
Villa holiday rentals in Holmes Beach
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Top-rated villa rentals in Holmes Beach
Guests agree: These villas are highly rated for location, cleanliness and more.
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Popular amenities for Holmes Beach villa rentals
Private villa rentals

Villa Luxe~Heated Saltwater Pool~Near Beaches
My group of 9 was well accommodated and had an amazing stay! Highly recommend to any and all.

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!

The Bayside Retreat - Unit A
Everything as exactly as described. It was easily accessible, very clean and had everything we needed to feel comfortable and right at home from the minute we walked in. Sebastian was VERY responsive to any messages we left, like within minutes of posting. I would be more that happy to reserve this location in the future and highly recommend to anyone I know that will be travelling to Tampa. Thank you so much for making us feel like family and providing the "at home" environment.

Private Villa with Courtyard
Zarko’s home was perfect for my daughter and I. It had all the amenities we needed including lots of coffee. The space was adorable and clean and the area was on a quiet neighborhood. Zarko was very responsive and accommodating. I would definitely recommend staying here.

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 :)

Robinhood Beach Villa near Siesta Key Beach!
Th host Chad was super nice person and very understanding he responded in a timely matter. The place was nice and looked like the pictures did. I would definitely book with Chad again !

Quiet Downtown Sarasota Villa. Updated 2022.
I had a great time staying at this property. The host was extremely proactive and the house itself was clean and perfect for what I wanted. Great location with easy access to all major hot spots.

River Pointe 3/2 Lakefront Home with Heated Pool
Immediately upon arrival, I thought that the pictures did not do this place justice. It was clean, spotless, and very well stocked this house had everything we could possibly need and even things we didn’t even think we needed it, but had available. We enjoyed the location being fairly close to the beach yet private and away from The madness of the tourists. We really enjoyed sitting in the pool or on the back patio and watch all the wildlife, especially the birds coming and going. It was peaceful, relaxing, and everything we needed to get away from the Midwest for spring break. Thank you so much to the host For staying in communication and being so great.
Luxury villa rentals

Luxurious 4-Bedroom Retreat with Pool
This property was fantastic! Located in a great spot near shopping and restaurants, it made exploring Siesta Keys so convenient. The host was incredibly responsive and attentive, which made our stay even more enjoyable. The home was well-equipped with everything we needed, including beach chairs, beach towels, a large cooler with wheels, and a cart with wheels—perfect for days at the beach! We absolutely loved the patio and pool area; it was the perfect place to relax after a day of exploring. I would highly recommend this property to anyone visiting Siesta Keys and would definitely stay here again on our next trip. Truly a wonderful experience!

Luxury home in the heart of South Tampa & POOL!
We had a wonderful stay at Isabella’s home! It was the perfect place for a family getaway. The house is beautiful, clean, and very well maintained. The beds were extremely comfortable, which made for a great night's sleep. The pool area was awesome — a great spot to relax and enjoy the Florida weather. Isabella was a fantastic host, very responsive and welcoming. We would definitely stay here again and highly recommend it to anyone visiting the area!

Perfect location 6BR/4BA Pool GameRoom 5 min Beach
The home was very clean, and matched the description. We loved the basketball hoop, ping pong table and pool! We also enjoyed that two bedrooms were located above the garage, it was perfect for the younger people to be able to play and make noise while the adults were in the other house. Overall amazing stay, great location (5min from the beach) and super attentive host with any of our needs.

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.

4 min Walk to Beach, Pool, Hot Tub, 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!

Waterfront Heated Pool, Sleeps 20 - 4plex
absolutely the best place you would want to stay with a group of friends. these units are amazing. love the idea of having 3 downstairs little units/apartments, and the big penthouse unit upstairs to be able to hang out, cook and play games. would definitely stay again in the future!

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

(HGR) Heated pool villa. Boat rental available
Vildana is a fabulous host. She allowed us to check in an hour early, and responds quickly to any questions or concerns. We had a great time at her place.

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.

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!

Hansen- Gorgeous 3BR/2BA Villa near Siesta Key
Great home, close to the beach and had a ton of fun.

Charming 2/2 Village des Pins close to Siesta Key
This villa was very quiet and private. The view of the surrounding area from the lanai was especially enjoyable. It is just a short walk to the pool and to the outdoor grills. The circle is a great place to get a walk in anytime, day or night. The neighborhood is quiet and has a very safe and friendly feel. Clara went out of her way to help when called upon.

Luxury waterfront in the heart of treasure island
Great location and space

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
$182 NZD 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
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- 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
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park