
Family-friendly holiday rentals in Englewood
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Top-rated family-friendly rentals in Englewood
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

Siesta Key Cottages Crescent 1C Beach/Pool/Hot Tub
Marc and Dave were incredible. They were responsive and proactive! I will definitely be back. We had a family of 7 and even though it was small, we were comfortable. The bikes were an added bonus and amazing to use for our trips to the Daiquiri Deck! Although the weather didn’t cooperate we still had an amazing time and would 10000% recommend this place. Traveling with 5 kids can be stressful and they made accommodations seamless!

Burnt Store Marina- Harbor Towers, 2bdrm, GulfView
A perfect retreat located in the Burnt Store Marina development. We enjoyed a week at this condo which was centrally located between Cape Coral and Punta Gorda. The condo was extremely clean and very well organized. Beds were very comfortable and we loved the little extras, such as an insulated beach bag, and beach towels. Kitchen was well supplied with pots, pans, dishes, wine glasses, and even a small supply of spices as we often eat in while on vacation and it was very nice not to have to buy. As boating people, this is a great neighborhood. Definitely research boat rentals, tours, fishing charters if you’re thinking of fun things to do. The highlight was traveling to Boca Grande beaches (3 times!) which was just stunning. We really enjoyed the pool in the afternoons and going over to the Cass Cay restaurant in the evenings. Bill was very responsive with any questions we had!

Badger house, full refund*, heated pool, sleeps 6
Stayed 4 nights at Lisa and Roberts place. Home was clean and had all necessary amenities plus bonus things like spices, cooking oils/sprays and coffee. Not to mention the beach items like ice chest, chairs and umbrellas. We did not utilize, but there were also kayaks and bikes in the garage. Hosts were quick to respond and were always friendly. For example, when we arrived the lockbox was missing and there was no key, but we were still able to enter using the provided garage door code. Within about 20 minutes after notifying them about the lockbox, Robert arrived to replace it. By then we had found the key sitting in a bowl at the kitchen desk, so we were able to place the key in the lockbox upon check out. A/C was nice and cool, hot tub and showers were nice and warm, pool was refreshing. So happy for the screened in Lanai to keep the bugs out of the pool area. The neighborhood and very quiet. Thanks Lisa and Robert.

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks
This is the second time my family has stayed at Connie & Dale’s. We absolutely love it. The home is gorgeous and well equipped with everything you need. The outdoor patio area and pool/ jacuzzi is amazing. So beautiful and relaxing. Will definitely be back !

Private View Villa/Heated Pool/Pickleball/7883
Spacious home with all the amenities you need, well equipped kitchen. We loved the lanai and had all our meals outside. Green and silent surrounding, nice neighbors. A lot of beautiful beaches within 45min (AMI) or just 15min (Siesta). Good shopping possibilities. We had a great time and will be back!

Canal Front Home with salt water Pool and Hot Tub
What a beautiful place to stay! It was so comfortable and quiet. The pool and Jacuzzi were awesome! We were 10 minutes from anything we needed. Great location and pleasant owners. They quickly responded to any of our questions. Would definitely reserve again.

Amazing Lagoon | Rock Grotto Swimming Pool | Spa
Amazing, clean place. Great pool

Beautiful 2/2 villas on Palmer Ranch
Loved our stay - the house came with everything you might need and having access to the pool, tennis courts, etc was amazing! Feels like a private resort. Highly recommend!
Family- and pet-friendly home rentals

Key Condo located on Manasota Key
Great location! Beach was steps away. Wish we could have stayed longer. Would definitely stay here again.

Englewood Cozy Comfy Home B
The rental had all the amenities needed for our stay. Location was good. The rental was very clean and had good furniture. Highly recommend and Doris was responsive to our needs. Would rent again

Waterfront Pool and Dock! Great Family Retreat
Beautiful spot, not far from numerous restaurants and things to do. Not far from the Charlotte Event Center. Good amenities, stocked cupboards (coffee filters, seasonings, etc). Definitely would stay here again if we visit.

Vacation Paradise Close to Beach!
What a beautiful home! It had all the comforts and convenience of being home. Jane was very responsive to any questions we had.

Low Rates Serene Lake Frt-Pool Home 3Bd/2Ba/Lr/Kt
Great location with lovely views. Home is very comfortable and super clean with perfect location with all the amenities you need. The host is very kind and she has excellent communication.

Water's Edge Boaters' Bungalow on Lemon Bay #2
I had the most delightful time at WatersEdge Bungalows. I loved the Old Florida feel with the terrazzo floors, brightly colored decor and well laid out floor plan. The setting was so charming with a kayak launch and easy access to the water right from the bungalow. For a peaceful, relaxing time, you could just stay put and sit by the waters edge just looking at sky and water ….and it all unfolds magically all around you …fish jumping and a variety of shore birds wading and flying before your eyes. I was without a car for a time. Not to worry, It is a 5 minute walk to Publix for groceries and a 15 minute bike ride to Englewood Beach. For entertainment, there are lots of fun restaurants and bars with live music very near by. Debi was super responsive with any question or need and super friendly. Fabulous experience. I’ll be back. Thank you!

Lakehouse
We loved our stay at Magi’s! She responded to all our questions almost immediately and was very kind! The home was absolutely beautiful with so many personal touches that really made the place feel like home. We loved being able to hangout by the pool and enjoy the beautiful sunsets! Everything we needed for our stay was on site and available for us to use. Traveling with two toddlers can sometimes be stressful so it was very nice having everything we needed when we got there. The neighborhood felt safe and peaceful. We were sad to leave and will definitely be rebooking with Magi for our next vacation!

Right on the bay! Heated pool! King bed
We had a awesome stay, sergiy was excellent in communication his home is beautiful and very clean. Book this place you will NOT regret. Thanks Sergiy
Family-friendly home rentals with a pool

3 bdrm Pool Home / Quiet Cul De Sac
Very nice home, plenty of space for larger family. We used the heated pool everyday. Stores within 5-10 driving minutes of property. Would definitely rent in future

Breezy Palms located near Coral Oaks Golf Course
We loved our stay! The house had everything we needed and loved watching the canal from the pool. On our last day we saw an iguana on the boat dock. The girls loved looking for baby geckos around the house and swimming. The fenced in area for the dogs was perfect. Additional beach items located in the garage to use. We will definitely stay with Vesteva again!

Beachfront - 3 BR- Heated Pool - Free Boat Docks
This was a great condo. Plenty of room and had all the amenities you could imagine since we flew. There were coolers, beach chairs, fishing poles and gear, plenty of beach towels. The washer/dryer in the unit makes all the difference. The beach was not over crowded and we saw dolphins almost every day and even had a manatee swim by on day 5. A green turtle had came up on beach but did not lay her eggs. I missed seeing her but she left tracks that looked like a 4 wheeler. Mote marine lab employees/ volunteers came out and talking with them was great. They do everything they can in this area saving turtles and that makes me so happy.

Comfortable 4/2, large pool deck and canal view
The home was very spacious and comfortable. Because I do a lot of cooking, I was grateful the kitchen was stocked with plenty of pots and pans, baking glassware, and lots of cooking utensils. The rest of the house was also well-stocked--plenty of towels, sheets, beach towels, etc. The lanai area had plenty of seating and was a great area to hangout around the pool. We had family visit for a week and the kids (and adults) loved the pool. Jennifer was great to work with--good communicator, very knowledgeable and helpful.

Tranquil 3 bed 4 bath, heated pool+spa. Welcome!
This is the second year in a row that our family stayed here for Christmas break. It's spacious for all of us with 2 young boys. My son loves the fishing in the canal and we all love relaxing on the lanai while the kids swim. It is the warmest pool we have ever had for swimming. We eat all our meals outside also when weather permits. Thanks again , Jo, for making Christmas break 2022 another wonderful time. The Carman's

Spacious Pool and Expansive Canal Views #811
Great place, clean, spacious, second year staying here , thank you

Tropical Island Getaway with Ferry & Parking Incl.
Lisa & Chris’s condo on Little Gasparilla Island is such a peaceful vacation. The condo is spotless. The beach is a wonderful place for long uncrowded walks. Sights of Manatees in the surf, fossilized sharks teeth in the sand & fresh turtle nesting tracks heading into the dunes. Bring lots of groceries over on the ferry when you first arrive. Then, It’s an easy ferry ride to the mainland for groceries to replenish your stocks after 3-4 days. The owners are very responsive and go out of their way to make their guests feel welcomed.

Tropical Escape
We were in the area for a baseball tournament and this was the perfect centrally located home. There’s a pool and fishing out back so the kids were busy when they weren’t at the field. Great host, very friendly. We will stay here again.
Quick stats about holiday rentals that are family-friendly in Englewood
Total rentals
740 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
410 properties have a pool
Rentals with dedicated workspaces
330 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Myakka River State Park
- North Jetty Beach
- South Jetty Beach
- Marie Selby Botanical Gardens
- Englewood Beach
- Tara Golf & Country Club
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Gasparilla Island State Park
- Blind Pass Beach