
Family-friendly vacation rentals in Greater Carrollwood
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Top-rated family-friendly rentals in Greater Carrollwood
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Popular amenities for Greater Carrollwood family-friendly rentals
Family-friendly home rentals with a hot tub

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.
This was our 2nd stay and it was just as pleasant as the first time! The extremely short walk right across the street to the beach, quiet neighborhood, less crowded section of the beach, along with the close proximity to restaurants makes it the perfect little getaway! It's probably the most well stocked home with everything you can think of needing (including both a hot pot and tea pot for your tea, beach towels, beach chairs, wagons, boogie boards ECT) It's a clean, comfortable place that makes us feel right at home. We also love the option of the hot tub to relax in for the evening. The hosts are very kind/helpful. It's the perfect little beach getaway. Thank you again! This place has a special place in our hearts. Happy memories made!

Spacious Home Solar-Heated Pool and Spa
Great value!! We loved the pool area and very quiet neighborhood!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
This airbnb was absolutely stunning....It had everything you could imagine to be able to enjoy your stay ..One thing they dont mention is the dolphins in the ocean that swim right up to the pool area several times a day.. The host Valerie was outstanding in making sure our stay was awesome...One day the pool was down , but Valerie made sure she accomdated us...Top notch customer service...We would recommend her Airbnb...You will be completely satisfied...

Waterfront Beach House Steps Away from #1 Beach!
Beautiful townhouse and accommodations were excellent! Very clean, close to the beach and surrounding stores and restaurants. Loved that we were able to use their wagon and beach chairs as well as the bikes to get around. Would definitely stay here again!

Beautiful and spacious condo centrally located
Alexandra was easy to communicate with, especially since I had made a change to the reservation. My daughter lives in the complex, and when there is overflow family visiting Tampa, I will definitely book this place again.

The Oasis
Russell’s condo was extremely clean, newly remodeled, and he was very responsive to our needs!! Helped us out so much! We would definitely come back! Thank you Russell

Waterfront condo on top floor @ Boca Ciega Resort
Her voice was very nice.The swimming pool area was very nice.We really enjoyed our stay. if I was staying in the area I would definitely stay again.Thank you very much for the hospitality

The Guest House at Riverbend Retreat Fla.
She was an amazing host, and the place was super nice and peaceful
Family- and pet-friendly home rentals

Beach 5-Min (Near Tampa & Clearwater)
Thank you Tom for a great stay 5 stars from us. House was spotless clean, easy access and very convenient location to beaches and restaurants. Fast response time great communication. Well done , will be booking again.

Adorable Dog-Friendly Cottage in Quaint Dunedin
Barbara was a great host. She responded so quickly to my questions. Her cottage was immaculate, organized and had everything you would need to feel like you were at home. Location was walking distance to downtown and the Pinellas County Trail was across the street. It was great to be able to have our dog with us. Fenced in area to let him out. Barbara even had dog treats!!

House of Relaxation
Great home with everything we needed, we really enjoyed our stay!!

Hyde Park Tree House, Tampa, FL - Great location
Peaceful treehouse in the heart of Hyde Park. The location is great, bed very comfortable and we enjoyed the screened porch .

Spacious Modern Retreat for Family Fun Near Tampa!
This is the second time I have stayed here. Great location and the host is very responsive.

Waterfront, Sunsets & Heated Pool & Pet Stay Free!
My fiancé and I along with our dogs had a great time staying at Elaine’s place! The house & views were beautiful. We will definitely be back.

Our Gemini Place: Comfort & Charm in Old Tarpon
It was very easy to communicate with Beth during the entire process. The house was cute and very clean. Just as described. Location was great, very centrally located

Pet Friendly | 5min Downtown | Safe+Parking | Apt1
Perfect place and location for small group on short stay visiting Tampa and the local area!
Family-friendly home rentals with a pool

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Perfect location, 4 minutes walk to beach. Nice, clean and worn swimming pool. Quiet area. Room was clean and comfortable. All needed for beach life. Fully equipped convenient kitchen.

Carriage House in North St. Pete
We had a wonderful stay here! It was very close to everything we wanted to do and their hospitality was phenomenal. We hope to come back and stay again sometime!

1920s Bungalow Cottage with Saltwater Pool!
This was a great space, loved the outside space, the hosts were very responsive to any questions we had! We loved our stay here.

Renovated Condo! Across the Street From The Beach
being 7 months pregnant this place was perfect for a quick baby moon! the beach is just a walk across the street, plenty of restaurants less than a 5 minute drive and had everything we needed for the beach as well.

Downtown Dunedin B&B - Rustic Cabin with Pool
Great place with a huge pool and the walk to downtown and surrounding shops was a stones throw away. The host answered with any questions we had promptly and provided my girlfriend and I was an outstanding stay! I would love to stay with you guys again as soon as I can! Thanks for a great weekend in Dunedin! What an awesome little town!!

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach
We just had the best family beach vacation at Mindy's place! The location cannot be beat. A very short walk to the beach with ice cream on the way. The pool was so nice to use every day as well. We really appreciated the outdoor shower by the pool to rinse off after the beach as well. The beds were soft and cozy and had everything we needed. We have small kids and so we really appreciated the beach wagons, toys, life jackets, and umbrellas and couldnt have done the beach without them since we flew in. The house is so cute and tropical and really felt like we were on vacation! My kids favorite part was the pool! Mindy went above and beyond to make sure we had everything for our stay and we really appreciated it! Cannot recommend this place enough!

2 PM Checkin- Heated Pool and Private Balcony
Christina was very helpful as we were in town for a cruise and they kick you off the ship at 8 am and Christina accommodated us in every way. Loved the place and the balcony. At night they start a fire and light the tiki lights and you can sit out there and listen to the sound of the waves hitting the rocks will your toes in sand. If I’m ever in Tampa I would stay again.

POOL VIEW IN A MODERN CONDO - Feel at Home
We had an amazing stay. We loved all the amenities. The condo was gorgeous. A super comfortable bed and pillows. Shower pressure was great and plenty of hot water. It was nice to have a washer and dryer in the unit. The kitchen was well equipped and convenient for breakfast and lunch. We went out to dinner every night because there are so many great restaurants in Clearwater and the surrounding communities. Thank you for allowing us to stay at such an amazing place!
Quick stats about vacation rentals that are family-friendly in Greater Carrollwood
Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
2.8K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Anna Maria Island
- Weeki Wachee Springs
- Dunedin Beach
- Anna Maria Public Beach
- John's Pass
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Adventure Island
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park