1669 Holiday rentals and Airbnb in Longboat Key, FL
9.6 9 reviews
Longboat Key, FL
27/06 – 04/07
253 €/nighttotal: 1771 € (7 )
Stunning Canal Condo - Walk To Beach - Sleeps 4
2 2
apartment , Longboat Key
This Longboat Key beachfront apartment, less than 1.6km from Longboat Key Beaches and Cannons Marina, offers stunning waterfront views and easy beach access. The two-bedroom, two-bathroom property sleeps four guests and features a fully equipped kitchen, private balcony, free Wi-Fi, and access to a spa, parking and garden.
9.6 28 reviews
Longboat Key, FL
15/07 – 24/07
427 €/nighttotal: 3843 € (9 )
Unit #312 Sand Cay Beach Resort Pool View
2 6
apartment , Longboat Key
This two-bedroom apartment is situated on Longboat Key, just 0.3 kilometres from the beach and 3.2 kilometres from Cannons Marina. The apartment boasts a fully equipped kitchen, a private balcony, and access to a swimming pool, tennis court, and garden, making it ideal for families or groups of up to six guests.
9.9 68 reviews
Longboat Key, FL
27/06 – 04/07
236 €/nighttotal: 1652 € (7 )
Island Retreat By Seabreeze Vacation
1 2
apartment , Holmes Beach
This Holmes Beach holiday home is situated near Anna Maria Sound, a short 0.8km walk from West Coast Surf Shop and AMI Paddleboard Adventures, and under 1.6km from Manatee Public Beach and Bradenton Beach. The 63 square metre property offers one bedroom, one bathroom, a fully equipped kitchen, private balcony, free Wi-Fi, on-site parking, and sleeps up to two guests with a sofa bed; nearby activities include watersports and beach relaxation.
9.2 104 reviews
Longboat Key, FL
20/08 – 22/08
346 €/nighttotal: 692 € (2 )
Gulf Front Escape Silver Sands #252 By Rva
1 2
apartment , Longboat Key
Silver Sands #252 Resort By Rva is situated on Longboat Key beach, just 3km from Coquina Beach and Bradenton Beach, with Longboat Key Beaches and Cannons Marina within a 1km walk. This property has received excellent guest ratings and is a popular choice for travellers seeking a relaxing beach getaway. The apartment can accommodate up to 4 guests and offers a comfortable living space with a fully equipped kitchen and a terrace. Guests can enjoy the on-site amenities, including a swimming pool, tennis court, and barbecue facilities, as well as access to the beach and local attractions.
9.2 95 reviews
Longboat Key, FL
20/08 – 21/08
417 €/nightfor 1 night
1br Beach Getaway Silver Sands #254 By Rva
1 2
apartment , Longboat Key
Silver Sands #254 Resort By Rva is located on the beach, just 3 kilometres from Longboat Key Beaches and Cannons Marina, with Jewfish Key and Coquina Beach also within a 5 kilometre radius. The resort has received excellent ratings for location, cleanliness and user experience. The self-catering apartment sleeps up to 4 guests and is equipped with a kitchen, a washing machine, a TV with a DVD player, and a comfortable sofa bed. Guests can enjoy a range of amenities, including a swimming pool, a jacuzzi, a garden, a tennis court, and barbecue facilities.
9.0 13 reviews
Longboat Key, FL
01/11 – 01/04
317 €/nighttotal: 47867 € (151 )
On The Beach, 2nd Floor, Elevator, Heated Swimming Pool And Spa, Freshly Painted
1 2
apartment , Longboat Key
This Longboat Key apartment is situated just 1.6 kilometres from Longboat Key Beaches and Cannons Marina, offering easy access to the area's attractions. It has received excellent reviews from previous guests. The property is a one-bedroom, one-bathroom apartment spanning 93 square metres. This comfortable apartment offers amenities such as a swimming pool, Jacuzzi, terrace, garden, parking, and free Wi-Fi.
9.4 419 reviews
Longboat Key, FL
20/07 – 22/07
340 €/nighttotal: 680 € (2 )
Directly On Longboat Key Beach - Kid Friendly/srq1
1 1
apartment , Longboat Key
This beachfront flat is located on Longboat Key, just a short walk from the heated pool and pristine white sand beaches, and across from the Silver Sands Beach Resort. The property has received excellent ratings for location, cleanliness and user experience. The flat has a spacious living area with a queen-size sofa and a TV with cable, a king-size bedroom, a twin bedroom, and two bathrooms. Guests can enjoy access to a range of amenities including a heated pool, a garden, a fitness centre, tennis courts, a community fishing pier, a Jr. Olympic pool, a mini-putt-putt golf course, shuffleboard, poolside grills, and a coin-operated laundry.
10 62 reviews
Longboat Key, FL
15/07 – 24/07
192 €/nighttotal: 1728 € (9 )
Spacious Home In West Bradenton
1 6
apartment , South Bradenton
This spacious West Bradenton house, near Cortez Road, offers easy access to Anna Maria Island's beaches and restaurants, a short 8km drive away. Sleeping eight guests across four bedrooms with varying bed configurations, this self-catering property boasts a full kitchen, laundry room, fully fenced garden with covered seating and barbecue, plus free parking and Wi-Fi.
9.9 37 reviews
Longboat Key, FL
15/07 – 24/07
269 €/nighttotal: 2421 € (9 )
The Coastal Nest • Private Pool & Backyard
1 6
apartment , South Bradenton
This South Bradenton duplex, a 20-minute (32km) drive from Bradenton Beach and 5 minutes (8km) from local amenities, offers a convenient coastal location. Sleeping up to 7 guests, this three-bedroom, two-bathroom property boasts a private heated pool, fenced backyard, fully equipped kitchen, smart TV, Wi-Fi, washer/dryer, driveway parking, and keypad entry.
8.6 125 reviews
Longboat Key, FL
20/08 – 21/08
275 €/nightfor 1 night
Cozy Beach Studio Silver Sands #251a By Rva
1 2
studio , Longboat Key
Silver Sands #251 Resort By Rva is situated on Longboat Key, just a short walk from the beach and Cannons Marina and within a 5km drive of Coquina Beach and Bradenton Beach. The resort has received very good user ratings, with excellent marks for location and cleanliness. The apartment has a fully equipped kitchen, a comfortable living area with a TV and DVD player, and a washing machine. Guests can enjoy the garden, barbecue grills, and swimming pool, as well as a tennis court.
9.2 80 reviews
Longboat Key, FL
20/08 – 22/08
321 €/nighttotal: 642 € (2 )
Relax At Gulf Silver Sands Resort #232, Longboat
1 2
apartment , Longboat Key
Silver Sands #232 Resort By Rva is situated on Longboat Key, just a 5-kilometre drive from Jewfish Key and Coquina Beach, offering easy access to the beautiful beaches of the area. This resort has received excellent user ratings, making it a popular choice for travellers. The apartment features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a range of amenities, including a swimming pool, tennis court, garden, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
9.2 54 reviews
Longboat Key, FL
11/07 – 17/07
362 €/nighttotal: 2172 € (6 )
Wonderful Canal Front Condo! See Manatees Right From Your Doorstep!cabana #10
1 3
apartment , Longboat Key
This one-bedroom apartment is located on Longboat Key, directly on the bay with the beach just across the street, and is part of a small, private complex with only 11 units. This property has received excellent user ratings, making it a popular choice for travellers. The apartment offers 60 square metres of space, perfect for a group of up to four guests. It features a fully equipped kitchen, a private balcony, a heated swimming pool, laundry facilities, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Best family friendly Longboat Key, FL holiday rentals
Among the 1669 accommodations in Longboat Key, FL, here are the 4 best family friendly rentals
9.6 36 reviews
Longboat Key, FL
20/08 – 21/08
395 €/nightfor 1 night
Lovely 2 Bedroom Apartment
3 2
apartment , Bradenton Beach
This Bradenton Beach apartment, a short 0.8km stroll from Bradenton Beach Marina and the beach, is also conveniently located within 1.6km of Fish Hole Adventure Golf and the Historic Bridge Street Pier. Sleeping six guests, this three-bedroom, one-bathroom self-catering property boasts free WiFi, on-site parking, a private garden with a playground, and a Smart TV, perfect for families.
9.2 61 reviews
Longboat Key, FL
27/06 – 04/07
271 €/nighttotal: 1897 € (7 )
Beachwalker Apartment: Duplex Within 100 Steps To The Sand.
1 2
apartment , Holmes Beach
This holiday home is located in Holmes Beach, just a short walk from Bradenton Beach and within a 16km drive of Manatee Public Beach and Anna Maria Sound. The property has received excellent ratings for location, cleanliness, and overall guest experience. The 42 square metre house has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking.
9.9 27 reviews
Longboat Key, FL
20/07 – 22/07
278 €/nighttotal: 556 € (2 )
The Ultimate Escape-swim Spa Home - Bradenton, Fl
1 1
apartment , Bayshore Gardens
This five-bedroom house in Bradenton, Florida, a short drive from Anna Maria Island's beaches, offers a spacious family-friendly retreat in Bayshore Gardens. The property boasts a private hot tub, putting green, game room with air hockey and foosball, two fully equipped kitchens, accommodating up to 12 guests, and benefits from fast Wi-Fi (500 Mbps).
10 3 reviews
Longboat Key, FL
01/07 – 05/07
320 €/nighttotal: 1280 € (4 )
Sleeps 8 - Heated Pool W/ Slide - Putt Putt-games
2 8
apartment , South Bradenton
This 2-bedroom flat in Cedar Run Resort, South Bradenton, is conveniently located within a 1.6 to 2.4 kilometre drive of Downtown Bradenton, Anna Maria Island, and Sarasota, and a mere 965-metre drive to IMG Academy. This 111 square metre first-floor condo accommodates up to eight guests and offers a fully equipped chef's kitchen, air conditioning, a swimming pool with a water slide, a putting green, and high-speed Wi-Fi, making it ideal for families and dog owners.
Best Longboat Key, FL holiday rentals with a pool
Among the 1669 accommodations in Longboat Key, FL, here are the 4 best rentals with a pool
9.6 24 reviews
Longboat Key, FL
15/07 – 24/07
482 €/nighttotal: 4338 € (9 )
Unit #301 Sand Cay Beach Resort Gulf View 7 Night Minimum
2 6
apartment , Longboat Key
This Longboat Key apartment, less than 0.3km from Longboat Key's beaches and 3.2km from Cannons Marina, offers easy access to Jewfish Key and Bradenton Beach within a 9.6km radius. The two-bedroom, two-bathroom property sleeps six, including a sofa bed, and boasts a fully equipped kitchen, swimming pool, tennis court, and parking; housekeeping is available on request.
9.6 4 reviews
Longboat Key, FL
01/07 – 05/07
374 €/nighttotal: 1496 € (4 )
Spacious Home With Beautiful Pool & Waterfall -Close To Beaches And Img Academ
3 8
apartment , Bradenton
This beachfront apartment in Bradenton city centre is a 10-minute drive from the Riverwalk and 22 minutes (approx. 35km) from Tampa Bay, offering easy access to Mote Marine Laboratory & Aquarium, Cortez Beach, and Bradenton Beach. The 201-square-metre (approx. 2166 sq ft) property boasts three bedrooms, two bathrooms, sleeps eight, and includes a private heated pool, garden, fully equipped kitchen, and in-unit laundry facilities.
9.8 11 reviews
Longboat Key, FL
20/08 – 21/08
391 €/nightfor 1 night
Sandy Toes & Sun Kissed Nose!
1 2
apartment , Longboat Key
This Longboat Key beachfront apartment, located just a short walk from Longboat Key's beaches and within 9.6km of Lido Beach and St. Armands Circle, offers easy access to shopping and dining. The one-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, private patio, swimming pool, and in-unit laundry; housekeeping is available on request.
10 83 reviews
Longboat Key, FL
01/07 – 05/07
381 €/nighttotal: 1524 € (4 )
Driftwood & Sunsets - Modern Beach House - Heated Pool - Minutes From The Beach
3 8
apartment , Bradenton
This family-friendly holiday home is located in Bradenton, just a few kilometres from Blake Medical Center and arcadeland, and less than 10 kilometres from the Bishop Museum of Science and Nature and Smugglers Cove Adventure Golf. The property has received excellent ratings for user experience, location, and cleanliness. The house has 3 bedrooms and 2 bathrooms, offering comfortable accommodation for up to 8 guests across 177 square metres. This property has a range of amenities, including a private pool, spa, BBQ facilities, a garden, and a terrace, making it ideal for families and groups looking for a relaxing and enjoyable stay.
Frequently asked questions about holiday rentals in Longboat Key, FL
Which neighborhood in Longboat Key, FL should you consider for a vacation rental?
The most popular neighbourhood for vacation rentals is the south end of Longboat Key, as it's close to the beaches and restaurants. You can find a variety of options, from luxury condos to family-friendly homes.
What are the best Airbnb and holiday rentals in Longboat Key, FL?
What are the top family-friendly attractions in Longboat Key, FL?
Longboat Key is a great place for families, and the Mote Marine Laboratory & Aquarium is a must-visit. It's home to a variety of marine animals, including sharks, dolphins, and sea turtles. You can also enjoy the beach, or take a boat trip to see the local wildlife.
What are the most popular Airbnbs in Longboat Key, FL?
When is the best time to book a vacation rental in Longboat Key, FL?
The best time to book a vacation rental in Longboat Key is during the shoulder seasons, from April to May or September to October. The weather is still pleasant, but the crowds are smaller and the prices are lower.
What are the best holiday rentals with a pool in Longboat Key, FL?
What are the best budget-friendly activities in Longboat Key, FL?
Longboat Key is a great place to enjoy the outdoors on a budget. You can spend the day at the beach, go for a walk or bike ride along the Longboat Key Nature Trail, or take a picnic to the park. There are also plenty of free events held throughout the year, like the farmers market.
What are the best rentals for families and kids in Longboat Key, FL?
What are the best restaurants with local dishes in Longboat Key, FL?
There are several great restaurants in Longboat Key serving local dishes. The Shore restaurant is a popular spot for fresh seafood, and you can find a variety of other options, including Italian, Mexican, and American cuisine.
What are the best rentals or Airbnbs with a jacuzzi in Longboat Key, FL?
What are the best walking or cycling routes in Longboat Key, FL?
The Longboat Key Nature Trail is a great place for a walk or bike ride. It's a 6.5km paved trail that runs along the Gulf of Mexico. You can also enjoy the views from the Longboat Key Beach, or take a stroll along the Bayfront.
Are there pet-friendly attractions in Longboat Key, FL?
Longboat Key is a very pet-friendly place. Many of the beaches allow dogs, and there are several pet-friendly restaurants and shops. You can also take your dog for a walk or bike ride along the Longboat Key Nature Trail.
What are the benefits of choosing a vacation rental in Longboat Key, FL?
Vacation rentals offer more space and privacy than a hotel room. They also provide a more home-like experience, with a kitchen and laundry facilities. And you can often find rentals with great views and access to amenities like a pool or hot tub.
What are the top sports attractions and facilities in Longboat Key, FL?
Longboat Key is a great place for sports enthusiasts. There are several golf courses, including the Longboat Key Club, as well as tennis courts and a fitness centre. You can also enjoy a variety of water sports, such as swimming, kayaking, and paddleboarding.
Destinations nearby
Best Longboat Key, FL holiday rentals with a balcony
Longboat Key, FL
01/07 – 08/07
284 €/nighttotal: 1988 € (7 )
139 M² House ∙ 2 Bedrooms ∙ 5 Guests
2 2
house , Longboat Key
This fisherman's cottage is located in Longboat Key, just 450 metres from the Sarasota Bay boat ramp and a short walk to Whitney Beach. This property offers 139 square metres of living space with two bedrooms, two bathrooms, and accommodation for up to five guests, featuring a well-equipped kitchen, two living rooms, a private patio, and access to a swimming pool, fitness centre, and tennis court.
9.2 5 reviews
Longboat Key, FL
01/11 – 01/04
202 €/nighttotal: 30502 € (151 )
Nautical Nest Cozy Poolside Condo, Near Beaches!
2 2
apartment , Bradenton
This West Bradenton apartment is conveniently located 11km from Anna Maria Island beaches, 13km from Sarasota Bradenton International Airport, and within walking distance of the Shoppes of Bradenton Commons. The 85 square metre condo offers two bedrooms, two bathrooms, sleeping up to four guests, and features a private screened lanai, a fully equipped kitchen, and access to two heated community pools, a hot tub, and tennis courts.
9.2 9 reviews
Longboat Key, FL
15/07 – 24/07
244 €/nighttotal: 2196 € (9 )
Sun Stack At Runaway Bay 251 By Seabreeze Vacation
2 6
apartment , Bradenton Beach
This 2-bedroom condominium in Bradenton Beach offers a prime location, situated just 50 metres from Bradenton Beach and within easy reach of Coquina Beach and Bean Point Beach. This 102 square metre apartment accommodates up to six guests, featuring two bathrooms, a fully-equipped kitchen with stainless steel appliances, a private balcony, and access to community amenities including a swimming pool and tennis courts.
Longboat Key, FL
01/11 – 01/04
397 €/nighttotal: 59947 € (151 )
The Pierre 507 By Fgc
2 2
apartment , Longboat Key
This Longboat Key apartment offers direct views of Longboat Key Beach and the Gulf of Mexico, with a prestigious entrance at The Pierre, located a short 10-15 kilometre drive from St. Armands Circle and within 20-30 kilometres of Mote Marine Laboratory & Aquarium and Marie Selby Botanical Gardens. This 224 square metre residence accommodates up to four guests across two bedrooms and three bathrooms, featuring two private balconies, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, concierge service, and parking.
Best Longboat Key, FL holiday rentals with parking
9.6 109 reviews
Longboat Key, FL
20/07 – 22/07
179 €/nighttotal: 358 € (2 )
2 Mi To Riverwalk Palmetto Gem With Fire Pit And Bbq
1 1
house , Palmetto
This garden-level home is located in Palmetto, just 3.2 kilometres from the Riverwalk, 16 kilometres from the Ringling Museum, and around 38 kilometres from both Tropicana Field and The Dali Museum. This property has been rated highly for its cleanliness, location, and overall experience by previous guests. The house has a floor area of 186 square metres and can accommodate up to 2 guests. The property boasts a fully equipped kitchen with a fridge, microwave, and dishwasher, a garden, air conditioning, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
9.8 164 reviews
Longboat Key, FL
10/10 – 17/10
314 €/nighttotal: 2198 € (7 )
Charming Cabana Beach Club #8 - Your Coastal Retreat Awaits!#9 Also Available.
2 4
apartment , Longboat Key
This Longboat Key apartment is situated on the beach, just a 1.6km walk from Longboat Key Beaches and Cannons Marina, and within 5km of Coquina Beach and Bradenton Beach. The property has received excellent user ratings, making it a popular choice for travellers. The apartment is a 2-bedroom property with a floor area of 64 square metres, comfortably accommodating up to 6 guests. The property offers a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, as well as a fully equipped kitchen, free WiFi, and a DVD player.
9.7 155 reviews
Longboat Key, FL
15/07 – 24/07
238 €/nighttotal: 2142 € (9 )
Luxury House, Bradenton, Florida
3 6
apartment , Bradenton
This three-bedroom house is located in Bradenton, just a short distance from the Riverwalk and the Bishop Museum of Science and Nature. Guests have consistently praised the property for its excellent location, cleanliness and user experience. The house has two bathrooms and a well-equipped kitchen, perfect for preparing meals during your stay. Enjoy the modern amenities, including a coffee/tea maker, Smart TV, and access to a garden, terrace, and a spa.
9.3 96 reviews
Longboat Key, FL
20/08 – 21/08
84 €/nightfor 1 night
Studio Wendy
1 2
studio , Bradenton
Studio Wendy is a self-catering apartment in Bradenton, Florida, situated 4.2km from the Greens of Manatee Golf Club and 9km from Sarasota Bradenton International Airport. This one-bedroom apartment sleeps two guests and offers free Wi-Fi, a fully equipped kitchen with fridge and toaster, a private entrance, a fireplace, plus on-site parking and security; nearby attractions include The John and Mable Ringling Museum of Art (12.7km) and The Dali Museum (45km).
