Romantic Vacations in Caladesi Island State Park 2026

Photo by Fay Nicoll

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Flight and Romantic hotel deals in Caladesi Island State Park

Price found within the past 48 hours. Click for updated prices.

The Hotel Zamora

CA $709

per person

Oct 2 - Oct 5

found 19 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

8.8/10 Excellent! (388 reviews)

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,233

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,128 reviews)

location

Reviewed on Aug 19, 2026

The Avalon Club

CA $2,500

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Tampa (TPA)

9.4/10 Exceptional! (581 reviews)

We liked the clean room & the staff we didn’t like the noise of the other guest when we were trying to sleep

Reviewed on Aug 19, 2026

Wyndham Grand Clearwater Beach

CA $903

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.4/10 Exceptional! (3,672 reviews)

Excellent service highly recommend

Reviewed on Aug 20, 2026

Landing St. Petersburg Near South Branch Potomac River

CA $1,371

per person

Nov 5 - Nov 12

found 3 hours ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

No reviews

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5* Romantic holidays in Caladesi Island State Park

Price found within the past 48 hours. Click for updated prices.

The Adaline

Hyde Park

CA $1,539

per person

Nov 2 - Nov 9

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

9.6/10 Exceptional! (73 reviews)

The Gemma by Brightwild

CA $5,390

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

9.8/10 Exceptional! (6 reviews)

The Jade House is in an excellent location only a block from the beach and short walk to restaurants, shops, and bars. Communication with the management company was difficult through Expedia. Even when I called directly, one of the three client service agents was not helpful whatsoever. However, once I was given the number to text, communication was much better. The pool/ hot tub area is perfect. The house is very comfortable. Only decks are narrow (only stand); ocean view is from one of theses.

Reviewed on Jul 30, 2026

The St. Regis Longboat Key Resort

CA $4,714

per person

Oct 22 - Oct 27

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.8/10 Exceptional! (88 reviews)

Great staff and close attention to detail. Helpful all around. Great restaurants.

Reviewed on Aug 14, 2026

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3 Night Romantic holidays in Caladesi Island State Park

Price found within the past 48 hours. Click for updated prices.

The Hotel Zamora

CA $709

per person

Oct 2 - Oct 5

found 19 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

8.8/10 Excellent! (388 reviews)

Wyndham Grand Clearwater Beach

CA $903

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.4/10 Exceptional! (3,672 reviews)

Excellent service highly recommend

Reviewed on Aug 20, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $908

per person

Oct 2 - Oct 5

found 19 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.6/10 Exceptional! (1,128 reviews)

location

Reviewed on Aug 19, 2026

Don't see what you're looking for?

See all available trips from Columbus to Caladesi Island State Park

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4 Night Romantic holidays in Caladesi Island State Park

Price found within the past 48 hours. Click for updated prices.

ChartHouse Clearwater Beach Marina Hotel

CA $803

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,341 reviews)

This was our second time staying here within this year and we loved it once again. Very clean, hotel staff is exceptional and the pool/ hot tub are both wonderful. 10/10 - also perfect location.

Reviewed on Aug 20, 2026

Stylish Treasure Island Escape

Sunshine Beach

CA $5,369

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

No reviews

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,235

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,128 reviews)

location

Reviewed on Aug 19, 2026

Don't see what you're looking for?

See all available trips from Columbus to Caladesi Island State Park

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What are some of the benefits of booking a romantic Caladesi Island State Park vacation?

When booking a romantic Caladesi Island State Park vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in St. Petersburg - Clearwater.

How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Caladesi Island State Park destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Caladesi Island State Park?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $709 and can enjoy savings of up to 30 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Caladesi Island State Park?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Caladesi Island State Park certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Caladesi Island State Park.

Can I book a romantic Caladesi Island State Park vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Caladesi Island State Park search.

Can I book a romantic trip to Caladesi Island State Park that is fully refundable?

Several romantic Caladesi Island State Park vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.