Cheap Vacations in Anna Maria Island

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Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,558, price is now $938 per person
$938
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,243, price is now $1,316 per person
$1,316
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)

3-night Anna Maria Island vacations

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

Saddlebrook Resort

4 out of 5
Price was $603, price is now $258 per person
$258
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Price was $698, price is now $398 per person
$398
per person
Jan 22 - Jan 25
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $1,675, price is now $987 per person
$987
per person
Feb 9 - Feb 12
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,558, price is now $938 per person
$938
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $581, price is now $361 per person
$361
per person
Jan 28 - Jan 31
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $758, price is now $480 per person
$480
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Price was $594, price is now $386 per person
$386
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $563, price is now $374 per person
$374
per person
Feb 9 - Feb 12
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $786, price is now $524 per person
$524
per person
Feb 9 - Feb 12
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $599, price is now $401 per person
$401
per person
Feb 9 - Feb 12
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Price was $869, price is now $599 per person
$599
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $449, price is now $324 per person
$324
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

4-night Anna Maria Island vacations

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

Saddlebrook Resort

4 out of 5
Price was $737, price is now $303 per person
$303
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $1,915, price is now $1,065 per person
$1,065
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,931, price is now $1,094 per person
$1,094
per person
Jan 20 - Jan 24
found 22 hours ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $737, price is now $437 per person
$437
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,049, price is now $635 per person
$635
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $737, price is now $454 per person
$454
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Save 100% on your flight
Price was $763, price is now $487 per person
$487
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,560, price is now $1,008 per person
$1,008
per person
Jan 16 - Jan 20
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $660, price is now $429 per person
$429
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $617, price is now $402 per person
$402
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,267, price is now $845 per person
$845
per person
Jan 15 - Jan 19
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $933, price is now $627 per person
$627
per person
Jan 15 - Jan 19
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)

5-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $769, price is now $523 per person
$523
per person
Feb 3 - Feb 8
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $2,271, price is now $1,273 per person
$1,273
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $2,441, price is now $1,372 per person
$1,372
per person
Jan 20 - Jan 25
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,178, price is now $723 per person
$723
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,501, price is now $926 per person
$926
per person
Jan 20 - Jan 25
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $978, price is now $611 per person
$611
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,401, price is now $908 per person
$908
per person
Jan 20 - Jan 25
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,037, price is now $679 per person
$679
per person
Jan 20 - Jan 25
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Venice Beach Villas

Venice Beach Villas

3 out of 5
Save 100% on your flight
Price was $848, price is now $559 per person
$559
per person
Jan 20 - Jan 25
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $948, price is now $639 per person
$639
per person
Jan 20 - Jan 25
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $918, price is now $620 per person
$620
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)

6-7 night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Price was $975, price is now $526 per person
$526
per person
Jan 25 - Jan 31
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Price was $4,490, price is now $2,401 per person
$2,401
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $1,886, price is now $1,010 per person
$1,010
per person
Feb 4 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Sarasota (SRQ)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $3,394, price is now $1,861 per person
$1,861
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $2,538, price is now $1,420 per person
$1,420
per person
Feb 4 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Sarasota (SRQ)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Price was $979, price is now $553 per person
$553
per person
Jan 25 - Jan 31
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,243, price is now $1,316 per person
$1,316
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,936, price is now $1,174 per person
$1,174
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,169, price is now $712 per person
$712
per person
Feb 4 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was $961, price is now $600 per person
$600
per person
Jan 25 - Jan 31
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was $1,170, price is now $737 per person
$737
per person
Jan 25 - Jan 31
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

Flight deals to Anna Maria Island

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Jan 18 - Wed, Jan 21
EWR
New York
SRQ
Sarasota
$129 Roundtrip, found 2 days ago
$129
Roundtrip
found 2 days ago
Select United flight, departing Sun, Jan 18 from New York to Sarasota, returning Wed, Jan 21, priced at $129 found 2 days ago
Sun, Jan 25 - Wed, Feb 4
JFK
New York
SRQ
Sarasota
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sun, Jan 25 from New York to Sarasota, returning Wed, Feb 4, priced at $137 found 5 days ago
Fri, Jan 16 - Tue, Jan 20
LGA
New York
SRQ
Sarasota
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Fri, Jan 16 from New York to Sarasota, returning Tue, Jan 20, priced at $160 found 5 days ago

Top rated hotels for your Anna Maria Island vacation

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
202 1st St N Bradenton Beach FL
2.83 mi from city center
$212 nightly
The price is $240 total per night
$240 total
Dec 15 - Dec 16
Total with taxes and fees
When you stay at Pelican Post at Anna Maria Island Inn in Bradenton Beach, you'll be in the entertainment district, within a 15-minute drive of Coquina Beach and Anna Maria Beach.
Pool
Hot Tub
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
8102 Gulf Drive Holmes Beach FL
1.36 mi from city center
$190 nightly
The price is $215 total per night
$215 total
Dec 24 - Dec 25
Total with taxes and fees
When you stay at Haley's at The Anna Maria Island Inn in Holmes Beach, you'll be by the ocean, within a 5-minute drive of Bean Point Beach and Manatee Public Beach.
Pool
Pet friendly
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr Holmes Beach FL
0.87 mi from city center
$257 nightly
The price is $291 total per night
$291 total
Dec 15 - Dec 16
Total with taxes and fees
When you stay at Bali Hai Beachfront Resort and Spa in Holmes Beach, you'll be on the beach, within a 10-minute drive of Bean Point Beach and Anna Maria Beach.
Pool
Spa
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.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.