Compare weekly rentals in Longboat Key, FL from 100+ sites!

This bayfront condo in Longboat Key's Harbor Villa Club is a short walk from the Gulf beach and a 3-minute drive from Longbeach Village and Harry's, with easy access to Mote Marine Laboratory & Aquarium and St. Armands Circle.
The ground-floor unit features two bedrooms, two bathrooms, sleeps five, and includes a fully equipped kitchen, in-unit laundry, and access to a pool, hot tub, and tennis court; a king-size bed in the master and a queen in the guest room with a lanai sleeper add to the comfort.

This Bradenton rental is conveniently located near the river, 6.2 miles from Sarasota Bradenton International Airport and 8.5 miles from the Ringling Museum of Art.
This 1080-square-foot, two-bedroom, two-bathroom condo sleeps seven and boasts a private balcony with river views, a fully equipped kitchen, and access to a pool, hot tub, tennis court, and more.

This waterfront efficiency apartment in Whitfield Estates, Sarasota, offers stunning marina views and is conveniently located near St. Armands Circle, Lido Beach, and Siesta Key Beach.
The unit features a queen bed, full-size sofa bed accommodating four guests, a fully equipped kitchen with quartz countertops, a 65" Smart TV, free high-speed Wi-Fi, and access to a heated pool, Tiki bar & grill, and fitness center.

This luxurious RV rental in Bayshore Gardens offers stunning Sarasota Bay water views, convenient proximity to downtown Sarasota and the 10th Street Boat Ramp.
The one-bedroom, one-bathroom RV sleeps two guests and features a full kitchen, saltwater Jacuzzi, sauna, private grill, and dock/trailer storage—perfect for boaters exploring Sarasota Bay.

Beach Castle Resort #4 By Rva is located on Longboat Key, within a mile of Longboat Key Beaches and Cannons Marina, and just over three miles from Jewfish Key. The resort consistently receives excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom condo offers ample space for families or groups of friends. Guests can enjoy amenities like a swimming pool, Jacuzzi, spa, restaurant, fitness center, tennis court, and direct beach access.

This 2-bedroom, 2-bathroom apartment is located in the heart of South Bradenton, within walking distance of IMG Academy and Smugglers Cove Adventure Golf. The apartment is rated "excellent" for its location, cleanliness, and user ratings. It can accommodate up to 4 guests and features a fully equipped kitchen, a private balcony, and access to a fitness center and a spa tub.
Enjoy relaxing in the garden, swimming in the pool, grilling in the barbecue area, or simply enjoying the views from your private balcony. The apartment is also pet-friendly and offers parking, making it the perfect home away from home for your vacation in South Bradenton.

This Bradenton vacation rental is conveniently located 5.5 miles from Bradenton Beach, offering easy access to local attractions.
The four-bedroom, two-bathroom home sleeps twelve guests and boasts a private heated pool, hot tub, fire pit, mini golf, outdoor movie screen, five smart TVs, an air hockey table, Gigabit fiber internet, and provides beach gear, baby amenities, and a universal EV charger.

This Longboat Key rental is near Sarasota Bay, a short drive from the Gulf of Mexico beaches.
The two-bedroom, two-bathroom condo sleeps six, features an open-concept living area, in-unit laundry, a private deck, and attached garage parking.

This Bradenton vacation home, near Blake Medical Center (1.9 miles), IMG Academy (under 6 miles), and De Soto National Memorial (under 6 miles), offers easy access to area attractions and medical facilities.
This 2000-square-foot house features three bedrooms, two bathrooms, sleeps ten guests, and includes a private pool, internet, and air conditioning.

This 2-bedroom, 2-bathroom condo in Bradenton offers a prime location, just 1 mile from IMG Academy and 8.3 miles from Anna Maria Island, with convenient access to local amenities.
This 1170 sq ft apartment accommodates up to 6 guests and features a screened-in balcony with pond views, access to heated pools, jacuzzis, tennis, basketball, and on-site BBQ grills, along with provided beach essentials.

This newly built four-bedroom, three-bathroom condo in West Bradenton is located approximately five miles from the beaches of Anna Maria Island.
This fully furnished residence offers a private fenced pool, an air-conditioned garage converted into an entertainment zone with ping pong and foosball, and includes beach amenities for up to nine guests.

This beachfront apartment is located on Longboat Key, just a short drive from Mote Marine Laboratory and Beer Can Island. It has received excellent ratings for location, cleanliness, and user experience.
The apartment features a fully equipped kitchen, laundry facilities, and a private pool. Guests can enjoy a range of amenities, including a shared outdoor pool, a children's playground, and access to bicycle and car rentals.