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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,357, price is now $943 per person
$943
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)

3-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 $577, price is now $389 per person
$389
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $820, price is now $538 per person
$538
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,357, price is now $943 per person
$943
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $566, price is now $398 per person
$398
per person
Apr 30 - May 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $932, price is now $658 per person
$658
per person
Apr 18 - Apr 21
found 1 day 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 $711, price is now $502 per person
$502
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,049, price is now $742 per person
$742
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,730, price is now $1,224 per person
$1,224
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,060, price is now $755 per person
$755
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,657, price is now $1,199 per person
$1,199
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Price was $792, price is now $574 per person
$574
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $1,551, price is now $1,127 per person
$1,127
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)

4-night Anna Maria Island vacations

Price found within the past 48 hours. Click for updated prices.
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Price was $582, price is now $407 per person
$407
per person
Apr 13 - Apr 17
found 1 day 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 $1,280, 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)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $864, price is now $558 per person
$558
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
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 20 hours 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
Price was $1,263, price is now $873 per person
$873
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $1,040, price is now $720 per person
$720
per person
Apr 30 - May 4
found 1 day ago
Roundtrip 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 $1,184, price is now $824 per person
$824
per person
Apr 30 - May 4
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
Save 100% on your flight
Price was $1,517, price is now $1,062 per person
$1,062
per person
Apr 30 - May 4
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 $1,097, price is now $775 per person
$775
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Price was $782, price is now $554 per person
$554
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)

5-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
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)
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 19 hours 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 14 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) 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 19 hours 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 18 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 $1,051, 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 7 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 19 hours 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 $1,971, price is now $1,467 per person
$1,467
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

6-7 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
Save 100% on your flight
Price was $1,084, price is now $652 per person
$652
per person
Apr 30 - May 7
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
Price was $2,802, price is now $1,498 per person
$1,498
per person
Apr 30 - May 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,572, price is now $960 per person
$960
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $1,438, price is now $884 per person
$884
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $1,461, price is now $916 per person
$916
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,453, price is now $917 per person
$917
per person
Apr 26 - May 2
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,637, price is now $1,035 per person
$1,035
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,508, price is now $998 per person
$998
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $2,157, price is now $1,436 per person
$1,436
per person
Apr 30 - May 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
Save 100% on your flight
Price was $1,219, price is now $830 per person
$830
per person
Apr 30 - May 7
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 $1,092, price is now $750 per person
$750
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,158 per person
$1,158
per person
Apr 30 - May 7
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 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 5 days ago
$227
Roundtrip
found 5 days ago
Select United flight, departing Mon, Jul 20 from New York to Sarasota, returning Mon, Jul 27, priced at $227 found 5 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
$601 nightly
The price is $680 total per night
$680 total
Mar 22 - Mar 23
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.