Longboat Key Vacation Homes

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 holiday homes

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

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

Sunny Shores

Bryce W.

HK$3,705 total

includes taxes & fees

23 Oct - 24 Oct

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

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

Bradenton

Aubree C.

HK$2,311 total

includes taxes & fees

18 Oct - 19 Oct

3. Beach House Kids & Pets OK Oct, Nov, Dec DISCOUNTED! AMIsland White Sand Beaches

Bradenton

thomas F.

HK$4,380 total

includes taxes & fees

18 Oct - 19 Oct

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

4. Tropical Oasis Near AMI | Pool + Dogs Welcome

Bradenton

Kristen P.

HK$4,844 total

includes taxes & fees

21 Oct - 22 Oct

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.

HK$2,635 total

includes taxes & fees

18 Oct - 19 Oct

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

6. "Stingray" 3 miles to Anna Marie

Bradenton

Agnieszka

HK$2,853 total

includes taxes & fees

18 Oct - 19 Oct

A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

7. Anna Maria Beach Condo 1/1

Bradenton Beach

Donna B.

HK$2,840 total

includes taxes & fees

18 Oct - 19 Oct

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

8. Lakeview Bradenton Rental Near Beaches & IMG

South Bradenton

Dee F.

HK$1,819 total

includes taxes & fees

16 Nov - 17 Nov

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Top Longboat Key Hotel Reviews

Zota Beach Resort

10/10 Excellent

"Este Hotel es increíble la atención y las instalaciones son 5 estrellas su playas , piscinas y restaurantes son extraordinaria, e viajado por todo el mundo y les puedo decir que hay poco hoteles de esta calidad 5 estrellas en todo, gracias"

Sea Club I Beach Resort

10/10 Excellent

"The room was great but when I moved the bed to plug in my phone I found 3 dead roaches… I know how fumigation works and they spray and days later they come out but it wasn’t cleaned ! So it was not good …. Thank god my girl didn’t see that … Everything else was very good . Great staff , no beach view , balcony was quaint.. the room was clean but the dead roaches not good .."

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

10/10 Excellent

"View fantastic of the gulf! Watched dolphins daily along with exotic wildlife Very clean room. Very comfortable and enjoyable. Once you check in, won’t need anything to go out for if you stock food! Had a wonderful stay. Communication with the host was smooth and effortless! Will not hesitate to go back!!!!!! Laundry facilities on site! Overall had a delightful stay!"

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