Anclote Keys Vacations from $464

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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 $779, price is now $464 per person
$464
per person
May 19 - May 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (68 reviews)
The property was perfect for pets. Big space to walk and off the main road.

Reviewed on Mar 23, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,624, price is now $1,048 per person
$1,048
per person
Jun 14 - Jun 20
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (846 reviews)
We enjoyed the pool area. Hotel was very quite, and very clean

Reviewed on Mar 24, 2026

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was $813, price is now $555 per person
$555
per person
Jun 19 - Jun 23
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,012 reviews)
We enjoyed our stay at vocoSarasota.. The best part was the amazing and very accommodating staff especially the Shuttle drivers Rich, Barry and Cody. they were terrific. Rooms were very nice. I just wished they had better outdoor accomodations especially the pool area.The daily breakfast was good even when the chef had to be the Manager on duty. Just a few hiccups with that. overall it was a delightful stay and the location was perfect!!!!

Reviewed on Mar 17, 2026

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $937, price is now $649 per person
$649
per person
Jun 19 - Jun 23
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (5,126 reviews)
Breakfast was great every morning, buffet style! Ours was included in our package, but if it’s not it’s $7, and you can find that kinda price anywhere! Staff was wonderful! Room was clean and design of hotel was great! Pool is warm! Parking is $5 a night. Really enjoyed this hotel will be back if I return to this area again!

Reviewed on Mar 27, 2026

Villa Valentino Luxury 8BR Villa & Pool

Villa Valentino Luxury 8BR Villa & Pool

3 out of 5
Allen's Ridge
Save 100% on your flight
Price was $3,966, price is now $2,755 per person
$2,755
per person
Jun 22 - Jun 26
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
No reviews
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What to do in Anclote Keys

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$37
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
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
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

$37
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
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
$385 nightly
The price is $435 total per night from Apr 21 to Apr 22
$435 total
Apr 21 - Apr 22
Total with taxes and fees
9.4/10 Exceptional! (3,089 reviews)
This is the best spot on Clearwater beach. I had been there a dozen times as a kid when it was all motels, and hesitated coming back. After staying here I certainly will be back as I realized Clearwater has been renovated. One moment you are in their hot tub & pool, and you can easily then just cross ...

Reviewed on Mar 27, 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
$319 nightly
The price is $361 total per night from Apr 5 to Apr 6
$361 total
Apr 5 - Apr 6
Total with taxes and fees
8.2/10 Very Good! (2,512 reviews)
The room was clean. The staff was decent super expensive to get up umbrella and chairs for the beach first day there I will serve the Pepsi that had a bread tie floating on the top of it so most of our food and drinks came from outside the resort.

Reviewed on Mar 27, 2026

Hilton Clearwater Beach Resort & Spa
SureStay Hotel by Best Western St. Pete Clearwater Airport

SureStay Hotel by Best Western St. Pete Clearwater Airport

2.5 out of 5
Clearwater FL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from Apr 19 to Apr 20
$90 total
Apr 19 - Apr 20
Total with taxes and fees
7.6/10 Good! (1,663 reviews)
Excellent breakfast.Extra big lot for parking.

Reviewed on Mar 27, 2026

SureStay Hotel by Best Western St. Pete Clearwater Airport
See all 8,830 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 $464 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.