Title: Romantic Vacations in Anna Maria Island 2026 | Expedia.ca

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# Anna Maria Island Romantic Vacations

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## Flight and Romantic hotel deals in Anna Maria Island

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

![Tropic Isle at Anna Maria Island Inn](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tropic Isle at Anna Maria Island Inn

CA $3,466

per person

Feb 23 - Mar 2

found 1 day ago

Roundtrip non-stop flight included

Sault Ste. Marie (CIU) to Sarasota (SRQ)

8.8/10 Excellent! (593 reviews)

Very nice stay! Quiet, walk out onto sand. Clean room, comfy bed. Bathroom was very nice. Shower was big and new. The mini fridge is very small. No microwave or stove. Also, no iron. However, I enjoyed my stay and would comeback.

Reviewed on Nov 23, 2025

Don't see what you're looking for?

See all available trips from Columbus to Anna Maria Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Romantic holidays in Anna Maria Island

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

![Tropic Isle at Anna Maria Island Inn](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tropic Isle at Anna Maria Island Inn

CA $1,542

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

8.8/10 Excellent! (593 reviews)

Very nice stay! Quiet, walk out onto sand. Clean room, comfy bed. Bathroom was very nice. Shower was big and new. The mini fridge is very small. No microwave or stove. Also, no iron. However, I enjoyed my stay and would comeback.

Reviewed on Nov 23, 2025

Don't see what you're looking for?

See all available trips from Columbus to Anna Maria Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan unforgettable romantic Anna Maria Island vacations

####  What are some of the benefits of booking a romantic Anna Maria Island vacation? 

When booking a romantic Anna Maria Island 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 Florida. 
  
####  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 Anna Maria Island 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 Anna Maria Island? 

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $1,542 and can enjoy savings of up to 22 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 Anna Maria Island? 

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 Anna Maria Island 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 Anna Maria Island.

####  Can I book a romantic Anna Maria Island 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 Anna Maria Island search. 

####  Can I book a romantic trip to Anna Maria Island that is fully refundable? 

Several romantic Anna Maria Island 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.

## Romantic Hotels in Anna Maria Island

![Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978797/a99816e0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa

 Holmes Beach FL

- 5 min drive from Bean Point Beach

Book a stay at this family-friendly vacation home in Holmes Beach. Enjoy free WiFi, private pools, and a garden. Popular attractions Bean Point Beach and Coquina ...

10/10 Exceptional! (110 reviews)

We thoroughly enjoyed our stay at A Pearl of a Beach. The owners were really helpful and were very happy to answer any questions we had. The house had everything we needed and more with an amazing outdoor space and pool. The location is perfect with only a short walk to the beach and plenty of restaurants ...

Reviewed on Dec 3, 2025

[](https://expedia.ca/Sarasota-Hotels-A-Pearl-Of-A-Beach-Home-Noww-Private-Saltwater-Heated-Pool-Hot-Tub.h18978797.Hotel-Information)

![EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!](https://images.trvl-media.com/lodging/19000000/18770000/18765800/18765783/4c11b790_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!

 Holmes Beach FL

- 8 min drive from Bean Point Beach

Stay at this vacation home in Holmes Beach. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bean Point Beach and Coquina Beach are located ...

9.6/10 Exceptional! (43 reviews)

Family Time

We had a great time at the beach with family visiting from the area. It was spacious and comfortable with everything needed for a totally enjoyable stay at the beach.

Reviewed on Jul 2, 2025

[](https://expedia.ca/Sarasota-Hotels-Excellent-Location-IN-THE-Heart-OF-Holmes-Beach-ON-Anna-Maria-Island.h18765783.Hotel-Information)

[See all 3,692 properties in Anna Maria Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=553248622847118534)

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.

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## More Vacations Ideas

[Flights to Anna Maria Island

](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[

Anna Maria Island Hotels

](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[

Anna Maria Island Vacation Rentals

](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[

Anna Maria Island Car Rentals

](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[

Anna Maria Island Vacations

](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)[

Things to do in Anna Maria Island

](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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