Family-friendly holiday rentals in Englewood

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Popular amenities for Englewood family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cottage in Sarasota
4.84 out of 5 average rating, 45 reviews

Siesta Key Cottages Crescent 1C Beach/Pool/Hot Tub

TerriRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Punta Gorda
4.92 out of 5 average rating, 25 reviews

Burnt Store Marina- Harbor Towers, 2bdrm, GulfView

MaryRating, 5 stars2 months ago
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!
Guest favourite
Villa in Rotonda West
4.89 out of 5 average rating, 35 reviews

Badger house, full refund*, heated pool, sleeps 6

AntonioRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Cape Coral
4.99 out of 5 average rating, 90 reviews

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks

ChristineRating, 5 stars1 month ago
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 !
Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 5 reviews

Private View Villa/Heated Pool/Pickleball/7883

NicolaRating, 5 stars1 month ago
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!
Superhost
Home in Punta Gorda
4.92 out of 5 average rating, 13 reviews

Canal Front Home with salt water Pool and Hot Tub

JoyceRating, 5 stars2 months ago
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.
Guest favourite
Home in Rotonda West
4.92 out of 5 average rating, 39 reviews

Amazing Lagoon | Rock Grotto Swimming Pool | Spa

MarkRating, 5 stars10 months ago
Amazing, clean place. Great pool
Superhost
Home in Sarasota
4.93 out of 5 average rating, 14 reviews

Beautiful 2/2 villas on Palmer Ranch

AlexisRating, 5 stars1 month ago
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

Guest favourite
Condo in Englewood
4.91 out of 5 average rating, 65 reviews

Key Condo located on Manasota Key

MistyRating, 5 stars1 month ago
Great location! Beach was steps away. Wish we could have stayed longer. Would definitely stay here again.
Superhost
Home in Englewood
4.88 out of 5 average rating, 33 reviews

Englewood Cozy Comfy Home B

RayRating, 5 stars3 months ago
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
Superhost
Home in Port Charlotte
4.84 out of 5 average rating, 156 reviews

Waterfront Pool and Dock! Great Family Retreat

IsaacRating, 5 stars18 months ago
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.
Guest favourite
Home in Sarasota
4.81 out of 5 average rating, 140 reviews

Vacation Paradise Close to Beach!

AprilRating, 5 stars2 months ago
What a beautiful home! It had all the comforts and convenience of being home. Jane was very responsive to any questions we had.
Guest favourite
Home in Englewood
5 out of 5 average rating, 16 reviews

Low Rates Serene Lake Frt-Pool Home 3Bd/2Ba/Lr/Kt

ShawnaRating, 5 stars3 weeks ago
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.
Superhost
Bungalow in Englewood
5 out of 5 average rating, 13 reviews

Water's Edge Boaters' Bungalow on Lemon Bay #2

AbigailRating, 5 stars30 months ago
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!
Guest favourite
Villa in Rotonda West
4.98 out of 5 average rating, 50 reviews

Lakehouse

DavidRating, 5 stars4 months ago
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!
Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 29 reviews

Right on the bay! Heated pool! King bed

DavidRating, 5 stars1 month ago
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

Top Guest favourite
Home in North Port
4.79 out of 5 average rating, 152 reviews

3 bdrm Pool Home / Quiet Cul De Sac

JeffRating, 5 stars2 months ago
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
Superhost
Home in Burnt Store
4.59 out of 5 average rating, 27 reviews

Breezy Palms located near Coral Oaks Golf Course

JessicaRating, 5 stars11 months ago
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!
Top Guest favourite
Condo in Sarasota
4.81 out of 5 average rating, 16 reviews

Beachfront - 3 BR- Heated Pool - Free Boat Docks

MariaRating, 5 stars9 months ago
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.
Superhost
Villa in Rotonda West
5 out of 5 average rating, 36 reviews

Comfortable 4/2, large pool deck and canal view

GailRating, 5 stars16 months ago
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.
Home in Rotonda West
4.71 out of 5 average rating, 14 reviews

Tranquil 3 bed 4 bath, heated pool+spa. Welcome!

PhyllisRating, 5 stars29 months ago
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
Home in Rotonda West
5 out of 5 average rating, 13 reviews

Spacious Pool and Expansive Canal Views #811

IonRating, 5 stars37 months ago
Great place, clean, spacious, second year staying here , thank you
Superhost
Condo in Placida
4.96 out of 5 average rating, 53 reviews

Tropical Island Getaway with Ferry & Parking Incl.

KenRating, 5 stars12 months ago
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.
Home in Cape Coral
4.76 out of 5 average rating, 205 reviews

Tropical Escape

BlakeRating, 5 stars2 weeks ago
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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