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

ROYS PLACE Romantic, Private, Paradise!
Roy’s place was comfortable, had good amenities, good location ( multiple beaches and restaurants in a close radius). The house was beautiful and just as described. The pool/hot tub, and outdoor seating was private and well maintained. Chairs, umbrella, and cooler were available to use which was a nice plus. We would definitely love to stay at this place again. Roy was quick to respond to any questions we had.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Cozy little place, well decorated and clean. Bed was comfy. The pull out bed was good enough for my 6 yr old, but would recommend bringing a pillow for it if you’re going to use it. There isn’t one in the room for it unless you use the main bedroom pillows. We beached most of the time and didn’t watch TV, but if we wanted to the couch wasn’t comfy for lounging around. We loved the balcony though! The only “complaint” would be all the coffee supplied was decaf and it was a shock the first morning after getting in super late. So, bring your own coffee just in case. Host was super helpful when there was any other issues. Very kind and accommodating! Plus they supplied plenty of TP and PT, beach towels and towels. Can’t wait to come back!

Waterfront Beach House Steps Away from #1 Beach!
We absolutely loved this space! We do an annual girls trip to Florida and we were so incredibly happy with the house, layout, amenities, cleanliness and location. Instructions were clear and posting is exactly as described. Can walk to everything in Clearwater from here. We cannot wait to go back!!

Waterfront condo on top floor @ Boca Ciega Resort
The condo was just what we were looking for. The kitchen was equipped with the basics and the view was wonderful. Tamara was friendly, responsive, and a great host. Would stay at her place again!

Tropical Paradise
Perfect oasis for a tropical getaway! Everything was just as described. Really enjoyed the use of bikes and Honeymoon Island is absolute paradise! Lori ands Gary were very attentive and quickly handled anything we needed!

Private Pool, Jacuzzi, Walk to Beach.
Robert was a great host! Lots of great local recommendations. His place was extremely clean and had everything you could need. Well stocked with essentials. Close to Indian Shores Beach and Clearwater Beach. Had chairs, umbrella and cooler to use at the beach, great amenity!! You won’t be disappointed!! Highly recommend to stay at Roberts place and we plan to be back soon!!

The Palms-Private Heated Pool Hot Tub-5mi to beach
This is our third time staying at Jonathan and Gretchen’s properties and they are all fantastic! Everything you need and more. Local host Ron is also fantastic and very helpful and fast to respond! A+ all the way around! A must stay if you want to go to Sarasota!

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
The location is perfect! Wonderful family home. The house has so much charm and is a hurricane survivor! Between the pool, beach at your back door and John’s Pass being a short walk away, I didn’t drive my car the entire time. So many fun items in the house and the sunsets……..❤️ Liz is great, the house was as promised and then some and the location! Best beach house ever!
Family- and pet-friendly home rentals

Paradise Retreat
Maggie’s place is perfect!! So convenient to everything you need!! Everything in house that you would need and also everything you need to go to the beach!!! Maggie is very fast to responding to any questions you have!! 5 star for sure!!

Newly Remodeled Beachfront Studio - On the sand!
Jeffery’s rental was perfect. He has such an eye for detail and it’s beautifully decorated. Our view of the ocean from the sitting area outside the rental was spectacular! The space contained everything you would possibly need and was extremely comfortable. This is our second stay at Shell Cove 1 and we highly recommend it to others.

2BR, 2BA home in the heart of downtown Sarasota
This place was a great home away from home for the week! It was clean, comfy, and cozy. It was in a great location, being about a 10 minute walk from some of the best local restaurants, and about 15 from downtown! We found a great breakfast spot I would highly recommend, called The Breakfast Company. Would definitely stay there again!! Great price and Erin was a great host with prompt and helpful responses when needed!!

2bed/2bath with POOL house, close by SIESTA KEY!!!
The house was exactly as described and was private and clean ! We loved the pool and how quiet and peaceful the neighborhood is . Very much enjoyed our stay as first time guests .

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
Mathew's place was exactly what I needed. Calm, quiet and very peaceful. I didn't hear the neighbors the whole time I was there. The beach was literally right out the window. So getting down there was very easy. Having a beach chair, cooler and bag in the condo was very convenient. The condo was very clean and homey. I liked being able to cook for myself and never having to leave the complex. I will definitely stay here again!!

4BR/3BA Pool Home 7mins to Madeira Beach-Sleeps 14
For those traveling to the area, this is the perfect spot! My family and I had a wonderful time and Stephanie and team were always there if we needed anything! Home is very close to the beach, plenty of places to sleep, beautifully designed, and in a great neighborhood. Would definitely plan to stay here again!

Historic Home with Boat parking 0.6M of Boat Ramp
We loved Ben and Ann’s place. It was just as described and more. Very comfortable and inviting. The location was perfect for us with great places to go within a short walk or drive. Ben and Ann were easy to contact if needed. Their home was comfortable and had all the amenities one could ask for. We highly recommend their place and will definitely return.

Private Beach Bungalow 1BR *Heated POOL**PETS ok
We recently wrapped up an AMAZING stay at The Lobster Beach Bungalow. Everything was as described- charming ‘old Florida’ feel and close proximity to the beach (50 steps). It felt like a miniature resort. We got to meet other vacationers staying at the other bungalows, which was pretty cool. We were even able to enjoy the pool on a day where the gulf waters were a little rougher. There are a lot of eateries within walking distance. We tried a different coffee shop every morning- yum! The bungalow itself was comfortable and had everything we needed for a great stay. The kitchen had we could have desired should we have decided to eat in. Too many yummy local eateries for that for us though! We also loved being able to have our fur babies with us, as no vacation is complete without our whole family. We look forward to returning next year with some extended family to experience this peaceful paradise. Thank you, Liz, for creating a place that feels like home away from home!
Family-friendly home rentals with a pool

PN-near Beaches and IMG, Pool, Tennis, Pickleball
Absolutely worth it. We spent time on Manatee Beach, had great dinners at the Ugly Grouper, Anna Maria’s Oyster House and Marina Jacks which was more upscale. The house was super clean and very comfy. Last eve was spent in pool and hot tub. Also owners were responsive to any requests. i would recommend this place and stay again myself. We also rented a catamaran 3 hour tour 😉 at Kathleen D’s. very nice.

Pickleball | Heated Pool | Game Room | 4 Min to Be
We had a great time. Super clean, beautiful home, full of extras. The property has many things to do and keep everyone entertained. Great communication, definitely one of our favorite vacation homes. Can’t wait to stay here again!!!

Sunset and beach view from your balcony Unit 403
This place was just what we needed for some rest and relaxation. Everything was exactly as listed. Extremely clean and well supplied with towels and all your kitchen needs. The views from our balcony and the sounds of the ocean were priceless. If you’re looking to get away from it all and disconnect, this is the place!! You will not be disappointed.

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
The location was close to the places we attended for a wedding. Host was very informative and provided recommendations of places to go and things to do. We will be repeat guests.

Anna Maria Island TH - close to beach, pool!
We had a wonderful stay at this townhouse. It was located close to everything. The place itself, had everything we could want! It was super clean and very comfortable! We would most definitely stay here again, and are already planning for our future trip! Thank you again, Sean!

1 BR direct gulf front!
Due to the hurricanes there was still some work going on at the Condo and on the beach. We completely understood and knew this might be the case coming in. Our goal was to relax and unwind and that is what we did! We loved the location - the ocean view from the deck and the short walk to the beach. The bed was relatively comfortable - not too hard. There were plenty of things in the kitchen to make using it easy. We walked and hung out on the beach a lot which was our plan. The pool is small but was nice. There are restaurants and stores within relatively close driving distance. When we had a question everyone was quick to get back to us. Overall a truly wonderful experience!

Steps to Beach 2 Bd, 2 Bath Heated Pool AMI Holmes
We had a pleasant stay in a great location, just steps from the beach! Julie and Alex were awesomely incredible, anytime we reached out, they responded quickly and took care of everything right away. Their attentiveness and communication really made the experience smooth and stress-free. Would definitely recommend for anyone looking for a relaxing beach getaway!

Waterfront Saltwater Pool Villa A+ Location!
My husband and I are feeling incredibly grateful to have been able to come back to this beautiful home in Indian Rocks Beach, Florida. The home is so clean, and so inviting. Rachel is an amazing hostess. This place holds such a special charm, made even more meaningful as we see the community still coming together to rebuild after last year’s Hurricane . The resilience and warmth of the people here is truly inspiring—it’s a reminder of the strength that comes from unity. We’re humbled to have witnessed this.
Quick stats about vacation rentals that are family-friendly in Holmes Beach
Total rentals
1.1K properties
Nightly prices starting at
G$16,746 GYD before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
340 properties allow pets
Rentals with a pool
940 properties have a pool
Rentals with dedicated workspaces
510 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
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- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
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- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park