
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
Iâve 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!

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
Hosts was accommodating and quick to respond. Nice, quiet, hidden, place to kick back and relax after a long day!

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 canât wait to return!

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
My friend and I recently stayed at Lauraâs place with our four kids under four years old. The house was not only super cute and clean, but also very comfortable, accommodating and kid friendly. Laura even made sure we had enough cribs/ floor beds to accommodate our specific sleeping needs for our young kiddos. Despite the chaos of juggling 4 kids, we felt right at home and welcomed by Laura. It was so nice to have plenty to âdoâ at the house when we chose to stay in and were within 15 minutes to beaches and shops on days we chose to venture out. Indian rocks beach was our favorite (less crowded than Clearwater - although parking took a little time to find mid day) and we had a blast at ZooTampa (~40 min away). We also walked around shops and ate lunch at Pelican Walk Plaza which was a fun change of pace. Ice cream and Walmart (and other grocery/ stores) were 2-5 minutes from the house which was super convenient as well. We highly recommend the house/ property, location and hostess!

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 youâre 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!
Weâve stayed near Siesta key before, but the experience was very different this time due to our host. Starting before we arrived, she made sure we would have what we needed for our staff, including a high chair and crib. During our stay she checked in regularly. It felt more like we were staying at a friends house than a rental.
Pet-friendly cottage rentals

The Pelicans Roost / Gulfport
Bob was very accommodating, easy to communicate with and very friendly. Everything went smoothly, from entry to instructions for leaving. Adorable place, all new appliances, nice bedrooms, even great water pressure in the shower! Canât wait to come back!

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 âşď¸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. Canât say enough great things about it, itâs not surprising to see itâs 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!
Whenever I visit Gulfport, Uncle Finleyâs is the first place I check for availability. The house is well situated with all the right touches to make you feel at home. There have been some recent improvements to the inside and outside of the home that add even more value to the stay.

Waterfront*3bd 2ba*Pool* PingPong Table*relaxing
We had a wonderful time in Bradenton. We love the area because it has great beaches and lots to do. This home was close to the Riverwalk area which we really enjoy. There are great restaurants and just a nice area to walk around. The house itself was very comfortable for us. Becca has lots of things there for people to enjoy doing. We played a lot of ping pong and corn hole. The kitchen was well stocked and there was a grill to use. We would love to stay in this home again.

Cortez ~ Grouper Cottage. BRING YOUR BOAT!
Grouper was a great cottage for a relaxing girls mini vaca! Walked over the bridge in the am for exercise, spent the day on the beach, afternoons drinking wine on the covered dock, and strolled to local restaurants for fresh fish dinners!! Perfect!!

Wonderful 2-Br, 2 Bath Cottage near the river.
We enjoyed our stay. The house was very clean and had everything we needed. It was very quiet and peaceful. Very easier to get everywhere we had to go. I highly, recommend Doug's place.
Private cottage rentals

Below -Deck Studio Gulf Side 40 steps to the beach
Terry was very responsive, and the cottage was exactly as described. The location was amazing, being so close to the beach, a minute walk, we were able to go back and forth to the cottage quickly. We were there over Easter break, and it was very relaxing and beach was not busy. Terry recommended Kennyâs Corner for breakfast and lunch, and it did not disappoint. Also, Nachmanâs Fish Market across the street was amazing! We bought fresh scallops, little neck clams, asparagus and rice and cooked in the cottage. We also at Easter dinner at Backwaters Grill , about .04 miles away, their key Lime Pie the Butter Blackened Ribeye was amazing. Overall the trip was a success! Thank you Terry for all your recommendations and for being a great host!

Cozy Cottage Near Downtown + Waterfront
Citrus Cottage 2 was the perfect size for my wife and I. The location can't be beat. Dunedin is a walkable town, and the cottage was right in the center of everything. We were a 5-minute walk to numerous restaurants and breweries and to the Pinellas Trail. Michael provided a clean and comfortable home for us to relax in. The shower was amazing and felt so good after a 13+ mile bike ride. We have been to Dunedin several times and this was, by far, the best place we've stayed in. We highly recommend Citrus Cottage 2, and we will definitely look to stay here again the next time we visit Dunedin!

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!!

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.

The All Hands On Deck Cottage at Casa Limonada
We had a very enjoyable stay at the "All Hands on Deck" cottage in the Casa Limomada resort. The cottage is bright and airy and surprisingly large. The decor can be described as eclectic/whimsical/Tropical/beach/retro. Very comfortable and inviting. A washer and dryer (nice to have) are very conveniently situated just outside the back door off of the kitchen. Great location less than a block from the beautiful Lido public beach and an easy hike to the St. Armands Circle shops and restaurants.

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 youâre 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.

Backyard Oasis with sand and private pool
This was the first time staying in an Airbnb and I highly recommend this property and the management company, 5 stars âď¸ . The home was just as advertised but better. Home was sparkling clean and I own a cleaning business in Tampa, so that says a lot! It was walkable to the beach, great restaurants and grocery stores. Everything you need for the first day/night to get you started on your getaway. The pool was clean and we loved the beach sand area of the pool area! The host and his associates were very responsive. We look forward to staying at this house or any of the other 29 properties the host has!
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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- 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
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