
Family-friendly holiday 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.

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.

Garage to a Tiny House Studio Near Shopping Center
Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

Unit #1 Free kayak/bikes/walk to beach/fullcottage
Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

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.

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.

Classic Airstream in a private oasis
Enjoy this Iconic Airstream Excella 34’ that has been completely converted to an ultimate “Glamping Experience”. It offers the iconic airstream life but with features you would expect in a home. It offers a house-like shower, toilet, kitchen, and even a washer/dryer combo so you can have the most unique glamping experience. Enjoy complete privacy since the airstream is completely fenced off. Its only 12 minutes from the Englewood Beach, 5 minutes from shopping and restaurants

Studio, pool, private beach, boat dock shark teeth
Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

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.

Mermaid House on Wilhelm A- Manasota Key, FL
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.

Gulf Side Condo Englewood Florida
This cozy condo has a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy Gulf breezes and sunsets from the porch or the beach.

1 bed apart/full kitchen 5 min. drive to the Beach
Ready to relax at the beach with a cold drink? Englewood FL. has 3 nice beaches to choose from. Venice has nice shopping and lots of sharks teeth.This nice apt. is ideal for those that want to go to the beaches and look for sharks teeth,eat great local food and enjoy the beautiful Southwest Florida weather.The Wi-Fi is not the best but should run Netflix. A percent of our earnings goes to a few international charities

TROPICAL OASIS, MINUTES FROM THE BEACH!!
This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

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

Bayview: Waterfront sunsets, pool, hot tub, dock

Gulfstream Haven

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

Englewood Cottage with Pool, Hot Tub, and Fire Pit

Private Heated Pool/Spa, 4bed/2bath, Fenced Yard

Villa Sanddollar Awaits ! 1071HS

Tropical Paradise
Family- and pet-friendly home rentals

A Perfect Escape Near the Beach (Pet friendly)

Short walk to beach 4, King bed, Dog Friendly

*Cozy 2 bedroom just miles from The beach

3 Bedroom Home | Heated Pool | Close to Beaches

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Spot manatees from your balcony

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

Waterfront 3 Bedroom Condo with Beach Access
Family-friendly home rentals with a pool

Bay Breeze @ManasotaKeyCondos

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

Beach Day & Game Nights, Hetd Pool, 6 min to Beach

Luxury Retreat: Oasis with Pool & Putting Green.

*Pinehurst Paradise* Pool-3 Bed/3 Bath-Golf View

A little slice of paradise

Beach Bliss Retreat on Manasota Key - Ocean View

Gulf front romantic cottage in paradise
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £145 | £158 | £168 | £145 | £130 | £128 | £128 | £121 | £116 | £116 | £125 | £133 |
| 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 holiday rentals that are family-friendly in Englewood

Total holiday rentals
Explore 860 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 15,920 verified reviews to help you choose

Pet-friendly holiday rentals
Find 300 rentals that welcome pets

Holiday rentals with a pool
480 properties feature pools

Rentals with dedicated workspaces
410 properties have a dedicated workspace

Wifi availability
850 of Englewood holiday rentals include wifi 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
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Beach house rentals Englewood
- Rentals with outdoor seating Englewood
- Villa rentals Englewood
- Rentals with pools Englewood
- Apartment rentals Englewood
- Fitness-friendly rentals Englewood
- Rentals with a firepit Englewood
- Flat rentals Englewood
- House rentals Englewood
- Rentals with beach access Englewood
- Rentals with a hot tub Englewood
- Rentals with a fireplace Englewood
- Rentals with a washing machine and dryer Englewood
- Rentals with lake access Englewood
- Rentals with a kayak Englewood
- Rentals with a patio Englewood
- Beachfront rentals Englewood
- Beach apartment rentals Englewood
- Waterfront rentals Englewood
- Pet-friendly rentals Englewood
- Family-friendly rentals Sarasota County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Coquina Beach
- Caspersen Beach
- Lido Key Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Myakka River State Park
- Lakewood National Golf Club
- Stump Pass Beach State Park
- Img Academy
- Marie Selby Botanical Gardens
- Blind Pass Beach
- Tara Golf & Country Club
- North Jetty Beach
- South Jetty Beach




