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Cottage vacation rentals in Brandon

Find and book unique cottages on Airbnb

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Popular amenities for Brandon cottage rentals

Cottage rentals with a hot tub

A covered front porch offers a welcoming space, featuring white railings and a staircase. Several dark chairs are arranged on the floor, providing areas to relax. A fan is visible on the ceiling, contributing to ventilation. The porch is accessibly designed with a blend of textures.
Cottage in Zephyrhills
4.75 out of 5 average rating, 12 reviews

A Place of Your Own

SertaRating, 5 stars30 months ago
All the comforts of home located in a nice quiet neighborhood. The space was very clean and well maintained. Kimberly was easily accessible. Overall great stay!
Guest favorite
The outdoor pool area features a clear water pool surrounded by lounge chairs and vibrant umbrellas. A bright blue building is visible in the background, complemented by colorful accents along the poolside. Lush greenery adds to the relaxed atmosphere.
Cottage in Dunedin
4.9 out of 5 average rating, 105 reviews

Sunny - Key West Vibe Cottage - Pool - Walkable

DanRating, 5 stars5 days ago
Really enjoyed our stay at the Captain’s Cottage! Nicely kept, with thoughtful amenities. Hope to be back someday to explore more of Dunedin.
A welcoming exterior view of the rental home is presented, featuring a front porch with a white railing and steps. The façade is painted in light yellow, complemented by blue skies and a concrete driveway that provides ample parking.
Cottage in Zephyrhills
4.5 out of 5 average rating, 4 reviews

Are You Here Yet?

LenaRating, 5 stars1 month ago
My boyfriend and I picked this place to visit his parents who live in Settlers Rest. This was a very clean and renovated place. Very easy to find and we arrived around 11pm as we drove from PA. Our packet with the key was easy to find and we did not have any issues. There were documents to fill out which I did not know about until I received a call from the office and they were understanding. We also brought our two dog's along and were asked for the vaccine records. I had these with me because my boyfriends parents told me to bring them otherwise I would not have had them. Otherwise everything was great and Kimberly responded quickly to all questions and everyone at the office was very nice. We would stay here again!
A single-story home with light blue siding features a covered front porch with white railing and seating, offering a welcoming entrance. A concrete driveway is visible, alongside landscaped greenery. The structure stands against a clear blue sky and is surrounded by a well-maintained community.
Cottage in Zephyrhills
5 out of 5 average rating, 3 reviews

Cozy Comfort

EugeneRating, 5 stars33 months ago
Quite, everything was as advertised. Place was new and updated.
Guest favorite
A private hot tub is positioned on a wooden deck, outfitted with two black chairs and a small table. The cottage features a light blue exterior with a white door framed by two towels. A pergola with climbing plants is visible in the background.
Cottage in Safety Harbor
4.91 out of 5 average rating, 88 reviews

Downtown Luxe Comfort Cottage + Hot Tub!

ChelseyRating, 5 stars2 weeks ago
We had a wonderful time staying here! The location is phenomenal and it was always quiet outside the home, day and night. You can walk to restaurants, bars, shops, and more in less than 2 minutes. Beach access is 15 or so minutes away as well. The home was clean and well appointed for 2 people and the host was always responsive and nice. We were also able to bring our dogs, which we appreciated. We love Safety Harbor and will definitely stay here again!
Superhost
A screened-in pool area features a curved pool with a spa, surrounded by tall palm plants. White balloons float on the water's surface, and a lounging area with a green float is visible. Natural light highlights the tranquil setting, providing a relaxing atmosphere.
Cottage in Wesley Chapel
4.85 out of 5 average rating, 52 reviews

Gorgeous farmhouse with pool in Tampa Florida

VijayRating, 5 stars1 month ago
House was just as described .we were a group of 8guys on a golf trip and house had enough beds for all. We were only there for 2 nights so we just ate dinner out and just made breakfast and there were enough utensils for that all in all a good place to stay..
Guest favorite
A charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.
Cottage in Crystal Beach
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars8 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 favorite
A bright and airy seating area features a hanging chair and a cozy sofa, adorned with colorful cushions. Natural light floods in through large windows, complemented by light-toned wooden flooring and a textured pink area rug that adds warmth to the space.
Cottage in Largo
4.98 out of 5 average rating, 58 reviews

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

Melissa Rating, 5 stars5 days ago
The house was cute, cozy and beautifully decorated. Laura was very responsive when communicating. Our family of 4 stayed for 3 nights and enjoyed the outdoor space and game room a lot. Plenty to do and lacked nothing. Just be warned about the mosquitoes if you plan on spending long periods of time in back patio area. Bug repellent was provided, however we were still eaten alive. This however did not ruin our overall experience. I would totally recommend this location to anyone and would definitely like to visit again.

Pet-friendly cottage rentals

Top guest favorite
A spacious backyard is featured, bordered by a wooden fence for privacy and lined with tropical plants and trees. A concrete patio area is included, which features a grill covered for protection. The lawn is open and well-maintained, providing a serene outdoor space.
Cottage in Gulfport
4.96 out of 5 average rating, 156 reviews

The Pelicans Roost / Gulfport

KenRating, 5 stars1 week ago
Really cute place! And close to everything in downtown Gulfport Florida. Great small flooring community with a great community vibe!
Guest favorite
A cozy living area features a yellow sofa and two accent chairs flanking a wooden coffee table. A TV displays a calming fireplace scene, with decorative wall art and patterned accents adding character. Natural light filters through windows covered by white blinds.
Cottage in Tampa
4.91 out of 5 average rating, 91 reviews

River adjacent, Quiet neighborhood, King bed

VictoriaRating, 5 stars2 weeks ago
We loved our stay at Hew’s place. The location was perfect and Hew was super helpful and responsive to all questions asked. So happy we found this place for our stay!
Guest favorite
A wooden boardwalk leads directly to the beach, framed by sandy dunes and swaying grass. The clear blue sky meets the calm waters of the Gulf, creating an inviting scene for beachgoers. The soft beach sand stretches out, blending seamlessly into the horizon.
Cottage in Pass-a-Grille Beach
4.88 out of 5 average rating, 170 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

KatieRating, 5 stars3 weeks ago
Lisa was a great host, and paradise by the beach is an awesome place to stay. My family of 4 (2 adults and our older teens) just loved being able to have a lot of space (compared to the hotel rooms on st Pete beach) and a full kitchen and a close walk to the beach. The kids loved riding the bikes to get an ice cream at night, and it was so easy and convenient to pack up the chairs and umbrella and walk over to the beach. The walk is actually shorter than the resorts we have stayed at on spb. It was kind of like settling into our home by the beach—very comfy and convenient with everything we needed. Lots of tvs, lots of space, easy to get around. I also liked having a fully equipped kitchen—only made dinner one night, but everything we needed was there! We’d definitely again and prefer it to the other resorts we have stayed at. It’s less expensive, more convenient, and a lot more space. Thank you so much, Lisa! We hope your space is available next time we come down!
Guest favorite
A charming entryway features a wooden front door with a decorative handle. Two patterned chairs are positioned on a small porch, surrounded by lush greenery and potted plants. A concrete path leads up to the entrance, highlighting the inviting exterior of the cottage.
Cottage in St. Petersburg
4.95 out of 5 average rating, 20 reviews

Modern Cottage

LeliaRating, 5 stars5 months ago
Everything about our stay was as near to perfection as possible.The cottage interior is decorated in a modern minimalistic way to make the small cottage feel more spacious. Everything was clean, and we thought Lisa had thought of everything detail. She quickly responded to our two questions. When I need a place in St. Pete again, hers will be the first choice. Yhanks for making it a very relaxing place to be.
Top guest favorite
A dining area is showcased with a white table set for four, featuring floral tableware and a decorative centerpiece. A large window allows natural light to illuminate the space, which is complemented by a cozy seating area in the background and a TV mounted on the wall.
Cottage in Dunedin
4.96 out of 5 average rating, 208 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

KikiRating, 5 stars3 weeks ago
We absolutely love staying at this property! It is our third time booking. The cottage is always impeccably clean and in a very safe area. It is stocked with everything you need. We love Coral Cottage! And Barbara is very friendly and so responsive. Dunedin is an amazing, quaint little town with so many wonderful food choices. Cafe' Alfresco is our personal favorite. Barbara's cottage is just a couple blocks from downtown Dunedin and only a 15 minute drive to Honeymoon Island State Park or Clearwater beach. I always pick up a piece of jewelry as a memento when we go on a trip. Just kitty-corner from the Airbnb is a charming jewelry store filled with beautiful, unique pieces that are reasonably priced. Romantique Jewelers. Just ask for Kimber, she's a doll! Don't hesitate to book this property for your next trip!!!
Guest favorite
A cozy interior space features a neutral color palette with a striped bedspread. A serving tray holds two white cups beside a small dish of candy. Natural light fills the room, highlighting a kitchenette in the background, complemented by white cabinetry and a subtle decor.
Cottage in Dunedin
4.85 out of 5 average rating, 363 reviews

Cozy up in a French Country nest NEAR EVERYTHING

RileyRating, 5 stars1 month ago
The location was great. Place was tidy and clean also checking in was super easy. Tons of things to do nearby. Neighborhood was quiet. Host was super responsive and made our stay perfect! Would book this again it’s just as you see!!!
Guest favorite
A cozy living space features a dark leather couch and a decorative wooden coffee table. Natural light streams through large windows adorned with blue patterned curtains. A flat-screen TV is mounted on the wall, and a wooden cabinet displays nautical-themed decor.
Cottage in Riverview
4.93 out of 5 average rating, 86 reviews

Alafia River Cottage

AngelaRating, 5 stars3 weeks ago
This place was wonderful ! Martha was great and very responsive anytime ! Quiet and peaceful and very charming cottage ! Will definitely be returning
Top guest favorite
Cottage in Gulfport
4.99 out of 5 average rating, 267 reviews

Gulfport Art District - One Block From Beach!

RobbiRating, 5 stars6 days ago
Absolutely perfect Airbnb in every way! The location could not be better. We laughed because we had dinner reservations at Pia’s Italian restaurant and realized it was right across the street. Talk about convenience! This was hands down the cleanest Airbnb we’ve ever stayed in. Uncle Finley left us a thoughtful welcome package with a bottle of wine, beer, water, orange juice, and more. It’s clear he’s put real care into every detail to make the stay extra comfortable. Phone chargers were exactly where you needed them (no hunting for outlets), there were doggie bowls and doggie bags for our pup, Uncle Finley was super responsive to questions and genuinely committed to taking care of both his guests and this beautiful home. We’d come back in a heartbeat. Don’t hesitate just book it! Tip: In addition to Pia’s homemade pasta with pesto sauce, I’d also highly recommend the restaurant Pearl by Chef Karim for an unforgettable meal! The Pearl is a testament to culinary excellence.

Private cottage rentals

Guest favorite
A collection of six glassware pieces rests on a wooden tray. The glasses, designed with blue accents, include two tall wine glasses and four shorter, stemmed cocktail glasses. Behind the glasses, a sparkling saltwater pool reflects the surrounding greenery, creating a serene setting.
Cottage in Palm Harbor
4.89 out of 5 average rating, 28 reviews

Coral Cottage pool/firepit 2 bedr 2 bth sleeps 6

CatherineRating, 5 stars2 weeks ago
Coral cottage was the perfect place to get to our favorite locations on the suncoast - being 10 minutes from Hellas is a godsend
Top guest favorite
Cottage in Tarpon Springs
5 out of 5 average rating, 55 reviews

Close to Downtown/Sponge Docks/Beaches/Trails

MelissaRating, 5 stars4 days ago
Couldn’t be happier with our stay. Nick and Anna were wonderful and went above and beyond to make sure we had a perfect experience. The home was clean, conveniently located, and appointed with everything we needed. We’d gladly stay again!
Top guest favorite
A thin, leafed tree is visible against a clear blue sky, with the turquoise waters of the beach in the background. The sandy beach stretches out on one side, creating a serene coastal setting, inviting relaxation and enjoyment of the natural beauty.
Cottage in Dunedin
4.98 out of 5 average rating, 98 reviews

Private and Romantic I The Highland Hideaway

JohnRating, 5 stars2 days ago
We really enjoyed Erin and Bill’s place. It was spotless. They had towels, chairs, and an umbrella for the beach. We walked almost everywhere. We used to live in Dunedin and Erin’s place was a perfect place to call home while we visited old friends and visited all of the great restaurants. It was quiet at night giving us a good night’s sleep to rest up and hit the next day running. We would highly recommend!!
Superhost
A charming outdoor seating area is showcased, featuring a dining table and chairs surrounded by lush tropical foliage. Large windows of the cottage allow natural light to fill the interior. The tranquil atmosphere invites relaxation in a natural setting.
Cottage in Tarpon Springs
4.88 out of 5 average rating, 33 reviews

Oceanside Cottage

PaulaRating, 5 stars2 months ago
clean, spacious. Beautiful location right on the bayou. Friendly neighbours.
Guest favorite
Cottage in Treasure Island
4.98 out of 5 average rating, 64 reviews

Key Lime Cottage-Beach1 block

IlianaRating, 5 stars11 months ago
Location was perfect the beach was a block away, John’s Pass was just 5 minutes away aswell as the opposite way multiple shops about 10 minutes away. Lynne had nearly everything provided what you’d need for a beach getaway. Ice chest, sunscreen, chairs, snacks, umbrella, paddle ball game and more. There was even some cooking condiments in the fridge already aswell as chips. Only one thing we were suprised with is sharing the backyard area along with the host. Other than that it was a phenomenal stay and our host was very attentive.
Guest favorite
A stone sign marks the entrance to Philippe Park, with the words etched into its surface. Lush greenery and trees frame the area, providing a natural backdrop. The sunlight filters through the leaves, creating dappled patterns on the ground.
Cottage in Safety Harbor
4.93 out of 5 average rating, 57 reviews

6B Newly Renovated Casita at Coastal Cottages!

AntonRating, 5 stars3 weeks ago
Thank you so much for the wonderful time at your place. The apartment was as described. Very quiet. I only had 15 minutes to work. Shops and restaurants in the area, everything as it should be. Thanks! I hope to see you soon.
Superhost
An aerial view captures the sandy shoreline meeting the calm green waters of the Gulf. A meandering path runs parallel to the beach, flanked by sparse vegetation. Nearby residences are visible along the street, providing a glimpse of the neighborhood's layout.
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 stars5 months ago
Very responsive, went above and beyond!
Guest favorite
A black Keurig coffee maker with a glass carafe is displayed on a counter. Below, a drawer accommodates an array of coffee pods in various flavors, neatly organized for easy access. The vibrant blue backsplash adds a refreshing touch to the kitchen setting.
Cottage in Crystal Beach
4.92 out of 5 average rating, 64 reviews

Mango Cottage, pet friendly, steps to gulf

JaniceRating, 5 stars1 month ago
Very nice and quiet neighborhood. Crystal Beach sunset was beautiful. Well’s Spring park was a nice park for walking the dog. Everyone was friendly that we met while walking. Would book again.

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