Cheap Vacations in Santa Rosa Island

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Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Price was $718, price is now $640 per person
$640
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was $1,403, price is now $1,051 per person
$1,051
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Portofino Island Resort

Portofino Island Resort

4 out of 5
Price was $1,431, price is now $1,181 per person
$1,181
per person
Sep 9 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $1,001, price is now $850 per person
$850
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Price was $1,345, price is now $1,151 per person
$1,151
per person
Aug 21 - Aug 25
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

4.5 out of 5
Villa Primera
Price was $1,229, price is now $1,065 per person
$1,065
per person
Sep 9 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
Okaloosa Island
Price was $776, price is now $691 per person
$691
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $971, price is now $872 per person
$872
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
El Matador

El Matador

4 out of 5
Okaloosa Island
Price was $1,161, price is now $1,050 per person
$1,050
per person
Sep 2 - Sep 6
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Beach Club by Southern Vacation Rentals

Beach Club by Southern Vacation Rentals

3.5 out of 5
Price was $1,380, price is now $1,251 per person
$1,251
per person
Sep 9 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)

3-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Studio 6 Pensacola, FL - West I-10

Studio 6 Pensacola, FL - West I-10

2.5 out of 5
Price was $523, price is now $439 per person
$439
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Price was $1,173, price is now $910 per person
$910
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $1,001, price is now $850 per person
$850
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $661, price is now $579 per person
$579
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Landing Apartments - Northwest Pensacola

Landing Apartments - Northwest Pensacola

4 out of 5
Price was $658, price is now $578 per person
$578
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was $656, price is now $580 per person
$580
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Price was $718, price is now $640 per person
$640
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Gulf Coast Inn

Gulf Coast Inn

2.5 out of 5
Price was $607, price is now $545 per person
$545
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
La Quinta Inn & Suites by Wyndham Fort Walton Beach

La Quinta Inn & Suites by Wyndham Fort Walton Beach

3 out of 5
Price was $612, price is now $552 per person
$552
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
Candlewood Suites Pensacola - University Area by IHG

Candlewood Suites Pensacola - University Area by IHG

2.5 out of 5
Price was $527, price is now $476 per person
$476
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Country Inn & Suites by Radisson, Pensacola West, FL

Country Inn & Suites by Radisson, Pensacola West, FL

2.5 out of 5
Price was $562, price is now $508 per person
$508
per person
Sep 2 - Sep 5
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
El Matador

El Matador

4 out of 5
Price was $1,080, price is now $978 per person
$978
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)

4-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Garden Inn & Suites

Garden Inn & Suites

2 out of 5
Price was $521, price is now $441 per person
$441
per person
Sep 9 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
Portofino Island Resort

Portofino Island Resort

4 out of 5
Price was $1,431, price is now $1,181 per person
$1,181
per person
Sep 9 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $1,358, price is now $1,131 per person
$1,131
per person
Sep 2 - Sep 6
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Motel 6 Pensacola, FL - NAS

Motel 6 Pensacola, FL - NAS

2.5 out of 5
Price was $606, price is now $509 per person
$509
per person
Sep 9 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $880, price is now $748 per person
$748
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Price was $1,345, price is now $1,151 per person
$1,151
per person
Aug 21 - Aug 25
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

4.5 out of 5
Price was $1,229, price is now $1,065 per person
$1,065
per person
Sep 9 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Price was $540, price is now $469 per person
$469
per person
Sep 9 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Price was $910, price is now $797 per person
$797
per person
Sep 2 - Sep 6
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Landing Apartments - North Central Pensacola

Landing Apartments - North Central Pensacola

4 out of 5
Price was $811, price is now $712 per person
$712
per person
Aug 21 - Aug 25
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
Price was $776, price is now $691 per person
$691
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
La Quinta Inn & Suites by Wyndham Fort Walton Beach

La Quinta Inn & Suites by Wyndham Fort Walton Beach

3 out of 5
Price was $1,073, price is now $961 per person
$961
per person
Sep 3 - Sep 7
found 16 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Pensacola (PNS)

5-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $1,095, price is now $793 per person
$793
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $1,112, price is now $893 per person
$893
per person
Sep 3 - Sep 8
found 15 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Pensacola (PNS)
El Matador

El Matador

4 out of 5
Price was $1,466, price is now $1,326 per person
$1,326
per person
Sep 2 - Sep 7
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Azure #317 by Southern Vacation Rentals

Azure #317 by Southern Vacation Rentals

4 out of 5
Price was $1,697, price is now $1,547 per person
$1,547
per person
Sep 2 - Sep 7
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

3 out of 5
Price was $873, price is now $801 per person
$801
per person
Sep 3 - Sep 8
found 15 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Pensacola (PNS)
SpringHill Suites by Marriott Navarre Oceanfront

SpringHill Suites by Marriott Navarre Oceanfront

4 out of 5
Price was $1,276, price is now $1,196 per person
$1,196
per person
Sep 2 - Sep 7
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Beal House Fort Walton Beach, Tapestry Collection by Hilton

Beal House Fort Walton Beach, Tapestry Collection by Hilton

4 out of 5
Price was $1,128, price is now $1,082 per person
$1,082
per person
Sep 2 - Sep 7
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Hilton Garden Inn Ft. Walton Beach

Hilton Garden Inn Ft. Walton Beach

3 out of 5
Price was $1,205, price is now $1,188 per person
$1,188
per person
Sep 3 - Sep 8
found 15 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Pensacola (PNS)

6-7 night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $1,403, price is now $1,051 per person
$1,051
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Price was $2,374, price is now $1,945 per person
$1,945
per person
Sep 4 - Sep 11
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $2,314, price is now $1,912 per person
$1,912
per person
Sep 4 - Sep 11
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Price was $1,616, price is now $1,405 per person
$1,405
per person
Sep 4 - Sep 11
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Harbour Place 313

Harbour Place 313

3.5 out of 5
Price was $1,883, price is now $1,671 per person
$1,671
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Portofino Island Resort

Portofino Island Resort

4 out of 5
Price was $2,659, price is now $2,364 per person
$2,364
per person
Sep 4 - Sep 11
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
See Ya At Seaside - The Affordable Vacay

See Ya At Seaside - The Affordable Vacay

2 out of 5
Price was $1,201, price is now $1,072 per person
$1,072
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $1,363, price is now $1,235 per person
$1,235
per person
Aug 22 - Aug 29
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

4.5 out of 5
Price was $2,104, price is now $1,911 per person
$1,911
per person
Sep 4 - Sep 11
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Seaside Beach & Racquet 1114

Seaside Beach & Racquet 1114

4 out of 5
Price was $1,233, price is now $1,126 per person
$1,126
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Admirals Quarters 806- Luxury Beachfront 8th fl

Admirals Quarters 806- Luxury Beachfront 8th fl

2 out of 5
Price was $2,231, price is now $2,041 per person
$2,041
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Palms 514- Beachfront Condo 2 2 5th Floor Beach Front Sleeps 8

Palms 514- Beachfront Condo 2 2 5th Floor Beach Front Sleeps 8

2 out of 5
Price was $2,025, price is now $1,854 per person
$1,854
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)

Flight deals to Santa Rosa Island

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

Wed, Sep 2 - Sun, Sep 6
ATL
Atlanta
PNS
Pensacola
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 2 from Atlanta to Pensacola, returning Sun, Sep 6, priced at $224 found 3 days ago
Sat, Oct 3 - Thu, Oct 8
MSP
Minneapolis
VPS
Fort Walton Beach
$226 Roundtrip, found 5 days ago
$226
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Sat, Oct 3 from Minneapolis to Fort Walton Beach, returning Thu, Oct 8, priced at $226 found 5 days ago
Thu, Aug 6 - Thu, Aug 13
DFW
Dallas
PNS
Pensacola
$255 Roundtrip, found 2 days ago
$255
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Dallas to Pensacola, returning Thu, Aug 13, priced at $255 found 2 days ago

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.