
Family-friendly vacation rentals in Holmes Beach
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Top-rated family-friendly rentals in Holmes Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Holmes Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Longboat Key-OCEAN FRONT- on the beach
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend

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
Just like the photos! Beautiful and comfortable for our stay… Love the location, close to everywhere we wanted to go! Comfortable bed, the couch could use some updating. The pool is very warm, but a nice spot to hang out. Didn’t get to see any dolphins 😞 Overall, enjoyed our stay, will definitely be back!

Beach Front Condo 3 bathrooms 3 bedrooms/5 beds
I loved the apartment very well equipped for everything you need to cook. The apartment has an amazing view, location is great, close to everything from restaurants, grocery stores, pharmacies, etc. I loved it!

Waterfront condo on top floor @ Boca Ciega Resort
We had a really nice stay. Well stocked home. Down to Q Tips and needed to purchase nothing in order to stay comfortably. Nice pool and hot tub and great work out room. Loved it!

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!
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 .

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙
I would definitely stay here again and again. We were delighted. Everything was very clean. The house is beautiful and very cozy. Jennifer is a lovely person, very attentive to everything and pleasant. If you're planning on going to the beach and staying in an Airbnb, do it here because this house is perfect for the occasion.🥰♥️

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!!

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!
My stay at Stephanie's property was very pleasant. I never had to call her. Everything at her property is excellent. The house is spectacular, the pool was GREAT!!!, and the fire pit was the best. I have no hesitation in recommending her property. Thank you, Stephanie!

Private Beach 2BR Bungalow *heated POOL* PETS ok
Great place to stay. Girls trip. We were on the beach every morning by 10 am. Very peaceful.
Family-friendly home rentals with a pool

Beachfront Getaway in Siesta Key
Our stay was so easy and enjoyable! Dior’s place is so cute and very clean. We were able to walk to multiple shops, bars, and restaurants. It was so nice to have our private beach access right down the sidewalk, and right beside the pool! We were also so glad that she was able to accommodate us on such short notice. Everything was perfect! This will definitely be our go-to place to stay when we visit Siesta!

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.

Oceanfront Condo for Beach Lovers
I had a fantastic stay at this beautiful place on Anna Maria Island, hosted by Ulrike. Ulrike was a great and responsive host—quick to reply and helpful throughout the trip. The home was very well-equipped, clean, and had everything I needed for a comfortable stay. The view was absolutely stunning and added so much to the experience. Overall, the stay was incredibly enjoyable, and I’d gladly return. Highly recommended!

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!

Beach Front, Ocean & Gulf views ~ Las Brisas 506.
Beautiful beautiful venue - beach right outside the door. Balcony great for just sitting and listening and watching the water. Host very receptive and helpful. Great restaurants right across the street. We found it very restful and relaxing.

AMI Bridgeport 203 -Sunset View Retreat+ResortPool
This was by far one of the best airB&Bs I’ve been to. Place was very clean and accommodating. Beautiful views from the living room and masters. We had no issues. We will definitely be back.
Quick stats about vacation rentals that are family-friendly in Holmes Beach
Total rentals
1.1K properties
Nightly prices starting at
G$16,745 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
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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