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
10 113 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.
Your Winter Reset: Gulf Breezes + Good Vibes - Longboat Key, FL
No reviews

Your Winter Reset: Gulf Breezes + Good Vibes

cottage, Longboat Key
This Longboat Key holiday home is conveniently located near St. Armands Circle, Coquina Beach, and Lido Beach, offering easy access to local attractions.
The 63 square metre Cape Cod-style property sleeps four, boasting two bedrooms, one bathroom, a fireplace, a swimming pool, and access to resort amenities including tennis courts, BBQ grills, and bicycle hire, all within easy reach of the coast.
153 M² Cottage ∙ 2 Bedrooms ∙ 5 Guests - Longboat Key, FL
10 1 review

153 M² Cottage ∙ 2 Bedrooms ∙ 5 Guests

cottage, Longboat Key
This detached house offers an authentic "Old-Florida" feel in a peaceful, undeveloped island setting on Longboat Key, conveniently located 322 metres from the public pier and 483 metres from the beach.
This 153 square metre holiday home sleeps up to five guests across two bedrooms and two bathrooms, featuring a fully equipped kitchen with modern appliances, in-unit laundry, commercial-speed WiFi, air conditioning, a swimming pool, a terrace, a garden, parking for two cars and additional boat parking, all within a fully gated yard.
Recently Renovated Luxury Ground Floor Island Home Close To Beach!o Sleeps 4 - Longboat Key, FL
10 3 reviews

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

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.

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

Give the family a spacious seaside basecamp steps from the waves at family island cottages in Longboat Key, FL, United States.

Relax And Recharge In This 1br Cottage - Longboat Key, FL
No reviews

Relax And Recharge In This 1br Cottage

cottage, Longboat Key
This bayside bungalow on Longboat Key offers direct bay views and is conveniently located 4 kilometres from Mote Marine Laboratory & Aquarium and 5 kilometres from Coquina Beach.
This 63 square metre holiday home sleeps four people with one bedroom, one bathroom, a king-sized bed, a queen sofa bed in the living room, a kitchen with a fridge and microwave, and a swimming pool.
The Cottage By Anna Maria Island - Longboat Key, FL
9.4 28 reviews

The Cottage By Anna Maria Island

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.
Anna Maria Cottage With Golf Cart - Longboat Key, FL
9.8 26 reviews

Anna Maria Cottage With Golf Cart

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.
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.

Beautiful New Pool/spa, Steps To Sand & Restaurants, Golf Cart Included - Longboat Key, FL
10 13 reviews

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

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 5 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.
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.

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

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Furnished Sunroom W/ Tv! Canal-front Bradenton Gem - Longboat Key, FL
No reviews

Furnished Sunroom W/ Tv! Canal-front Bradenton Gem

cottage, Cortez
This holiday let in Bradenton is located less than 3 kilometres from the Florida Maritime Museum at Cortez, Palma Sola Bay, and the Anna Maria Sound Canal.
This pet-friendly cottage offers Wi-Fi in common areas, free parking, an outdoor swimming pool, a video game room, and a fireplace, with a kitchen equipped with a microwave, dishwasher, and stovetop.
'The City Oasis' Near Img & Anna Maria Island! - Longboat Key, FL
No reviews

'The City Oasis' Near Img & Anna Maria Island!

cottage, Bradenton
This Bradenton holiday home is conveniently located less than 2 kilometres from LECOM Park, Riverwalk Park, and the Bishop Museum, offering easy access to Bradenton's attractions.
The self-catering property boasts a fully equipped kitchen with microwave and dishwasher, two bathrooms, a private patio, free Wi-Fi, on-site parking, and access to an outdoor swimming pool; pets are welcome.
Private Hot Tub, Pool & Yard: Modern Bradenton Gem - Longboat Key, FL
No reviews

Private Hot Tub, Pool & Yard: Modern Bradenton Gem

cottage, Bradenton
This Bradenton holiday home is located 1.4 kilometres from Palma Sola Bay, within 4.8 kilometres of Blake Medical Centre and De Soto National Memorial, and under 9.6 kilometres from IMG Academy and Palma Sola Botanical Park.
This pet-friendly cottage features a swimming pool, garden, parking, air conditioning, and a kitchen equipped with a microwave and dishwasher, offering barbecue grills and a private patio for guests.
Cozy 1-bed Cottage In Adorable Tradewinds Bradenton Beach, Steps To Beach/pool - Longboat Key, FL
10 19 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.

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.

2 Mi To Bradenton Beach: Water-view Home W/ Bbq - Longboat Key, FL
10 1 review

2 Mi To Bradenton Beach: Water-view Home W/ Bbq

cottage, Cortez

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.

Delphina In Anna Maria Island - Longboat Key, FL
No reviews

Delphina In Anna Maria Island

cottage, Holmes 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.

'Uncle Louie's' Gulf Coast Gem W/ Outdoor Oasis - Longboat Key, FL
9.0 2 reviews

'Uncle Louie's' Gulf Coast Gem W/ Outdoor Oasis

cottage, South Bradenton
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