Longboat Key Vacation Home Rentals from CA $339: Search Top Private Vacation Homes for Rent

A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

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Our top choices for Longboat Key vacation homes

A sandy pathway leading to a beach, flanked by green foliage and rope barriers.

1. Modern Coastal Charm • Near AMI Beach-IMG Academy

Bradenton

Dawn Z.

CA $422 total

includes taxes & fees

Sep 28 - Sep 29

A beachside restaurant with a thatched roof, wooden tables, and chairs, overlooking a sandy beach and the ocean.

2. LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

Sunny Shores

Bryce W.

CA $673 total

includes taxes & fees

Sep 28 - Sep 29

A covered swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

3. "Stingray" 3 miles to Anna Marie

Bradenton

Agnieszka

CA $428 total

includes taxes & fees

Sep 28 - Sep 29

A beach with clear turquoise water, people swimming and walking on the shore, and several beach umbrellas and sun loungers.

4. "Manatee" 3 miles to Anna Marie<br>

Bradenton

Matthew H.

CA $466 total

includes taxes & fees

Sep 28 - Sep 29

A modern outdoor seating area with two blue chairs and a large potted plant.

5. Pet-Friendly Bradenton Home 1.5 Mi to Cortez Beach

Bradenton

Karen B.

CA $479 total

includes taxes & fees

Sep 28 - Sep 29

A dining area with a dark wooden table, four chairs, and a hanging lamp.

6. Lakeview Bradenton Rental Near Beaches & IMG

South Bradenton

Dee F.

CA $339 total

includes taxes & fees

Oct 7 - Oct 8

An aerial view of a coastal island with a white sandy beach, dense vegetation, and a clear blue sea.

7. Tropical Oasis Near AMI | Pool + Dogs Welcome

Bradenton

Kristen P.

CA $850 total

includes taxes & fees

Sep 28 - Sep 29

A modern kitchen with a stainless steel refrigerator, a microwave, and a coffee bar.

8. 5 min drive to AMI Free • Free Heated Pool • Tub•Near IMG•Fire Pit•Full Kitchen

Bradenton

Tonya H.

CA $1,105 total

includes taxes & fees

Sep 28 - Sep 29

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Top Longboat Key Hotel Reviews

Island Time: Open Next Week!

10/10 Excellent

"If you are looking for a great experience at Longboat Key. This is it. Heidi, the host was great. She was easy and quick to respond to any and all questions. She even sent cake for my birthday (Thanks again). The condo location is outstanding, right on the beach and our view was phenomenal. We had the best sunsets each night. The condo was well maintained and equipped with all your basic needs. Would highly recommend and hope to stay again."

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

10/10 Excellent

"After an anniversary trip last year and then again in May with our family, my husband and I returned again for our Anniversary! Everything was superb, especially the water pressure from the shower head!! That felt so good after our 14 hour drive!! Right on the beach and not too crowded! Our kids were jealous they couldn’t come back this time. We can’t wait to come back again with the family!"

End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,

10/10 Excellent

"It was the best experience we have had with a vacation rental! The host was incredibly helpful and responsive. The penthouse was immaculate and the view was perfect. We will rent again and I am so grateful for this vacation!"

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

10/10 Excellent

"This beachfront condo is wonderful! The kitchen was well equipped, the unit very clean and very comfortable. The host was very responsive and easy to work with. Longboat Key is a beautiful area and we loved the location of this unit-quiet beach with an amazing view! I will book again, and highly recommend!"

End of summer sale Take a peek awesome reviews 50 feet from sand

10/10 Excellent

"What a view! It was just breathtaking! Jim is wonderful to work with and communicates very efficiently and promptly. We arrived a little early, and I checked to see if the condo would possibly be cleaned and ready. Since it was we were we were able to check right in. Big thank you for that! We would definitely stay here again!"

Oceanfront Oasis – Longboat Key 226 by RVA

8/10 Good

"Great location and enough space for a couple and kids. I was on a studio with a king bed and a sofa bed. Kitchen had enough stuff. Bathroom doesn’t have shampoo and conditioner. It was ok but i didn’t take mine so i had to go buy it. Publix is very close so that’s also very convenient"

Find out more about Longboat Key

Longboat Key Vacation Homes information

Number of reviews	1,027
Accommodation	147 Vacation Homes
Lowest Price	CA $339
Highest Price	CA $850

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Our top choices for Longboat Key vacation homes

1. Modern Coastal Charm • Near AMI Beach-IMG Academy