Cottages in Longboat Key, FL

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Longboat Key, FL cottages
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38 Best cottages in Longboat Key, FL

Best family friendly Longboat Key, FL cottages

Among the 38 accommodations in Longboat Key, FL, here are the 4 best family friendly cottages

Just Minutes From Our Beautiful Gulf Of Mexico Beaches & Stunning Sunsets !! - Longboat Key, FL
10 3 reviews
Longboat Key, FL
20/08 – 22/08
A$355/nighttotal: A$710 (2 )

Just Minutes From Our Beautiful Gulf Of Mexico Beaches & Stunning Sunsets !!

2 2
cottage , Cortez
This pet-friendly two-bedroom holiday home in Bradenton is located 3.2 kilometres from the Gulf of Mexico's beaches and 2.4 kilometres from the Historical Cortez Fishing Village.
The 93 square metre holiday home accommodates up to four guests and features air conditioning, a kitchen with a fridge and microwave, and is conveniently situated for fishing charters, jet skiing, dolphin tours, and boating.
The Cottage By Anna Maria Island - Longboat Key, FL
9.4 25 reviews
Longboat Key, FL
26/12 – 31/12
A$304/nighttotal: A$1520 (5 )

The Cottage By Anna Maria Island

3 2
cottage , Bradenton
This charming cottage is located in central Bradenton, within easy walking distance of restaurants, the Farmers Market, Village of the Arts, and the Riverwalk. It has consistently received excellent guest ratings.
This cosy home has three bedrooms and one bathroom, comfortably accommodating up to six guests. The cottage offers a fully equipped kitchen, a comfortable bathroom, air conditioning, a jacuzzi, and two porches, perfect for relaxing and enjoying the Florida sunshine.
Quiet Nights Of Quiet Stars On Anna Maria Island - Longboat Key, FL
10 143 reviews
Longboat Key, FL
26/12 – 31/12
A$275/nighttotal: A$1375 (5 )

Quiet Nights Of Quiet Stars On Anna Maria Island

2 2
cottage , Holmes Beach
This Holmes Beach cottage boasts beachfront access, a 10-minute walk from Bradenton Beach and Island Gallery West, and under 2km from Holmes Beach and Manatee Public Beach.
This 65 square metre holiday home sleeps four in two bedrooms, one bathroom, and includes a fully equipped kitchen, free Wi-Fi, a terrace, garden, tennis court, parking, and on-site barbecue facilities.
Retro Style Home With Large Pool Close To Downtown Holmes Beach And Walk To Beach! - Longboat Key, FL
10 6 reviews
Longboat Key, FL
22/08 – 05/09
A$568/nighttotal: A$7952 (14 )

Retro Style Home With Large Pool Close To Downtown Holmes Beach And Walk To Beach!

2 3
cottage , Holmes Beach
This Holmes Beach holiday home is ideally situated less than 0.8km from Island Gallery West and Bradenton Beach, with AMI Paddleboard Adventures and Holmes Beach's shores within a 2.4km radius.
The two-bedroom, three-bathroom property sleeps four, boasting a private pool, barbecue, fully equipped kitchen including a dishwasher, and amenities such as a DVD player and balcony; pets are welcome.

Best Longboat Key, FL cottages with a garden

Charming Ground Level Resort Style 3 Unit Condo  - Unit C - Longboat Key, FL
9.8 36 reviews
Longboat Key, FL
15/07 – 24/07
A$629/nighttotal: A$5661 (9 )

Charming Ground Level Resort Style 3 Unit Condo - Unit C

2 6
cottage , Holmes Beach
This charming ground floor apartment, part of a three-unit complex, is conveniently located in Ilexhurst, Holmes Beach, just a short walk from Anna Maria Sound and Bradenton Beach. It has consistently received excellent reviews from previous guests. This two-bedroom apartment, spanning 84 square metres, comfortably accommodates up to six guests. Amenities include a private pool, a garden with barbecue facilities, free Wi-Fi, and a fully equipped kitchen.
Orchid Villa By Beach Boutique Rentals - Longboat Key, FL
10 26 reviews
Longboat Key, FL
22/08 – 05/09
A$698/nighttotal: A$9772 (14 )

Orchid Villa By Beach Boutique Rentals

2 3
cottage , Holmes Beach
This charming cottage is located in Holmes Beach, just a short walk from the beach path and within easy reach of shops and restaurants. It has consistently received excellent ratings for location, cleanliness and overall experience, making it a popular choice for travellers.
The cottage is spread over 75 square metres and can accommodate up to 5 guests in its two bedrooms and two bathrooms. It offers a range of amenities including a fully equipped kitchen, air conditioning, a private patio and a shared laundry facility, ensuring a comfortable and enjoyable stay.
Romantic, Cute Cottage On Anna Maria Island. Close To Everything. Pet Friendly! - Longboat Key, FL
10 23 reviews
Longboat Key, FL
22/08 – 05/09
A$687/nighttotal: A$9618 (14 )

Romantic, Cute Cottage On Anna Maria Island. Close To Everything. Pet Friendly!

2 3
cottage , Bradenton Beach
This Bradenton Beach holiday home is ideally located just steps from Fish Hole Adventure Golf, Bradenton Beach, the Historic Bridge Street Pier, and Bridge Street.
The two-bedroom, three-bathroom property sleeps six, boasts a fully equipped kitchen, terrace, garden, free Wi-Fi, and access to a tennis court; barbecue facilities are also available.
Palm Villa By Beach Boutique Rentals - Longboat Key, FL
10 22 reviews
Longboat Key, FL
22/08 – 05/09
A$698/nighttotal: A$9772 (14 )

Palm Villa By Beach Boutique Rentals

2 3
cottage , Holmes Beach
This charming cottage is situated just a short walk from the beach path in Holmes Beach, offering easy access to the sand and nearby shops and restaurants. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The two-bedroom cottage spans 75 square metres and comfortably accommodates up to five guests. It features a fully equipped kitchen, a private patio with outdoor shower, and a shared laundry facility, ensuring a relaxing and comfortable stay.

Frequently asked questions about cottages in Longboat Key, FL

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Best Longboat Key, FL cottages with a jacuzzi

Among the 38 accommodations in Longboat Key, FL, here are the 2 best cottages with a jacuzzi

Beautiful New Pool/spa, Steps To Sand & Restaurants, Golf Cart Included - Longboat Key, FL
10 12 reviews
Longboat Key, FL
22/08 – 05/09
A$843/nighttotal: A$11802 (14 )

Beautiful New Pool/spa, Steps To Sand & Restaurants, Golf Cart Included

2 3
cottage , Holmes Beach
This Holmes Beach seaside cottage, near Bradenton Beach, is a 10-minute walk from Island Gallery West and under 2km from both Holmes Beach and Manatee Public Beaches.
This 96 square metre holiday home sleeps six, boasting two bedrooms, one bathroom, a private pool, hot tub, barbecue, and fully equipped kitchen including a dishwasher; free Wi-Fi is also provided.
Bridge Street Beach House | Wi-fi | Center Of All - Longboat Key, FL
10 3 reviews
Longboat Key, FL
01/07 – 08/07
A$596/nighttotal: A$4172 (7 )

Bridge Street Beach House | Wi-fi | Center Of All

3 2
cottage , Bradenton Beach
This detached house is located in the Bridge Street district of Bradenton Beach, a short 500-metre walk from Bradenton Beach and the Anna Maria Sound Canal, and near amusement parks.
This 60 square metre holiday home accommodates up to six guests, offering three bedrooms, one bathroom, a kitchen with a fridge, microwave and dishwasher, air conditioning, a communal swimming pool, hot tub, garden, spa, tennis court, and on-site parking, with complimentary Wi-Fi and access to table tennis and billiards.

Best pet friendly Longboat Key, FL cottages

Among the 38 accommodations in Longboat Key, FL, here are the 4 best pet friendly cottages

Anna Maria Cottage With Golf Cart - Longboat Key, FL
10 23 reviews
Longboat Key, FL
22/08 – 05/09
A$553/nighttotal: A$7742 (14 )

Anna Maria Cottage With Golf Cart

2 3
cottage , Holmes Beach
This Holmes Beach holiday home is situated on the quiet north end of Anna Maria Island, within walking or cycling distance of local shops and the free island trolley, offering easy access to beaches and restaurants.
The single-storey property sleeps four guests in two bedrooms and one bathroom, and features an open-plan layout, a furnished patio, a barbecue, and includes beach chairs, umbrellas, and a two-person kayak for guest use; a golf cart is also provided.
Tortuga Cottage · 1915 · Pool · Pet-friendly - Longboat Key, FL
9.6 4 reviews
Longboat Key, FL
26/12 – 31/12
A$1304/nighttotal: A$6520 (5 )

Tortuga Cottage · 1915 · Pool · Pet-friendly

2 2
cottage , Bradenton Beach
This restored 1915 holiday home in Bradenton Beach is situated 176 metres from the Gulf of Mexico and 52 metres from Anna Maria Sound, with Bridge Street's dining and entertainment a four-minute walk away.
This three-bedroom, two-bathroom holiday home accommodates six guests and offers a private heated swimming pool, a screened porch, and is pet-friendly for dogs up to 18 kilograms.
Cottage In The Shade, 3 Min Walk To Beach, Restaurants, And Pickleball Crt. - Longboat Key, FL
9.6 9 reviews
Longboat Key, FL
26/12 – 31/12
A$411/nighttotal: A$2055 (5 )

Cottage In The Shade, 3 Min Walk To Beach, Restaurants, And Pickleball Crt.

2 2
cottage , Bradenton Beach
This holiday home offers a prime location in Bradenton Beach, just a 5-minute walk from Bradenton Beach and the historic Bridge Street Pier, enabling car-free exploration.
This two-bedroom bungalow accommodates up to four guests and features air conditioning, Wi-Fi, on-site parking, and a barbecue for outdoor cooking.
Coastal Luxury 7mi To Anna Maria Private Cottage - Longboat Key, FL
10 7 reviews
Longboat Key, FL
26/12 – 31/12
A$296/nighttotal: A$1480 (5 )

Coastal Luxury 7mi To Anna Maria Private Cottage

1 2
cottage , Bradenton
This Bradenton holiday home is conveniently located near LECOM Park and The Bishop Museum of Science and Nature (approx. 6.4 km to each), a short drive from Tampa Bay (approx. 24 km) and Lido Beach (approx. 71 km).
The self-catering property sleeps two guests in one bedroom and one bathroom, offering Wi-Fi, air conditioning, and is well-equipped for a comfortable stay near local attractions including the Mall at University Town Center and St. Armands Circle.
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