Cottages in Longboat Key, FL

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Longboat Key, FL cottages
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29 Best cottages in Longboat Key, FL

Best Longboat Key, FL cottages with a garden

Coastal Cottage W/ Pickleball And Outdoor Oasis 2 Mi To Beach - Longboat Key, FL
10 108 reviews

Coastal Cottage W/ Pickleball And Outdoor Oasis 2 Mi To Beach

apartment, Cortez
This family-friendly holiday home is located in Bradenton, just 5 kilometres from Anna Maria Sound, Fish Hole Adventure Golf and arcadeland, offering a peaceful and relaxing atmosphere. The property has consistently received excellent ratings from previous guests for its cleanliness, location and overall experience.
The 139 square metre property sleeps up to 12 guests in its three bedrooms and two bathrooms. It offers a range of amenities including a private pool, a games room, a terrace, a garden and free Wi-Fi, ensuring a comfortable and enjoyable stay for families and groups.
Castaway Cottage Near Img And Beaches - Longboat Key, FL
No reviews

Castaway Cottage Near Img And Beaches

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.
Romantic, Cute Cottage On Anna Maria Island. Close To Everything. Pet Friendly! - Longboat Key, FL
10 24 reviews

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

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.
The "Grouper" - Longboat Key, FL
9.4 73 reviews

The "Grouper"

cottage, Cortez
This Cortez cottage, situated in Sunny Shores, is less than 5km from Anna Maria Island's beaches, H2O Watersportz, Bradenton Beach Marina, and Fish Hole Adventure Golf.
The self-catering holiday home offers one bedroom, one bathroom, sleeps two guests, includes a kitchenette with fridge and microwave, air conditioning, a patio, and garden, and is ideal for exploring Bradenton Beach and the surrounding area.

Locate Top Kid-Friendly Cottages in Longboat Key, FL, United States

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Charming, Family Friendly Newly Renovated Duplex On Holmes Beach. - Longboat Key, FL
9.7 23 reviews

Charming, Family Friendly Newly Renovated Duplex On Holmes Beach.

cottage, Holmes Beach
This two-bedroom holiday home is located in the Ilexhurst neighbourhood of Holmes Beach, a short 0.5km walk from the white sands of Anna Maria Island.
The 74 square metre property features a fully equipped kitchen, a 60-inch smart TV, a queen-size sleeper sofa, a fenced garden, a gas grill, and can accommodate up to six guests.
Bridge Street Pier Beach House + Dog-friendly - Longboat Key, FL
9.8 33 reviews

Bridge Street Pier Beach House + Dog-friendly

cottage, Bradenton Beach
This Bridge Street Pier Beach House offers unbeatable waterfront access in Bradenton Beach, directly adjacent to the Bridge Street Pier and Anna Maria Oyster Bar, providing stunning Sarasota Bay views.
This three-bedroom, two-bathroom property boasts 80 square metres of living space, sleeping up to six guests and featuring a private swimming pool, spa, tennis court, and kayaks/paddleboards for exploring Sarasota Bay; nearby amenities include a community pool and clubhouse.
Retro Style Home With Large Pool Close To Downtown Holmes Beach And Walk To Beach! - Longboat Key, FL
10 6 reviews

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

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.

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See Cottages with a Jacuzzi in Longboat Key, FL, United States

Listen to the ocean waves from the bubbling comfort of your private shoreline hot tub at island cottages with a hot tub in Longboat Key, FL, United States.

Bridge Street Beach House | Wi-fi | Center Of All - Longboat Key, FL
10 4 reviews

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

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.

Search Dog-Friendly Cottages in Longboat Key, FL, United States

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Cozy Cottage Retreat At Tradewind Resort #32 In Bradenton Beach - Longboat Key, FL
9.2 21 reviews

Cozy Cottage Retreat At Tradewind Resort #32 In Bradenton Beach

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.
Cozy 1-bed Cottage In Adorable Tradewinds Bradenton Beach, Steps To Beach/pool - Longboat Key, FL
10 17 reviews

Cozy 1-bed Cottage In Adorable Tradewinds Bradenton Beach, Steps To Beach/pool

cottage, Bradenton Beach
This recently renovated one-bedroom holiday home in Bradenton Beach is located just a few steps from Bradenton Beach and the Gulf of Mexico, placing you within 500 meters of local boutiques and dining spots such as Bridge Street Bistro.
This 65 square meter holiday home accommodates up to four guests and features a fully equipped kitchen, air conditioning, Wi-Fi, a community swimming pool, and individual televisions in each room, with the option to book a neighbouring unit for larger groups.
Charming Ground Level Resort Style 3 Units Condo  Of A Triplex- Unit A - Longboat Key, FL
10 31 reviews

Charming Ground Level Resort Style 3 Units Condo Of A Triplex- Unit A

cottage, Holmes Beach
This charming three-unit condo is located in Bradenton Beach, a short 15-minute drive from Holmes Beach and Manatee Public Beach. The property has received excellent user ratings and is a popular choice for travellers seeking a relaxing beach getaway.
The ground-floor unit offers 92 square metres of space and can comfortably accommodate up to six guests. Guests can enjoy a private pool, a fully equipped kitchen, a terrace, and a garden.
Coastal Luxury 7mi To Anna Maria Private Cottage - Longboat Key, FL
10 10 reviews

Coastal Luxury 7mi To Anna Maria Private Cottage

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.

Your Hand-Picked Collection of Premium Cottages in Longboat Key, FL, United States

Experience premium coastal hospitality with elegant rooms and private beach access at luxury island cottages in Longboat Key, FL, United States.

Quiet Nights Of Quiet Stars On Anna Maria Island - Longboat Key, FL
10 147 reviews

Quiet Nights Of Quiet Stars On Anna Maria Island

cottage, Holmes Beach

Find Cottages by the Sea in Longboat Key, FL, United States

Step straight out of a charming, intimate guest property onto the sand at cottages by the sea in Longboat Key, FL, United States.

Romantic Island Getaway! Just Steps From The Beach - Longboat Key, FL
8.6 4 reviews

Romantic Island Getaway! Just Steps From The Beach

cottage, Bradenton Beach

Find the Best Cottages with a Swimming Pool in Longboat Key, FL, United States

Take a peaceful swim surrounded by tropical greenery at island cottages with a pool in Longboat Key, FL, United States.

Romantic Island Getaway! Just Steps From The Beach - Longboat Key, FL
8.6 4 reviews

Romantic Island Getaway! Just Steps From The Beach

cottage, Bradenton Beach
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