Cheap Vacations in Anna Maria Island

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3-night Anna Maria Island vacations

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

Oasis Palms

2 out of 5
Price was $682, price is now $528 per person
$528
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,358, price is now $895 per person
$895
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,043, price is now $748 per person
$748
per person
May 1 - May 4
found 10 hours ago
Roundtrip flight included
New York (LGA) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $743, price is now $536 per person
$536
per person
May 10 - May 13
found 10 hours ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was $1,174, price is now $862 per person
$862
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Price was $807, price is now $596 per person
$596
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,768, price is now $1,307 per person
$1,307
per person
May 6 - May 9
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Price was $774, price is now $580 per person
$580
per person
May 6 - May 9
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $990, price is now $749 per person
$749
per person
Apr 18 - Apr 21
found 13 hours ago
Roundtrip non-stop flight included
Islip (ISP) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Price was $988, price is now $753 per person
$753
per person
Apr 18 - Apr 21
found 13 hours ago
Roundtrip non-stop flight included
Islip (ISP) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,547, price is now $1,180 per person
$1,180
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Crystal Palms Beach Resort

Crystal Palms Beach Resort

4 out of 5
Save 100% on your flight
Price was $912, price is now $702 per person
$702
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)

4-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $978, price is now $669 per person
$669
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,289, price is now $860 per person
$860
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,252, price is now $843 per person
$843
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,689, price is now $1,151 per person
$1,151
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
Kansas City (MCI) 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
Price was $2,210, price is now $1,506 per person
$1,506
per person
May 7 - May 11
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Sarasota (SRQ)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Price was $1,176, price is now $825 per person
$825
per person
May 7 - May 11
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Sarasota (SRQ)
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
Save 100% on your flight
Price was $1,020, price is now $716 per person
$716
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,058, price is now $758 per person
$758
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Price was $1,503, price is now $1,090 per person
$1,090
per person
Apr 30 - May 4
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $1,279, price is now $929 per person
$929
per person
Apr 30 - May 4
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was $1,426, price is now $1,040 per person
$1,040
per person
Apr 30 - May 4
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $933, price is now $691 per person
$691
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

5-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $716, price is now $408 per person
$408
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $1,412, price is now $957 per person
$957
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,261, price is now $874 per person
$874
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,407, price is now $981 per person
$981
per person
May 8 - May 13
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $1,067, price is now $768 per person
$768
per person
Apr 25 - Apr 30
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) 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 $2,671, price is now $1,934 per person
$1,934
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Price was $902, price is now $659 per person
$659
per person
May 8 - May 13
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,272, price is now $947 per person
$947
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $754, price is now $566 per person
$566
per person
May 8 - May 13
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,265, price is now $1,709 per person
$1,709
per person
Apr 21 - Apr 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Bradenton Apartments by Landing

Bradenton Apartments by Landing

4.5 out of 5
Price was $912, price is now $696 per person
$696
per person
May 8 - May 13
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Price was $902, price is now $690 per person
$690
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tampa (TPA)

6-7 night Anna Maria Island vacations

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

Tropical Palms Hotel

2.5 out of 5
Save 100% on your flight
Price was $671, price is now $465 per person
$465
per person
Apr 15 - Apr 22
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,526, price is now $929 per person
$929
per person
Apr 23 - Apr 30
found 22 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,064, price is now $675 per person
$675
per person
May 7 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,683, price is now $1,080 per person
$1,080
per person
May 6 - May 13
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,720, price is now $1,117 per person
$1,117
per person
Apr 13 - Apr 20
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $1,041, price is now $708 per person
$708
per person
Apr 24 - Apr 30
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,748, price is now $1,199 per person
$1,199
per person
May 7 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Hemingway

The Hemingway

4 out of 5
Save 100% on your flight
Price was $1,624, price is now $1,127 per person
$1,127
per person
Apr 26 - May 2
found 4 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
La Tortuga Historic Downtown Pass A Grille

La Tortuga Historic Downtown Pass A Grille

4 out of 5
Save 100% on your flight
Price was $1,832, price is now $1,297 per person
$1,297
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,460, price is now $1,042 per person
$1,042
per person
Apr 14 - Apr 20
found 14 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,299, price is now $931 per person
$931
per person
Apr 24 - Apr 30
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $859, price is now $616 per person
$616
per person
May 7 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Thu, Apr 9 - Tue, Apr 14
ATL
Atlanta
SRQ
Sarasota
$193 Roundtrip, found 2 days ago
$193
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Atlanta to Sarasota, returning Tue, Apr 14, priced at $193 found 2 days ago
Thu, May 28 - Sun, May 31
BOS
Boston
SRQ
Sarasota
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, May 28 from Boston to Sarasota, returning Sun, May 31, priced at $207 found 4 days ago
Wed, Nov 4 - Sat, Nov 7
EWR
New York
SRQ
Sarasota
$247 Roundtrip, found 6 days ago
$247
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 4 from New York to Sarasota, returning Sat, Nov 7, priced at $247 found 6 days ago

Top rated hotels for your Anna Maria Island vacation

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

4 out of 5
6900 Gulf Dr Holmes Beach FL
0.86 mi from city center
$473 nightly
The price is $535 total per night
$535 total
Apr 12 - Apr 13
Total with taxes and fees
When you stay at Bali Hai Beachfront Resort and Spa in Holmes Beach, you'll be on the waterfront, a 1-minute drive from Bradenton Beach and 5 minutes from Bean Point Beach.
On private beach
Pool
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.5 out of 5
202 1st St N Bradenton Beach FL
2.83 mi from city center
$303 nightly
The price is $342 total per night
$342 total
Apr 12 - Apr 13
Total with taxes and fees
With a stay at Pelican Post at Anna Maria Island Inn in Bradenton Beach, you'll be in the entertainment district, a 3-minute walk from Bradenton Beach and a 4-minute drive from Coquina Beach.
Pool
Hot Tub
Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

3 out of 5
2218 Gulf Drive N Bradenton Beach FL
1.86 mi from city center
$324 nightly
The price is $366 total per night
$366 total
Apr 13 - Apr 14
Total with taxes and fees
When you stay at Seabreeze at Anna Maria Island Inn in Bradenton Beach, you'll be on the beach, a 1-minute drive from Bradenton Beach and 5 minutes from Coquina Beach.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Anna Maria Island
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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 Picks

^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.