
Cottage vacation rentals in Holmes Beach
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Top-rated cottage rentals in Holmes Beach
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Popular amenities for Holmes Beach cottage rentals
Cottage rentals with a hot tub

Harbor Oasis with Hot Tub
I’ve found my new favorite staycation spot and where I will enthusiastically recommend to friends and family visiting the area. The space was thoughtfully designed, clean, and comfortable. I will miss my morning coffee on the patio amongst all the plants and birds, my daily work sessions in the small quiet office, and the evening dips in the hot tub. Thanks for your thoughtfulness in creating this space!

Private Heated Pool and Spa+Close to the Beach!
Craig was an amazing host - extremely accommodating, helpful and proactive! As for Kiwi Cottage, it was everything our family could ask for and more. The kids loved the hot tub and pool, while all of the restaurants and beaches were a short distance away (highly recommend renting the golf cart!). Such an amazing vacation. We can’t wait to return!

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Great stay for our family! The home is very clean and decorated with a beachy, fun vibe! Great bathroom, comfy beds and lots of places to hang out! The dryer was very helpful with wet towels and beach gear was great. Our favorite part of the home was the backyard. The plunge pool was so fun and we loved the game room and golf. Private yard and we enjoyed the birds over coffee each morning! Recommend for any family!

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
Ame is a wonderful host! This is the cutest little house, stocked with everything you might need for a stay in sunny Florida! Clean as a whistle, too. Location was perfect, groceries, the beach, pizza and shopping all close by.

Cozy Cottage 1 block from Beach
Great private stay a block from the beach and two blocks from the village. The area is very walkable for things to do and eat. If you’re looking for a honeymoon, anniversary or getaway spot this is perfect! And the hot tub is a nice touch.

Quaint Cottage,150 steps away from Crescent Beach!
Madeline impeccably restored the cottage post hurricanes. Her home has everything we needed for a wonderful family vacation. Access to the beach is nearby. The back yard has amenities galore. Perfect!

Sandy Cottage w/ Hot Tub, 20 min to Beach + Garden
This is a BEAUTIFUL place. There was a lovely welcome basket with toiletries when we arrived. Lots of fun board games. The back patio with hot tub are incredible, at night it is amazing. The host was really proactive in communicating with us, and was a pleasure to work with. Very, very quiet inside as well. With 2 bunk beds in the 2nd bedroom, you have lots of options. My son kept begging us to stay another day! We would highly recommend this location to anyone.
Pet-friendly cottage rentals

The Pelicans Roost / Gulfport
Excellent place to stay - had everything promised and was perfect for 3 people. Loved the backyard

BEACH COTTAGE II
The house was very nice, not huge, but very accurate with what the pictures showed, and it was actually a lot brighter inside than I expected based on the pictures. Everything was clean and with 5 people, there was plenty of space. They provided beach chairs and an umbrella which was wonderful. We also used the grill which we enjoyed having access to. The only thing we would recommend is more pots/pans/serving bowls, etc. for use in the kitchen - that was a little lacking. Otherwise, communication with the host was outstanding. We had a couple of minor issues that were resolved immediately. They let us check in early and stay late based on our schedule and the fact that no one was coming in behind us. Finally, the location is awesome - right across the street from the beach with easy beach access. We had a great time and would definitely recommend this house.

Pool | King Bed | Art Mural | Steps to the Beach
The cottage was immaculately clean and comfortable. It was stocked with everything you would need such as kitchen necessities, toiletries, extra towels and beach items. The pool was beautiful and even lit up at night. It is a three minute walk to the beach and some of the bars and restaurants. It is a very quiet neighborhood. The host was extremely nice and responsive with everything. We would stay there again. And I loved the free library out front. I left a book in there ☺️If you are thinking about renting this cottage, you definitely should, you won't be disappointed.

Staycation Sanctuary
I only stayed a short few nights, but the place was wonderful. The day of my check-in Lori had contacted me to let me know I could check-in early if I pleased, which was very helpful to me. She had many suggestions on things to do in the area with all the information you would need. I loved just how close it was to the beach and some wonderful restaurants, all only a short walk away. The place was very clean and had everything I needed. Can’t say enough great things about it, it’s not surprising to see it’s booked up far in advance!

Cozy Cottage near Siesta Key Beach
We thoroughly enjoyed our stay at Canopy Cottage. This was our second year staying and loved it even more. Jami is an excellent host. We loved being close to the Legacy Trail to ride bikes and the sort drive to Siesta Key Beach! Would definitely stay again.

Gulfport Art District - One Block From Beach!
This is probably our favorite Airbnb to date! The location is fantastic, on a street full of restaurants and bars, about a block from the beach. Yet, it was quiet! The place is very comfortable, with awesome and quirky decor, two bedrooms, and an air-conditioned, screened-in front porch, which was our dog’s favorite part! Great value!

Waterfront*3bd 2ba*Pool* PingPong Table*relaxing
Stay was great the space was clean and easy to get in and out of. It is a bit of a drive anywhere you want to go as there is really no close by dinning or shopping areas within a short walking distance, not the hosts fault though. Our children enjoyed the pool and dock as well as the toys and beach items available. The only other thing I would add is if you are a light sleeper or awake easily be prepared for semi-loud commercial vehicles etc early in the morning, there were fans supplied in the main bedroom which may help with this as the windows are single pane and let a-lot of noise through. Over all it was a nice place for our family of 5 to stay and we enjoyed our time in the sunshine state!! Thanks Becca

Wonderful 2-Br, 2 Bath Cottage near the river.
Doug was a great host! He was very quick to respond to every message. Cottage was very comfortable. Slept great on super comfy beds and quiet neighborhood.
Private cottage rentals

Below -Deck Studio Gulf Side 40 steps to the beach
My daughter and I had a lovely visit. The property is simple, and the location to the beach is perfect!

Cozy Cottage Near Downtown + Waterfront
Michael’s Citrus Cottage was perfect for our 6 day stay in Dunedin! It had all the amenities we needed. The bed was extremely comfortable, and the shower was one of the best I have seen in all the Airbnbs I have been to. The location is perfect also. Less than a 10 min walk to many restaurants, to 7 microbreweries, and many stores to satisfy your shopping itch. I would stay at Michel’s place again should we travel to Dunedin again.

Serene Island Cottage Waterfront Haven
This house is an absolute gem! It had everything that we (and our dogs) needed and more! There are so many wonderful spaces to relax in. We enjoyed the main room, screened in back porch, beautiful front courtyard, and sipped coffee in the back yard each morning by the canal. We also had a blast paddling out to the bay in the canoe! The host is super friendly and quick to respond. She has put a lot of nice touches on the property that we really appreciated. We had the best time here and would love to come back! Highly recommend a stay here!

Cabin 4 - Old World Waterside Double
Great location, beautiful sunrise, great fishing! My daughter cast out and within five minutes, caught a bass!!

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!

The "Sun Cottage" - your relaxing interlude!
We love the Sun Cottage. This is our second stay there. A really nice place. Within walking distance or short drive to the beach. Lauren responded to our questions very quickly. We stayed two months so we really appreciated the washer/dryer and the stocked kitchen. We would definitely book again.

Discover Hidden Cove #2 - Water Views with Privacy
Fabulous time at hidden cove - only thing to keep in mind is there are only 2 beach chairs so if you’re with a bunch of beach bound guests that could be a consideration. Loved our stay and would definitely stay again when we want to be in the Bradenton area.

The Cook Cottage sleeps 4 in Dunedin
I've stay here a few times and it's very consistent. Perfect walkable location and very clean and comfortable. Thank you.
Quick stats about cottage rentals in Holmes Beach
Total rentals
40 properties
Nightly prices starting at
$120 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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