
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

IRB Harbor House Semiprivate Waterfront Pool Villa
Will 100% be back! The home was beautiful and felt like we were at our own private resort. Thoughtful touches throughout. To be on the water but walkable to the beach - all around an incredible week. It was private. The host was awesome, great at anticipating our needs and super responsive when needed. Takes great pride in a well maintained and updated home. Home was stocked with all that we needed. Didn’t want to leave! Hard to believe it was better in person than the photos show!

Luxury 5BR Ybor City Duplex Near 7th
Beautiful villas, newly renovations, spacious living area & Kitchen, VERY clean. Would definitely stay here again!! Thank you for a great stay!!

Luxurious Sarasota Retreat with Pool
Alex was very professional and promptly addressed any issues we had. By issues I mean, getting us more towels and fixing the pool where it was losing water. Would definitely recommend this place!

SEALAND 3/2 Modern Villa w/ Pool near Siesta
This was one of the BEST air b&b’s I have stayed at in Sarasota so far!! Aside from the beautiful weather Inas home was very clean, and had all the amenities needed!! The pictures look exactly like what her home has to offer. She was very responsive and kind. We asked for the pool heated for the extra daily charge and she did it immediately! Very close and convenient to all grocery stores, gas stations and restaurants. About a 10 minute ride to beautiful siesta key beach. I give 10 Stars !!! Highly recommend!! Thank you Ina for hosting us and we hope to be back soon !!!! For the next guests enjoy!!

V3- 1 BR, waterfront villa, 2 min walk 2 beach
We had a great stay! We would definitely stay again!

Florida Living
Had a great stay at this clean and relaxing property! The pool was great and everything met or exceeded expectations.

The Olive Turtle
VERY spacious. Great entrance with chairs so easily put on and off shoes which was requested. Bathrooms very clean. Master bedroom very spacious. Very nicely stocked for us to enjoy coffee and some snacks the next morning. Close to our extended family near Botanic garden. We were comfortable, beds were nice. Quiet street. Did not end up walking anywhere but close to a great and popular pickleball public park. For the few questions we did have, owners were incredibly friendly and responded quickly. Unusual layout with stairs into different parts of the house. Kitchen sort of off to the side in a nook but we were there for extended family events so not really an issue.

Mermaid Villa Ocean Front!
The mermaid villa was beyond our expectations. It was roomy enough for four adults, two bathrooms lots of stuff in the kitchen and the patio was gorgeous. It’s directly across the street from beach access and very walkable to the downtown area.
Luxury villa rentals

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.

6BR Heated Pool Triplex Perfect for Gatherings
Great place with plenty space a loaded kitchen and lots of beds. They do have a $200 hold on a different site than Airbnb you have to send but overall a great 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.

5BR LUX Pool Villa | w/ Sauna | Near The Beach
this place was so beautiful. we definitely recommend if you were in the area this is where you want to be. thanks again for being a great host.

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

Calico AMI – Steps to Sand, Family Paradise!
Our family of 8 stayed very comfortably at Calico! It was stocked with everything we needed. The location was awesome…close walk to beach, across the street from grocery, easy to catch the trolly and biking distance to anything! We absolutely loved every minute of our family beach vacation! Thanks Celine for letting us stay at your beautiful Calico home. Hope we can come back sometime!

The Emerald Villa, Eco-Luxury by the Sea
Enjoyed our stay. The house worked well for our family of six adults and one child. Nix was very responsive. The public beach access was an easy walk across the street from the house.

Perfect Location w/ pool -close to beach or DT!
We lucked out when we found Kimberley’s pet friendly home for a quick holiday weekend getaway. The location to Siesta Key was incredible but just far enough away that we could get a peaceful night. The home was well stocked and spacious for our group of 2 adults, 2 kids and 2 dogs and we had a great time going for walks and even doing an Easter egg hunt in the yard. Such a memorable trip with plenty of beach time, private pool time and an incredible nights sleep with the softest sheets ever! The house was really clean and although I was a little nervous with a 1bed/1 bath attached, we rarely saw the guests and when they were home they were respectful and quiet. Don’t think twice about booking this little gem!
Villa rentals with a pool

NEW Family Haven: Near Honeymoon Island
Karie and Chris's home provided a great place to get the family together. The home was spacious which gave our families plenty of privacy. The toy rooms were a hit with our grandchildren! The kitchen and grill were great. We cooked all our meals at home. The pool provided a bonus which we all enjoyed. A very enjoyable vacation made possible by their home!

The Sea House
Couldn’t have found a better place to stay for our trip. After full days at the beaches, sightseeing, and exploring it was so nice to get back to our little house to enjoy the quiet and relaxing oasis. Truly a wonderful place to stay.

Luxury home in the heart of South Tampa & POOL!
Even better than the pictures! This place was absolutely fantastic. All of my guests loved the property and the backyard was incredible! We had a great time grilling and swimming in the pool! The pool bath is a super nice feature and it’s beautiful! The house was super clean and had plenty of parking. The street was quiet and the neighborhood felt safe. You could even take a morning walk to Wawa for coffee if you wanted to. It’s also a 3 minute car ride to Target and Publix so it’s super easy to get anything you need. Isabella was very sweet and responsive. 10/10 I would absolutely rebook again.

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota
Wonderful vacation! The unit is located on an inlet in Sarasota on the second floor. About a mile or two from downtown Sarasota, 11 minutes from Lido beach and 22 minutes from Siesta Key beach. We enjoyed both beaches but preferred the proximity and low key vibe of Lido beach. Publix and Walmart a mile or less from the unit. Very close proximity to lots of great restaurants and St. Armand’s circle for shopping. The unit was perfect for our family and there are two sleeper sofas in addition to the queen bed located in the master. The saltwater pool is just a short walk. There are two gas grills in the pool area open to the public that we used to grill steaks a night. The kitchen is stocked with everything that you need for cooking. We would book this unit again. The host was responsive and provided all information needed for our stay.

4 min Walk to Beach, Pool, Roof Deck
Great location with an easy walk to the beach, restaurants and shops. Camille was very responsive and easy to communicate with. Townhouse was exactly as described.

Waterfront-6 BR-Heated Pool-Game Room-Fire Pit
We stayed at this Airbnb for two nights with a group of 16. The home looked exactly like the photos, and the host had a very fast response time. We really enjoyed our stay. The hot tub was a favorite, and the game room added so much fun to our trip!

Dolphin Cove Waterfront St. Pete Beach w/ Pool
We loved our short but sweet stay at this house! Beautiful property, stunning pool, awesome views. Perfect for a family to relax and unwind and have fun.

Busch Gardens Deluxe Edition w/heatedpool
House was perfect for me and my family, easily able to locate restaurants, bush gardens 3 minutes away, door dash and uber easily found home with no difficulties. Will stay again
Quick stats about villa rentals in Holmes Beach
Total rentals
30 properties
Nightly prices starting at
£83 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
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Clearwater Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park