
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$8,368 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.

Lake Marlin Villa 2
WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

Coastal Chic 2BR | Gulf & Bay Access | Sleeps 6
Salt & Sand Suites – Unit D Newly renovated 2BR/1BA ground-floor unit just steps from Lemon Bay and a short drive to the Gulf. This bright, coastal space features clean white tile flooring and an open kitchen and living area designed for comfort and ease. Sleeps up to 6 with two bedrooms and a sofa sleeper. Beach-ready: chairs, towels, umbrella, and a wagon. Outdoor shower and shared laundry on-site. Fully equipped kitchen, entire unit is designed for a relaxed and comfortable stay. Enjoy!

1mi to Beach. 1+ acre of jungle 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. Just 1 mile to Manasota Beach the shark tooth capital! Explore all the beach has to offer with a 3-4min car/bike ride. huge lanai with pool, tv and seating areas. Just ten 5 min away 20+ restaurants/stores. We have a guest house in the back my wife & I live in depending on the year. We help local kids at the court with basketball

Beach Bungalow • 2 King Beds • Sleeps 6
Welcome to The Salty Sister Retreat—a mermaid-inspired beach bungalow near Manasota Key! Featuring 2 king beds and room for 6 guests, you’re minutes from beaches, Lemon Bay kayaking, Boca Grande, Stump Pass Marina, Cape Haze Marina, and unforgettable Gulf Coast sunsets. Explore nearby Venice Beach, historic Dearborn Street, Siesta Key, shark tooth hunting, waterfront dining, fishing, boating, and endless beach adventures. Come make waves and discover your perfect coastal escape! SEA you soon!

Vacation Paradise in Rotonda
This brand-new home with 3 bedrooms and 3 bathrooms is truly designed for comfort and relaxation. The spacious living room, huge kitchen, and big dining room are an open-layout living area. Our outdoor covered grilling area has outdoor furniture a hot tub, and a heated pool. Walking distance to Long Marsh Golf Club, a short drive to 3 more Gulf Clubs. A Playground for the kids and exercise paths are all here. Amazing 7 beaches to choose to visit with very good restaurants close to the area.

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.

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 🌟

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!

*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!

Waterfront home w/40 ft dock, POOL, private ramp
Welcome to our charming and cozy retreat, where bright & airy simplicity meets coastal serenity. New POOL AND HOT TUB! Catch a sunset on the large white patio chairs overlooking the water or lounge in the floor-to-ceiling-windows air conditioned sunroom! Bringing the BOAT? 🛥 Launch AT THE HOUSE w/our private boat ramp and 30' ft dock to tie up in backyard! Got BEACH? ⛱️ We are only 8 min from Englewood Beach & restaurants! Chairs+Umbrella+towels provided!

Luxury Beachfront Property
RARE BEACHFRONT PROPERTY: This is private island living at its finest. This house boasts a beautiful open floor plan with each room having a view of the beach and Gulf of Mexico. The property is gated and has a secure backyard. Walk just steps onto the powdered beach sand and Gulf of Mexico. Property is a 30-day minimum. Minimum night rent is 7 nights. If rented for less than 30 days, we will block off the rest of the calendar days in that 30-day period.

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.
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

Blue Lagoon | Pool | Spa | Lounge

Bliss on the Bay -

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

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

New home, saltwater heated pool.

Spacious Vacation Home

Trails End Two

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock
Family- and pet-friendly home rentals

Gulf Front Escape + Beach Access

Green Bamboo - saltwater pool, great backyard.

Coastal Sanctuary - Pool & Privacy

3 Bedroom Home | Heated Pool | Close to Beaches

Edison's Pool House

TROPICAL OASIS, MINUTES FROM THE BEACH!!

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

Water view Villa private Heated Pool golf beach
Family-friendly home rentals with a pool

Luxury House Florida, Golf View, Privacy Pool.

Englewood, Fl 2 bedroom home with heated pool.

Tropical Haven w/Coastal Charm 10 minutes to beach

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

Lazy Days at Lemon Bay *Bay view from the couch*

A little slice of paradise

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

3 Bed/2bath beautiful New Home with Pool
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,584 GYD | G$49,161 GYD | G$48,324 GYD | G$40,793 GYD | G$36,400 GYD | G$35,772 GYD | G$35,772 GYD | G$33,890 GYD | G$32,425 GYD | G$32,425 GYD | G$35,145 GYD | G$37,446 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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