
Family-friendly vacation rentals in Englewood
Find and book unique family-friendly homes on Airbnb
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$8,367 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.

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

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!

A little slice of paradise
This 2 bedroom 1 bath immaculate beach condo is located a mere 80 steps from front door to the amazing Englewood Beach on Manasota Key with your private beach access. The gulf breeze is indescribable. This could be your home away from home. We have added many personal touches for your convenience and comfort. Multiple restaurants, bars, gift/souvenir shops, and convenience store (Circle K) are within walking distance. Magnolias, an upscale restaurant, is located directly across the street.

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!

2BR Oasis • Dog Friendly • 5 min to Manasota Beach
Escape to a peaceful Englewood retreat just 2 miles from Manasota Beach. This dog-friendly 2BR/2BA Home with plenty of space, sleeps up to 5 guests and includes a fully equipped kitchen, fast Wi-Fi, smart TV, gas grill and washer/dryer. Bringing a boat? Manasota Key Boat Ramp is nearby, and the property has plenty of parking for a truck/car and trailer. Need information about local boat docks? Contact us and we’ll be happy to help. Beach gear is also provided for an easy Florida getaway.

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.

Waterfront| Pool & Spa | Near Beach| No Extra Fees
Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars 🌟

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!

Manasota Key Beachfront Oasis w/ Private Jacuzzi
Welcome to “Sea Garden” a delightful, tranquil, beachfront home on Manasota Key. Enjoyment will be plentiful in this 4 bedroom, 3 bath open concept home. This stilt home is multilevel for privacy if needed or all gather around the kitchen or game table for some fun. Two primary en suite bedrooms with updated bathrooms. 3rd and 4th bedrooms are located on the lower level with shared updated bathroom. Climb up to the crow’s nest with a good book with twin bed, and enjoy the view!

*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!

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!

Island Home & Casita, Pool, Golf Cart, Beach
Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

SEPT SALE! Sarasota #1 Luxury Villa! PRIV BEACH!

Quiet Englewood Home Near Manasota Key

3 miles to beach, hottub & fenced yard

Tropical Paradise

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

Villa Sanddollar Awaits 1071HS

Lux Home on Gulf w/Private POOL & 50ft Dock

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN
Family- and pet-friendly home rentals

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

Green Bamboo - saltwater pool, great backyard.

Beachy 2BR Upper House · Gulf Views · Pets OK

Home w/ Pool, 10 mins to Manasota Key beaches

"Lighthouse" 7 mins from Beach, direct gulf access

Iguana Alley, Beach HEATed Saltwater Pool on Canal

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

"The Lost Loon" Oceanfront Cottage by Roxy Rentals
Family-friendly home rentals with a pool

Paradise on the Bay

Entire Beachside Condo! Don’t worry Beach Happy!

Sunset Beach

Waterfront Villa Shellflower with private pool

Pool·Game Room·Beach Gear·Spotless.5 min to Beach

Gulf front romantic cottage in paradise

Luxury Beach Retreat w/ Heated Pool

Ibis Cottage | Beachfront Retreat on Manasota Key
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,579 GYD | G$49,155 GYD | G$48,318 GYD | G$40,788 GYD | G$37,441 GYD | G$38,487 GYD | G$35,768 GYD | G$33,886 GYD | G$32,421 GYD | G$32,421 GYD | G$35,141 GYD | G$37,441 GYD |
| 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 |
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