Best Short term and Weekly rentals in Longboat Key, FL
9.0 523 reviews
Longboat Key, FL
16/09 – 19/09
£243/nighttotal: £729 (3 )
Sea Club I
1 2
studio , Longboat Key
This studio apartment is located on Longboat Key, Florida, just a 2-minute walk from Bayfront Park Recreational Center and a short drive from attractions like Beer Can Island, Harborside Golf Course, and Mote Marine Aquarium. The studio has received very good ratings for cleanliness and user experience, and the location has been rated excellent. The studio offers a fully equipped kitchen, a private balcony or terrace, and access to a swimming pool and garden. Guests can enjoy free Wi-Fi, on-site parking, and direct access to a private beach.
Longboat Key, FL
01/11 – 01/04
£262/nighttotal: £39562 (151 )
Kayaks, Bikes & Bay Access: Bradenton Escape!
3 2
apartment , Longboat Key
This Longboat Key holiday home is situated within 9.6 kilometres of Manatee Golf Course, IMG Academy, and Anna Maria Sound, offering convenient access to Bradenton Beach Marina and Blake Medical Centre. This 260 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a private swimming pool, Jacuzzi, tennis court, and barbecue facilities; enjoy proximity to Anna Maria Sound for water activities.
8.8 15 reviews
Longboat Key, FL
16/09 – 19/09
£229/nighttotal: £687 (3 )
Silver Sands #244 1br/1ba Resort On Longboat Key, Sleeps 4
1 2
apartment , Longboat Key
This one-bedroom flat offers direct beachfront access on the Gulf of Mexico at the northern tip of Longboat Key, with a private lanai providing pool and distant sea views, and is located 500 metres from Harry's Continental Italian and Euphemia Haye Restaurant, and 16 kilometres south of St. Armands Circle. Guests can enjoy a heated beachfront pool, private beach access, a putting green, shuffleboard courts, and daily housekeeping, with wireless internet available throughout the property, accommodating up to four people for a comfortable stay.
9.6 4 reviews
Longboat Key, FL
01/07 – 05/07
£323/nighttotal: £1292 (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.
9.6 55 reviews
Longboat Key, FL
14/07 – 16/07
£426/nighttotal: £852 (2 )
Beach Castle Resort, 1st Floor, Pool, Walk To Beach/bay
2 4
apartment , Longboat Key
Beach Castle Resort, a first-floor apartment, is situated on Longboat Key, less than 1.6km from Longboat Key Beaches and Cannons Marina. This 94 square metre condo sleeps eight, boasting three bedrooms, two bathrooms, a terrace, a fully equipped kitchen, and access to a swimming pool, jacuzzi, tennis court, and spa.
9.0 2 reviews
Longboat Key, FL
16/07 – 21/07
£287/nighttotal: £1435 (5 )
Luxury At Its Best At Turtle Crawl Resort
1 2
apartment , Longboat Key
This Longboat Key holiday flat is situated on the second floor of the Turtle Crawl Inn Resort, a mere 30 metres from the Gulf Coast. This well-appointed unit offers accommodation for up to six guests and features a private balcony overlooking a garden, a heated resort pool, and on-site amenities including BBQ grills and a putting green.
10 3 reviews
Longboat Key, FL
14/07 – 16/07
£366/nighttotal: £732 (2 )
Beach View Unit 302
1 4
apartment , Longboat Key
This one-bedroom flat offers prime beachfront accommodation on the third floor of a resort complex, providing direct Gulf of Mexico views and immediate access to the expansive beaches of Longboat Key. This apartment comfortably accommodates up to six guests, featuring a private balcony for enjoying ocean vistas, air conditioning, internet, parking, and access to a heated community pool and furnished beach lounges.
9.8 19 reviews
Longboat Key, FL
01/07 – 05/07
£237/nighttotal: £948 (4 )
Palm Tree Home - Private Pool Haven, Pet-friendly!
3 8
apartment , Bradenton
This Bradenton holiday home is ideally situated less than 1.6km from Bradenton Riverwalk, the Bishop Museum of Science and Nature, and the Manatee Performing Arts Centre, and under 3.2km from LECOM Park and Manatee Memorial Hospital. The 140 square metre property boasts three bedrooms, two bathrooms, sleeps nine guests, and includes a private pool, fully equipped kitchen, laundry facilities, and patio – perfect for exploring Bradenton's attractions.
9.9 58 reviews
Longboat Key, FL
20/07 – 22/07
£207/nighttotal: £414 (2 )
Turtle Walk - Next To 5 Top Eats-beach+boat Parkng
1 1
apartment , Longboat Key
This Longboat Key condo, a short 0.64km stroll from the beach, offers private beach access and is ideally located for exploring the island. The one-bedroom apartment sleeps four, boasting a full kitchen, in-unit laundry, a private outside seating area, and high-speed internet (1000 Mbps).
9.9 102 reviews
Longboat Key, FL
20/07 – 22/07
£371/nighttotal: £742 (2 )
Beautiful Beach House
3 1
apartment , Longboat Key
This Longboat Key beach house, near shops and tennis courts, offers private Gulf of Mexico beach access. The three-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen with dishwasher, and boasts hardwood floors, front and back porches, and a gated area.
Longboat Key, FL
01/11 – 01/04
£210/nighttotal: £31710 (151 )
Cozy 1-bedroom Townhome In Charming Longboat Key With Ac, Wifi
1 2
apartment , Longboat Key
This one-bedroom Longboat Key townhome is conveniently located near St. Armands Circle and the beaches of Coquina and Lido Key, offering easy access to local attractions such as the Florida Maritime Museum at Cortez. The property sleeps four guests comfortably, featuring two sofa beds, a washing machine, WiFi, and air conditioning, and is close to AMI Paddleboard Adventures.
9.4 47 reviews
Longboat Key, FL
01/07 – 05/07
£216/nighttotal: £864 (4 )
Cortez Gardens Cottage 15, Renovated And Close To Beach, 3-bed, 2-bath 10 People
3 8
apartment , Bradenton
This apartment is conveniently located in Bradenton, just 3.7 miles from Desoto Square Mall and 19 miles from Rosa Fiorelli Winery, making it a great base for exploring the area. It has received excellent ratings for its location, cleanliness, and overall experience. The property offers three bedrooms, a living room, a fully equipped kitchen, and two bathrooms, comfortably accommodating up to 10 guests across 92 square metres. You'll enjoy modern amenities such as air conditioning, a flat-screen TV, free Wi-Fi, a private garden, and free parking.
Best Longboat Key, FL short term rentals with a balcony
9.8 95 reviews
Longboat Key, FL
10/10 – 17/10
£174/nighttotal: £1218 (7 )
Country Club Long Boat Key Beach Villa 2b 3ba Pool
2 4
apartment , Longboat Key
This Longboat Key townhouse, situated a short distance from a private bay beach and eight minutes' drive (approximately 13km) from St. Armand's Circle, offers easy access to Anna Maria Island and Sarasota. The three-storey property boasts two bedrooms, three bathrooms, and accommodates up to six guests, featuring a private enclosed garage, screened lanai, full-size washer/dryer, and access to a swimming pool, Jacuzzi, tennis court, and spa.
10 1 review
Longboat Key, FL
01/07 – 05/07
£481/nighttotal: £1924 (4 )
Grotto Pool House: Premium 3-bed Villa W/ Private Pool, 5 Min To Img
3 8
apartment , Bradenton
This Bradenton beach house, within 5km of Blake Medical Center, LECOM Park, and the Riverwalk, offers easy access to local attractions including Smugglers Cove Adventure Golf and The Bishop Museum of Science and Nature. This 158 square metre property sleeps eight guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen, on-site laundry, a private balcony, and a garden with barbecue facilities.
9.1 319 reviews
Longboat Key, FL
08/10 – 12/10
£434/nighttotal: £1736 (4 )
Beachfront Studio Cabana #5b By Rva
2 6
studio , Longboat Key
Cabana Beach Club #5b Resort By Rva is situated on Longboat Key beach, just a 1.6km walk from Longboat Key Beaches and Cannons Marina, and within 5km of Jewfish Key and Coquina Beach. This resort has received excellent ratings for location, cleanliness and overall user experience. The apartment offers a comfortable living space with a balcony and a sofa bed. Guests can enjoy a range of amenities including a swimming pool, tennis court, a garden and a terrace.
9.9 17 reviews
Longboat Key, FL
27/06 – 04/07
£288/nighttotal: £2016 (7 )
Beachcomber Unit 401
1 2
apartment , Longboat Key
This apartment is situated just 0.3 kilometres from the beach on Longboat Key, within 10 kilometres of Lido Beach, St. Armands Circle, Quick Point Nature Reserve, and Harborside Golf Course. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment has one bedroom and one bathroom, accommodating up to four guests. Guests can enjoy a range of amenities including a private pool, a fully equipped kitchen, a terrace, a garden, and free Wi-Fi.
Compare Family-Friendly Holiday Lets in Longboat Key, FL
A short-term let built for families near the water in Longboat Key, FL means plenty of room to spread out and a much smoother experience.
10 3 reviews
Longboat Key, FL
16/07 – 21/07
£208/nighttotal: £1040 (5 )
Ami, 2 Heated Pools, Img, 2 Hot Tubs, Pickleball.
2 2
apartment , Bradenton
This 2nd-floor flat in Bradenton is conveniently located just 1.6 kilometres from IMG Academy and 13.4 kilometres from Anna Maria Island. This 109 square metre apartment offers accommodation for six guests with two bedrooms and two bathrooms, featuring a private balcony with pond views, a fully equipped kitchen, high-speed WiFi, and access to communal amenities including swimming pools and jacuzzis.
10 3 reviews
Longboat Key, FL
01/07 – 05/07
£417/nighttotal: £1668 (4 )
Basque Bungalow: Charming Remodel, Covered Pool, Minutes To Beaches
3 8
apartment , Bradenton
This Bradenton holiday home is situated in a quiet residential neighbourhood, approximately 6.4km from Anna Maria Island and less than 8km from Bradenton's Riverwalk. The 147 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and features a private heated pool (October-April), a fully equipped kitchen, and multiple smart TVs.
9.6 51 reviews
Longboat Key, FL
16/07 – 21/07
£155/nighttotal: £775 (5 )
Beautiful 2 Bedroom 2 Bath Fully Furnished Condo Close To Beaches
2 2
apartment , Bradenton
This two-bedroom apartment is conveniently located in Bradenton, just a short distance from popular attractions such as Arcadeland, IMG Academy, and Smugglers Cove Adventure Golf. The apartment has received excellent user ratings, indicating a high level of satisfaction from previous guests. The 109 square metre apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, a washing machine, a balcony, and a TV. Enjoy a relaxing day at the on-site water park and spa tub, take advantage of the barbecue grills, and make use of the tennis court, swimming pool, and garden.
9.8 28 reviews
Longboat Key, FL
01/11 – 01/04
£289/nighttotal: £43639 (151 )
New Listing! Newly Renovated, Private Heated Pool, 5 Min To Anna Maria
3 2
apartment , Cortez
This three-bedroom holiday home, situated in Heron's Watch, Bradenton, offers easy access to Anna Maria Island's beaches and attractions such as St. Armands Circle and LECOM Park, all within a short driving distance (exact distances unspecified). The 170-square-metre property features an open-plan kitchen, dining, and living area, accommodating up to six guests, and includes a private heated pool with a screened enclosure and BBQ grill.
Frequently asked questions about short term rentals in Longboat Key, FL
Which top landmarks you shouldn't miss in Longboat Key, FL?
Well, you definitely want to check out the Longboat Key Beach, it's a classic. Also, the St. Armands Circle is a must-see for shopping and dining. If you're looking for something a bit different, the Mote Marine Laboratory & Aquarium is fascinating.
What are the best short term rentals in Longboat Key, FL?
What kind of weather can travelers expect in Longboat Key, FL?
Longboat Key has a subtropical climate, so expect warm temperatures year-round. Summers are hot and humid, with temperatures around 30 degrees Celsius. Winters are mild, with temperatures averaging around 20 degrees Celsius. You'll get plenty of sunshine, but there's always the chance of a sudden downpour.
What are the best short term rentals with a pool in Longboat Key, FL?
Are there any famous stadiums or sports arenas in Longboat Key, FL?
Longboat Key doesn't have any major stadiums or sports arenas. It's more of a laid-back, beachy destination. But if you're looking for some sporting action, you can head over to Sarasota, about a 15-minute drive away, where you can find the Ed Smith Stadium, home to spring training for the Baltimore Orioles.
What are the best short term rentals with a jacuzzi in Longboat Key, FL?
What notable natural landmarks are near Longboat Key, FL?
Longboat Key is located on a barrier island, so you're surrounded by beautiful beaches and coastal scenery. The nearby Myakka River State Park is a great place to explore the Florida wilderness. And if you're looking for a bit of history, the Marie Selby Botanical Gardens in Sarasota is a beautiful spot with a variety of tropical plants.
What are the best short term rentals for families and kids in Longboat Key, FL?
What part of Longboat Key, FL is ideal for finding lodging?
The whole island is pretty great for finding lodging, but the south end tends to be a bit quieter and more relaxed. The north end has more restaurants and shops, so it depends on what you're looking for. Most hotels are located along the Gulf of Mexico, so you'll have easy access to the beach.
Destinations nearby
Top-Rated Coastal Short-Term Rentals in Longboat Key, FL
Base your upcoming maritime holiday at comfortable shoreside short-term rentals in Longboat Key, FL near the water.
Longboat Key, FL
01/11 – 01/04
£259/nighttotal: £39109 (151 )
Bay Harbour A306 By Fvc
3 2
apartment , Longboat Key
This luxurious three-bedroom Bay Harbour condo on Longboat Key, Florida, boasts stunning ocean and canal views and is a two-minute walk from the Dockside Restaurant. The 137-square-metre (approximately 1470 square feet) apartment sleeps six, features a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi, four smart TVs, and a flexible bedroom with a Murphy bed; nearby attractions include St. Armands Circle and Lido Beach.
Best Longboat Key, FL short term rentals with a kitchen
9.6 5 reviews
Longboat Key, FL
01/07 – 08/07
£262/nighttotal: £1834 (7 )
Waterfront, Spa/pool, Private Paradise On Lbk!
1 2
apartment , Longboat Key
This Harbour Villa Club condo on Longboat Key offers direct Sarasota Bay views, is a short walk from a private beach and a 3-minute (4.8km) drive from Longboat Village's waterfront restaurants. The 150-square-metre (over 1500 sq ft), two-bedroom, two-bathroom apartment sleeps four, features a fully equipped kitchen with wet bar, in-unit laundry, private patio, and access to a heated pool, hot tub, and tennis court; nearby activities include kayaking, paddle boarding, fishing charters, and visits to Mote Marine Laboratory & Aquarium.
9.0 36 reviews
Longboat Key, FL
01/07 – 05/07
£392/nighttotal: £1568 (4 )
Pet Friendly Tropical Home W/pool And Grill!
3 8
apartment , Bradenton
This three-bedroom home is conveniently located in Northwest Bradenton, just a short drive from the beaches of Anna Maria Island, Bradenton Beach, and Holmes Beach, as well as Lakewood Ranch, Sarasota, and Tampa. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. This spacious property spans 177 square metres and can comfortably accommodate up to eight guests. The apartment boasts a private pool, a modern coastal design, two living rooms, a fully equipped kitchen, and a range of outdoor amenities, including a grill and a large horseshoe driveway.
9.9 48 reviews
Longboat Key, FL
10/10 – 17/10
£257/nighttotal: £1799 (7 )
Island Property On Longboat Key By The Beach
1 4
apartment , Longboat Key
This three-story townhouse on Longboat Key Island provides easy access to Longboat Key's beaches, the precise distance unspecified. Sleeping five comfortably, this 2-bedroom, 2.5-bathroom property boasts a King, Queen, and pull-out single bed, plus beach chairs, a cooler, umbrella, and buggy; access to a community gym and tennis courts (access pass required) is also included.
9.4 18 reviews
Longboat Key, FL
01/07 – 05/07
£180/nighttotal: £720 (4 )
Lobster Louie's Inn - Cozy 2/1 Mins From Beaches. Fenced Yard. Pet Friendly.
2 8
apartment , Whitfield
Lobster Louie's Inn - Cozy 2/1 Mins From Beaches. Fenced Yard. Pet Friendly. is situated in Whitfield Estates, Sarasota, a short drive from Lido Key, Siesta Key, and Anna Maria Island beaches. This pet-friendly guesthouse offers two bedrooms, one bathroom, and sleeps eight, featuring a fully equipped kitchen, high-speed Wi-Fi, and a large fenced backyard; nearby attractions include Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens.
Best Longboat Key, FL short term rentals with laundry available
Longboat Key, FL
01/07 – 05/07
£224/nighttotal: £896 (4 )
A Home Away From Home!
3 8
apartment , Bayshore Gardens
9.6 41 reviews
Longboat Key, FL
01/07 – 08/07
£210/nighttotal: £1470 (7 )
One Particular Harbour 392-201 · Courtyard View · Pet-friendly
2 2
apartment , Bradenton
Longboat Key, FL
01/11 – 01/04
£308/nighttotal: £46508 (151 )
Courtside Getaway Cedars East #653 By Rva
2 2
apartment , Longboat Key
8.6 31 reviews
Longboat Key, FL
10/10 – 17/10
£189/nighttotal: £1323 (7 )
Longboat Key Cedars Beach House-pet Friendly-2 Minute To The Beach
1 4
apartment , Longboat Key
Popular Holiday Lets with Free Parking in Longboat Key, FL
Free on-site parking comes with these short-term lets near the water in Longboat Key, FL, letting you focus on the coast.
9.6 91 reviews
Longboat Key, FL
16/07 – 21/07
£154/nighttotal: £770 (5 )
Ed Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img
2 2
apartment , Bradenton
9.2 28 reviews
Longboat Key, FL
20/07 – 22/07
£183/nighttotal: £366 (2 )
Mycataleya Comfy Condo Near Beach (Bradenton)
2 1
apartment , Bradenton
8.5 2 reviews
Longboat Key, FL
16/07 – 21/07
£257/nighttotal: £1285 (5 )
Its A Shore Thing
1 2
apartment , Longboat Key
9.0 13 reviews
Longboat Key, FL
01/11 – 01/04
£273/nighttotal: £41223 (151 )
On The Beach, 2nd Floor, Elevator, Heated Swimming Pool And Spa, Freshly Painted
1 2
apartment , Longboat Key
Top Holiday Lets with a Jacuzzi in Longboat Key, FL
Whether you prefer a jacuzzi or a hot tub, these short-term lets near the water in Longboat Key, FL have one included.
9.8 57 reviews
Longboat Key, FL
08/10 – 12/10
£247/nighttotal: £988 (4 )
Beach Bliss! Newly Renovated And Gorgeous Pool House
3 6
apartment , Cortez
9.8 256 reviews
Longboat Key, FL
16/09 – 19/09
£155/nighttotal: £465 (3 )
Bradenton 2br Condo W/ Lanai · Two Pools & Hot Tubs · Img Academy · Gulf Beaches
2 2
apartment , Bradenton
9.6 8 reviews
Longboat Key, FL
01/07 – 05/07
£563/nighttotal: £2252 (4 )
4br, Amazing Heated Pool & Hot Tub! Close To Img
4 8
apartment , Bradenton
9.2 9 reviews
Longboat Key, FL
10/10 – 17/10
£300/nighttotal: £2100 (7 )
Waterfront, Spa/pool, Private Paradise On Longboat Key!
