
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$8,364 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.

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.

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!

Our Happy Place. Heated Saltwater pool
Our Happy Place is a newly remodeled smoke free, pet free home located in a quiet residential neighborhood! It has a private heated saltwater pool, 3 bedroom, 2 bath, located 2 miles to the intercoastal and 6 miles to Englewood beach! Very close to some of Southwest Florida's best shopping, golf courses, and restaurants! Our home is fully furnished, and includes everything you need for a long weekend getaway or for staying longer term! We know Our Happy Place will also become Your Happy Place!

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! 🌅

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.

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!

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!

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.

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)

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

Quiet Englewood Home Near Manasota Key

Tropical Paradise

3 miles to beach, hottub & fenced yard

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

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

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

Manasota Key Beachfront Oasis w/ Private Jacuzzi

Villa Sanddollar Awaits 1071HS
Family- and pet-friendly home rentals

Beachy 2BR Upper House · Gulf Views · Pets OK

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

"Lighthouse" 7 mins from Beach, direct gulf access

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

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

5 mins to Beach~ Beach Gear, Bikes, Firepit, Grill

1mi to Beach. 1+ acre of jungle Pool & Pickleball
Family-friendly home rentals with a pool

Luxury Lemon Bay 6 BR villa w/ pool & tennis court

Paradise on the Bay

Manasota Tree House • Private Beach & Bay Access

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

☀Tropical Oasis☀Heated pool & amazing location!☀

Luxury Beach Retreat w/ Heated Pool

Neptune Tropical Retreat

Private Heated Pool + Swim-Up Bar • Mins 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 | G$40,564 GYD | G$49,137 GYD | G$48,301 GYD | G$40,773 GYD | G$37,428 GYD | G$38,473 GYD | G$35,755 GYD | G$33,873 GYD | G$32,409 GYD | G$32,409 GYD | G$35,128 GYD | G$37,428 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 |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Cape Coral Vacation rentals
- St. Augustine Vacation rentals
- Waterfront rentals Englewood
- Rentals with beach access Englewood
- Pet-friendly rentals Englewood
- Beach house rentals Englewood
- Rentals with pools Englewood
- Rentals with a kayak Englewood
- Beachfront rentals Englewood
- Rentals with lake access Englewood
- Beach condo rentals Englewood
- Apartment rentals Englewood
- House rentals Englewood
- Rentals with a hot tub Englewood
- Condo rentals Englewood
- Villa 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
- Englewood Beach
- Crescent Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Lido Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Jetblue Park
- Blind Pass Beach





