Cottage holiday rentals in Anna Maria

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Popular amenities for cottage rentals in Anna Maria

Cottage rentals with a hot tub

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

Harbor Oasis with Hot Tub

JillianRating, 5 stars2 days 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 favourite
Cottage in Tampa
4.95 out of 5 average rating, 119 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

LyndseyRating, 5 stars4 days ago
Everything was perfect! Absolutely beautiful!
Guest favourite
Cottage in Holmes Beach
4.93 out of 5 average rating, 54 reviews

Private Heated Pool and Spa+Close to the Beach!

ErnestRating, 5 stars6 days 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 favourite
Cottage in Largo
4.98 out of 5 average rating, 50 reviews

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

KellaRating, 5 stars6 days ago
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!
Guest favourite
Cottage in Crystal Beach
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars7 months ago
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!
Top guest favourite
Cottage in Largo
4.96 out of 5 average rating, 92 reviews

Hidden Oasis #1, hot tub near the beach

MicheleRating, 5 stars2 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 favourite
Cottage in Siesta Key
4.92 out of 5 average rating, 61 reviews

Cozy Cottage 1 block from Beach

ScottRating, 5 stars2 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 favourite
Cottage in Sarasota
4.99 out of 5 average rating, 83 reviews

Quaint Cottage,150 steps away from Crescent Beach!

RosemaryRating, 5 stars1 month ago
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!

Pet-friendly cottage rentals

Guest favourite
Cottage in Bayshore Beautiful
4.76 out of 5 average rating, 156 reviews

Good Vibes Cozy Cottage on Million $ Row

JessicaRating, 5 stars2 weeks ago
Place and location were great! And host was super communicative. It is small but that is expected based on the listing information. Would definitely go back!
Top guest favourite
Cottage in Dunedin
5 out of 5 average rating, 15 reviews

Cozy Cottage Near Downtown + Waterfront

TimothyRating, 5 stars1 month ago
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.
Superhost
Cottage in Treasure Island
4.89 out of 5 average rating, 27 reviews

BEACH COTTAGE II

MelissaRating, 5 stars9 months ago
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.
Top guest favourite
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 favourite
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 favourite
Cottage in Sarasota
5 out of 5 average rating, 36 reviews

Cozy Cottage near Siesta Key Beach

JoyRating, 5 stars3 weeks 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 favourite
Cottage in Bradenton
4.96 out of 5 average rating, 106 reviews

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

JordanRating, 5 stars1 month ago
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
Top guest favourite
Cottage in Old Seminole Heights
4.98 out of 5 average rating, 111 reviews

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

KenRating, 5 stars5 days ago
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

Guest favourite
Cottage in Palm Harbor
4.89 out of 5 average rating, 27 reviews

Coral Cottage pool/firepit 2 bedr 2 bth sleeps 6

SoniaRating, 5 stars7 months ago
Everything was LOVELY! The kitchen was fully stocked with everything needed, much appreciated! The home was super clean and peaceful. The pool was warm and clean ... the shower outside was amazing! Our stay was truly amazing and peaceful ... a home away from home.
Guest favourite
Cottage in Redington Shores
4.74 out of 5 average rating, 321 reviews

Below -Deck Studio Gulf Side 40 steps to the beach

MeghanRating, 5 stars2 weeks ago
My daughter and I had a lovely visit. The property is simple, and the location to the beach is perfect!
Superhost
Cottage in Terra Ceia
4.71 out of 5 average rating, 100 reviews

Serene Island Cottage Waterfront Haven

DallasRating, 5 stars1 week 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 stars2 weeks ago
Great location, beautiful sunrise, great fishing! My daughter cast out and within five minutes, caught a bass!!
Guest favourite
Cottage in Nokomis
4.83 out of 5 average rating, 48 reviews

The "Sun Cottage" - your relaxing interlude!

KellyRating, 5 stars3 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.
Guest favourite
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 favourite
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!
Guest favourite
Cottage in Dunedin
4.94 out of 5 average rating, 53 reviews

The Cook Cottage sleeps 4 in Dunedin

RaquelRating, 5 stars2 months ago
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 Anna Maria

  • Total rentals

    10 properties

  • Nightly prices starting at

    £143 before taxes and fees

  • Total number of reviews

    680 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore

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  4. Manatee County
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