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Cottage vacation rentals in Brandon

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brandon cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

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

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
4.88 out of 5 average rating, 93 reviews

Sunny - Key West Vibe Cottage - Pool - Walkable

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
4.33 out of 5 average rating, 3 reviews

Are You Here Yet?

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

Guest favorite
A hot tub is seen on a patio, surrounded by greenery and overlooking a serene river. Two individuals are comfortably seated, enjoying the bubbling water. Trees and shrubs frame the scene, contributing to a peaceful outdoor setting.
Cottage in Tampa
4.95 out of 5 average rating, 120 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

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
4.9 out of 5 average rating, 80 reviews

Downtown Luxe Comfort Cottage with Hot Tub!

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, 50 reviews

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

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

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Pet-friendly cottage rentals

Superhost
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, 152 reviews

The Pelicans Roost / Gulfport

Superhost
A glass table is set with two wine glasses and a bottle of red wine, inviting relaxation. The backdrop features a picturesque view of the surroundings, with lush greenery and a sunset sky visible in the distance.
Cottage in Dunedin
5 out of 5 average rating, 15 reviews

Cozy Cottage Near Downtown + Waterfront

Superhost
An outdoor space features a wooden dining table surrounded by comfortable seating. Soft lighting hangs above, creating a cozy ambiance. The paved floor leads to a grassy backyard, visible through the screened enclosure. Decorative elements include a planter and a sign that reads 'Live Simply.'
Cottage in Clearwater
4.86 out of 5 average rating, 36 reviews

Live Simply Cottage: Spacious 4-Bedroom Home!

Superhost
A cozy living room features a tan sofa positioned across from a purple armchair. A round coffee table is centered on a light-colored rug. Colorful artwork adorns the wall, while a floor lamp provides warm lighting. The space is brightened by natural light through a window.
Cottage in St. Petersburg
4.96 out of 5 average rating, 122 reviews

Artsy guest house; near downtown w/ private patio

Superhost
Two blue adirondack chairs are positioned by the water's edge, offering a serene view of the river. A weathered stump sits between the chairs, while nearby trees provide shade. In the background, residential homes can be seen along the riverbank.
Cottage in Riverview
4.93 out of 5 average rating, 84 reviews

Alafia River Cottage

Superhost
An enclosed front porch features two white rocking chairs positioned on a patterned floor. A door with a large letter 'A' offers access, while windows provide natural light. Decorative elements include a small sailboat and hanging plants, complemented by a teal area rug.
Cottage in Gulfport
4.99 out of 5 average rating, 264 reviews

Gulfport Art District - One Block From Beach!

Superhost
A spacious outdoor area features comfortable lounge chairs and a patio, surrounded by greenery. The deck extends toward the water, with a view of the canal. A covered seating area and plants add to the inviting atmosphere, while overcast skies hint at a serene ambiance.
Cottage in Lutz
4.98 out of 5 average rating, 99 reviews

Serene Waterfront Cottage with Tranquil Setting

Superhost
The cottage features a welcoming front porch adorned with vibrant flowers and lush greenery. A stone pathway leads to the entrance, framed by well-maintained landscaping. Large windows allow ample natural light, enhancing the charm of the remodeled exterior.
Cottage in Old Seminole Heights
4.98 out of 5 average rating, 114 reviews

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

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Private cottage rentals

Top guest favorite
A wooden boardwalk extends over the water, leading towards a calm bay. Boat slips line the sides, with several boats visible at the dock. A mix of clouds fills the sky, casting natural light over the serene scene.
Cottage in Dunedin
4.96 out of 5 average rating, 89 reviews

Adorable Villa 1 min to Downtown Dunedin

Guest favorite
A private screened porch features a light-colored wooden floor and white railings, with two wicker chairs and a small table. Natural light filters through the slatted roof, creating a relaxed setting. A doorway leads to an outdoor area, surrounded by a wooden fence.
Cottage in St. Petersburg
4.95 out of 5 average rating, 19 reviews

Modern Cottage

Guest favorite
The image captures a tranquil shoreline at sunset, with gentle waves lapping at the sandy beach. Silhouettes of palm fronds are seen on the left, while the horizon features a blend of warm colors as the sun sets over the water.
Cottage in Crystal Beach
4.71 out of 5 average rating, 77 reviews

Crystal Beach Yellow Cottage

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

Top guest favorite
A contemporary cottage is illuminated at night, showcasing large glass panels that reveal a warm interior. Surrounding the cottage, a manicured lawn features stone pathways and lush greenery, creating a serene outdoor environment.
Cottage in Safety Harbor
5 out of 5 average rating, 52 reviews

Safety Harbor Cottage

Guest favorite
A pathway is visible leading toward a tranquil waterfront, framed by lush greenery and palm trees. The sunlight filters through the leaves, casting dappled shadows on the ground. A sign can be seen in the background, indicating the proximity to the water.
Cottage in Crystal Beach
4.92 out of 5 average rating, 61 reviews

Mango Cottage, pet friendly, steps to gulf

Guest favorite
A serene lake view is framed by the structure, with vibrant clouds reflecting hues of orange, pink, and purple as the sun sets. The calm water ripples gently, adding to the tranquil atmosphere of the scene.
Cottage in Thonotosassa
4.96 out of 5 average rating, 26 reviews

Tampa-Retreat I Homestead with 5th Gen Floridians

Guest favorite
A well-maintained outdoor space features a circular patio table surrounded by four chairs and a large green umbrella. Lush tropical plants and flowering bushes are present throughout the garden, creating a serene environment. A covered grill is situated nearby, against a fence providing privacy.
Cottage in St. Petersburg
4.94 out of 5 average rating, 54 reviews

Old Florida Paradise Secret Lair Cottage

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