
Villa holiday rentals in Holmes Beach
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Top-rated villa rentals in Holmes Beach
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Popular amenities for villa rentals in Holmes Beach
Private villa rentals

NEW Family Haven: Near Honeymoon Island
This place was idyllic for the five kiddos 6 and under and 4 adults we had for a fun kick off to summer vacation. They thought of everything at this house to make it very family friendly: step stools, kid sized toilet seats, playroom, changing tables, noise machines, child locks on cupboards, pool toys, etc. We were blown away! And the location was perfection. 10 min and you’re at the serene Honey Moon Island; not much further to downtown Dunedin and then Clearwater beach. Truly the best stay for our summer beach vacation.

Paradise Villa- Sarasota
Amazing house and amazing pool. Very clean and well decorated. Neighborhood was fine as well. Its about a 20 min drive to Siesta Key but not really a problem considering how much you save and just how nice the house is. Host had umbrellas and chairs that we used while there which was great. Bed was comfortable and everything was amazing. Totally worth the price and would stay again.

Casa Del Sol
Laura’s place was beautiful and we had a lovely stay. We unfortunately did not have any pans, but Laura was very responsive and helpful and had brought over something for us to use and then ordered some off Amazon for us as well. The mattress in the master bedroom was a little too firm for us, but it didn’t hinder us or our sleep. Overall, everything was clean and amazing, Laura was very friendly and extremely responsive and we had a great time!

Newly Remodeled Luxury Beach Villa on Siesta Key!
We had a lovely stay at Villa 7! It was clean, comfortable, and had everything we needed (and more!). The kitchen was well stocked, the beach toys were a fabulous treat for the kids, and we loved the fun garage space! Kat was quick to respond to any questions and very friendly. We appreciated the clear instructions, recommendations, and information she shared with us. We walked to the beach and the pool and could easily rinse off using the outdoor shower. We also enjoyed walking to the Daquiri Deck & Captain Curts, and taking the free Breeze Trolley into the village. This location is great and the villa itself is very nice!! Definitely recommend :)

Siesta Key Palm Paradise w/ Heated Salt Water Pool
First time in Florida and what a wonderful house we got to stay at. The house is so beautiful we all loved the pool. Very quiet neighborhood. It’s just a couple miles away from Siesta Beach. Lots of local restaurants near by. We will definitely be back.

Siesta Villa
We enjoyed staying at this privet quate property. It is as described and showns on the puctures. The property is located in quiet neighborhood, the landscape is well maintained. I didnt know at first it is a condo and there is other rental conected but we never heard any noice. It was very peaceful. Beautiful grounds. Full kitchen, has everything you need to cook a full meals, spacious rooms. The property has everything you need for vocation. It is close to alot of stores. About 15-20 min to popular beaches. Also there is a swiming pool at the property, very clean and well maintained, though we didnt use it alot. Showers were very clean, and good water pressure. I highly recomend this place ! The owner is friendly and responsive. Few things i would improve: the kitchen pans are stainless steel and it was hard to cook in them. Food would stick and burnt at the bottom. There are plenty of beach chairs but not umbrella unfortunately. Overall wonderful place!

7891 Timberwood, Sarasota, Florida
We enjoyed the villa. It was close to Siesta Keys. There were a lot of restaurants close by

Coastal Villa w/ Amazing Courtyard - Splash Pad!
Easy check in and easy to find. Close to Sarasota beaches!
Luxury villa rentals

Solar Heated Pool Paradise/5mins 2 beach/Games/BBQ
Great vacation home for us and our three kids. We absolutely loved the pool and patio area. It made for a great trip and we would highly recommend this home!

2 Homes! 4 MN/Beach! SLT Pool, Hotub, Kayaks GM RM
Our stay was great for a bachelorette weekend ! The host was so responsive and got back to us right away. Enough towels for 14 + people. The amenities of the house were great. We enjoyed the use of the pool and hot tub! Definitely recommend staying here :)

Modern Luxury Retreat - Heated Pool Spa, Game Room
The house was exactly as shown in the pictures—clean and well-maintained. The location is great, with easy access to several beautiful beaches nearby. The pool area was definitely a highlight and made for a relaxing stay. Martin and Anna were really proactive in communication, which made the whole experience smooth.

Luxury home in the heart of South Tampa & POOL!
The house was beautiful and well equipped! The pool was huge and clean, our kids loved playing with the provided floaties and toys. Isabella even put the lights and waterfall on for us and heated the pool for us on our second day. Plenty of towels for the pool and bathrooms. We have stayed in a few Airbnb’s now and I would say this was the best! Isabella was paid a lot of attention to detailing with the decor in the house and providing kitchen, bathroom and other items. Very prompt to respond and checking in on us. We would love to stay here when we visit Tampa again.

4 min Walk to Beach, Pool, Roof Deck
Fantastic stay! The 3BR/3BA home was beautifully decorated and fully equipped with everything we needed. Perfect location—just a short walk to the beach and all the restaurants and shops in downtown Clearwater Beach. We especially loved the rooftop seating area and firepit. The host was excellent and very responsive. Highly recommend!

5 BR Luxury Beach Villa: Heated Pool & Games Room
We had a great stay, close to the beaches and just as described!

Paradise with a pool, pier and private beach area
Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.

Calico AMI – Steps to Sand, Family Paradise!
My husband and I, along with our two daughters, son in laws and 17-month-old granddaughter had a wonderful stay at Calico. The house was stocked with everything you could possibly need and was in a great location. We enjoyed the pool, the fun games and were so grateful for the supply and use of all the beach equipment. Celine was a great host, very responsive and quick to answer any questions we had. Thank you Celine for all the helpful tips, the amazing guidebook and sharing your beautiful home with us. It was our first time visiting Anna Maria Island and we can’t wait to come back!
Villa rentals with a pool

Tiki Bella Villa (Entire home with Pool)
The home was as described. We really enjoyed the pool, and everything we needed was there. Our dog loved the fenced backyard too. The mattresses were very comfortable. While we were a little hesitant about plane noise after our arrival, the air traffic didn’t interrupt our sleep or fun at all. Highly recommend Gina’s listing, and we would definitely stay there again.

Mediterranean Villa w/ Beautiful Heated Pool/Spa
Cheryl’s place was perfect for our U of Tampa graduation celebration! We were within 2 miles of all our favorite spots, SOHO, Hyde Park, the River walk, Downtown, U of Tampa, and my daughter’s apt! Also, very easy access and jump on 275. Davis Islands is a cute spot on its own as well. Very walkable for exercise and/or into the cute little town with bars, restaurants and a coffee shop. Cheryl’s place is great for a group. There’s space to hang out in the family room, as well as outside at the pool! We loved our time at the house, as well as when we were out exploring! I would definitely recommend Cheryl’s place. It feels more like a home than a rental! Thank you again! We hope to return!!

Best deal in town!
The residence was clean and met our needs for the 9 family members that stayed (3 nights). The kitchen has plenty of counter space. The home was roomy enough for all, but some of the seating (blue chairs in photos) was not in the home. If you are traveling with elders, just note that 2 of the 3 bathrooms have smaller than standard doors. My mom’s walker would not fit through them. The beds are very comfortable. We would stay here again if coming to town.

(BAYC) Heated Pool Villa. Boat rental available
Thank you for the stay. It made our weekend wonderful. Our kids loved the pool and game room.

Waterfront Heated Pool, Sleeps 20 - 4plex
This place was perfect, I wouldnt judge a book by its cover, its super clean, neat and modern inside, all of the separate apartments have the perfect sense of privacy and the penthouse was great to gather in. The patio was perfect to relax and look at the lake, and the pool was always warm. I’d highly recommend this place for a big family!

Luxury waterfront in the heart of treasure island
Wonderful place. Good host.

Your own tropical paradise in Sarasota
We absolutely loved our stay here. Anna was friendly and helpful. The house was spotless, comfortable, and had everything that was needed. The location was unbeatable. Will definitely return! Thank you Anna!

Brand New house with pool and much more
My family and I enjoyed our stay. The house is large and laid out nicely with a big updated kitchen, large primary suite with an awesome bathroom, and of course the pool was an added bonus. Only suggestion is to have extra blankets and more glasses and coffee mugs. It's a great place and I recommend staying!
Quick stats about villa rentals in Holmes Beach
Total rentals
30 properties
Nightly prices starting at
₹9,429 before taxes and fees
Total number of reviews
610 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- John's Pass
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Raymond James Stadium
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Clearwater Beach
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort