Anclote Keys Vacation Packages

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Your Anclote Keys Vacation

Save time and energy on your travel planning by booking a Anclote Keys vacation package. One of the best neighborhoods to base yourself in this vibrant city is Crescent Oaks, which is good for golfing and a lot more. Sunset Beach, St Nicholas Greek Orthodox Cathedral and Tarpon Springs Aquarium are just a few of the attractions you'll want to explore during your trip to Anclote Keys. A few clicks is all it takes to create a tailor-made Anclote Keys vacation on Expedia.

Top Anclote Keys Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,394, price is now CA $912 per person
CA $912
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (2,353 reviews)
Perfect little spot right before the bridge to midnight pass. Room was clean, comfortable beds and a fully equipped kitchen. Nice pool with bbq grill. The office is open 24/7 with fresh coffee or tea whenever you like. Frog hopper offers door to door service (for only tips) if you don’t want to drive yourself. Great spot!

Reviewed on Jul 4, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was CA $1,961, price is now CA $1,176 per person
CA $1,176
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,179 reviews)
Very clean and bright, wife loved it.

Reviewed on Jul 4, 2026

St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Price was CA $1,571, price is now CA $969 per person
CA $969
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,002 reviews)
Manager Lori and the staff were friendly and helpful Room was as advertised. Pool area was great and only about a block from the sand of St Pete Beach. Would love to come back.

Reviewed on Jun 30, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $2,767, price is now CA $1,715 per person
CA $1,715
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,430, price is now CA $1,537 per person
CA $1,537
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (537 reviews)
Returned customer, great place to stay for four nights.

Reviewed on Jul 3, 2026

Anclote Keys Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $317 per night from Jul 12 to Jul 13
CA $317
CA $415 total
Jul 12 - Jul 13
includes taxes & fees
9.4/10 Exceptional! (3,469 reviews)
"Excellent location and service"

Reviewed on Jul 4, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $291 per night from Jul 16 to Jul 17
CA $291
CA $385 total
Jul 16 - Jul 17
includes taxes & fees
8.2/10 Very good! (2,758 reviews)
"Great place to stay"

Reviewed on Jul 4, 2026

Hilton Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from Aug 2 to Aug 3
CA $286
CA $380 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (2,177 reviews)
"10 out of 10 and will visit AGAIN! My family stayed a the Hyatt Regency for 5 days, and the experience was exceptionally AWESOME!!"

Reviewed on Jul 4, 2026

Hyatt Regency Clearwater Beach Resort and Suites
See all 9,002 properties in Anclote Keys
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.

What to do in Anclote Keys

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

CA $40
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $55
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
See all activities in Anclote Keys

Frequently asked questions

Can I travel to Anclote Keys right now?
For all the details you need about getting to Anclote Keys, check out our Covid-19 Travel Advisor. From travel restrictions to quarantine policies and much more, Expedia will help make your trip planning as stress-free as possible.
If I'm not able to travel, can I cancel my Anclote Keys vacation package?
If your travel plans in Anclote Keys have changed, it's good to know that it's possible to cancel your booking. If you made your booking in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose fees. To find out more, visit our Customer Service Portal.
When is the best time of year to visit Anclote Keys?
There are benefits to vacationing in Anclote Keys in . Typically, you can get the best deals at this time of year. , on the other hand, is the priciest time to visit. If you love the excitement that comes with peak season, head to Anclote Keys in . The quieter months of will help you avoid the crowds.
How far in advance should I book my Anclote Keys vacation?
It's always wise to book early. Air carriers typically advertise flights up to 12 months prior to departure, and this is a perfect opportunity to score some rock-bottom prices. Just been told you need to take your vacation time in a few weeks? No sweat. Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What should I know before booking an Anclote Keys travel package?
Design deals that match your budget with an Expedia package. Hotels, flights, rental cars — we've got all of them. You'll save big bucks just by combining your bookings. Whether you're taking off on a ski trip or kicking back on a warm beach, your perfect getaway is only a few clicks away.

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