
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$8,361 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!

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.

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!

Pool·Game Room·Beach Gear·Spotless.5 min to Beach
<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! 🌅

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.

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.

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!

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!

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

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

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

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

Ocean view, Totally remodeled, Beach Home!
Family- and pet-friendly home rentals

Home w/ Pool, 10 mins to Manasota Key beaches

Green Bamboo - saltwater pool, great backyard.

Beachy 2BR Upper House · Gulf Views · Pets OK

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

"Lighthouse" 7 mins from Beach, direct gulf access

Iguana Alley, Beach HEATed Saltwater Pool on Canal

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

10 mins to Beach, Heated Pool, Beach Gear & Games
Family-friendly home rentals with a pool

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

Manasota Beach Home w/Pool. Steps To The Beach

Waterfront Villa Shellflower with private pool

Jaw-Dropping Waterfront Sunset Views and Gameroom!

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

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

Manasota Tree House • Private Beach & Bay Access

Neptune Tropical Retreat
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,553 GYD | G$49,123 GYD | G$48,287 GYD | G$40,762 GYD | G$37,417 GYD | G$38,463 GYD | G$35,745 GYD | G$33,864 GYD | G$32,401 GYD | G$32,401 GYD | G$35,118 GYD | G$37,417 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
- Crescent Beach
- Englewood Beach
- Anna Maria Public Beach
- Img Academy
- Cortez Beach
- River Strand Golf and Country Club
- 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





