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

Charming Ground Level Resort Style 3 Unit Condo  - Unit C - Longboat Key, FL
9.8 36 reviews
Longboat Key, FL
22/08 – 05/09
A$470/nighttotal: A$6580 (14 )

Charming Ground Level Resort Style 3 Unit Condo - Unit C

2 3
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.
Recently Renovated Luxury Ground Floor Island Home Close To Beach!o Sleeps 4 - Longboat Key, FL
10 2 reviews
Longboat Key, FL
22/08 – 05/09
A$568/nighttotal: A$7952 (14 )

Recently Renovated Luxury Ground Floor Island Home Close To Beach!o Sleeps 4

2 3
cottage , Holmes Beach
This Holmes Beach holiday home is a five-minute walk from Island Gallery West and Bradenton Beach, with Holmes Beach and Manatee Public Beach within a 2.4km radius.
Sleeping four guests in two bedrooms and three bathrooms, this self-catering property boasts a private pool, barbecue facilities, and a fully equipped kitchen including a dishwasher; DVD player and free Wi-Fi are also available.
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.
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.

Best Longboat Key, FL cottages with a garden

Castaway Cottage Near Img And Beaches - Longboat Key, FL
Longboat Key, FL
26/12 – 31/12
A$1154/nighttotal: A$5770 (5 )

Castaway Cottage Near Img And Beaches

1 2
cottage , Bradenton
This detached house is located in Bradenton, 7 kilometres from the city centre and close to Blake Medical Center, offering free Wi-Fi and a barbecue area.
This property accommodates two guests and includes a kitchen with a fridge, microwave oven, and dishwasher, alongside air conditioning and parking.
Bridge Street Beach House | Wi-fi | Center Of All - Longboat Key, FL
10 3 reviews
Longboat Key, FL
11/07 – 17/07
A$667/nighttotal: A$4002 (6 )

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

3 3
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.
Cozy Cottage Retreat At Tradewind Resort #32 In Bradenton Beach - Longboat Key, FL
9.2 19 reviews
Longboat Key, FL
11/07 – 17/07
A$484/nighttotal: A$2904 (6 )

Cozy Cottage Retreat At Tradewind Resort #32 In Bradenton Beach

1 3
cottage , Bradenton Beach
Tradewind Resort #32, a self-catering property in Bradenton Beach, Florida, is situated a short drive from Mote Marine Laboratory & Aquarium and Cortez Beach.
This one-bedroom holiday home sleeps four guests and boasts a fully equipped kitchen, private patio, and access to a swimming pool and hot tub at the resort, alongside being close to local amenities.
Blue Agave Villa By Beach Boutique Rentals - Longboat Key, FL
9.8 105 reviews
Longboat Key, FL
22/08 – 05/09
A$590/nighttotal: A$8260 (14 )

Blue Agave Villa By Beach Boutique Rentals

2 3
cottage , Holmes Beach
Frangipani Villa is a ground-floor holiday home in Holmes Beach, just a short walk from the beach path and within easy reach of shops and restaurants. The villa has received excellent ratings for location, cleanliness, and overall user experience.
The cottage features a private outdoor shower, a spacious porch with Adirondack chairs, and a fully equipped kitchen. Guests can enjoy a botanical courtyard with a fountain, relax on the porch, or take advantage of the beach supplies provided.

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
11/07 – 17/07
A$667/nighttotal: A$4002 (6 )

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

3 3
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

Cottage In The Shade, 3 Min Walk To Beach, Restaurants, And Pickleball Crt. - Longboat Key, FL
9.6 9 reviews
Longboat Key, FL
22/08 – 05/09
A$388/nighttotal: A$5432 (14 )

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

2 3
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.
Just Minutes From Our Beautiful Gulf Of Mexico Beaches & Stunning Sunsets !! - Longboat Key, FL
10 3 reviews
Longboat Key, FL
11/07 – 17/07
A$305/nighttotal: A$1830 (6 )

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

2 3
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.
Cozy Beachside Cottage At Tradewinds/1br/pool/steps To Beach.unit1 Available Too - Longboat Key, FL
9.8 7 reviews
Longboat Key, FL
22/08 – 05/09
A$481/nighttotal: A$6734 (14 )

Cozy Beachside Cottage At Tradewinds/1br/pool/steps To Beach.unit1 Available Too

1 3
cottage , Bradenton Beach
This newly renovated 1-bedroom, 1-bathroom cottage in Bradenton Beach is just a few steps from Bradenton Beach and the community pool, offering easy access to local boutiques, Bridge Street Bistro, and Anna Maria Oyster Bar.
This 65 square meter holiday home accommodates up to four guests and features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, and private parking, with the option to book an adjacent unit for larger groups.
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.
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