Romantic Vacations in Sugarloaf Key 2026

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Flight and Romantic hotel deals in Sugarloaf Key

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

Solé Miami, A Noble House Resort

Ocean Four

CA $679

per person

Sep 9 - Sep 14

found 5 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.6/10 Excellent! (2,137 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $15,273

per person

Sep 25 - Oct 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

8/10 Very good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach

South Beach

CA $3,812

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (1,580 reviews)

Loews Miami Beach Hotel – South Beach

South Beach

CA $1,960

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (1,130 reviews)

I felt property was kept clean and in good condition. I did not use pool area so no comment. My room on 12th floor was pleasant and comfy. The buffet was elegantly displayed and food was good. Concierge was helpful in charging cell for me.

Reviewed on Aug 8, 2026

Hotel Riu Plaza Miami Beach

Mid Beach

CA $1,430

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.2/10 Very good! (1,170 reviews)

Los elevadores mucha espera el desayuno cierra a las 10 y A las 9:30 ya están recogiendo cómo para q te levantes

Reviewed on Aug 7, 2026

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5* Romantic holidays in Sugarloaf Key

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

Andaz Miami Beach Resort & Spa

Mid Beach

CA $1,711

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9/10 Wonderful! (345 reviews)

The hotel is in an excellent location, you can choose to spend your day at the pool, the beach or visit one of the many bars / restaurants nearby. Hotel staff is very forthcoming and friendly, they let you feel like you are at home. Rooms are clean, however they could be more spacious, rather small for US standards. There is for instance not enough space for luggage and wardrobe is very small as well. Consider 60$ / night extra for parking (valet).

Reviewed on Aug 5, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $15,273

per person

Sep 25 - Oct 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

8/10 Very good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach

South Beach

CA $3,812

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (1,580 reviews)

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3 Night Romantic holidays in Sugarloaf Key

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

EAST Miami Residences

Brickell

CA $1,265

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (140 reviews)

Overall the hotel is in a great location. Initial service staff were accommodating and helpful, especially the bell staff. However, after checking in, any requests from the front desk takes quite a while. Valet charged me twice, no refund was provided despite acknowledgment only one evening of usage. We stayed for 5 nights in one of the two bedroom suites. For a 5 Star hotel, I expected more.

Reviewed on Aug 2, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $8,542

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach

South Beach

CA $1,666

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.4/10 Exceptional! (1,580 reviews)

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4 Night Romantic holidays in Sugarloaf Key

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

The Sunny

Ocean Four

CA $714

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.8/10 Excellent! (559 reviews)

All is good i love it.

Reviewed on Aug 8, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $10,374

per person

Sep 16 - Sep 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $865

per person

Oct 8 - Oct 12

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (967 reviews)

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What are some of the benefits of booking a romantic Sugarloaf Key vacation?

When booking a romantic Sugarloaf Key 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 Summerland Key.

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 Sugarloaf Key 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 Sugarloaf Key?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $679 and can enjoy savings of up to 40 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 Sugarloaf Key?

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 Sugarloaf Key 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 Sugarloaf Key.

Can I book a romantic Sugarloaf Key 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 Sugarloaf Key search.

Can I book a romantic trip to Sugarloaf Key that is fully refundable?

Several romantic Sugarloaf Key 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.