Stillwright Point Vacation Packages

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Top Holiday Package Deals in Stillwright Point

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

Ithaca Hotel

3 out of 5
South Beach
Price was CA $2,174, price is now CA $1,217 per person
CA $1,217
per person
Jun 28 - Jul 4
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9.6/10 Exceptional! (15 reviews)
Amazing location and comfortable rooms—hidden gem! Don't be turned off by the unassuming entrance. Once you get past the lobby and up to the rooms, this place is a gem. We stayed in a large, clean room that comfortably fit four people. The unseen staff provided great customer service, allowing us to have a late check-out at no cost so we could enjoy the beach. The location is amazing—just a short walk to the beach, and they even provide beach chairs and umbrellas. The rooms also had nice amenities like quality shampoo, body wash, lotion and conditioner. Note, the communication with hotel staff is largely virtual and there are stairs to get to the rooms so please note before booking.

Reviewed on Apr 11, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $34,183, price is now CA $16,703 per person
CA $16,703
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very Good! (1 review)
Miami Downtown Condos

Miami Downtown Condos

5 out of 5
Downtown Miami
Price was CA $3,306, price is now CA $1,748 per person
CA $1,748
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very Good! (135 reviews)
Excellent Location and unit. Host was very communicative and responsive once my arrival date approached. Just a few negatives, but some “minor” maintenance needs to be I wouldn’t list them here, they know what has to be done. done. Also, I would place a TV in the main area, if possible as I don’t really watch tv in bed. In addition, a great touch was having coffee and raw sugar was an added touch, as I do drink coffee and only use sugar in the raw! So 1000 extra points for me! Overall I would stay and recommend this location again.

Reviewed on Apr 5, 2026

Creekside Inn

Creekside Inn

2.5 out of 5
Price was CA $3,149, price is now CA $1,849 per person
CA $1,849
per person
Jun 27 - Jul 4
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
7.8/10 Good! (1,002 reviews)
No WiFi connection cables

Reviewed on Apr 11, 2026

La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
Matecumbe
Price was CA $2,906, price is now CA $1,713 per person
CA $1,713
per person
Jun 27 - Jul 4
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (1,003 reviews)
Staff and amenties were amazing.

Reviewed on Apr 11, 2026

Where to stay in Stillwright Point

Find the best Stillwright Point areas and neighborhoods for the activities you enjoy most. Learn more about Stillwright Point
Safety Harbor, Florida

Rock Harbor

1 out of top 10 points of interest in this area

While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.

Find hotels in Rock Harbor

Stillwright Point Hotel Deals

Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $414 per night from Apr 19 to Apr 20
CA $414
CA $521 total
Apr 19 - Apr 20
includes taxes & fees
9.4/10 Exceptional! (1,408 reviews)
Ocean view is much nicer.

Reviewed on Apr 8, 2026

Reefhouse Resort & Marina
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from May 11 to May 12
CA $176
CA $237 total
May 11 - May 12
includes taxes & fees
9/10 Wonderful! (1,278 reviews)
Having a balcony one looking the canal was really nice. And, having two bathrooms in the suite was great.

Reviewed on Apr 8, 2026

Waterside Suites & Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $471 per night from Apr 20 to Apr 21
CA $471
CA $606 total
Apr 20 - Apr 21
includes taxes & fees
8.6/10 Excellent! (1,029 reviews)
Clean room/great review/ peloton gym equipment was broken. Staff awesome!

Reviewed on Apr 10, 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
See all 2,078 properties in Stillwright Point
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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Frequently asked questions

How much does a Stillwright Point vacation package cost?
Explore the best of Stillwright Point from just CA $1,217. Choose from a great selection of flights, rental cars and hotels to suit your travel style. Land even more discounts when you add a couple of activities or tours to your package.
How do I get a cheap travel package to Stillwright Point?
Bundle your bookings with Expedia to save on your next big adventure. With over 550 air carriers and 1,000,000 hotels across the world, your Stillwright Point vacation package can be tailored exactly to suit your travel style. With all that extra money, why not throw in a few interesting tours and activities? It's an easy way to unlock even more bargains. The vacation you've always dreamed of in Stillwright Point is closer than you thought!
Where should I stay in Stillwright Point?
We recommend staying near the action. Many travelers book hotels within easy reach of popular sights, such as Florida Keys Visitor Center, Caribbean Club Bar and MarineLab Undersea Laboratory.
How far in advance should I book my Stillwright Point vacation?
To bag cheap prices, book early. Air carriers typically release flight tickets, along with some of the lowest fares, nearly 12 months in advance. Hotels, experiences and car rental should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Stillwright Point, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia Stillwright Point travel package include?
That depends on what kind of escape you have in mind. Stillwright Point travel deals can include flights, car rentals and hotels. You can mix and match to find the travel package that suits your needs. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Stillwright Point travel package?
You'll enjoy terrific savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one place just makes things easier. So why waste your money or time? Whether you're organizing a ritzy city getaway or a budget family adventure, browse our package deals today.
Can I choose my airline with a Stillwright Point Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Stillwright Point vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel and rebook your Stillwright Point vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your travel plans suddenly change, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.