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Family-friendly vacation rentals in Englewood

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Englewood family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Two condominium buildings are visible from the marina, featuring colorful exteriors and multiple floors. A calm waterway reflects the structures, with several boats docked along the wooden pilings. Lush greenery and palm trees surround the area, adding to the coastal ambiance.
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!
Superhost
The living area is furnished with two large sofas and a coffee table, set upon a blue and white area rug. A painting with a serene landscape hangs on the wall, while a ceiling fan adds comfort. Natural light enters through large windows, enhancing the open layout.
Home in Cape Coral
4.87 out of 5 average rating, 150 reviews

Villa Scottsdale -Waterfront Home with Pool

CarlosRating, 5 stars4 weeks ago
We rented the house for a family reunion of 7 people, we ended up going only 6 people. We had a great time , we spent most of the time by the pool and inside the Jacuzzi and the pool. I will suggest to the Host to a couple of Lights or Flood lights in the back patio by the pool area. If you want to cook a BBB, you have to do it before it gets dark, the only light is the one inside the pool.
Top guest favorite
An aerial view showcases a vibrant community surrounded by lush greenery. A swimming pool is visible alongside a hot tub and a mini putting green. Two tennis courts are situated nearby, and a tranquil pond complements the landscape.
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
A well-maintained outdoor area features a spacious saltwater pool alongside a hot tub. The pool is surrounded by a tiled deck with potted plants, while a screened enclosure provides a barrier to outdoor elements. Comfortable seating options are visible in the background.
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 favorite
The charming exterior of the home is framed by lush greenery and palm trees, featuring a well-maintained front yard. A paved driveway provides access to the garage, while bicycles are visible in the driveway, suggesting outdoor activity options.
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
A spacious bedroom is shown with a large, intricately designed bed covered in a colorful quilt. A decorative area rug is placed on the tiled floor. Natural light filters through vertical blinds from a sliding glass door, while a television and a red accent chair are positioned nearby.
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!
Superhost
An inviting outdoor space features a pool surrounded by a spacious deck, with lounge chairs positioned for relaxation. Sunlight reflects off the water, with vibrant green plants adding a touch of nature. The enclosed area allows for an unobstructed view of the tranquil canal.
Home in Cape Coral
4.53 out of 5 average rating, 19 reviews

Villa Pelican Bay

MarkRating, 5 stars5 months ago
Enjoyed our stay anything that we needed that we usually have it at our own home was there and even more very responsive to any questions the electricity thing kind of got me, but to my understanding Cape coral has very high electrical bills so I let that go quiet neighborhood, friendly neighbors
Guest favorite
An aerial view of a spacious vacation home reveals a private pool surrounded by a stone patio. A quaint hot tub is adjacent to the pool. Lush greenery and colorful landscaping enhance the outdoor space. A spiral staircase leads to a scenic viewing deck above.
Home in Port Charlotte
5 out of 5 average rating, 82 reviews

Myakka River Retreat In Port Charlotte

ShelleyRating, 5 stars3 months ago
We had a wonderful stay at Paul and Nanci’s place! The space was clean, comfortable, and beautifully decorated, making it feel like a home away from home. Paul and Nanci were excellent host, providing clear instructions and thoughtful touches throughout our stay. The highlight was definitely the breathtaking view from the observation deck – it was absolutely stunning, especially at sunset! And as for the fishing, the fish definitely bite – we had a great time casting a line and even caught a few! The location was perfect, with easy access to local attractions and restaurants. I highly recommend staying here and would definitely return on my next trip! Thank you, Paul and Nanci, for such a great experience!

Family- and pet-friendly home rentals

Guest favorite
Large windows invite natural light into the space, offering a view of palm trees and the exterior of nearby buildings. A small white table is positioned near the window, enhancing the open and airy feel of the room.
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
A calm canal view is presented from the dock, featuring still water reflecting the surrounding greenery. A wooden structure extends over the water, with a white fender attached. Palm trees and quaint homes line the opposite bank, enhancing the serene environment.
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 favorite
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.
Superhost
The exterior of a newly renovated private home is showcased, featuring a low-pitched roof and a tan facade. Two large windows are visible, flanked by landscaped areas with shrubs. A paved driveway provides access to the main entrance, along with a green trash bin positioned by the front.
Home in Englewood
4.96 out of 5 average rating, 45 reviews

Englewood Cozy Comfy Homes A

Roger & MindyRating, 5 stars4 months ago
The Duplex was very, very clean. The Charging Station located on the leather sofa was a wonderful extra benefit! Doris was quick to respond to the beeping smoke alarm at the time we checked into the Duplex. Another unexpected plus included the LED lighting on the King Bed headboard! The duplex is on a quiet street but also quick & easy access to a main highway. We were very pleased with our stay and will consider staying here next time.
Guest favorite
The lanai features a large heated in-ground pool surrounded by a screened enclosure. Comfortable lounge chairs and a dining table with umbrellas provide seating options. Lush greenery and a serene lake are visible in the background, enhancing the tranquil outdoor space.
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.
Top guest favorite
A bright living room is showcased, featuring a glossy floor and large windows with sheer curtains allowing natural light. Two patterned chairs are positioned next to a small table, complemented by a dark sectional sofa. A ceiling fan adds functionality to the space.
Bungalow in Venice
4.89 out of 5 average rating, 84 reviews

Bright, comfy, and near the beach!

DianeRating, 5 stars3 months ago
Our visit at Adam and Mirka’s place was great; quiet neighborhood, friendly neighbors and walkable with almost no traffic. Their house was very clean and well taken care of. The furniture was comfortable, the kitchen was well stocked, and the grill was perfect for a BBQ. When I sent questions, Mirka was very quick in her response. Our dogs loved ‘hunting’ for the lizards in the fenced back yard and kept Augi busy for long periods of time. No worries though, he never caught one. The surrounding area is wonderful for taking bike rides. My husband ‘found’ and ‘created’ many excursions for us to take that usually amounted to 13-15 miles - just perfect for enjoying the beautiful weather. We would definitely like to rent Adam and Mirka’s place again if/when we vacation in Venus, FL again. We had a wonderful time!
Guest favorite
A spacious pool area is showcased, featuring a clear blue pool surrounded by a screened-in enclosure. Lush greenery and a serene lake are visible in the background, providing a tranquil setting. The bright sky enhances the open atmosphere of the space.
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 favorite
Lounge chairs with decorative blue cushions are arranged on a patio, overlooking a serene body of water. A lush green lawn extends in front of the water, and the sky is tinted with soft hues of orange and pink from the setting sun.
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 favorite
The exterior of the property features a well-maintained lawn with vibrant green grass and a variety of tropical plants. Tall palm trees create a serene atmosphere in front of a single-story house, with a driveway leading to a light-colored facade and a two-car garage.
Home in Venice
5 out of 5 average rating, 38 reviews

The Palms on Shamrock-3 King Beds, Fence, Pets ok

MargaretRating, 5 stars1 month ago
After seeing all of the beautiful pictures & glowing reviews, we went to The Palms on Shamrock with high expectations. We were NOT disappointed!! It really felt as if we were guests in Greg & Tracy’s home instead of renters. That same courtesy extended to our fur baby as well. I was a flight attendant for 25 years so our family has traveled a lot. This vacation was special. None of us wanted to leave. It’s easy to see why they have so many return guests. The Bradley family will definitely be back 🤗
A single-story home is presented with a light exterior and a tiled roof. Multiple large windows allow natural light to fill the spacious entryway. Lush greenery and landscaping surround the entrance, providing a welcoming view. A neatly manicured lawn leads up to the driveway.
Home in Englewood
5 out of 5 average rating, 3 reviews

Tropical Paradise

LindaRating, 5 stars84 months ago
This home is beautiful, well maintained and clean, it is a little ways from the beach but not bad. Because of the pool you can enjoy a swim anytime you want. It is a great place to relax and enjoy your time away.
Top guest favorite
An aerial view captures the beachfront condo complex adjacent to the Gulf of Mexico. The serene turquoise waters stretch along the coastline, while the boat docks are visible along the Intracoastal Waterway, offering easy access for boating enthusiasts.
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
A spacious pool area features a heated pool surrounded by comfortable lounge chairs. A dining table with chairs is positioned nearby, all under a screened enclosure that offers views of the green landscape beyond.
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.
Guest favorite
A heated pool is enclosed by a screened patio, featuring clear blue water reflecting natural light. The surrounding greenery offers a serene backdrop, enhancing the tranquil atmosphere of the space.
Home in North Port
4.81 out of 5 average rating, 106 reviews

Well Appointed and relaxing Pool Home

DonnaRating, 5 stars5 months ago
Paul’s house is in a very quiet neighborhood. We found the house clean, the kitchen was well stocked, there were nice beach chairs and beach towels to use and the pool was well heated. The beds were comfortable with nice linens. Paul was quick to respond to our question we had. It’s definitely a place we will stay again.
Guest favorite
A screened lanai displays a spacious pool surrounded by several lounge chairs. Bright sunlight reflects off the water, while palm trees create a serene backdrop. A barbecue grill is positioned nearby, with a clear view of the home and outdoor seating area.
Home in Rotonda West
4.91 out of 5 average rating, 89 reviews

Sun & Sand Spacious Vacation Canal Pool House

BridgetRating, 5 stars1 week ago
We thoroughly enjoyed our stay at William's place! It was peaceful and spacious, and the pool was a huge hit for our three teenagers! They have a beautiful home and shared many amenities with us to use during our stay. Public beaches weren't too far, and they provided recommendations in nearby areas. We will definitely be staying here again!
An outdoor lanai features a heated pool and spa, enclosed by high-grade bug screening. The pool area is surrounded by well-maintained gardens, with views of the tranquil surroundings. The patio area includes a smooth, tiled surface with easy access to the water.
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
A bright and spacious living area features two comfortable sofas and an armchair, arranged around a glass coffee table. A flat-screen TV is mounted on the wall, and a ceiling fan is positioned overhead, enhancing the airy feel of the room.
Condo in Englewood
4.87 out of 5 average rating, 63 reviews

Affordable Relaxation at Palm Manor

TaraRating, 5 stars22 months ago
Mitchell’s place was so nice and homey for our family. My mom, my fiancé, our 8 month old and I all stayed here very comfortably. The two chairs in the living room were rockers so that was a HUGE plus for having a baby. The beach was a super short drive and there is an AWESOME goodwill right next door- if you’re into thrifting like me you’ll love this :) Farlows on the water was an amazing place for lunch. Ken and Barbs was a great place for dinner. Then to top it off, Made in the Shade is a nearby ice cream place that was also delicious. We enjoyed our stay and would love to travel back.

Quick stats about vacation rentals that are family-friendly in Englewood

  • Total rentals

    740 properties

  • Nightly prices starting at

    G$10,460 GYD 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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