Jamaica Royale holiday lettings

We found 156 holiday rentals — enter your dates for availability

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November 2025

December 2025

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Find the best place to stay - Jamaica Royale

Open airy living room area with direct access to the lanai

Premier Host

Renovated Jamaica Royale Condo: Private Beach Access, Modern Comforts, and Steps to the Pool!

Sleeps 6 · 1 bedroom · 1 bathroom

At the end of the sidewalk is access to the private beach. This lovely back patio awaits you!

Premier Host

Newly Updated Jamaica Royale Villa: Private Beach, Pools, & Free Daily Activities!

Sleeps 6 · 2 bedrooms · 2 bathrooms

Jamaica Royale's private beach strip on Siesta Key. Enjoy the Florida sunshine & fabulous sunsets!

Premier Host

Refreshed Jamaica Royale Condo: Steps to Private Beach, Pools, & Free Daily Activities!

Sleeps 6 · 1 bedroom · 1 bathroom

Top rated rentals - Jamaica Royale

The most wonderful vacation home

We absolutely loved this rental, perfectly kitted out with everything you could need. Lovely touches like laundry detergent, sun block, a beach wagon and loads of beach toys. Perfectly located on siesta key, so lovely to be able to walk to the beach. We hope to return!

Emma J.

Stayed May 2024

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value