Longboat Key Condo Rentals

When finding the perfect spot to rest your head during your next vacation in Florida, our Longboat Key condo rentals should be at the top of your list. Our Longboat Key vacation rentals offer luxury and comfort, providing all the amenities you need for a memorable stay. With options to sleep up to six people, you can plan a getaway with friends or simply a romantic vacation with your significant other. Choose from a fully stocked studio or a spacious two-bedroom unit. You’ll also have access to our incredible oceanfront pool to further enhance your vacation experience.

My Rentals (0)

216 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

210 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

253 STUDIO

Studio • 1 Bath • Sleeps: 2

222 STUDIO

Studio • 1 Bath • Sleeps: 2

258 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

228 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

245 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

226 STUDIO

Studio • 1 Bath • Sleeps: 2

238 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

240 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

220 STUDIO

Studio • 1 Bath • Sleeps: 2

212 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

260 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

254 STUDIO

Studio • 1 Bath • Sleeps: 2

231-233 TWO-BEDROOM

2 Beds • 2 Baths • Sleeps: 6

267 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

215 ONE BEDROOM

1 Bed • 1 Bath • Sleeps: 4

269 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

242 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

218 STUDIO

Studio • 1 Bath • Sleeps: 2

247-249 TWO-BEDROOM

2 Beds • 2 Baths • Sleeps: 6

230 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

241 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

225 STUDIO

Studio • 1 Bath • Sleeps: 2

244 STUDIO

Studio • 1 Bath • Sleeps: 2

236 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

248 STUDIO

Studio • 1 Bath • Sleeps: 2

223 STUDIO

Studio • 1 Bath • Sleeps: 2

219 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

256 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

235 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

261 STUDIO

Studio • 1 Bath • Sleeps: 2

252 STUDIO

Studio • 1 Bath • Sleeps: 2

239 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

250 STUDIO

Studio • 1 Bath • Sleeps: 2

257 STUDIO

Studio • 1 Bath • Sleeps: 2

229 STUDIO

Studio • 1 Bath • Sleeps: 2

214 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

251 STUDIO

Studio • 1 Bath • Sleeps: 2

262 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

246 STUDIO

Studio • 1 Bath • Sleeps: 2

263 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

255 STUDIO

Studio • 1 Bath • Sleeps: 2

227 STUDIO

Studio • 1 Bath • Sleeps: 2

224 STUDIO

Studio • 1 Bath • Sleeps: 2

243 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

221 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

265 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

237 ONE-BEDROOM

1 Bed • 1 Bath • Sleeps: 4

Things To Do in Longboat Key

Longboat Key is an amazing barrier island that stretches between the Gulf of Mexico and Sarasota Bay. Located off the coast of Sarasota, this slice of paradise is known for its immaculate white-sand beaches and clear, turquoise waters. The island’s unique geography allows visitors to enjoy the serene bay and the expansive Gulf, offering diverse water activities. Whether you’re interested in kayaking through the mangroves in the bay or sailing in the open Gulf waters, Longboat Key has it all!

Where To Stay in Longboat Key

Diplomat Beach Resort ranks high on any traveler’s list of Longboat Key rentals. This is due to our unique location and offerings. Nestled among high-rise condominium resorts and just steps away from the Gulf of Mexico, all 50 units provide direct beach access. This gorgeous beach, where dolphins are a common sight, is conveniently located near various local attractions, including St. Armands Circle, Marie Selby Botanical Gardens, and Sarasota Ballet. When you choose to stay at Diplomat Beach Resort, you’re not just getting a Longboat Key, Florida rental; you’re booking an amazing experience that combines the comfort of home with the excitement of a Florida getaway. So, why settle for ordinary Longboat Key beach rentals when you can have an extraordinary stay with us at the Diplomat Beach Resort? Book your Longboat Key vacation rental today and get ready for the vacation of a lifetime!