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Family-friendly vacation rentals in Holmes Beach

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Holmes Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A sandy pathway leads through lush greenery, providing access to a charming two-story building. The structure features a spacious balcony, surrounded by palm trees and local vegetation, under a bright blue sky with scattered clouds.
Apartment in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars4 weeks ago
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
Top guest favorite
The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.
Apartment in Indian Beach-Sapphire Shores
4.96 out of 5 average rating, 169 reviews

ROYS PLACE Romantic, Private, Paradise!

KellyRating, 5 stars2 weeks ago
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.
Top guest favorite
A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.
Condo in St. Petersburg
4.98 out of 5 average rating, 268 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

SarahRating, 5 stars1 week ago
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!
Guest favorite
A serene beach scene stretches across the horizon, featuring soft, sandy shores against a calm, azure ocean. Gentle waves lap the beach, while a few people walk along the water's edge, under a clear blue sky.
Condo in Redington Shores
4.83 out of 5 average rating, 251 reviews

Beach Front Condo 3 bathrooms 3 bedrooms/5 beds

MaritzaRating, 5 stars3 weeks ago
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!
Superhost
A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.
Condo in St. Petersburg
4.86 out of 5 average rating, 464 reviews

Waterfront condo on top floor @ Boca Ciega Resort

KirstenRating, 5 stars2 weeks ago
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!
Top guest favorite
Apartment in Dunedin
4.99 out of 5 average rating, 244 reviews

Tropical Paradise

NancyRating, 5 stars2 weeks ago
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!
Top guest favorite
A clear blue pool is surrounded by lush greenery, including palms and other tropical plants. A red umbrella provides shade over a seating area nearby, while lounge chairs are positioned along the pool's edge, inviting relaxation in a serene outdoor setting.
Guest suite in Largo
4.97 out of 5 average rating, 372 reviews

Private Pool, Jacuzzi, Walk to Beach.

JenniferRating, 5 stars3 weeks ago
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!!
Guest favorite
A heated pool with a vivid blue surface reflects sunlight. Two bright blue lounge chairs sit invitingly at the pool's edge, surrounded by a spacious deck area featuring additional lounge chairs. A grill is positioned nearby, enhancing the outdoor enjoyment.
Home in Sarasota
4.96 out of 5 average rating, 184 reviews

The Palms-Private Heated Pool Hot Tub-5mi to beach

DennisRating, 5 stars1 month ago
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

Guest favorite
A private tropical heated pool is framed by lush greenery and palm trees. A lounge chair with a colorful towel rests beside the tranquil blue water. The inviting pool area is enclosed in a screened area, enhancing privacy and comfort.
Home in Bradenton
4.95 out of 5 average rating, 259 reviews

Paradise Retreat

TeresaRating, 5 stars1 week ago
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!!
Guest favorite
A spacious bed is centered in the room, layered with neutral-colored bedding and decorative pillows featuring floral patterns. Flanking the bed are two bedside tables topped with lamps, and a large piece of artwork depicting a beach scene hangs above.
Apartment in Bradenton Beach
4.9 out of 5 average rating, 126 reviews

Newly Remodeled Beachfront Studio - On the sand!

AnnetteRating, 5 stars1 week ago
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.
Guest favorite
The bungalow features a bright yellow exterior with a charming front porch and large windows. A gravel pathway leads to the home, surrounded by lush greenery. An outdoor seating area with a red umbrella and chairs is visible, providing a cozy spot for relaxation.
Bungalow in Rosemary District
4.87 out of 5 average rating, 131 reviews

2BR, 2BA home in the heart of downtown Sarasota

JacquelineRating, 5 stars1 month ago
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!!
Guest favorite
A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.
Home in Sarasota
4.95 out of 5 average rating, 212 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

RebeccaRating, 5 stars2 weeks ago
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 .
Guest favorite
A vibrant courtyard is filled with tropical plants, colorful lounge chairs, and a tiki bar. Unique garden decorations and a fish pond with a waterfall enhance the lively atmosphere. Striped umbrellas provide shade over the seating areas, creating a welcoming outdoor space.
Townhouse in Sarasota
4.95 out of 5 average rating, 367 reviews

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙

RanceliRating, 5 stars1 week ago
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.🥰♥️
Superhost
A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.
Apartment in Belleair Beach
4.7 out of 5 average rating, 461 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

MichelleRating, 5 stars4 weeks ago
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!!
Top guest favorite
The outdoor space features a tropical saltwater pool surrounded by a screened-in enclosure. Comfortable loungers are positioned beside the pool, with several chairs visible in the background. Lush greenery and a spacious covered entertainment area enhance the inviting atmosphere.
Home in St. Petersburg
4.9 out of 5 average rating, 376 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

EdgarRating, 5 stars3 weeks ago
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!
Top guest favorite
The exterior of a bungalow is surrounded by lush tropical greenery, featuring large leaves and colorful plants. A bright blue wall enhances the entrance, which is flanked by a window. A gravel pathway leads to the door, contributing to a serene environment.
Bungalow in Indian Shores
4.93 out of 5 average rating, 214 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

StephanieRating, 5 stars3 weeks ago
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

Guest favorite
A single-story townhouse features a welcoming entrance flanked by two sets of glass doors. Lounge chairs are positioned on a freshly manicured lawn, surrounded by shrubs and palm trees. Blue skies are visible above, enhancing the inviting setting.
Home in Siesta Key
4.77 out of 5 average rating, 512 reviews

Beachfront Getaway in Siesta Key

AdairRating, 5 stars2 weeks ago
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!
Superhost
A clear heated pool is seen with shimmering blue water, accompanied by several lounge chairs positioned around the poolside. The area is landscaped with greenery, and a shaded pavilion is observable in the background.
Condo in Longboat Key
4.86 out of 5 average rating, 99 reviews

Sunset and beach view from your balcony Unit 403

NickiRating, 5 stars2 months ago
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.
Superhost
The heated swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing atmosphere. The pool area features a spacious deck with light-colored paving, while nearby buildings provide a serene backdrop, enhancing the inviting outdoor setting.
Condo in Clearwater
4.81 out of 5 average rating, 152 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

KristyRating, 5 stars2 weeks ago
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.
A heated spa is positioned adjacent to a spacious pool area, featuring blue water and a smooth deck. Lounge chairs are placed under umbrellas, and the Gulf of Mexico is visible in the background, framed by tropical landscaping.
Condo in Bradenton Beach
4.85 out of 5 average rating, 107 reviews

Oceanfront Condo for Beach Lovers

DraganaRating, 5 stars1 week ago
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!
Superhost
A heated swimming pool is depicted with clear blue water, surrounded by a spacious patio. Beach chairs and umbrellas are visible in the background, along with a view of the beach and ocean under a bright sky. Sun loungers are arranged neatly beside the pool.
Condo in Indian Shores
4.92 out of 5 average rating, 159 reviews

1 BR direct gulf front!

SusanRating, 5 stars6 months ago
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!
Apartment in Holmes Beach
4.95 out of 5 average rating, 104 reviews

Steps to Beach 2 Bd, 2 Bath Heated Pool AMI Holmes

GregoryRating, 5 stars1 month ago
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!
Top guest favorite
The heated pool is framed by a sunlit patio featuring lounge chairs and a view of the ocean. The clear blue water reflects the sky, providing a refreshing escape. A safety railing lines the pool entrance, and tropical vegetation is visible in the background.
Condo in Madeira Beach
4.88 out of 5 average rating, 60 reviews

Beach Front, Ocean & Gulf views ~ Las Brisas 506.

JeanmarieRating, 5 stars4 weeks ago
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.
Guest favorite
A large outdoor swimming pool is surrounded by palm trees and lounge chairs. The pool has clear blue water, and a depth marker indicates 6 feet 6 inches. A two-story building is visible in the background with an upper-level patio.
Apartment in Bradenton Beach
4.84 out of 5 average rating, 49 reviews

AMI Bridgeport 203 -Sunset View Retreat+ResortPool

DianaRating, 5 stars3 weeks ago
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

Destinations to explore