Anclote Keys Vacations from $406

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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.

The Latest Anclote Keys vacation packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $701, price is now $406 per person
$406
per person
Aug 11 - Aug 16
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (80 reviews)
The room was a little noisy from the air conditioner and outside noise. The shower was way to high.

Reviewed on Jun 19, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $1,167, price is now $656 per person
$656
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,179 reviews)
I enjoy the property, the staff were great and the property was clean. The beach was great, clean and beautiful. The hotel pool was ok but not great. The restaurant jimmy wasn’t great. The drink needed to be better.

Reviewed on Jul 3, 2026

St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
Price was $981, price is now $568 per person
$568
per person
Aug 7 - Aug 12
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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
Save 100% on your flight
Price was $1,140, price is now $681 per person
$681
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews

Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $928, price is now $576 per person
$576
per person
Aug 22 - Aug 26
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (146 reviews)
The hotel rooms were fantastic! All that my kid was hoping for. The pool was small.

Reviewed on Jul 3, 2026

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What to do in Anclote Keys

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

$37
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

$28
per adult
88% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

$40
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
See all activities in Anclote Keys

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
$252 nightly
The price is $285 total per night from Aug 2 to Aug 3
$285 total
Aug 2 - Aug 3
Total with taxes and fees
9.4/10 Exceptional! (3,466 reviews)
"First of all- Expedia really dropped the ball! They properly DID NOT advise of all the “hidden fees” pertaining to this hotel. Shame on them! What was meant to be a fun and relaxing trip, quickly turned stressful and chaotic. The staff could care less, and not helpful at all. The restaurants were ..."

Reviewed on Jul 3, 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
$227 nightly
The price is $257 total per night from Jul 16 to Jul 17
$257 total
Jul 16 - Jul 17
Total with taxes and fees
8.2/10 Very Good! (2,756 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
$225 nightly
The price is $254 total per night from Aug 2 to Aug 3
$254 total
Aug 2 - Aug 3
Total with taxes and 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 8,985 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.

Find the Best Anclote Keys Vacation Packages

Anclote Keys Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Top Sights
Honeymoon Island State Park, Sunset Beach and Dunedin Beach

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Frequently asked questions

How much does an Anclote Keys vacation package cost?
You'll find cheap prices from $406 on Expedia for your Anclote Keys escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Anclote Keys costs.
What are the cheapest months to go to Anclote Keys?
You can usually find lower rates and greater availability in August, September and October. Explore our cheap Anclote Keys vacation packages and you could land some excellent off-season deals.
How many days is enough for Anclote Keys?
With a well-organized travel plan, you can easily visit the top Anclote Keys attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Anclote Keys vacation for longer.
How to find the best Anclote Keys package deals?
Begin your search for an Anclote Keys package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Anclote Keys package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Anclote Keys escape underway.
Is it cheaper to book an Anclote Keys vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a personalized Anclote Keys vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Anclote Keys?
If you're considering an impromptu Anclote Keys adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Anclote Keys?

  1. Pick your travel dates: The things you want to do in Anclote Keys and your preferred season can help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and flights. Your accommodations will likely be the biggest expense during your trip to Anclote Keys.
  3. Use Expedia's trip planning tool to explore Anclote Keys: Research every aspect of your trip to Anclote Keys with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you want to spend exploring Anclote Keys. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find an Anclote Keys vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Read our dedicated travel guide to find some incredible things to do in Anclote Keys. Book tickets or make reservations in advance to save time and avoid the stress of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Anclote Keys vacation packages?
If you're like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Anclote Keys break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.