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.
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.
10 5 reviews
Longboat Key, FL
11/07 – 17/07
A$506/nighttotal: A$3036 (6 )
The Pelicans Nest Cozy Stay Near The Beach
2 3
cottage , Bradenton Beach
This non-smoking holiday home in Bradenton Beach is a short walk from Canal Anna Maria Sound and Bradenton Beach, with Coquina Beach and Bean Point Beach nearby. This holiday home offers a private terrace, a fenced yard, complimentary Wi-Fi, air conditioning, a barbecue, laundry facilities, a full kitchen, and on-site parking, with opportunities for wildlife watching and birding tours in the vicinity.
10 143 reviews
Longboat Key, FL
22/08 – 05/09
A$229/nighttotal: A$3206 (14 )
Quiet Nights Of Quiet Stars On Anna Maria Island
2 3
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.
10 10 reviews
Longboat Key, FL
22/08 – 05/09
A$447/nighttotal: A$6258 (14 )
Cozy 1-bed Cottage In Adorable Tradewinds Bradenton Beach, Steps To Beach/pool
1 3
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.
Longboat Key, FL
11/07 – 17/07
A$689/nighttotal: A$4134 (6 )
Stay At Pine Key- A Cozy Beach Cottage Retreat!
2 3
cottage , Bradenton Beach
This detached house is situated in Bradenton Beach, a short walk from Canal Anna Maria Sound and Bradenton Beach, with Coquina Beach and Bean Point Beach also nearby. Guests can enjoy a private terrace, a fenced yard, complimentary Wi-Fi, air conditioning, and a fully equipped kitchen, with on-site parking and an in-unit washer and dryer available.
Longboat Key, FL
19/06 – 26/06
A$623/nighttotal: A$4361 (7 )
Charming 1920s Cottage, Waterfront Just 50 Ft Away, Beach Just 1 Minute Stroll!
2 2
cottage , Bradenton Beach
This Bradenton Beach holiday home, a 1920s cottage on 7th Street South, enjoys a prime location less than 0.16km from the beach and a short distance from Bridge Street's shops and restaurants. The two-bedroom, one-bathroom property sleeps five, boasting a wraparound porch with stunning Bay views, new memory foam beds, a fully equipped kitchen, streaming TV, and proximity to attractions including the John and Mable Ringling Museum of Art and Mote Marine Laboratory & Aquarium.
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.
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.
10 29 reviews
Longboat Key, FL
22/08 – 05/09
A$580/nighttotal: A$8120 (14 )
Charming Ground Level Resort Style 3 Units Condo Of A Triplex- Unit A
2 3
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.
10 7 reviews
Longboat Key, FL
22/08 – 05/09
A$527/nighttotal: A$7378 (14 )
Spoonbill Lagoon With Fantastic Water Views Of Palma Sola Bay!
2 3
cottage , Bradenton
This waterfront flat in Bradenton's Flamingo Cay community offers unobstructed views of Palma Sola Bay and is situated just minutes from Anna Maria Island's beaches and close to Robinson Preserve and Palma Sola Causeway. This 157 square metre residence accommodates up to six guests with two bedrooms and two bathrooms, featuring a private dock on Spoonbill Lagoon, a screened-in lanai, and a private screened-in lap pool with an integrated spa.
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.
Best family friendly Longboat Key, FL cottages
Among the 38 accommodations in Longboat Key, FL, here are the 4 best family friendly cottages
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.
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.
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.
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
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.
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.
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.
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
What would be a good 2-days itinerary for visiting Longboat Key, FL?
On your first day, head to the Longboat Key Beach for some sun and sand. In the afternoon, visit the Mote Marine Laboratory & Aquarium to learn about marine life. For your second day, take a boat tour to see the dolphins and manatees. Afterwards, enjoy a delicious meal at one of the many restaurants with waterfront views.
What part of Longboat Key, FL is ideal for renting a cottage?
The north end of Longboat Key, around the area of Bay Isles, is a great place to rent a cottage. You'll find charming, quiet cottages with easy access to the beach and the beautiful Bay Isles Park.
What are the best cottages with a pool in Longboat Key, FL?
When is the best time to rent a cottage in Longboat Key, FL?
The best time to visit Longboat Key is during the shoulder seasons, from April to May or September to October. You'll enjoy pleasant weather and fewer crowds compared to the peak summer months.
What are the best cottages with a jacuzzi in Longboat Key, FL?
What are the can't-miss sights in Longboat Key, FL?
Some must-see sights include the Longboat Key Beach, the St. Armands Circle, the Mote Marine Laboratory & Aquarium, and the Longboat Key Club & Resort.
What are the best cottages for families and kids in Longboat Key, FL?
Why consider renting a cottage in Longboat Key, FL for your stay?
Renting a cottage gives you a more intimate and secluded experience compared to staying in a hotel. You'll have your own space, often with a private patio or garden, and enjoy a more relaxed atmosphere.
What are the best pet friendly cottages in Longboat Key, FL?
Can you easily explore Longboat Key, FL on foot or by bike?
Longboat Key is quite flat and easy to navigate on foot or by bike. You can easily explore the main areas, including the beach, shops, and restaurants, without needing a car.
What are the best cottages with parking in Longboat Key, FL?
What are the best restaurants in Longboat Key, FL with nature views?
For stunning waterfront views, try Mar Vista Dockside Restaurant or The Chart Room. Both offer delicious seafood and breathtaking sunsets over the Gulf of Mexico.
What family-friendly activities are available in Longboat Key, FL?
There are plenty of family-friendly activities in Longboat Key, including the Mote Marine Laboratory & Aquarium, the Longboat Key Beach, and the Anna Maria Island Historical Museum. You can also rent bikes and explore the scenic bike paths or take a dolphin-watching tour.
Destinations nearby
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
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.
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
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.
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.
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.
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.