a low coffee table. A wall-mounted TV and decorative plant enhance the bright atmosphere. Sliding glass doors offer views of the outdoor space, while warm yellow walls create a welcoming setting.
Home in Rotonda

Tropical Paradise

4.98 out of 5 average rating, 116 reviews
Top guest favorite
Home in Englewood

3 miles to beach, hottub & fenced yard

4.93 out of 5 average rating, 122 reviews
Guest favorite
A spacious living area features two large sofas and a patterned accent chair arranged around a central coffee table. Tall windows allow natural light to fill the room, highlighting the neutral color palette. A staircase leads to the upper level, enhancing the open layout.
Home in Nokomis

4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres

4.88 out of 5 average rating, 218 reviews
Guest favorite
Home in Englewood

Steps to Beach | Pool + Hot Tub | 2025 Remodeled!

4.93 out of 5 average rating, 30 reviews
Top guest favorite
Home in Englewood

Waterfront| Pool & Spa | Near Beach| No Extra Fees

5.0 out of 5 average rating, 38 reviews
Top guest favorite
Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

4.99 out of 5 average rating, 73 reviews
Guest favorite
Home in Englewood

Manasota Key Beachfront Oasis w/ Private Jacuzzi

4.94 out of 5 average rating, 18 reviews

Family- and pet-friendly home rentals

Top guest favorite
Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.
Cottage in Englewood

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

4.9 out of 5 average rating, 211 reviews
Guest favorite
Home in Englewood

Island Home & Casita, Pool, Golf Cart, Beach

4.93 out of 5 average rating, 172 reviews
Guest favorite
Home in Englewood

2BR Oasis • Dog Friendly • 5 min to Manasota Beach

4.94 out of 5 average rating, 220 reviews
Top guest favorite
The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.
Vacation home in Englewood

Beachy 2BR Upper House · Gulf Views · Pets OK

4.97 out of 5 average rating, 123 reviews
Guest favorite
Lush palm trees frame a vibrant yellow birdhouse, situated near a serene canal. The calm water reflects the green landscape, with a glimpse of wooden docks visible in the background. A variety of native plants and textured bushes add to the natural setting.
Home in Englewood

"Lighthouse" 7 mins from Beach, direct gulf access

4.91 out of 5 average rating, 158 reviews
Guest favorite
Cottage in Englewood

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

5.0 out of 5 average rating, 38 reviews
Top guest favorite
Home in Englewood East

10 mins to Beach, Heated Pool, Beach Gear & Games

4.88 out of 5 average rating, 90 reviews
Superhost
Home in Englewood

Gulf Front Escape + Beach Access, Pet Friendly

4.93 out of 5 average rating, 14 reviews

Family-friendly home rentals with a pool

Guest favorite
Aerial view of a waterfront property featuring a modern single-story house with a red-tiled roof. Surrounding palm trees are visible, and the serene waterway reflects the sunset colors. Lush greenery is present nearby, enhancing the peaceful ambiance of the landscape.
Vacation home in Port Charlotte

Jaw-Dropping Waterfront Sunset Views and Gameroom!

4.91 out of 5 average rating, 100 reviews
Top guest favorite
Home in Englewood

Paradise on the Bay

4.99 out of 5 average rating, 127 reviews
Top guest favorite
The private heated saltwater pool is framed by a screened enclosure, allowing for natural light and views of the surrounding greenery. Sunlight reflects off the clear water, and a patio area is visible, creating a serene outdoor space.
Home in Englewood East

Our Happy Place. Heated Saltwater pool

4.99 out of 5 average rating, 113 reviews
Top guest favorite
A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.
Condo in Englewood

Sunset Beach

4.96 out of 5 average rating, 138 reviews
Top guest favorite
An inviting outdoor space features a screened lanai with a private pool. A colorful sunset casts reflections on the water. Comfortable seating areas are positioned nearby, along with a dining space and a small basketball hoop at the poolside.
Home in Englewood East

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

5.0 out of 5 average rating, 61 reviews
Guest favorite
Home in Englewood

Manasota Tree House • Private Beach & Bay Access

4.96 out of 5 average rating, 48 reviews
Top guest favorite
Home in Rotonda

Coastal Sanctuary - Pool & Privacy

4.97 out of 5 average rating, 37 reviews
Top guest favorite
A view of the serene ocean is displayed from a balcony, featuring a round table accompanied by four white Adirondack chairs. Lush greenery is visible in the foreground, while a clear blue sky and gentle clouds complement the tranquil water.
Condo in Englewood

Beach Bliss Retreat on Manasota Key - Ocean View

5.0 out of 5 average rating, 31 reviews

When is the best time to visit Englewood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,557 GYDG$49,129 GYDG$48,293 GYDG$40,766 GYDG$37,421 GYDG$38,467 GYDG$35,749 GYDG$33,867 GYDG$32,404 GYDG$32,404 GYDG$35,122 GYDG$37,421 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

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