Cottage holiday rentals in Brandon

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Popular amenities for cottage rentals in Brandon

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 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!
Cottage in Zephyrhills
5 out of 5 average rating, 3 reviews

Cozy Comfort

EugeneRating, 5 stars31 months ago
Quite, everything was as advertised. Place was new and updated.
Guest favourite
Cottage in Tampa
4.95 out of 5 average rating, 121 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

Kemp Signs & ServiceRating, 5 stars6 days ago
Hosts was accommodating and quick to respond. Nice, quiet, hidden, place to kick back and relax after a long day!
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 stars1 week 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, 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.
Cottage in North Downtown
4.56 out of 5 average rating, 36 reviews

Castle Keep Guest House

PeterRating, 5 stars24 months ago
Tim and Jeannie are the best hosts ever! Communication and local recommendations are top notch! If you are like us, you’ll be on the go because Saint Petersburg offers so much with arts, culture and outdoor recreation that most of the time was being out and about. However, when you get back, you’ll feel like you’re at home and everything you need is right there! Sleep in and eat breakfast at the cottage, come back early and watch a movie or hit the hot tub or just do another load of laundry and hit the beach one more time! It’s so convenient and the best location ever! Thank you Tim and Jeannie :)
Top guest favourite
Cottage in Indian Rocks Beach
4.98 out of 5 average rating, 125 reviews

NEW! Updated Stilt Home STEPS TO BEACH!

TraceyRating, 5 stars1 week ago
Very cute home! The community is tightly spaced, however the beach is basically the back yard and the home is a quiet escape! We loved the beach objects and bikes to explore the area. The ocean and sand is clean and refreshing. We loved our stay!

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 stars3 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 Gulfport
4.96 out of 5 average rating, 153 reviews

The Pelicans Roost / Gulfport

CatherineRating, 5 stars1 day 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 favourite
Cottage in Dunedin
5 out of 5 average rating, 16 reviews

Cozy Cottage Near Downtown + Waterfront

ThomasRating, 5 stars1 day 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!
Top guest favourite
Cottage in St. Petersburg
4.95 out of 5 average rating, 123 reviews

Artsy guest house; near downtown w/ private patio

PhoebeRating, 5 stars1 week ago
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.
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 Gulfport
4.99 out of 5 average rating, 265 reviews

Gulfport Art District - One Block From Beach!

ChristinaRating, 5 stars2 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.
Guest favourite
Cottage in Indian Rocks Beach
4.91 out of 5 average rating, 122 reviews

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB

JessRating, 5 stars3 months ago
We really enjoyed our stay at the Indian Shores Beach Cottage! Property was exactly as the photos describe, easy check-in, cute minimal decor which is always helpful traveling with children (less to babyproof), host was friendly and responsive, and best of all.. Location is just one block walk to the beach! A quiet, relaxing, tropical stay for our annual FL getaway! :)
Top guest favourite
Cottage in Lutz
4.98 out of 5 average rating, 99 reviews

Serene Waterfront Cottage with Tranquil Setting

KellyRating, 5 stars1 week ago
This was the best Airbnb we have stayed at!!!! We travel alot for basketball and this was a favorite for all 9 of us. The house felt so cozy and decor was amazing. Krista was so generous and flexible with the check in/out times and process. The outside was so relaxing and peaceful, along with so much to do. We will be back!!!

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 Indian Shores
5 out of 5 average rating, 54 reviews

Private beach access, Dog-friendly home

DanyaRating, 5 stars7 months ago
I went with two girlfriends for a girls weekend and this was the perfect spot. Across the street from a quiet beach and lots of things to use like bikes, stand up paddle boards, and beach chairs. The place itself is super cute and comfortable, although I think three people would be the most I’d try to fit in there. Andi was very friendly and responsive and made sure that we had everything we needed. There’s a cool bar that is literally right outside of the place, but unfortunately it was closed during our stay. Maybe it’s for the best though, because it’s open until 2am!
Top guest favourite
Cottage in Madeira Beach
4.79 out of 5 average rating, 107 reviews

Water Front Super Chic 2BD/ 1 bath - Cottage Wi-Fi

RyanRating, 5 stars2 months ago
We had to get another rental after our first fell through and Petie was so helpful in getting us set up quickly. Her hosting was attentive the entire time. And the place was so clean, well located and apportioned. The back patio was a great place to have breakfast and watch the boats and birds. It was a good space but ultimately the attentive hosting and being good with a last minute booking were what really pushed this over the top.
Superhost
Cottage in Pass-a-Grille Beach
4.93 out of 5 average rating, 15 reviews

Beach Cottage- Pass a Grille- Steps to beach

JohnRating, 5 stars3 months ago
Very responsive, went above and beyond!
Top guest favourite
Cottage in Palmetto
4.98 out of 5 average rating, 83 reviews

Central Quiet Bright Cottage, near Skyway Bridge.

ElleyRating, 5 stars2 months ago
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!
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!
Superhost
Cottage in Crystal Beach
4.88 out of 5 average rating, 33 reviews

Elegant Crystal Beach cottage within sea glimpse

BernitaRating, 5 stars1 month ago
This super cute cottage is very clean with up-to-date appliances and beautifully decorated with well-thought-out use of space! We stayed for 10 weeks and slept soundly every night due to the comfortable mattress, peaceful & quiet safe neighborhood. The newer fixtures and large washer/dryer were so convenient. Communication with Mary Jane was fantastic. She’s very responsive to questions and even though she lives next door, never intrusive. She’s so gracious we’d be back in a heartbeat! 💗 Truly one of the best experiences we’ve had in the nearly decade of staying in Airbnbs. Location is a bonus as is very walkable to Bay/Beach or bicycle to the Pinellas Trail. This area has so much to offer with beaches, trails, restaurants, fairs, etc
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.

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