Package deals near Anne's Beach

Save more on your trip when booking your flight + hotel together

Top Anne's Beach vacation deals

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
2.5-star property

Creekside Inn

8/10 Very Good! (1,004 reviews)

Feb 10 - Feb 14

4 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,186, price is now $579 per person
$579
per person
found 1 day ago
I only stayed one night but overall, Creekside was better than I was expecting. For an old keys motel type inn, it was very clean and well kept.

Reviewed on Aug 2, 2025

Hawks Cay Resort
4.0-star property

Hawks Cay Resort

8/10 Very Good! (1,003 reviews)

Jan 17 - Jan 22

5 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,971, price is now $808 per person
$808
per person
found 1 day ago
Front desk service was exceptional!! Thank you Ashley & Kim for assisting us on this last minute reservation.

Reviewed on Mar 21, 2025

Pelican Hotel
4.0-star property

Pelican Hotel

South Beach
9.2/10 Wonderful! (394 reviews)

Feb 26 - Mar 5

7 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $2,004, price is now $947 per person
$947
per person
found 2 days ago
My recent stay at the Pelican Hotel was nothing short of delightful. The location is truly exceptional — perfectly situated to enjoy the very best of the area. From the moment I arrived, the warm and friendly atmosphere made me feel completely at ease. The service was impeccable. Both room service and management were consistently professional and courteous, with special appreciation to Oscar, whose attentiveness and genuine hospitality made a lasting impression. The dining experience was outstanding. Every meal was a pleasure, but the fried octopus deserves special mention — perfectly prepared and absolutely unforgettable. The rooms themselves were a highlight: comfortable, thoughtfully appointed, and each with its own unique design that adds charm and character to the stay. The complimentary cocktails were another memorable touch — expertly made and thoroughly enjoyable. Overall, my time at the Pelican Hotel was a wonderful experience from start to finish. I look forward to returning and will gladly book again without hesitation.

Reviewed on Aug 11, 2025

The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

South Beach
9.4/10 Exceptional! (56 reviews)

Jan 15 - Jan 19

4 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Boston (BOS)

American Airlines • Coach
Price was $3,008, price is now $1,453 per person
$1,453
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
8/10 Very Good! (1 review)

Feb 27 - Mar 5

6 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $23,727, price is now $11,474 per person
$11,474
per person
found 1 day ago
Park Central South Beach
4.0-star property

Park Central South Beach

South Beach
8.6/10 Excellent! (385 reviews)

Feb 26 - Mar 5

7 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,877, price is now $984 per person
$984
per person
found 2 days ago
It was very clean and the staff is exceptionally nice. The only real issue I have is the room rate is not consistent on Orbitz, on other sites and at the reception.

Reviewed on Dec 1, 2025

Hotel deals near Anne's Beach

Studio Escape at Caloosa Cove, Islamorada

Studio Escape at Caloosa Cove, Islamorada

Islamorada FL
0.21 mi from Anne's Beach
Get rates
At this condo, guests have access to features like laundry facilities.
Pool
Kitchen
Gorgeous Ocean Views, Ground Floor Studio

Gorgeous Ocean Views, Ground Floor Studio

Islamorada FL
0.21 mi from Anne's Beach
Get rates
At this condo, guests have access to features like laundry facilities.
Kitchen
Washer
Florida Keys Spacious 1 BR with 2 Balconies Pool view

Florida Keys Spacious 1 BR with 2 Balconies Pool view

Islamorada FL
0.21 mi from Anne's Beach
Get rates
At this condo, guests have access to features like laundry facilities.
Pool
Kitchen
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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.

Book a Anne's Beach vacation package

Stop dreaming and start traveling. If you’ve always wanted to see Anne's Beach, now is the perfect time. Book your getaway to Islamorada with Orbitz and get ready to tick this attraction off your bucket list. Plus when you lock in your package with us, you’ll have plenty of cash leftover to splash out on other amazing Islamorada sights. Because travel is all about investing in experiences, not things!

If you’re hoping to stay close to Anne's Beach, we’ve got you covered. Choose from a great range of hotels not far from this attraction. Roll out of bed, slip on your walking shoes and you’ll be there within moments. What could be more convenient than that? You won’t just be close to all the action — you’ll save money on transportation, and a hot shower and cozy bed will be within reach after a big day of exploring. Now that’s what we call a stress- free, full-of-fun getaway.

Orbitz has your ticket to a rewarding Anne's Beach vacation. Book your Islamorada package with us and you’ll be able to access Orbitz Rewards. Earn Orbucks when you reserve your flights, hotels and activities with Orbitz and redeem them at over 385,000 hotels worldwide. $1 Orbuck = $1 off your next hotel. Join, earn, redeem — just like that! When you join Orbitz Rewards, you’ll also instantly unlock exclusive deals and save on thousands of properties with Insider Pricing.

We believe the best reward that you can give to yourself or others is the gift of travel. So, don’t put off exploring Anne's Beach any longer. Save a bundle and book your Islamorada escape with Orbitz today.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.