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Longboat Key, FL short term rentals
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Best Short term and Weekly rentals in Longboat Key, FL

Find the Best Seaside Short-Term Rentals in Longboat Key, FL

Experience relaxing maritime vibes at coastal short-term rentals in Longboat Key, FL, situated short distances from regional beach-town boardwalks.

Beach Castle 24 - Longboat Key, FL
9.2 66 reviews

Beach Castle 24

apartment, Longboat Key
Situated within a mile of Longboat Key Beaches, Cannons Marina, and 3.1 miles from Jewfish Key, Beach Castle Resort #24 By Rva offers a waterfront location with stunning views. Highly rated by guests, this 2330 square feet condo features a fully equipped kitchen, a comfortable living area, convenient in-unit laundry facilities, a spa tub, and barbecue grills.
Guests can enjoy access to a swimming pool, a Jacuzzi, a terrace, a garden, a fitness center, a tennis court, and parking. The resort is pet-friendly, offers internet access, air conditioning, and a smoke-free environment.

Traveler-Approved Luxury Short-Term Rentals in Longboat Key, FL

These luxury properties in Longboat Key, FL represent the pinnacle of short-term living, combining top-tier amenities with central locations.

Boaters Retreat On Canal W/dock Open Concept Villa - Longboat Key, FL
10 1 review

Boaters Retreat On Canal W/dock Open Concept Villa

apartment, Longboat Key
This canal-front villa in Longboat Key offers direct access to Sarasota Bay and the Gulf of Mexico via a private boat dock, situated across from Joan Durante Park and a short walk to private beach access.
This 2-bedroom, 2-bathroom condo provides over 1,200 square feet of renovated living space for up to 6 guests, featuring a full kitchen, air conditioning, internet, private parking for three vehicles, and immediate proximity to popular restaurants like Harry's, Guppy's, and Mar Vista.

Frequently Asked Questions about short term rentals in Longboat Key, FL

  • Which top landmarks you shouldn't miss in Longboat Key, FL?

    Longboat Key is known for its beautiful beaches, so make sure to visit the Longboat Key Beach. You should also check out the St. Armands Circle, a vibrant shopping and dining district just a short drive away. And if you're looking for some history, the Longboat Key Historical Society Museum is a great place to learn about the island's past.
  • 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 with warm, humid summers and mild winters. Expect average highs in the 80s during the summer months, and lows in the 60s during the winter. You can expect sunshine most of the year, so be sure to pack your sunscreen.
  • What are the best short term rentals with a pool in Longboat Key, FL?

    Anna Maria Island Beach Palms 2b, The Beach On Longboat Key and 50 Ft From Sand Private Island100 +Review 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 itself doesn't have any major stadiums or sports arenas. However, you can find several stadiums and arenas within a short drive in Sarasota, like the Ed Smith Stadium, which hosts spring training games 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 surrounded by beautiful natural landmarks. You can visit the nearby Myakka River State Park, a 58,000-acre park with hiking trails, boat tours, and abundant wildlife. The Lido Key Beach is also a great place to enjoy the sun and sand, just a short drive from Longboat Key.
  • 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 entire island is great for finding lodging, but if you're looking for a more lively atmosphere, you might prefer staying in the area around the Longboat Key Club. If you prefer a quieter setting, you can find plenty of beautiful vacation rentals or hotels near the Longboat Key Beach.

Popular destinations

Top-Rated Family Short-Term Rentals in Longboat Key, FL

Perfect for families, these short-term rentals in Longboat Key, FL offer nearby beaches and plenty of room for everyone to spread out.

Near Beaches & Outdoor Activites! Relaxation And Fun! 2 Br/ba/lr & Kitchen - Longboat Key, FL
10 14 reviews

Near Beaches & Outdoor Activites! Relaxation And Fun! 2 Br/ba/lr & Kitchen

apartment, Bradenton
This newly renovated Bradenton condo, a short walk from Bradenton Beach and close to Aldi, Publix, and CVS, offers easy access to shops and IMG Academy.
The 1250-square-foot, one-bedroom, two-bathroom unit sleeps four, featuring a fully equipped kitchen, enclosed lanai, multiple TVs, and four passes to a complex with pools, tennis courts, and other amenities.
Laplaya 202e Catch The Gentle Gulf Breezes On Your Private Balcony Beneath The Swaying Palms - Longboat Key, FL
9.6 6 reviews

Laplaya 202e Catch The Gentle Gulf Breezes On Your Private Balcony Beneath The Swaying Palms

apartment, Longboat Key
This beachfront apartment on Longboat Key is just 13 miles from The John and Mable Ringling Museum of Art, offering a convenient location for exploring the area's cultural attractions. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment comfortably accommodates four guests and features a fully equipped kitchen, a private balcony with ocean views, and a heated pool. You can also enjoy free Wi-Fi, air conditioning, and parking, making your stay even more convenient.
Sea Club I - Longboat Key, FL
9.0 530 reviews

Sea Club I

studio, Longboat Key
This studio apartment is located on Longboat Key, Florida, just a short walk from Bayfront Park and a short drive from popular attractions like Beer Can Island, Harborside Golf Course, and Mote Marine Aquarium. The studio is rated very good for user experience, excellent for location, and very good for cleanliness.
The apartment features a full kitchen, a private balcony or terrace, and access to a swimming pool. Guests can enjoy amenities like free WiFi, free parking, and BBQ facilities.
Runaway Bay 201 By Seabreeze Vacation - Longboat Key, FL
9.8 78 reviews

Runaway Bay 201 By Seabreeze Vacation

apartment, Bradenton Beach
This 2-bedroom condo is located on the northern end of Bradenton Beach, just half a block from the beach and a short walk from the bayfront. This vacation rental has received excellent ratings for location, cleanliness, and overall experience.
The 1120 square foot apartment comfortably accommodates 6 guests. Enjoy the heated pool, spa, tennis court, fitness center, sauna, and shuffleboard court, as well as the updated interior with a comfortable living room, spacious kitchen, and private balcony.

Popular Pet-Friendly Short-Term Rentals in Longboat Key, FL

Each dog-friendly coastal short-term rental in Longboat Key, FL provides a comfortable space for you and your pet.

Gulfside Comfort  Beach Castle #4 By Rva - Longboat Key, FL
9.0 46 reviews

Gulfside Comfort Beach Castle #4 By Rva

apartment, Longboat Key
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.

Best Longboat Key, FL lodging with a balcony

Coastal Condo - Walk To Bridge Street - Longboat Key, FL
10 7 reviews

Coastal Condo - Walk To Bridge Street

apartment, Bradenton Beach
Ss Salamander South · 2 Full Baths · Heated Pool - Longboat Key, FL
9.6 119 reviews

Ss Salamander South · 2 Full Baths · Heated Pool

apartment, Holmes Beach
Bright 2br Condo  Cedars East #607 By Rva - Longboat Key, FL
8.4 9 reviews

Bright 2br Condo Cedars East #607 By Rva

apartment, Longboat Key
2/2 Gulf View Condo At Beachplace On Longboat Key - Longboat Key, FL
No reviews

2/2 Gulf View Condo At Beachplace On Longboat Key

apartment, Longboat Key

Best Longboat Key, FL lodging with a kitchen

Canal Front Bliss - Cozy 1-bedroom Condo On Longboat Key - Longboat Key, FL
No reviews

Canal Front Bliss - Cozy 1-bedroom Condo On Longboat Key

apartment, Longboat Key
Silver Sands #244: 1 Br / 1 Ba Resort - Longboat Key, FL
9.0 2 reviews

Silver Sands #244: 1 Br / 1 Ba Resort

apartment, Longboat Key
Longboat Key Beach Condo - Longboat Key, FL
No reviews

Longboat Key Beach Condo

apartment, Longboat Key
Boat Dock, Waterfront, Close To Beach - Longboat Key, FL
No reviews

Boat Dock, Waterfront, Close To Beach

apartment, Longboat Key

Best Longboat Key, FL lodging with laundry available

Longboat Key Beach Bungalow - Longboat Key, FL
9.4 21 reviews

Longboat Key Beach Bungalow

apartment, Longboat Key
Tranquil 2br At Whitney Beachsunroom, Pool View & Deeded Beach Access By Rva - Longboat Key, FL
No reviews

Tranquil 2br At Whitney Beachsunroom, Pool View & Deeded Beach Access By Rva

apartment, Longboat Key
Casa Poinsetta- 2br In A Quiet Coastal Neighborhood By Rva. - Longboat Key, FL
10 1 review

Casa Poinsetta- 2br In A Quiet Coastal Neighborhood By Rva.

apartment, Longboat Key
Artists Retreat, Walk To The Beach - Longboat Key, FL
10 4 reviews

Artists Retreat, Walk To The Beach

apartment, Longboat Key
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