Key Royale Vacations from $377

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Your Key Royale Vacation

Embark on your next great adventure with one of our Key Royale vacation packages. Spend your time acquainting yourself with this neighborhood's many charms, including its golfing. Some top nearby attractions to see during your trip to Key Royale include West Coast Surf Shop, AMI Paddleboard Adventures and Island Gallery West. Expedia is here to put your travel plans into action. Book your dream Key Royale vacation today.

The Latest Key Royale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Save 100% on your flight
Price was $681, price is now $377 per person
$377
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
2/10 (3 reviews)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Price was $1,798, price is now $1,049 per person
$1,049
per person
Nov 6 - Nov 9
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (290 reviews)
We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need.

Reviewed on Sep 15, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $751, price is now $444 per person
$444
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,003 reviews)
Great area and transportation from hotel

Reviewed on Sep 29, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,212, price is now $724 per person
$724
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (463 reviews)
I loved that the beach was right behind here we stayed easy access

Reviewed on Oct 1, 2025

Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
Price was $1,242, price is now $755 per person
$755
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,132 reviews)
I would give it 4.5⭐️ Everyone who works there was wonderful.y only issue was the room smelled like smoke.

Reviewed on Sep 25, 2025

Key Royale Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Oct 5 to Oct 6
$80 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (4,433 reviews)
"The pool and hot tub were awesome. The customer service was wonderful and the location and decor was great! I will stay there again."

Reviewed on Sep 29, 2025

Kompose Boutique Hotel
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S, St. Petersburg, FL
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $132 total per night from Oct 5 to Oct 6
$132 total
Oct 5 - Oct 6
Total with taxes and fees
7.6/10 Good! (1,027 reviews)
"The vallet parking is pricy at $45 a day. The hotel doesn’t have any self parking area or options."

Reviewed on Sep 27, 2025

Hilton St. Petersburg Bayfront
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
$216 nightly
The price is $244 total per night from Oct 2 to Oct 3
$244 total
Oct 2 - Oct 3
Total with taxes and fees
8.2/10 Very Good! (1,465 reviews)
"Only 1 working elevator"

Reviewed on Sep 30, 2025

RumFish Beach at TradeWinds
See all 12,615 properties in Key Royale
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Key Royale

West Coast Surf Shop

West Coast Surf Shop

You can do some window-shopping at West Coast Surf Shop during your visit to Holmes Beach. Wander the beautiful beaches or discover the area's beautiful sunsets.

West Coast Surf Shop

AMI Paddleboard Adventures

You can take time to visit AMI Paddleboard Adventures during your travels to Holmes Beach. Wander the beautiful beaches and seaside in the area.

AMI Paddleboard Adventures

Island Gallery West

You can spend an afternoon browsing the exhibits at Island Gallery West during your travels in Holmes Beach. Wander the beautiful beaches and seaside in the area.

Island Gallery West

Things to do

Mangrove Tunnels

Exclusive Kayak Expedition: Exploring the Mangroves to Shell Key

$45
per adult
Exclusive Kayak Expedition: Exploring the Mangroves to Shell Key
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Small Group Kayak Tour of the Shell Key Preserve

Small Group Kayak Tour of the Shell Key Preserve

$79
per adult
100% of travellers recommend
Small Group Kayak Tour of the Shell Key Preserve
See all activities in Holmes Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.