
Cottage vacation rentals in Holmes Beach
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Top-rated cottage rentals in Holmes Beach
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Holmes Beach cottage rentals
Cottage rentals with a hot tub

Harbor Oasis with Hot Tub
Very responsive, helpful hosts and a wonderful location with lots to offer.

Beachy Keen Cottage A only steps to the Beach
We absolutely loved it here. It was very clean and had everything we needed. Hot tub was a great amenity. The shed full of beach needs was amazing! Definitely would stay here again!

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.

Close to the Beach+ Private heated pool and spa!
We had the best time - it was everything we could've wanted in a rental! This was our first time staying in Holmes Beach and we loved it. The house is close to everything in town. We used and enjoyed all the wonderful amenities that Craig provides - the golf cart (a must!), beach cruisers, beach wagon, umbrella and chairs. The pool, hot tub and hammock were also a highlight for us. We can't wait to come back!

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
The house was cute, cozy and beautifully decorated. Laura was very responsive when communicating. Our family of 4 stayed for 3 nights and enjoyed the outdoor space and game room a lot. Plenty to do and lacked nothing. Just be warned about the mosquitoes if you plan on spending long periods of time in back patio area. Bug repellent was provided, however we were still eaten alive. This however did not ruin our overall experience. I would totally recommend this location to anyone and would definitely like to visit again.

Sandy/Salty- Sleep 16 - 2 homes connected by yards
Great gathering place for an extended family to get together. Very short walk to a stunning beach Great for kids. Perfectly located next to a park as well which was great.

Hidden Oasis #1, hot tub near the beach
My boyfriend and I had a wonderful 5 night stay at Amy's for my first visit to Florida. The space was clean, the bed was comfortable, the kitchen was well stocked and the outside space was a peaceful area to spend our mornings. The hot tub in the evening was a perfect way to end the day of exploring. Short driving distance to the beach and other lovely neighbourhoods. We would absolutely recommend, and would be happy to stay again.

Cozy Cottage 1 block from Beach
Small but cozy place. Perfect location to walk to the beach or to get something to eat.
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row
I had a pleasant stay at Dallas’ little cottage. I was traveling alone with my medical foster and felt incredibly safe, even after arriving pretty late. There were guests in the house up front, but were quiet and respectful. The size is perfect for solo or a couple. The decor was tasteful, house was clean (no pet smell) and having a fence was convenient. Loved how walkable the neighborhood was too! It is an older house with typical character-filled imperfections, but I love that vibe and the warmth it gives. As a heads up to anyone unsteady on their feet, the floor does slope in some areas. The only star I knocked for description was for the additional pet rules posted in the house that weren’t in the online listing at the time of booking/stay. Biggest one to note is that pets are not permitted to be on the furniture (understandable, but a surprise). With a velcro dog, that put me in a predicament. If your needs match with the rules, it is a solid choice!

The Pelicans Roost / Gulfport
Really cute place! And close to everything in downtown Gulfport Florida. Great small flooring community with a great community vibe!

Artsy guest house; near downtown w/ private patio
We LOVED staying at Christopher’s. The apartment was exactly what we needed. The neighborhood is adorable and so close to downtown. Christopher was an absolute gem of a host who went above and beyond to make sure we had a great stay. So grateful! Would return.

Little Manatee River Cottage
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !

Adorable Dog-Friendly Cottage in Quaint Dunedin
We absolutely love staying at this property! It is our third time booking. The cottage is always impeccably clean and in a very safe area. It is stocked with everything you need. We love Coral Cottage! And Barbara is very friendly and so responsive. Dunedin is an amazing, quaint little town with so many wonderful food choices. Cafe' Alfresco is our personal favorite. Barbara's cottage is just a couple blocks from downtown Dunedin and only a 15 minute drive to Honeymoon Island State Park or Clearwater beach. I always pick up a piece of jewelry as a memento when we go on a trip. Just kitty-corner from the Airbnb is a charming jewelry store filled with beautiful, unique pieces that are reasonably priced. Romantique Jewelers. Just ask for Kimber, she's a doll! Don't hesitate to book this property for your next trip!!!

Vintage Florida Beach Cottage B
Cozy place perfect for a family. Neighborhood was quiet. The beach was a flat 5ish minute walk away.

Casa Azul. 2 bed/2 bath on lake
Very nice place. Close to all the major attractions in the area. My family enjoyed the stay!

Walk to beach shops food drinks “The Sweet”
You can truly tell that these owners put their all in to what they do. The suite was so clean and nicely decorated and they went the extra mile to include everything you might need. They even included a sweet treat at check in which we enjoyed. We will definitely be back again!
Private cottage rentals

The Magical Mermaid Cottage
We are making frequent visits to Bradenton and this has become our home away from home. It's in a great location, comfortable and cute to boot. Sandra's extra touches really do make it an enjoyable stay every time.

Serene Island Cottage Waterfront Haven
Gloria is a wonderful host. Easy to communicate with and had the place stocked with amenities. We loved the location on the water and used the available kayaks to access the water to fish and have some fun in the sun. 10/10 recommend. Thank you Gloria!

Modern Cottage
Everything about our stay was as near to perfection as possible.The cottage interior is decorated in a modern minimalistic way to make the small cottage feel more spacious. Everything was clean, and we thought Lisa had thought of everything detail. She quickly responded to our two questions. When I need a place in St. Pete again, hers will be the first choice. Yhanks for making it a very relaxing place to be.

2/2 Charming Riverfront Cottage w Deck & Kayaks
We stayed at this home for 2 weeks and the nature watching was fascinating. Alligators, turtles, birds and fish jumping out of the water. The home was comfortable and included everything one would need. The Wi-Fi was solid for zoom calls and remote work. The kitchen had every dish, pot, utensil for cooking. The AC worked great and the beds were super comfy. The host replied quickly to every question. I would stay here again. 5 stars. ⭐️ ⭐️⭐️⭐️⭐️

Historic 1930s Palmetto Cottage
We had a truly wonderful experience staying at this Airbnb! The place was spotless, beautifully decorated, and even better than the photos. The host was very helpful and made sure we had everything we needed for a comfortable stay. The location was perfect and close to everything, but quiet and relaxing. We would absolutely stay here again and highly recommend it to anyone looking for a great getaway!

Key Lime Cottage-Beach1 block
Location was perfect the beach was a block away, John’s Pass was just 5 minutes away aswell as the opposite way multiple shops about 10 minutes away. Lynne had nearly everything provided what you’d need for a beach getaway. Ice chest, sunscreen, chairs, snacks, umbrella, paddle ball game and more. There was even some cooking condiments in the fridge already aswell as chips. Only one thing we were suprised with is sharing the backyard area along with the host. Other than that it was a phenomenal stay and our host was very attentive.

Central Quiet Bright Cottage, near Skyway Bridge.
This was our second year of spending a month at Aileen's place. Again, it was so perfect for my husband and I. We did have guests stay for a couple of nights and the air mattress is REALLY nice! Everything about the space is so wonderful. Clean, cute, everything you would need for a month. It is also close to so many beaches (Fort Desoto Park ( our favorite), St. Pete's beach, and Anna Maria Island beaches. It's close to all that Bradenton, St. Petersburg and Sarasota have to offer. We felt right at home the day we arrived and it was hard to say good-bye. We definitely hope to visit again!

Cortez ~Tuna Cottage. 5 Boatslips available!
This was our 3rd time staying in Heidi’s Cottages and as always, we had the best time! Clean, comfortable, fully stocked inside and out. Beach chairs, bikes, beach towels, ice maker, they truly thought of everything. We love having a place we can conveniently bring our boat to, with easy access to boat ramp and trailer parking. The location to Anna Maria, Bradenton, Longboat Key is perfect, we also love that it’s just a quick boat ride to St Pete or Sarasota.
Quick stats about cottage rentals in Holmes Beach
Total rentals
40 properties
Nightly prices starting at
R2,161 ZAR before taxes and fees
Total number of reviews
600 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 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