
Family-friendly vacation 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.

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.

Gulf Front Escape + Beach Access
🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

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.

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!

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 🌟

FL Paradise: Heated Pool, Sunset Views 3BR Rotonda
Discover the ultimate paradise retreat in this stunning 3-bedroom canal-front home, featuring state-of-the-art amenities and breathtaking sunset views. Perfect for families. Located near beaches, trails, and golf courses, this picturesque haven offers both leisure and adventure. Escape to tranquility and create lasting memories in your serene waterside paradise. Rotonda West is a deed-restricted community close to Englewood, Florida with many golf courses and a short drive to the beach.

Quiet Englewood Home Near Manasota Key
This is a comfortable 2 bedroom home in a very friendly community close to beaches, boating, dining and shopping. It is situated approximately half way between downtown Venice and Englewood. For you boaters, there is a public launch ramp on the intracoastal waterway less than 2 miles away. There is plenty of room in the garage to store your bikes, kayaks or both. Tired of laying on the beach? There are lots of nice parks to visit, all within a short drive from this house.

*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!

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.

Luxury Beach Retreat w/ Heated Pool
Welcome to our luxurious home, just 5 minutes from Manasota Key! Enjoy two master suites, a bunk room, and a gourmet kitchen with granite countertops. Relax in the screened lanai with a heated pool, outdoor dining, and lounge chairs. Additional features include high-speed internet, smart TVs, and an attached garage with entertainment options. Perfect for families or groups, this home is your ideal coastal retreat for relaxation and fun!

Canal-Front 3BR – Pool, Hot Tub & Boat Access
Experience Old Florida charm reimagined for modern coastal living at this fully renovated 1960 canal-front retreat in Englewood. With direct boating access to Lemon Bay and Stump Pass, private dock for up to a 30ft boat, heated pool, hot tub, outdoor bar lounge, and premium indoor-outdoor sound system, this 3BR waterfront escape blends heritage, luxury, and laid-back Gulf Coast living just minutes from beaches and waterfront dining.

Beachy 2BR Upper House · Gulf Views · Pets OK
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

Mango Beach Cottage with a swim spa

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

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

The Windsor @ Englewood Beach

10 mins to Beach, Hot Tub, Sunsets, Games, Firepit

Englewood Cottage with Pool, Hot Tub, and Fire Pit

Indulge in carefree days soaking up the sun !142TR

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

Island Home & Casita, Pool, Golf Cart, Beach

Renovated, Cozy 2 Bedroom

Modern Villa Heated Saltwater Pool 10 Min to Beach

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Sea Shell Cottage Dog Friendly

TROPICAL OASIS, MINUTES FROM THE BEACH!!

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

BayFront 2.5 ac Private Gem 2 King bds + Game room
Family-friendly home rentals with a pool

Our Happy Place. No cleaning fees! Heated pool

The Manor House on Lemon Bay. Summer availability!

3 Bedroom Home | Heated Pool | Close to Beaches

Stunning Bay Waterfront! Jaw dropping Views!

Pool·Game Room·Beach Gear·Gulf Coast Escape

Englewood Beach Villa - 3 min Walk to the Beach!

Perfect Beachy Couple Space On Manasota Key FL

Paradise Palms | Private Pool | 10 min to Beach
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 712 | ﺩ.ﺇ 863 | ﺩ.ﺇ 848 | ﺩ.ﺇ 716 | ﺩ.ﺇ 639 | ﺩ.ﺇ 628 | ﺩ.ﺇ 628 | ﺩ.ﺇ 595 | ﺩ.ﺇ 569 | ﺩ.ﺇ 569 | ﺩ.ﺇ 617 | ﺩ.ﺇ 657 |
| 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 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 ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 16,340 verified reviews to help you choose

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Vacation rentals with a pool
470 properties feature pools

Rentals with dedicated workspaces
430 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!
Destinations to explore
- Miami Vacation rentals
- Orlando Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Miami Beach Vacation rentals
- Tampa Vacation rentals
- Fort Lauderdale Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- St. Augustine Vacation rentals
- Key West Vacation rentals
- Davenport Vacation rentals
- Rentals with a washer and dryer Englewood
- Fitness-friendly rentals Englewood
- Beachfront rentals Englewood
- Rentals with a kayak Englewood
- Apartment rentals Englewood
- House rentals Englewood
- Pet-friendly rentals Englewood
- Rentals with a fire pit Englewood
- Rentals with a hot tub Englewood
- Rentals with beach access Englewood
- Villa rentals Englewood
- Rentals with lake access Englewood
- Condo rentals Englewood
- Rentals with outdoor seating Englewood
- Waterfront rentals Englewood
- Beach house rentals Englewood
- Rentals with a fireplace Englewood
- Rentals with pools Englewood
- Rentals with a patio Englewood
- Beach condo rentals Englewood
- Family-friendly rentals Sarasota County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Img Academy
- Cortez Beach
- Myakka River State Park
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- North Jetty Beach
- Bowman's Beach
- Lido Beach





