Family-friendly vacation rentals in Holmes Beach

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Popular amenities for Holmes Beach family-friendly rentals

Family-friendly home rentals with a hot tub

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 stars3 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, 269 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

KathrynRating, 5 stars1 day ago
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!
Top guest favorite
A modern kitchen showcases white cabinetry with marble countertops and stainless steel appliances. Natural light floods through large windows, highlighting decorative accents and elegant floral arrangements. A central island is surrounded by bar stools, complemented by stylish area rugs beneath.
Townhouse in Clearwater Beach
5 out of 5 average rating, 122 reviews

Waterfront Beach House Steps Away from #1 Beach!

MariannaRating, 5 stars3 weeks ago
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!!
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, 465 reviews

Waterfront condo on top floor @ Boca Ciega Resort

AileenRating, 5 stars2 weeks ago
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!
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 stars4 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!
Guest favorite
The beachfront property is surrounded by sandy areas and lush greenery. A spacious patio features lounge chairs and is set against a backdrop of tall trees. The ocean can be seen in the distance, emphasizing the tranquil setting of this coastal home.
Home in Treasure Island
4.84 out of 5 average rating, 167 reviews

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets

JamesRating, 5 stars2 weeks ago
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

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 stars3 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 .
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 stars1 month 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
A spacious saltwater pool is framed by a tiled deck, with seating options including lounge chairs and colorful adirondack chairs. The tiki bar offers a shaded space with additional seating, while the bungalows can be glimpsed in the background, creating an inviting outdoor atmosphere.
Home in Seminole
4.97 out of 5 average rating, 193 reviews

4BR/3BA Pool Home 7mins to Madeira Beach-Sleeps 14

BenjaminRating, 5 stars4 weeks ago
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!
Guest favorite
The exterior of the home is framed by lush greenery and palm trees. A brick pathway leads to a welcoming entrance adorned with a combination of vibrant plants and trees, creating a serene outdoor environment.
Home in Palmetto
4.91 out of 5 average rating, 154 reviews

Historic Home with Boat parking 0.6M of Boat Ramp

SandyRating, 5 stars1 day ago
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.
Guest favorite
Bungalow in Indian Shores
4.9 out of 5 average rating, 205 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Josh and Sarah Rating, 5 stars3 weeks ago
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

Superhost
A screened-in patio features a round table surrounded by six bright red chairs. A ceiling fan is visible above. A peaceful lake view is framed by trees, with landscaped grounds and additional buildings in the background.
Apartment in Bradenton
4.9 out of 5 average rating, 31 reviews

PN-near Beaches and IMG, Pool, Tennis, Pickleball

LoisRating, 5 stars1 month ago
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.
Top guest favorite
A vibrant outdoor space features a heated saltwater pool surrounded by comfortable lounge chairs. Colorful shade sails provide protection from the sun, while an umbrella-shaded dining area accommodates eight. Lush palm trees complete the tropical ambiance, creating a perfect relaxation spot.
Home in Bradenton
4.99 out of 5 average rating, 100 reviews

Pickleball | Heated Pool | Game Room | 4 Min to Be

OmarRating, 5 stars6 days ago
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!!!
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 stars3 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.
Superhost
A heated pool is surrounded by lounge chairs and palm trees, creating a relaxing outdoor area. A shaded seating area is positioned nearby under an umbrella. Bright blue skies and greenery provide a serene backdrop to the pool space.
Townhouse in Holmes Beach
4.8 out of 5 average rating, 74 reviews

Anna Maria Island TH - close to beach, pool!

RogerRating, 5 stars1 week ago
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!
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!
Guest favorite
Villa in Indian Rocks Beach
4.9 out of 5 average rating, 97 reviews

Waterfront Saltwater Pool Villa A+ Location!

KarenRating, 5 stars1 month ago
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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