Cheap Vacations in Siesta Key

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Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $969, price is now $687 per person
$687
per person
Jan 21 - Jan 28
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
South Village
Save 100% on your flight
Price was $3,465, price is now $2,106 per person
$2,106
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,159, price is now $738 per person
$738
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

3-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar

3 out of 5
Save 100% on your flight
Price was $365, price is now $262 per person
$262
per person
Jan 8 - Jan 11
found 12 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $476, price is now $283 per person
$283
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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 $1,533, price is now $965 per person
$965
per person
Jan 9 - Jan 12
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 $1,615, price is now $1,021 per person
$1,021
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $567, price is now $395 per person
$395
per person
Jan 8 - Jan 11
found 12 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
The Capri at Siesta

The Capri at Siesta

3 out of 5
Save 100% on your flight
Price was $596, price is now $418 per person
$418
per person
Jan 8 - Jan 11
found 12 hours ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $749, price is now $528 per person
$528
per person
Jan 9 - Jan 12
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 $838, price is now $591 per person
$591
per person
Jan 9 - Jan 12
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 $812, price is now $574 per person
$574
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $890, price is now $632 per person
$632
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $640, price is now $458 per person
$458
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $669, price is now $480 per person
$480
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)

4-night Siesta Key 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 $596, price is now $324 per person
$324
per person
Jan 21 - Jan 25
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 $1,214, price is now $697 per person
$697
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,843, price is now $1,084 per person
$1,084
per person
Jan 7 - Jan 11
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 $2,207, price is now $1,332 per person
$1,332
per person
Jan 21 - Jan 25
found 1 day 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
Save 100% on your flight
Price was $1,145, price is now $710 per person
$710
per person
Jan 21 - Jan 25
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 $799, price is now $503 per person
$503
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $885, price is now $591 per person
$591
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,127, price is now $776 per person
$776
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $787, price is now $544 per person
$544
per person
Jan 20 - Jan 24
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,202, price is now $838 per person
$838
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop 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 $1,009, price is now $705 per person
$705
per person
Jan 16 - Jan 20
found 8 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
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 $609, price is now $429 per person
$429
per person
Jan 22 - Jan 26
found 14 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)

5-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $895, price is now $590 per person
$590
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Price was $2,252, price is now $1,493 per person
$1,493
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $1,263, price is now $864 per person
$864
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop 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 $1,208, price is now $848 per person
$848
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,299, price is now $920 per person
$920
per person
Jan 6 - Jan 11
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
Price was $1,026, price is now $730 per person
$730
per person
Jan 9 - Jan 14
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
Price was $2,489, price is now $1,777 per person
$1,777
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $1,090, price is now $782 per person
$782
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,268, price is now $912 per person
$912
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Hampton Inn & Suites Sarasota/Lakewood Ranch

Hampton Inn & Suites Sarasota/Lakewood Ranch

2.5 out of 5
Save 100% on your flight
Price was $978, price is now $704 per person
$704
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $882, price is now $639 per person
$639
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
Price was $939, price is now $680 per person
$680
per person
Jan 5 - Jan 10
found 12 hours ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)

6-7 night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia

3.5 out of 5
Save 100% on your flight
Price was $786, price is now $517 per person
$517
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,072, price is now $619 per person
$619
per person
Jan 18 - Jan 24
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,762, price is now $1,031 per person
$1,031
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,133, price is now $678 per person
$678
per person
Jan 21 - Jan 28
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 $3,465, price is now $2,106 per person
$2,106
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,037, price is now $653 per person
$653
per person
Jan 18 - Jan 25
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 $1,159, price is now $738 per person
$738
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,447, price is now $978 per person
$978
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,020, price is now $699 per person
$699
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Grant Street Inn, an Ascend Collection Hotel

Grant Street Inn, an Ascend Collection Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,191, price is now $820 per person
$820
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
Crystal Palms Beach Resort

Crystal Palms Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,601, price is now $1,108 per person
$1,108
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)

Flight deals to Siesta Key

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

Fri, Jan 9 - Mon, Jan 12
BOS
Boston
SRQ
Sarasota
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Fri, Jan 9 from Boston to Sarasota, returning Mon, Jan 12, priced at $137 found 3 days ago
Sat, Jan 10 - Sat, Jan 17
ORD
Chicago
SRQ
Sarasota
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jan 10 from Chicago to Sarasota, returning Sat, Jan 17, priced at $145 found 1 day ago
Sun, Jan 25 - Tue, Feb 3
JFK
New York
SRQ
Sarasota
$148 Roundtrip, found 3 hours ago
$148
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sun, Jan 25 from New York to Sarasota, returning Tue, Feb 3, priced at $148 found 3 hours ago

Top rated hotels for your Siesta Key vacation

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
2.62 mi from city center
$155 nightly
The price is $175 total per night
$175 total
Dec 7 - Dec 8
Total with taxes and fees
Located in Siesta Key (South Village), Tropical Beach Resorts is within a 10-minute walk of Siesta Key Marina and Crescent Beach.
Pool
Kitchen
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
0.12 mi from city center
$247 nightly
The price is $279 total per night
$279 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at Siesta Key Beach Resort and Suites in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach.
Pool
Hot Tub
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
6772 Sara Sea Circle Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
2.68 mi from city center
$153 nightly
The price is $171 total per night
$171 total
Dec 11 - Dec 12
Total with taxes and fees
With a stay at Captiva Beach Resort in Siesta Key (South Village), you'll be within a 5-minute drive of Siesta Key Beach and Crescent Beach.
Pool
Kitchen
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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.