
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

Casa Del Sol
We absolutely loved this home! I really appreciated how clean the home was kept. We felt safe in the quiet neighborhood. We went to Tampa a lot during our stay for Busch Gardens and we loved how it was outside of all the craziness of Tampa. We would definitely recommend this home. Our kids loved taking a bath in the master bathroom tub and hanging out in the hammock on the porch! :)

Newly Remodeled Luxury Beach Villa on Siesta Key!
Kat’s place was AMAZING, this was our 3rd year staying at Crescent Arms however our first year with Kat at Villa 7 and in our opinion it has been the nicest by far!! Kat was very helpful from start to finish. The place was spectacular we literally didn’t need or want for anything!! Can’t wait to go back!!!

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.

Florida Villa Sunrise - 4 Bedroom Home with Pool
Great host. Lots of stores close to the property. Property was well equipped with every day items along with activity items such as beach chairs and cooler. Definitely a great place to stay in close proximity to all the beautiful beaches in the area.

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!

Mermaid Villa Ocean Front!
This is the absolute perfect place. You cross the street and walked right onto the beach to catch the sunset. I will definitely go back.

Dolphin Cove Waterfront St. Pete Beach w/ Pool
My parents and I and our 3 dogs absolutely loved our stay here. We enjoyed the back yard and pool more than we enjoyed going to the beach! The house was extremely clean, and we loved the huuuuge TV in the living room. The kitchen is pretty bare bones as far as cooking and cleaning items, but that was a minor issue for us. My dad said he wanted to come back to this house at least 20 times haha. We'll be back!
Luxury villa rentals

2 Homes! 4 MN/Beach! SLT Pool, Hotub, Kayaks GM RM
The house was very spacious and clean. It was great for our 15 person group in town for a bachelorette party! Lots of bedrooms and bathrooms. The pool area was great. Ubers were easy to get and always available. Rivkah always responded within 10 minutes with any questions we had. Would definitely recommend!

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!

(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.

4 min Walk to Beach, Pool, Hot Tub, Roof Deck
Great location! So many restaurants and shops that are walkable. Beach access so easy. Place was very clean and had everything we needed.

5 BR Luxury Beach Villa: Heated Pool & Games Room
Our family of 11 had a great stay. Plenty of space for a large group and nice backyard. location was perfect - close to everything we wanted - the beautiful beaches, shopping, restaurants, Tampa, Clearwater and St. Petersburg.

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

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.

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!

NEW-Cheerful 2-bedroom villa-13 min. to Siesta Key
Agata's villa was perfect and she was very responsive when we had a question. We appreciated the well equipped kitchen, modern appliances, lanai dining table, the reading lights and comfortable furniture in the living room, the bathtub as well as shower in both bathrooms, the Smart TV (there are three TVs), and the beach and children's equipment in the garage. The complex is lovely, peaceful and private -- a good place to take a walk, swim in the pool, play pickleball with an active group, use the billiards table in the clubhouse, join in on occasional activities such as bingo or trivia. The area is close to grocery shopping, The Legacy Trail for biking, Tamiami Trail and convenient for traveling to area beaches. We plan to go back here again and again. Thank you, Agata!

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
$140 SGD 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
- Lido Key Beach
- Cortez 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