Cottage vacation rentals in Holmes Beach

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Popular amenities for Holmes Beach cottage rentals

Cottage rentals with a hot tub

Top guest favorite
Cottage in Safety Harbor
4.96 out of 5 average rating, 179 reviews

Harbor Oasis with Hot Tub

JillianRating, 5 stars1 week ago
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!
Guest favorite
Cottage in Tampa
4.95 out of 5 average rating, 122 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

Kemp Signs & ServiceRating, 5 stars1 week ago
Hosts was accommodating and quick to respond. Nice, quiet, hidden, place to kick back and relax after a long day!
Guest favorite
Cottage in Holmes Beach
4.93 out of 5 average rating, 54 reviews

Private Heated Pool and Spa+Close to the Beach!

ErnestRating, 5 stars2 weeks ago
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!
Top guest favorite
Cottage in Largo
4.98 out of 5 average rating, 51 reviews

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

RachelRating, 5 stars3 days ago
My friend and I recently stayed at Laura‘s 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 “do” 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!
Guest favorite
Cottage in Indian Rocks Beach
4.95 out of 5 average rating, 19 reviews

Sandy/Salty- Sleep 16 - 2 homes connected by yards

LexiRating, 5 stars1 week ago
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.
Top guest favorite
Cottage in Largo
4.96 out of 5 average rating, 93 reviews

Hidden Oasis #1, hot tub near the beach

MicheleRating, 5 stars3 weeks ago
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.
Guest favorite
Cottage in Siesta Key
4.92 out of 5 average rating, 61 reviews

Cozy Cottage 1 block from Beach

ScottRating, 5 stars3 weeks ago
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.
Top guest favorite
Cottage in Sarasota
4.99 out of 5 average rating, 86 reviews

Quaint Cottage,150 steps away from Crescent Beach!

FrankieRating, 5 stars2 weeks ago
We’ve 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

Top guest favorite
Cottage in Gulfport
4.96 out of 5 average rating, 153 reviews

The Pelicans Roost / Gulfport

CatherineRating, 5 stars2 days ago
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! Can’t wait to come back!
Top guest favorite
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 169 reviews

Pool | King Bed | Art Mural | Steps to the Beach

Mary AnnRating, 5 stars7 months ago
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.
Top guest favorite
Cottage in Nokomis
4.97 out of 5 average rating, 146 reviews

Staycation Sanctuary

TylerRating, 5 stars1 month ago
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!
Top guest favorite
Cottage in Sarasota
5 out of 5 average rating, 36 reviews

Cozy Cottage near Siesta Key Beach

JoyRating, 5 stars1 month ago
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.
Top guest favorite
Cottage in Gulfport
4.99 out of 5 average rating, 265 reviews

Gulfport Art District - One Block From Beach!

ChristinaRating, 5 stars3 days ago
Whenever I visit Gulfport, Uncle Finley’s 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.
Top guest favorite
Cottage in Bradenton
4.96 out of 5 average rating, 108 reviews

Waterfront*3bd 2ba*Pool* PingPong Table*relaxing

ElizabethRating, 5 stars2 weeks ago
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.
Guest favorite
Cottage in Bradenton
4.98 out of 5 average rating, 85 reviews

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

CaroleRating, 5 stars1 week ago
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!!
Top guest favorite
Cottage in Old Seminole Heights
4.98 out of 5 average rating, 115 reviews

Wonderful 2-Br, 2 Bath Cottage near the river.

DarylRating, 5 stars1 day ago
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

Guest favorite
Cottage in Redington Shores
4.75 out of 5 average rating, 322 reviews

Below -Deck Studio Gulf Side 40 steps to the beach

KellyRating, 5 stars1 week ago
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 Kenny’s Corner for breakfast and lunch, and it did not disappoint. Also, Nachman’s 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!
Top guest favorite
Cottage in Dunedin
5 out of 5 average rating, 16 reviews

Cozy Cottage Near Downtown + Waterfront

ThomasRating, 5 stars3 days ago
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!
Superhost
Cottage in Terra Ceia
4.71 out of 5 average rating, 100 reviews

Serene Island Cottage Waterfront Haven

DallasRating, 5 stars2 weeks ago
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!
Superhost
Cottage in Bradenton
4.85 out of 5 average rating, 53 reviews

Cabin 4 - Old World Waterside Double

AnthonyRating, 5 stars4 weeks ago
Great location, beautiful sunrise, great fishing! My daughter cast out and within five minutes, caught a bass!!
Guest favorite
Cottage in Nokomis
4.83 out of 5 average rating, 48 reviews

The "Sun Cottage" - your relaxing interlude!

KellyRating, 5 stars4 months ago
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.
Superhost
Cottage in Lido Key
4.94 out of 5 average rating, 33 reviews

The All Hands On Deck Cottage at Casa Limonada

JosephRating, 5 stars2 months ago
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.
Guest favorite
Cottage in Bradenton
4.96 out of 5 average rating, 54 reviews

Discover Hidden Cove #2 - Water Views with Privacy

DawnRating, 5 stars1 month ago
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.
Guest favorite
Cottage in Indian Rocks Beach
4.88 out of 5 average rating, 42 reviews

Backyard Oasis with sand and private pool

Deidre MarieRating, 5 stars7 months ago
This was the first time staying in an Airbnb and I highly recommend this property and the management company, 5 stars ⭐️ . 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Holmes Beach
  6. Cottage rentals