Anna Maria Vacation Package Deals & Trips

Choose one or more items to build your trip:

Top Anna Maria Flight + Hotel Vacation Package Deals

Alden Suites - A Beachfront Resort

Alden Suites - A Beachfront Resort

3 out of 5
Save 100% on your flightPrice was $901, price is now $516 per person
per person
Jan 19 - Jan 23
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
4.4/5 Excellent! (1,694 reviews)
Excellent area WW LOVE it! Will definitely be back

Reviewed on Nov 17, 2021

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 out of 5
Save 100% on your flightPrice was $1,947, price is now $1,353 per person
per person
Jan 30 - Feb 6
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
4.4/5 Excellent! (2,549 reviews)
Loved having the whole condo. Could have been a little cleaner. The pool and hot tub and access to the beach were great. The cafe had great food and friendly staff. The beach bar had amazing drinks and the bartenders were amazing and friendly especially Cheryl and Allie. We had a wonderful stay and will definitely be back to Sunset Vista.

Reviewed on Nov 26, 2021

The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flightPrice was $1,852, price is now $1,397 per person
per person
Jan 30 - Feb 6
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
4.2/5 Very Good! (926 reviews)
Would have preferred self-park option, but other than that, the place was clean and staff was friendly and helpful.

Reviewed on Nov 27, 2021

Postcard Inn On The Beach

Postcard Inn On The Beach

3 out of 5
Save 100% on your flightPrice was $1,213, price is now $926 per person
per person
Feb 17 - Feb 21
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
3.7/5 Good! (1,101 reviews)
The room was OK, but definitely dated and could have used an upgrade. The property was a good location and the beach was beautiful, but the actual hotel property really could have used more cleaning and the landscaping was overgrown.

Reviewed on Nov 19, 2021

The Westin Sarasota

The Westin Sarasota

4 out of 5
North Trail
Save 100% on your flightPrice was $1,336, price is now $1,021 per person
per person
Feb 11 - Feb 16
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
4.3/5 Excellent! (1,181 reviews)
It had nice staff, but even though we requested to be cleaned multiple times, sink had weird brown spot for two days, i took a towel and wipped it off, the vents are dark brown and dirty , sink didnt drain fully, water would sit and start smelling. Considering it being a $400 a night hotel ive stayed at cleaner motels.

Reviewed on Nov 13, 2021

Top Hotels in Anna Maria

Bayside Bungalows by AMI Locals
Bayside Bungalows by AMI Locals
3.5 out of 5
201 S Bay Blvd, Anna Maria, FL
The price is $95 per night from Dec 2 to Dec 2
Bayside Bungalows by AMI Locals
Well-Furnished Beach Condo w/Shared Swimming Pool, Washer/Dryer, Free WiFi
Well-Furnished Beach Condo w/Shared Swimming Pool, Washer/Dryer, Free WiFi
Anna Maria, FL
The price is $114 per night from Dec 6 to Dec 6
5/5 Exceptional! (1 review)
This property was perfect for the two of us. A plus that it was in walking distance of the beach!
"Perfect comfy spot for us. Within walking distance of great restaurants and the Beach!"

Reviewed on Oct 30, 2021

Well-Furnished Beach Condo w/Shared Swimming Pool, Washer/Dryer, Free WiFi
Cute and sweet 1 bedroom Resort Unit! Perfect for romantic getaway!
Cute and sweet 1 bedroom Resort Unit! Perfect for romantic getaway!
Anna Maria, FL
The price is $95 per night from Dec 1 to Dec 1
4.6/5 Wonderful! (45 reviews)
Birthday getaway
"I’ve been vacationing and celebrating my birthday at Anna Maria for about 12 years now. It was my daughters birthday and we decided to come celebrate hers. We usually rent a house however decided to give this condo a try. It was quaint, clean and close to all the island amenities. Online suggestions ..."

Reviewed on Nov 7, 2021

Cute and sweet 1 bedroom Resort Unit! Perfect for romantic getaway!
See all 927 properties in Anna Maria
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.

Top things to do in Anna Maria

Image for Dolphin Racer Speedboat Adventure

Dolphin Racer Speedboat Adventure

$23
Per adult
92% of travellers recommend
Dolphin Racer Speedboat Adventure
Image for Tampa Bay CityPASS: Admission to Tampa's Top Attractions

Tampa Bay CityPASS: Admission to Tampa's Top Attractions

$122
Per adult
86% of travellers recommend
Tampa Bay CityPASS: Admission to Tampa's Top Attractions
Image for Shell Key Island Excursion -3hrs.and 30min. trip

Shell Key Island Excursion -3hrs.and 30min. trip

$54
Per adult
78% of travellers recommend
Shell Key Island Excursion -3hrs.and 30min. trip
See all activities in Anna Maria

Anna Maria Beach Vacation

Listen to the soothing sound of waves lapping at the shore and stroll by the shimmering waters during your Anna Maria vacation. If you're craving some time out, a trip to Anna Maria is just what the doctor ordered. We have plenty of Anna Maria vacation deals to select from. Snap one up near Bay Boulevard Beach, just 0.4 miles (0.7 km) from the city center, and live out your vacation fantasies without blowing your budget.

Things You Should Know About Anna Maria

  • If your idea of the perfect vacation is ocean breezes and sparking water views, check out our Anna Maria beach hotels. You'll forget the headaches of daily life at these perfectly located retreats.
  • Whatever your budget or style, you'll find the perfect place to stay for your vacation in Anna Maria. Why not check out some private vacation homes, like Cherryfish and Mintfish? They're popular with travelers of all types.
  • Anna Maria has a population of about 1,650 people. Why not head out and introduce yourself to one or two of them? It's a great way to pick up a little local knowledge! Also look up our Anna Maria things to do page.
  • After you've made some great savings by booking an Anna Maria vacation package, you can indulge in some unforgettable travel experiences. Island Players, Bayfront Park and Anna Maria Island Museum and Historical Park are a few attractions that should be on your itinerary.

Frequently asked questions

More trip options