Longboat Key holiday rentals: compare the best deals
10 3 reviews
Longboat Key
07/14 – 07/16
HK$3848/nighttotal: HK$7696 (2 )
Beach View First Floor Unit 102
1 4
apartment , Longboat Key
This first-floor holiday flat in Longboat Key offers direct beach access and spectacular gulf views from its living room, placing you a short distance from fine dining establishments. This 1-bedroom, 1-bathroom holiday rental accommodates up to 4 guests with a king bed and a queen sleeper sofa, featuring a fully equipped kitchen, air conditioning, internet, and parking.
9.5 53 reviews
Longboat Key
07/16 – 07/21
HK$1843/nighttotal: HK$9215 (5 )
Beautiful Florida Condo Near Beach In Bradenton
2 2
apartment , Bradenton
This two-bedroom apartment is situated in a resort-style community in Bradenton, just a short walk from the clubhouse, pools, spas, tennis courts, and BBQ facilities. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment comfortably accommodates four guests and features a king-size bed in the master bedroom and twin beds in the second bedroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, a washer and dryer, free Wi-Fi, and access to a swimming pool, jacuzzi, fitness centre, and garden.
9.2 67 reviews
Longboat Key
10/10 – 10/17
HK$2011/nighttotal: HK$14077 (7 )
Sun, Sand & Serenity Beach Castle #17
1 4
apartment , Longboat Key
Beach Castle Resort #17 By Rva is a self-catering apartment located on Longboat Key, just 5km from Cannons Marina and 5km from Longboat Key Beaches. It has received excellent user ratings and is considered very good in terms of location, although the cleanliness rating is only OK. The apartment is suitable for up to 4 guests and includes a bedroom, a bathroom, a fully equipped kitchen, a terrace, a garden and access to a swimming pool, a jacuzzi and a tennis court. Guests can also enjoy on-site parking, laundry facilities, and a DVD player.
10 10 reviews
Longboat Key
06/27 – 07/04
HK$3019/nighttotal: HK$21133 (7 )
Beachcomber Unit 305
1 2
apartment , Longboat Key
This beachfront Longboat Key apartment, located 0.32km from Longboat Key Beaches and 9.7km from Lido Beach and St. Armands Circle, offers direct beach access. The two-bedroom, one-bathroom flat sleeps four, includes a fully equipped kitchen, in-unit laundry, a terrace, swimming pool, tennis court, and barbecue facilities, perfect for a relaxing Longboat Key holiday.
9.0 1 review
Longboat Key
10/08 – 10/12
HK$3595/nighttotal: HK$14380 (4 )
Beach Castle Resort #12
1 6
house , Longboat Key
Beach Castle Resort #12 is a holiday cottage located in Longboat Key, just a 4-minute walk from Longboat Key Beach and 22.5 kilometres from the John and Mable Ringling Museum of Art. This 85 square metre holiday home accommodates up to 11 guests with 2 bathrooms, a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, jacuzzi, and facilities for disabled guests, with cycling opportunities nearby.
10 1 review
Longboat Key
07/01 – 07/08
HK$2625/nighttotal: HK$18375 (7 )
Cabana Beach Club #5b
1 2
house , Longboat Key
This holiday home, Cabana Beach Club #5B, is situated in Longboat Key, a mere 200 metres from Longboat Key Beach, 24 kilometres from the John and Mable Ringling Museum of Art, and 27 kilometres from the Sarasota International Convention Centre. This property accommodates up to seven guests and features a swimming pool, a balcony with pool views, a kitchen equipped with a fridge, microwave oven, and dishwasher, air conditioning, complimentary private parking, and free WiFi, with disabled facilities and cycling opportunities available nearby.
9.6 62 reviews
Longboat Key
07/20 – 07/22
HK$1023/nighttotal: HK$2046 (2 )
Comfortable And Bright Florida Getaway
2 1
apartment , South Bradenton
This two-bedroom, two-bathroom apartment in South Bradenton enjoys a peaceful waterfront location on the Little Manatee River, a short drive (approximately 24-48 km) from several beaches. The self-catering flat, sleeping up to five guests in two queen beds and a single pull-out sofa bed, offers private parking for two cars, a garden, and a fully equipped kitchen with fridge and microwave; nearby shops and conveniences are within easy reach.
9.7 294 reviews
Longboat Key
09/16 – 09/19
HK$2800/nighttotal: HK$8400 (3 )
The Beach Condo #107 Beachfront Full View
1 2
apartment , Longboat Key
This apartment is located just 0.16 kilometres from the beach on Longboat Key, within a 10 kilometre radius of Lido Beach, St. Armands Circle, Cannons Marina, and Quick Point Nature Reserve. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment is a 31 square metre property with one bathroom and can accommodate up to four guests. It offers a range of amenities, including a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and parking.
9.4 19 reviews
Longboat Key
07/16 – 07/21
HK$2133/nighttotal: HK$10665 (5 )
Charming Longboat Key Bungalow Minutes From Beaches, Restaurants, Parks
1 2
apartment , Longboat Key
This Longboat Key apartment, less than 1.6km from Longboat Key's beaches and Cannons Marina, and 4.3km from Jewfish Key, offers convenient access to water activities and local attractions. The 48-square-metre one-bedroom flat sleeps two, includes a fully equipped kitchen with laundry facilities, a patio, and modern amenities such as a Smart TV, and is situated in a smoke-free building with barbecue grills.
10 1 review
Longboat Key
10/08 – 10/12
HK$3282/nighttotal: HK$13128 (4 )
Sea Club 8 By Duncan Real Estate
1 6
apartment , Longboat Key
This second-floor condominium in the Sea Club III Complex offers direct beachfront access on Longboat Key, situated approximately 1.6 kilometres from the LBK Center Shops and directly opposite Harry's Continental Kitchen. This 99.6 square metre apartment, accommodating up to six guests, features two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, high-speed WiFi, and direct walk-out access to the beach with resort-style amenities including a heated community pool and provided sun loungers.
Longboat Key
11/01 – 04/01
HK$2252/nighttotal: HK$340052 (151 )
Island Village Main + Guest House - Steps To Sand
4 2
apartment , Longboat Key
This Longboat Key guesthouse is located in the historic fishermen's village, just under half a kilometre from Longboat Key's Gulf beach and 0.16 kilometres from the bay, Pier, Shore, Mar Vista, and Whitney's. Sleeping eight guests, the property comprises a main house and separate guest house with four bedrooms, three bathrooms, a remodelled kitchen including a dishwasher, and a screened patio; the main house features a king, queen, and full Murphy bed.
Best family friendly Longboat Key holiday rentals
Among the 1669 accommodations in Longboat Key, here are the 4 best family friendly rentals
9.4 7 reviews
Longboat Key
07/01 – 07/05
HK$2972/nighttotal: HK$11888 (4 )
Sleeps 8 - Min To Img - Heated Pool W/ Slide-games
2 8
apartment , South Bradenton
This two-bedroom flat in Cedar Run Resort, South Bradenton, is situated 1.6 to 2.4 kilometres from Downtown Bradenton and Anna Maria Island, and a 6-minute drive from IMG Academy. This family and dog-friendly apartment accommodates up to eight guests and features a heated community pool with a water slide, a putting green, and a fully equipped kitchen, all within resort-style grounds.
10 2 reviews
Longboat Key
07/01 – 07/08
HK$1697/nighttotal: HK$11879 (7 )
Min To Img - Heated Pool - Putt Putt - Games
2 2
apartment , South Bradenton
This Cedar Run Resort flat in South Bradenton is conveniently located a 10-16 kilometre drive from Anna Maria Island, Downtown Bradenton, and Downtown Sarasota, and is a 10 kilometre drive from IMG Academy. This family and dog-friendly two-bedroom, two-bathroom apartment, accommodating up to six guests, offers resort-style amenities including a heated swimming pool with a water slide, a putting green, and various garden games, with beach essentials and high-speed WiFi also provided.
9.2 41 reviews
Longboat Key
07/16 – 07/21
HK$1550/nighttotal: HK$7750 (5 )
Mycataleya Beautiful Florida Condo (Bradenton)
2 2
apartment , Bradenton
This Bradenton condo, near the Greens of Manatee Golf Club (5.3 km) and Sarasota Bradenton International Airport (10 km), offers easy access to the Ringling Museum of Art (13.5 km) and other local attractions. The 100 square metre, two-bedroom property sleeps seven guests and boasts two bathrooms with a hot tub, a private terrace, a fully equipped kitchen, and access to a swimming pool, jacuzzi, and tennis court.
10 25 reviews
Longboat Key
07/14 – 07/16
HK$1760/nighttotal: HK$3520 (2 )
Cozy Tiny Home In Bradenton, Fl. - Close To Beaches, Dining & Fun!
2 4
apartment , Bayshore Gardens
This Bayshore Gardens holiday home is situated approximately 5 kilometres from State College of Florida and IMG Academies, and within 10 kilometres of LECOM Park. The 19-square-metre property boasts two bedrooms, one bathroom, sleeps six guests, and includes a swimming pool, spa, barbecue grills, and free Wi-Fi, alongside proximity to local sporting academies.
Best Longboat Key holiday rentals with a pool
Among the 1669 accommodations in Longboat Key, here are the 4 best rentals with a pool
9.6 43 reviews
Longboat Key
10/10 – 10/17
HK$2426/nighttotal: HK$16982 (7 )
Gulf Getaway Beach Castle #12 By Rva
2 4
apartment , Longboat Key
Beach Castle Resort #12 By Rva is situated on Longboat Key, just 1.6km from the beach and Cannons Marina, and under 8km from Jewfish Key. This smoke-free property has excellent user, location and cleanliness ratings, making it a popular choice for travellers. This two-bedroom apartment can comfortably accommodate up to six guests and includes a sofa bed. The property offers a range of amenities including a swimming pool, a jacuzzi, a tennis court, a garden and barbecue facilities, perfect for relaxing and enjoying the beautiful surroundings.
Longboat Key
11/01 – 04/01
HK$3538/nighttotal: HK$534238 (151 )
Partial Beach View 2 Bedroom Condo
2 2
apartment , Longboat Key
This Longboat Key condo, situated on the fifth floor offering stunning lake, pool and partial Gulf views, is conveniently located for exploring St. Armands Circle and University Town Center Mall (driving distances vary). The 140 square metre (approximately 1507 square feet) two-bedroom, two-bathroom apartment sleeps four, boasting a private beach access with complimentary chairs and umbrellas, a terrace, swimming pool, and access to tennis courts, fitness centres, and a clubhouse.
9.8 66 reviews
Longboat Key
11/01 – 04/01
HK$2779/nighttotal: HK$419629 (151 )
Heated Saltwater Pool | 5br | Near Img + Ami
5 2
apartment , Bradenton
This 5-bedroom house is conveniently located in Bradenton, just 2.6 kilometres from De Soto National Memorial and 2.6 kilometres from Blake Medical Center. The property has received excellent ratings for cleanliness, location and overall experience. The property spans 187 square metres and offers a spacious layout for families or groups. Guests can enjoy a private pool, a garden, a terrace, a barbecue grill, and modern amenities such as free Wi-Fi, a fully equipped kitchen, and air conditioning.
9.0 13 reviews
Longboat Key
11/01 – 04/01
HK$2869/nighttotal: HK$433219 (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.
Frequently asked questions about holiday rentals in Longboat Key
What should a first-time visitor not miss in Longboat Key, FL?
You definitely shouldn't miss a stroll along the beautiful white sands of Longboat Key Beach. The sunsets are spectacular, and there's a great view of the Gulf of Mexico. You can also visit the Mote Marine Laboratory & Aquarium, which is a great place to learn about marine life and see some fascinating creatures.
What are the best Airbnb and vacation rentals in Longboat Key?
Which neighborhood in Longboat Key, FL should you consider for a vacation rental?
For a quieter, more residential feel, try the north end of Longboat Key around the area of Bay Isles. It's close to the beach and has some lovely parks and nature trails. If you prefer to be closer to the shops and restaurants, then the south end around the area of Longboat Key Club is a good choice.
What are the most popular Airbnbs in Longboat Key?
What are the top family-friendly attractions in Longboat Key, FL?
The Longboat Key Beach is a great place for families, with plenty of space for kids to run around and build sandcastles. The Mote Marine Laboratory & Aquarium is also a big hit with families, especially the kids, with interactive exhibits and fascinating marine life.
What are the best vacation rentals with a pool in Longboat Key?
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 and September to October. The weather is still pleasant, and the crowds are smaller, making it a more relaxed experience. You'll also find better deals on rentals during these months.
What are the best rentals for families and kids in Longboat Key?
What are the best budget-friendly activities in Longboat Key, FL?
You can enjoy a free walk or bike ride along the Longboat Key Beach. There are also several free public parks and nature trails on the island, where you can enjoy the scenery and fresh air. The Longboat Key Public Library is a great place to relax and read, and they often host free events and workshops.
What are the best rentals or Airbnbs with a jacuzzi in Longboat Key?
What are the best restaurants with local dishes in Longboat Key, FL?
For a taste of local seafood, try The Beach House Restaurant on the south end of the island. They have a great view of the Gulf of Mexico and serve fresh, local seafood dishes. Another good option is Harry's Continental Kitchens, which has been a local favourite for years and offers a variety of dishes, including fresh seafood and pasta.
What are the best walking or cycling routes in Longboat Key, FL?
The Longboat Key Beach is a great place for a walk or bike ride, with stunning views of the Gulf of Mexico. You can also try the Longboat Key Nature Trail, which winds its way through a beautiful mangrove forest and offers a glimpse into the island's natural beauty.
Are there pet-friendly attractions in Longboat Key, FL?
Many of the beaches in Longboat Key are dog-friendly, but it's best to check with the specific beach before you go. The Longboat Key Nature Trail is also a great place to take your furry friend for a walk, as long as they are on a leash.
What are the benefits of choosing a vacation rental in Longboat Key, FL?
Vacation rentals in Longboat Key offer more space and privacy than a hotel room, and they often come with amenities like a private pool and a fully equipped kitchen. This can be a great option for families or groups of friends who want to enjoy a more relaxed and comfortable vacation.
What are the top sports attractions and facilities in Longboat Key, FL?
Longboat Key is a great place for outdoor enthusiasts. The Longboat Key Club has a championship golf course, tennis courts, and a fitness centre. You can also enjoy swimming, kayaking, and paddleboarding in the Gulf of Mexico.
Destinations nearby
Best Longboat Key holiday rentals with a balcony
Longboat Key
06/27 – 07/04
HK$2698/nighttotal: HK$18886 (7 )
Zota Beach Resort
1 2
resort , Longboat Key
Zota Beach Resort is situated in Longboat Key, offering convenient access to the town centre within walking distance. This pet-friendly hotel boasts multiple pools, a fitness centre, business facilities, and on-site dining including a bar and restaurant, alongside amenities such as laundry and a car rental service.
10 4 reviews
Longboat Key
07/01 – 07/05
HK$1747/nighttotal: HK$6988 (4 )
3 Mi To Riverwalk Pet-friendly Home With Yard!
3 8
house , Palmetto
This pet-friendly holiday home in Palmetto, Florida, is located 5 km from the Palmetto Riverwalk and 15 km from Sarasota Bradenton International Airport, offering easy access to Sarasota's attractions including the Ringling Museum of Art. The 139 square metre property boasts three bedrooms, two bathrooms, sleeps up to 15 guests, and includes a fully equipped kitchen, spa, private parking, air conditioning, Wi-Fi, and laundry facilities.
10 1 review
Longboat Key
07/01 – 07/05
HK$2982/nighttotal: HK$11928 (4 )
Sleeps 8 - Heated Pool W/ Slide - Putt Putt-games
4 8
apartment , South Bradenton
This apartment is situated in South Bradenton, offering a 16-24 minute drive to Downtown Bradenton, Anna Maria Island, and Sarasota, with IMG Academy just 10 minutes away. This 102 square meter, four-bedroom, four-bathroom flat accommodates up to eight guests and features a heated swimming pool with a water slide, putt-putt, and corn hole, as well as a ground-floor layout for easy access.
9.8 70 reviews
Longboat Key
07/14 – 07/16
HK$2664/nighttotal: HK$5328 (2 )
Peaceful Lakeview Condo 2 Pools Minutes To Img & Beaches
3 4
apartment , Bradenton
This Bradenton apartment is situated just 1.8 kilometres from Arcadeland and 2.2 kilometres from IMG Academy, offering easy access to these popular attractions. It has received excellent user ratings, making it a popular choice for travellers. This two-bedroom apartment spans 109 square metres and comfortably accommodates up to four guests. Enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, tennis court, and parking, perfect for a relaxing and enjoyable stay.
Best Longboat Key holiday rentals with parking
Longboat Key
10/08 – 10/12
HK$3253/nighttotal: HK$13012 (4 )
Silver Sands #255s
1 6
house , Longboat Key
This holiday home, Silver Sands #255S, is located in Longboat Key, offering direct access to Longboat Key Beach and situated 24 kilometres from the John and Mable Ringling Museum of Art. This beachfront property accommodates up to 11 guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, terrace with sea views, garden, fitness centre, tennis court, and free private parking with complimentary WiFi.
10 356 reviews
Longboat Key
07/16 – 07/21
HK$3296/nighttotal: HK$16480 (5 )
Are You Ready For A Luxury 5-floor Penthouse 60 Ft From Water, 207 Reviews
1 2
apartment , Longboat Key
This Longboat Key apartment is located just 0.5km from the beach and 4.3km from Cannons Marina, with Coquina Beach and Bradenton Beach also within a 10km radius. The apartment has excellent user, location, and cleanliness ratings, making it a highly recommended choice for travellers. The apartment has one bedroom and one bathroom, with a floor area of 74 square metres and a capacity of six guests. It offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, as well as a well-equipped kitchen and comfortable living spaces.
9.8 53 reviews
Longboat Key
07/16 – 07/21
HK$2966/nighttotal: HK$14830 (5 )
Beach Castle Resort, Pool, Private Beach And Bayfront
2 2
apartment , Longboat Key
Beach Castle Resort, offering a pool, tennis court, and private beach access, is situated on Longboat Key, less than 1.6km from Longboat Key Beaches and Cannons Marina, with Jewfish Key approximately 5km away. This 66 square metre, one-bedroom waterfront apartment sleeps four, boasting a fully equipped kitchen, Smart TV, and access to on-site spa facilities, barbecue grills, and a garden.
9.2 57 reviews
Longboat Key
07/01 – 07/08
HK$5136/nighttotal: HK$35952 (7 )
Beachfront Haven Beach Castle #3 By Rva
2 2
apartment , Longboat Key
Beach Castle Resort #3 By Rva is situated on Longboat Key, just 1.6km from Longboat Key Beaches and Cannons Marina, and 4.8km from Jewfish Key, offering a peaceful and convenient location on the island. The resort has received excellent ratings for location and user experience, with a satisfactory cleanliness rating. The apartment offers two bedrooms and two bathrooms, accommodating up to six guests. It features a fully equipped kitchen, free WiFi, a DVD player, a terrace or balcony, a garden, a tennis court, a swimming pool, a jacuzzi, and parking.
