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.
9.7 152 reviews
Longboat Key, FL
22/08 – 05/09
£120/nighttotal: £1680 (14 )
Ty's Canal Cottage
1 3
cottage , Cortez
This charming cottage is situated in Cortez, just a short walk from Blue Water Explorers and the Florida Maritime Museum, offering easy access to the area's rich maritime history and local attractions. Guests have consistently praised the cottage for its excellent location, cleanliness, and overall experience. The cottage features a separate bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include air conditioning, a kitchen with a fridge, a garden, parking, internet, and the added bonus of being pet-friendly, making it ideal for families or groups seeking a relaxed and comfortable stay.
10 5 reviews
Longboat Key, FL
11/07 – 17/07
£266/nighttotal: £1596 (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 10 reviews
Longboat Key, FL
22/08 – 05/09
£234/nighttotal: £3276 (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.
9.6 9 reviews
Longboat Key, FL
22/08 – 05/09
£204/nighttotal: £2856 (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
22/08 – 05/09
£151/nighttotal: £2114 (14 )
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.
10 26 reviews
Longboat Key, FL
22/08 – 05/09
£366/nighttotal: £5124 (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.
Longboat Key, FL
11/07 – 17/07
£362/nighttotal: £2172 (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.
10 22 reviews
Longboat Key, FL
20/06 – 27/06
£290/nighttotal: £2030 (7 )
Palm Villa By Beach Boutique Rentals
2 2
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.
10 12 reviews
Longboat Key, FL
22/08 – 05/09
£442/nighttotal: £6188 (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.
9.8 105 reviews
Longboat Key, FL
22/08 – 05/09
£309/nighttotal: £4326 (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.
10 6 reviews
Longboat Key, FL
22/08 – 05/09
£298/nighttotal: £4172 (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.
Guest-Favourite Family-Friendly Cottages in Longboat Key, FL
Choosing a family-friendly cottage in Longboat Key, FL ensures a perfectly tailored, stress-free holiday for all ages.
10 2 reviews
Longboat Key, FL
22/08 – 05/09
£298/nighttotal: £4172 (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.
10 143 reviews
Longboat Key, FL
26/12 – 31/12
£144/nighttotal: £720 (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.
9.4 25 reviews
Longboat Key, FL
26/12 – 31/12
£159/nighttotal: £795 (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.
10 23 reviews
Longboat Key, FL
22/08 – 05/09
£290/nighttotal: £4060 (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
22/08 – 05/09
£177/nighttotal: £2478 (14 )
Lou Lou's Hideaway: 1918 Historic Cottage In Cortez - Walk/bike To Ami Beaches
1 3
cottage , Cortez
This historic 1918 fisherman's cottage is located in Cortez Village, a preserved fishing community, just 640 metres from Sarasota Bay and a 1.6 kilometre walk or 800 metre bike ride from the beaches of Anna Maria Island. This 52 square metre holiday home offers accommodation for four guests, featuring one bedroom and one bathroom, with amenities including air conditioning, a kitchen with a fridge, microwave, and dishwasher, a garden, parking, and complimentary beach gear and bicycles.
10 5 reviews
Longboat Key, FL
26/12 – 31/12
£245/nighttotal: £1225 (5 )
Cottage On The Canal
1 2
cottage , Bayshore Gardens
This Bayshore Gardens flat offers direct canal access with boat docking potential, situated conveniently within 10 kilometres of Sarasota/Bradenton International Airport and close to Anna Maria Island, St Armand's Circle, and downtown Sarasota. This 3-bedroom, 2-bathroom residence accommodates up to 6 guests and features a private garden with a swimming pool, a sun-drenched lanai with a bar, and a kitchen equipped with a fridge, microwave, and dishwasher, alongside air conditioning and internet.
10 7 reviews
Longboat Key, FL
26/12 – 31/12
£156/nighttotal: £780 (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.
9.6 4 reviews
Longboat Key, FL
26/12 – 31/12
£684/nighttotal: £3420 (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.
Frequently asked questions about cottages in Longboat Key, FL
When is the best time to rent a cottage in Longboat Key, FL?
The best time to rent a cottage on Longboat Key is during the shoulder seasons, from April to May and September to October. The weather is still pleasant, but the crowds are smaller and prices are lower. You'll have a more peaceful experience.
What are the can't-miss sights in Longboat Key, FL?
You can't miss the iconic St. Armands Circle, a vibrant shopping and dining district with a charming European feel. For a taste of nature, visit the Longboat Key Nature Center, a 42-acre preserve with diverse flora and fauna. And of course, no trip to Longboat Key is complete without spending time on the beautiful beaches, like the one at Longboat Key Club.
What are the best cottages with a pool in Longboat Key, FL?
Why consider renting a cottage in Longboat Key, FL for your stay?
Renting a cottage on Longboat Key offers a unique and intimate experience. You'll have more privacy and space than a hotel room, and often enjoy access to private beaches and gardens. Many cottages have a charming, homey feel, making you feel right at home.
What are the best cottages with a jacuzzi in Longboat Key, FL?
Can you easily explore Longboat Key, FL on foot or by bike?
Longboat Key is very walkable and bikeable, especially the south end. You can easily explore the shops, restaurants, and beaches without needing a car. There are also bike paths and walking trails throughout the island.
What are the best cottages for families and kids in Longboat Key, FL?
What are the best restaurants in Longboat Key, FL with nature views?
For breathtaking views of the Gulf of Mexico, try Mar Vista Dockside Restaurant, a local favourite for its fresh seafood and waterfront location. You can also enjoy a romantic dinner at Shore, known for its elegant atmosphere and stunning sunset views.
What are the best pet friendly cottages in Longboat Key, FL?
What family-friendly activities are available in Longboat Key, FL?
Longboat Key is a fantastic destination for families. You can enjoy a day of fun at the Mote Marine Laboratory & Aquarium, where you can learn about marine life and see fascinating creatures. For a more active day, rent kayaks or paddleboards and explore the calm waters of the Gulf of Mexico. And of course, building sandcastles and swimming on the beautiful beaches is always a hit with kids.
What are the best cottages with parking in Longboat Key, FL?
Handpicked Holiday Cottages with a Jacuzzi in Longboat Key, FL
Settle into a private hot tub at these waterside cottages in Longboat Key, FL for the ultimate coastal unwind.
10 3 reviews
Longboat Key, FL
19/06 – 26/06
£316/nighttotal: £2212 (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.
Browse Pet-Friendly Cottages in Longboat Key, FL
Book a dog-friendly cottage in Longboat Key, FL for a relaxing break that welcomes the whole family.
9.2 19 reviews
Longboat Key, FL
11/07 – 17/07
£254/nighttotal: £1524 (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.
10 29 reviews
Longboat Key, FL
22/08 – 05/09
£304/nighttotal: £4256 (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 23 reviews
Longboat Key, FL
19/06 – 26/06
£374/nighttotal: £2618 (7 )
Romantic, Cute Cottage On Anna Maria Island. Close To Everything. Pet Friendly!
2 2
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.
9.8 7 reviews
Longboat Key, FL
26/12 – 31/12
£296/nighttotal: £1480 (5 )
Cozy Beachside Cottage At Tradewinds/1br/pool/steps To Beach.unit1 Available Too
1 2
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.
Find the Best Seaside Cottages in Longboat Key, FL
Book a refreshing coastal getaway at comfortable shoreside cottages in Longboat Key, FL located near the beach.
Longboat Key, FL
26/12 – 31/12
£605/nighttotal: £3025 (5 )
Castaway Cottage Near Img And Beaches
1 2
cottage , Bradenton
Compare Luxury Cottages in Longboat Key, FL
Discover a refined coastal retreat at a luxury cottage near the water in Longboat Key, FL.
Longboat Key, FL
26/12 – 31/12
£605/nighttotal: £3025 (5 )
Castaway Cottage Near Img And Beaches
1 2
cottage , Bradenton
Top-Rated Holiday Cottages with a Swimming Pool in Longboat Key, FL
Having an on-site pool alongside the beach makes every day at your Longboat Key, FL cottage feel special.
9.6 9 reviews
Longboat Key, FL
22/08 – 05/09
£204/nighttotal: £2856 (14 )
Cottage In The Shade, 3 Min Walk To Beach, Restaurants, And Pickleball Crt.
2 3
cottage , Bradenton Beach
Choose the Right Holiday Cottages with Free Parking in Longboat Key, FL
Forget parking stress with free on-site spaces included at these waterside cottages in Longboat Key, FL.
10 5 reviews
Longboat Key, FL
11/07 – 17/07
£266/nighttotal: £1596 (6 )
The Pelicans Nest Cozy Stay Near The Beach
2 3
cottage , Bradenton Beach
Search Holiday Cottages with Spa Facilities in Longboat Key, FL
Prioritise your well-being with exclusive spa facilities at these waterside cottages in Longboat Key, FL.