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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $475, price is now $380 per person
$380
per person
Apr 13 - Apr 16
found 1 day 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 $633, price is now $429 per person
$429
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $613, price is now $442 per person
$442
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
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 24 hours 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 15 hours 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 $1,577, price is now $1,178 per person
$1,178
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,619, price is now $1,212 per person
$1,212
per person
May 1 - May 4
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
Price was $916, price is now $719 per person
$719
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $501, price is now $396 per person
$396
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Save 100% on your flight
Price was $4,078, price is now $3,222 per person
$3,222
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Price was $621, price is now $494 per person
$494
per person
Apr 30 - May 3
found 5 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
The Capri at Siesta

The Capri at Siesta

3 out of 5
Price was $889, price is now $715 per person
$715
per person
Apr 24 - Apr 27
found 17 hours ago
Roundtrip flight included
Islip (ISP) to Sarasota (SRQ)

4-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 $851, price is now $564 per person
$564
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Richmond (RIC) 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 $1,280, price is now $800 per person
$800
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop 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 $1,913, price is now $1,226 per person
$1,226
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $998, price is now $645 per person
$645
per person
Apr 28 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,002, price is now $648 per person
$648
per person
Apr 29 - May 3
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 $1,257, price is now $867 per person
$867
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,225, price is now $858 per person
$858
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $1,041, price is now $731 per person
$731
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,241, price is now $873 per person
$873
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,115, price is now $785 per person
$785
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop 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 $2,229, price is now $1,602 per person
$1,602
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,128, price is now $812 per person
$812
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)

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 6 hours ago
Roundtrip flight included
Philadelphia (PHL) 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 $1,289, price is now $837 per person
$837
per person
Apr 13 - Apr 18
found 1 day 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 $1,430, price is now $934 per person
$934
per person
Apr 13 - Apr 18
found 1 day 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
Save 100% on your flight
Price was $966, price is now $641 per person
$641
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $876, price is now $595 per person
$595
per person
Apr 13 - Apr 18
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 $1,346, price is now $917 per person
$917
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
EVEN Hotel Sarasota-Lakewood Ranch by IHG

EVEN Hotel Sarasota-Lakewood Ranch by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,278, price is now $882 per person
$882
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,950, price is now $1,354 per person
$1,354
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,051, price is now $752 per person
$752
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 18 hours 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
Save 100% on your flight
Price was $852, price is now $620 per person
$620
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

6-7 night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,000, price is now $664 per person
$664
per person
May 3 - May 9
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,729, price is now $1,506 per person
$1,506
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $1,451, price is now $884 per person
$884
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $1,655, price is now $1,061 per person
$1,061
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,136, price is now $738 per person
$738
per person
Apr 24 - Apr 30
found 3 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 $1,268, price is now $829 per person
$829
per person
May 3 - May 9
found 1 day ago
Roundtrip flight included
Kansas City (MCI) 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 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.5 out of 5
Save 100% on your flight
Price was $2,378, price is now $1,646 per person
$1,646
per person
Apr 18 - Apr 25
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 $1,765, price is now $1,234 per person
$1,234
per person
May 3 - May 9
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Sarasota (SRQ)
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 15 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,153, price is now $816 per person
$816
per person
Apr 24 - Apr 30
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

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 1 day ago
$193
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Atlanta to Sarasota, returning Tue, Apr 14, priced at $193 found 1 day ago
Sun, Apr 5 - Thu, Apr 9
BOS
Boston
SRQ
Sarasota
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, Apr 5 from Boston to Sarasota, returning Thu, Apr 9, priced at $197 found 6 days ago
Mon, Jul 20 - Mon, Jul 27
EWR
New York
SRQ
Sarasota
$227 Roundtrip, found 6 days ago
$227
Roundtrip
found 6 days ago
Select United flight, departing Mon, Jul 20 from New York to Sarasota, returning Mon, Jul 27, priced at $227 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.