List your Property
Jamaica Royale, Siesta Key, Florida, United States of America

Jamaica Royale vacation rentals

We found 144 vacation rentals — enter your dates for availability

Discover a selection of 144 vacation rentals in Jamaica Royale, Siesta Key that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $105 per night, and condos and villas are popular options for a stay in Jamaica Royale. Either way, you'll find a rental for everyone's needs.
DynamicDestinationRefinements
AsyncDestinationUrgency
Find spaces that suit your style

Condos/Apartments

View 103 Condos/Apartments

Villas

View 40 Villas

Houses

View 41 Houses

Find the best place to stay — Jamaica Royale

Gulf-Side Beautiful Condo with Pool Overlooking the Gulf!

Sleeps 4 · 1 Bedroom · 1 Bathroom
$109 avg/night
(89)

RECENTLY RENOVATED! Only steps to the beach and premium everything!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$185 avg/night
(102)

NEW Beach Front Complex w/3 pools,

Sleeps 6 · 1 Bedroom · 1 Bathroom
$140 avg/night
(23)

Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$247 avg/night
(96)

104 Tranquil location 2 bedroom condo minutes from #1 beach with private access!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$213 avg/night
(44)

Steps to Private Beach & Heated Pool, 2 Level Townhome, Private Entry, Enclosed Lanai

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$183 avg/night
(13)

Search 144 vacation rentals

Top rated rentals — Jamaica Royale
Stayed Jun 2021

Fantastic!

We travel to Florida frequently and this was our favorite place yet. The pools and proximity to the beach made vacation with 3 young kiddos a breeze. The condo itself is beautiful. I love the open floor plan and balcony off the master. Everything fro...

Shannon E.
Shannon E.
Stayed Jun 2021

Great beach vacation

The condo was clean, beautifully furnished, and spacious. The couches and beds were very comfortable. The location on the key is perfect. Close to the village and grocery store. It’s also nice to be just steps from the beach! There were beach chairs,...

Beth H.
Beth H.

Spearfish, SD USA

Stayed May 2021

Perfect getaway for our family

This condo had everything and more! The unit was sparkling clean. The owner checked in with us the day prior to our arrival to see what time our flight landed in efforts to get us checked in earlier. A welcome note with coffee, chips, salsa, and a br...

Brooke S.
Brooke S.
Stayed May 2021

Great location

Great location right by the pool and the beach. The unit also had beach chairs, beach towels, and some beach toys for the kids which was great. Would recommend buying extra paper towels, tp, laundry soap, and trash bags if you have 6 people - we ran ...

Sarah O.
Sarah O.
Stayed May 2021

Best rental ever!!

Rene has created the most welcoming, beautiful, and super clean rental. Everything a guest could want is available, from a well stocked kitchen to beach chairs. We thoroughly enjoyed our stay and hated to leave. Thank you to Rene for a wonderful visi...

Barb J.
Barb J.
Stayed May 2021

Perfect in every way

It’s obvious the owners of this condo want their guests to feel at home! Exceptionally clean. Well stocked with towels, extra blankets and beach supplies. The kitchen had all the pots, pans, plates and bowls we needed. The beds in the second bedroom ...

Angela S.
Angela S.
Stayed May 2021

Best vacation Ever

I have a new favorite place to visit now. Siesta Key was phenomenal! Amy was on point from the day I booked. She sent my updated messages periodically giving me information about the location and things to do. Anytime I had a question, she was very q...

Christy D.
Christy D.

Perry, USA

Stayed May 2021

Perfect trip

Very nice unit with everything you need plus some unexpected surprises. Plenty of room for 4 adults. Clean and very comfortable. Awesome balcony with great views. Best sand anywhere! A little bit of a hike if you plan to walk to town but good exercis...

Richard F.
Richard F.

Bethel Park

AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

How many vacation rentals are available around Jamaica Royale, Siesta Key?

Our 2021 property listings offer a large selection of 144 vacation rentals around Jamaica Royale. From 103 condo and apartment rentals to 40 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Condos/Apartments near Jamaica Royale?

Yes, of course. Vrbo has 103 Condos/Apartments near Jamaica Royale. Our other popular types of vacation rentals near Jamaica Royale include:

  • Villas: 40 rentals available
  • Houses: 41 rentals available
  • Studios: 6 rentals available

Can I find a vacation rental with pool near Jamaica Royale?

Yes, you can select your preferred vacation rental with pool among our 144 vacation rentals with pool available near Jamaica Royale. Please use our search bar to access the selection of vacation rentals available.

Rental Ideas

People also search for

Top Filters