Anna Maria Island Vacation Packages for 2026

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Anna Maria Island Flight + Hotel packages

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

Oasis Palms

Sunshine Beach
$530
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Tampa (TPA)
Stay at this hotel in Treasure Island. Enjoy free WiFi, free parking, and a picnic area. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Perfect little spot by the beach and definitely don’t regret my stay and might even come back, the only complaint is there is absolutely never anyone in the office

Reviewed on Sep 18, 2026

CW Resort

CW Resort

$652
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The Avalon Club

The Avalon Club

Save 100% on your flight
$935
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Our family had a wonderful stay. The location was perfect. We also loved being able to use the hotels umbrellas, chairs & towels at the beach. The suite was more spacious than we expected! The sofa bed was not comfortable, but the regular beds were. Can’t beat the price for the room & view we had. We would absolutely come back!

Reviewed on Sep 21, 2026

Crystal Palms Beach Resort

Crystal Palms Beach Resort

Sunshine Beach
$715
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

Downtown Tampa
Save 100% on your flight
$990
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

$1,048
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
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Top Hotel Deals

Anna Maria Beach Resort

Anna Maria Beach Resort

6306 Gulf Dr Holmes Beach FL
1.01 km from city center
Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our ...
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

101 22nd St Bradenton Beach FL
3.19 km from city center
Stay at this hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

6900 Gulf Dr Holmes Beach FL
1.39 km from city center
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

2218 Gulf Drive N Bradenton Beach FL
2.99 km from city center
Book a stay at this beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Bradenton Beach and Coquina Beach ...
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2305 Gulf Dr N Bradenton Beach FL
2.94 km from city center
Stay at this hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Bradenton Beach and Coquina Beach are located ...
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

202 1st St N Bradenton Beach FL
4.56 km from city center
Stay at this apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ...
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

8102 Gulf Drive Holmes Beach FL
2.18 km from city center
Stay at this apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

1301 Gulf Dr N Bradenton Beach FL
3.74 km from city center
Book a stay at this beach hotel in Bradenton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

2710 Gulf Drive N Holmes Beach FL
2.24 km from city center
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

5108 Gulf Dr Holmes Beach FL
0.18 km from city center
Stay at this motel in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Bradenton Beach and Anna Maria Beach are located ...
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2200 Gulf Dr N Bradenton Beach FL
3.11 km from city center
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bradenton ...
Bridgewalk Resort

Bridgewalk Resort

100 Bridge Street Bradenton Beach FL
4.61 km from city center
Stay at this aparthotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

5325 Marina Drive Holmes Beach FL
0.31 km from city center
Book a stay at this business-friendly hotel in Holmes Beach. Enjoy free WiFi, a marina, and room service. Popular attractions Bradenton Beach and Anna Maria ...
Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn

110-112 8th St Bradenton Beach FL
5.05 km from city center
Book a stay at this beach motel in Bradenton Beach. Enjoy free parking, a private beach, and daily housekeeping. Popular attractions Coquina Beach and Bradenton ...
Alamanda Villas

Alamanda Villas

102 39th St Holmes Beach FL
0.89 km from city center
Book a stay at this beach condo in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bradenton Beach and Anna Maria Beach ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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