Family-friendly vacation rentals in Little Gasparilla Island

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Popular amenities for Little Gasparilla Island family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Cape Coral
4.89 out of 5 average rating, 47 reviews

White Sands - Tropical Rental with lots of Privacy

FredRating, 5 stars2 weeks ago
Very pleased The couple small issues upon arrival were addressed right away. We would stay at this wonderful home again. Thank you
Superhost
Villa in Cape Coral
4.94 out of 5 average rating, 35 reviews

Sunset Paradise - Beautiful Sunsets and waterfront

AlbertoRating, 5 stars33 months ago
The house we reserved was better than expected and everything was immaculate. Neil, the property manager responded right away when we called about a broken vaccum cleaner. Excellent response time and very professional. Unfortunately a thunderstorm damaged the AC and it couldn't be fixed right away, but Sean moved us right away to an even larger house. He even reimbursed us a day for our having to move and the night without AC. We definitely would rent from Sean again.
Top guest favorite
Home in Cape Coral
4.83 out of 5 average rating, 126 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

AshleighRating, 5 stars2 weeks ago
This house was absolutely incredible! From the moment we arrived, everything was spotless—even the baseboards and ceiling fans were immaculate. The home is super spacious, with room to spread out comfortably (even the garage was huge!). The kitchen was fully stocked with everything you could possibly need to cook indoors or grill outside, and there were multiple dining areas both inside and out. The pool and spa were beyond refreshing—clean, well-maintained, and surrounded by plenty of lounge chairs for everyone. We loved the outdoor eating area and the thoughtful extras like pool toys and bikes, which added a fun touch. My boys especially enjoyed exploring near the canal, which made for some great memories. The beds were super comfy, with plenty of extra linens and cozy throw blankets. The neighborhood was peaceful and quiet, and the house is in a perfect, central location. The hosts were amazing: extremely responsive and helpful.
Top guest favorite
Home in Cape Coral
4.99 out of 5 average rating, 90 reviews

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

ChristineRating, 5 stars3 weeks 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 !
Guest favorite
Home in Cape Coral
4.87 out of 5 average rating, 23 reviews

8 Lakes Location 3/2 Gulf Access w/Pool + Hot Tub

CrisRating, 5 stars4 months ago
This house is spectacular, great view, open floor.pla, great lanai, hot tub, pool. All amenities you need. Looking forward to visiting again
Guest favorite
Home in Cape Coral
4.9 out of 5 average rating, 20 reviews

Amazing villa with great water view.

MikeRating, 5 stars1 week ago
We had a fantastic stay! The house was incredibly well-equipped—there were plenty of essentials like paper towels, toilet paper, and all the little extras that make a stay comfortable and convenient. The pool and hot tub were both in perfect working order and made for a relaxing time day or night. The canal out back was a real highlight—great fishing with a wide variety of fish, including catfish, gar, and more. The house also came with five bicycles available for tenant use, which was a nice bonus, and there were TVs in every room—perfect for unwinding after a long day. The home felt truly luxurious, especially for the price. Jeff was a great host, and everything went smoothly. Highly recommend!
Guest favorite
Home in Rotonda West
4.92 out of 5 average rating, 39 reviews

Amazing Lagoon | Rock Grotto Swimming Pool | Spa

MarkRating, 5 stars9 months ago
Amazing, clean place. Great pool
Guest favorite
Home in Cape Coral
4.84 out of 5 average rating, 79 reviews

The Island Hideaway

EmilyRating, 5 stars2 months ago
Great place and location! Very nice home and outdoor space. Wish the pool heater worked while we were there but the hot tub offset the chill. Cozy space would love to come back and relax!

Family- and pet-friendly home rentals

Superhost
Villa in Cape Coral
4.74 out of 5 average rating, 66 reviews

3 Bed 2 Bath Heated Pool Home with Privacy Fence!

ScottRating, 5 stars2 weeks ago
Great home. We were very satisfied and would highly recommend this location.
Guest favorite
Apartment in Punta Gorda
4.9 out of 5 average rating, 39 reviews

Location! Walkable Punta Gorda - The Cottages

NatashaRating, 5 stars3 months ago
In one word. "PERFECT". The cottage is cozy, clean, and beautifully decorated. Deanne and Nancy clearly put a lot of thought into what they would want and need in a cottage rental. Free of clutter the cottage was beautifully appointed while also being cozy. A fleece throw was rolled up in a basket for the chilly nights or mornings which I was grateful for. I absolutely loved that Deanne and Nancy had a "kick off" tray (for lack of a better term) providing coffee and snacks for your first evening/ morning until you make it to the grocery. The area felt safe and was well lit. I drove most of the time and the location was easy to get in and out, as well as being walkable. I can see why Deanne and Nancy's cottages are booked so far ahead and I highly recommend. Thank you for a wonderful stay. Dont' change a thing.
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.
Superhost
Home in Cape Coral
4.81 out of 5 average rating, 154 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars2 months ago
We spent the month of March at this home and enjoyed the experience. With only solar heat we were afraid we wouldn’t use the pool but it was great and enjoyed lots of floats. We thoroughly enjoyed the outdoor area and beautiful canal views. Everything looked like the pictures. We loved the quiet neighborhood too
Guest favorite
Home in Englewood
5 out of 5 average rating, 16 reviews

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

ShawnaRating, 5 stars1 week 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
Home in Englewood
4.87 out of 5 average rating, 62 reviews

Turtle Nest Retreat - Manasota Key (upper unit)

BenjaminRating, 5 stars1 month ago
Dana was an amazing host. The space was beautiful and magical. We can’t wait to return again. Thank you for everything.
Guest favorite
Home in Venice
4.76 out of 5 average rating, 136 reviews

Vacation home by Shasta Rd

JudithRating, 5 stars2 months ago
The house was comfortable, and the kitchen was well stocked with all the dishes and cookware we needed. The location overlooking the pond is a highlight. The many kinds of birds that come onto the lawn and right onto the patio are fun to watch. As are the turtles and alligators that swim by all the time! The water in the area isn’t great, so there is a reverse osmosis filter in the kitchen for drinking and cooking water. But the water in the rest of the house isn’t filtered, so the water in the tub and toilets and laundry is a little amber colored. It didn’t affect our clothes in the laundry, and we used bottled water to brush teeth, so it was fine. Overall, we really enjoyed our stay, and would come back again!
Guest favorite
Home in Cape Coral
4.92 out of 5 average rating, 89 reviews

Honolulu East - Vacation home w/ Gulf-access canal

EileenRating, 5 stars1 month ago
Our stay at Matt‘s place was wonderful. The house was comfortable and well stocked with everything we needed. The lanai and the pool was so welcoming! We spent a lot of time out there. It was so peaceful to sit in the chairs by the canal and enjoy the surroundings. I will definitely be back.

Family-friendly home rentals with a pool

Superhost
Vacation home in Englewood
4.88 out of 5 average rating, 76 reviews

Manasota Beach Vacation Rental

DuaneRating, 5 stars1 week ago
We enjoyed our stay at this home. The area is extremely quiet and easy to locate. The home is exactly as described in the listing with a very private back yard/pool area and ease of house rules. Having stayed at multiple rentals in the area previously, the location is near impossible to beat if you intend on a "beach" vacation. We would stay here again without hesitation.
Guest favorite
Condo in Englewood
4.73 out of 5 average rating, 168 reviews

Manasota Key Condo Bay side Beach Access

TrentRating, 5 stars3 months ago
Great place, great stay.
Superhost
Home in Cape Coral
4.53 out of 5 average rating, 77 reviews

Heated Pool | Gulf Access Canal | Dock | BBQ

TimRating, 5 stars2 months ago
We were 7 in our group and had plenty of space for everyone. Back porch had lots of room to enjoy the spring break weather. House was fully stocked with silverware, plates, cups, and pots and pans.
Guest favorite
Home in Cape Coral
4.89 out of 5 average rating, 57 reviews

PARADISE SUNSET

NancyRating, 5 stars2 months ago
A beautiful location, very quiet neighborhood, yet within 1.5 miles of a large supermarket and drugstores. Pictures are very accurate of the home. We loved the outdoor pool area/lanai. There was an issue with the pool filter causing the pool to become too cold for swimming during the last few days, which was unfortunate for us, but that was not the hosts' fault, and they were very responsive, within minutes. The home as a very comfortable layout with several large sitting areas inside, as well as a very large lanai area. Kitchen is well equipped with everything we could need. We did not use the grill, but there was one available. We had an issue with the smoke detectors and, again, a simple text to our hosts brought immediate response and remedy. Alexina and her husband are lovely and very responsive. I would recommend this beautiful spot and we would return on our next trip to Cape Coral.
Superhost
Condo in Punta Gorda
4.77 out of 5 average rating, 120 reviews

Little Piece of Paradise

Heather Rating, 5 stars2 weeks ago
We enjoyed our stay at Judy’s! It was so relaxing and peaceful. We will definitely be back to visit again soon.
Superhost
Home in Port Charlotte
5 out of 5 average rating, 4 reviews

Sunset Paradise: Book your Summer Vacation

Margaret AnnRating, 5 stars3 months ago
Tom's place is beautifully furnished, comfortable, and spacious. It has everything you need to prepare meals. We used the pool everyday. Living on the canal was peaceful and relaxing. Tom is a great host and very responsive. We had a wonderful vacation and look forward to returning next year.
Superhost
Home in Venice
4.79 out of 5 average rating, 100 reviews

Venice lakefront house, enclosed heated pool

ChristinaRating, 5 stars11 months ago
I had a few questions at the beginning and Gregg responded promptly. The house was neat and tidy, loved the quietness of the neighborhood. We enjoyed the wildlife I even brought my binoculars lol, The kids & I got to see a baby gator. We enjoyed the pool and the weather was great. Definitely will be back… Thank you
Top guest favorite
Condo in Englewood
4.95 out of 5 average rating, 44 reviews

Tiki on the Bay

MichaelRating, 5 stars12 months ago
Deedra and her place were great. A relaxing place on the water with a pool, and a host who was responsive and polite. We couldn't have asked for anything more!

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