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.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was $952, price is now $717 per person
$717
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Save 100% on your flight
Price was $1,913, price is now $1,412 per person
$1,412
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Save 100% on your flight
Price was $1,520, price is now $1,159 per person
$1,159
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
El Matador

El Matador

4 out of 5
Okaloosa Island
Price was $1,172, price is now $949 per person
$949
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Price was $1,163, price is now $943 per person
$943
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)

3-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $649, price is now $529 per person
$529
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $933, price is now $706 per person
$706
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
WaterSound Inn

WaterSound Inn

4 out of 5
Price was $1,656, price is now $1,304 per person
$1,304
per person
Mar 12 - Mar 15
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $832, price is now $663 per person
$663
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $735, price is now $596 per person
$596
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Pensacola (PNS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $680, price is now $552 per person
$552
per person
Feb 26 - Mar 1
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Harborside by Avantstay Expansive Destin Retreat

Harborside by Avantstay Expansive Destin Retreat

3 out of 5
Save 100% on your flight
Price was $2,216, price is now $1,808 per person
$1,808
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
WaterColor Inn & Resort

WaterColor Inn & Resort

4 out of 5
Price was $1,714, price is now $1,403 per person
$1,403
per person
Mar 12 - Mar 15
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Perdido Beach Resort

Perdido Beach Resort

3.5 out of 5
Price was $870, price is now $726 per person
$726
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)
Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

3 out of 5
Price was $1,046, price is now $878 per person
$878
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $699, price is now $587 per person
$587
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Edgewater West Condos

Edgewater West Condos

4 out of 5
Price was $1,258, price is now $1,066 per person
$1,066
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)

4-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $650, price is now $540 per person
$540
per person
Feb 26 - Mar 2
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $1,450, price is now $1,080 per person
$1,080
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $952, price is now $717 per person
$717
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $735, price is now $565 per person
$565
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $877, price is now $678 per person
$678
per person
Feb 26 - Mar 2
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
WaterSound Inn

WaterSound Inn

4 out of 5
Save 100% on your flight
Price was $1,837, price is now $1,484 per person
$1,484
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
El Matador

El Matador

4 out of 5
Price was $1,172, price is now $949 per person
$949
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)
30A Inn & Suites

30A Inn & Suites

3 out of 5
Price was $764, price is now $619 per person
$619
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
Home2 Suites By Hilton Destin

Home2 Suites By Hilton Destin

3 out of 5
Price was $944, price is now $771 per person
$771
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

3 out of 5
Price was $1,160, price is now $953 per person
$953
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $670, price is now $551 per person
$551
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Embassy Suites by Hilton Destin Miramar Beach

Embassy Suites by Hilton Destin Miramar Beach

3.5 out of 5
Price was $959, price is now $798 per person
$798
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)

5-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
30A Inn & Suites

30A Inn & Suites

3 out of 5
Price was $863, price is now $677 per person
$677
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $1,138, price is now $822 per person
$822
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $1,010, price is now $766 per person
$766
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
WaterColor Inn & Resort

WaterColor Inn & Resort

4 out of 5
Save 100% on your flight
Price was $2,350, price is now $1,904 per person
$1,904
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
WaterSound Inn

WaterSound Inn

4 out of 5
Save 100% on your flight
Price was $2,163, price is now $1,755 per person
$1,755
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
Miramar Beach Studio w/ Pool, Tennis & Walk to Beach Luau Eastern Sky

Miramar Beach Studio w/ Pool, Tennis & Walk to Beach Luau Eastern Sky

3 out of 5
Price was $964, price is now $795 per person
$795
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
Holiday Inn Express & Suites Niceville - Eglin Area by IHG

Holiday Inn Express & Suites Niceville - Eglin Area by IHG

2.5 out of 5
Price was $859, price is now $715 per person
$715
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
The Lodge 30A

The Lodge 30A

2 out of 5
Price was $906, price is now $773 per person
$773
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
Holiday Inn Resort Fort Walton Beach by IHG

Holiday Inn Resort Fort Walton Beach by IHG

3 out of 5
Price was $1,196, price is now $1,025 per person
$1,025
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)
Hibiscus Coffee & Guesthouse

Hibiscus Coffee & Guesthouse

3 out of 5
Price was $777, price is now $685 per person
$685
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Walton Beach (VPS)
Residence Inn by Marriott Fort Walton Beach

Residence Inn by Marriott Fort Walton Beach

3 out of 5
Price was $1,172, price is now $1,040 per person
$1,040
per person
Mar 3 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)

6-7 night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Price was $724, price is now $564 per person
$564
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Save 100% on your flight
Price was $1,913, price is now $1,412 per person
$1,412
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,520, price is now $1,159 per person
$1,159
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
Landing Apartments Santa Rosa Beach

Landing Apartments Santa Rosa Beach

4 out of 5
Price was $1,571, price is now $1,210 per person
$1,210
per person
Mar 9 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
30A Inn & Suites

30A Inn & Suites

3 out of 5
Price was $1,108, price is now $880 per person
$880
per person
Mar 9 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Holiday Inn Pensacola - University Area by IHG

Holiday Inn Pensacola - University Area by IHG

3 out of 5
Price was $964, price is now $772 per person
$772
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Price was $841, price is now $674 per person
$674
per person
Feb 19 - Feb 25
found 1 hour ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was $1,033, price is now $829 per person
$829
per person
Feb 19 - Feb 25
found 1 hour ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)
Hilton Sandestin Beach Golf Resort & Spa

Hilton Sandestin Beach Golf Resort & Spa

4 out of 5
Price was $1,692, price is now $1,359 per person
$1,359
per person
Mar 9 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Price was $1,163, price is now $943 per person
$943
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

2.5 out of 5
Price was $1,036, price is now $847 per person
$847
per person
Mar 10 - Mar 17
found 23 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.

Sat, Feb 21 - Sat, Feb 28
ATL
Atlanta
PNS
Pensacola
$156 Roundtrip, found 9 hours ago
$156
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Atlanta to Pensacola, returning Sat, Feb 28, priced at $156 found 9 hours ago
Tue, Feb 10 - Sat, Feb 14
ORD
Chicago
PNS
Pensacola
$175 Roundtrip, found 4 days ago
$175
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Feb 10 from Chicago to Pensacola, returning Sat, Feb 14, priced at $175 found 4 days ago
Sat, Feb 7 - Thu, Feb 19
DCA
Washington
PNS
Pensacola
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Feb 7 from Washington to Pensacola, returning Thu, Feb 19, priced at $175 found 3 days ago

Top rated hotels for your Santa Rosa Island vacation

Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
Free Cancellation
Reserve now, pay when you stay
6.82 mi from city center
$82 nightly
The price is $92 total per night
$92 total
Feb 1 - Feb 2
Total with taxes and fees
With a stay at Wyndham Garden Fort Walton Beach Destin in Fort Walton Beach (Okaloosa Island), you'll be within a 5-minute walk of Okaloosa Island Beach and Fort Walton Beaches.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Free Cancellation
Reserve now, pay when you stay
8.34 mi from city center
$143 nightly
The price is $161 total per night
$161 total
Jan 25 - Jan 26
Total with taxes and fees
Located in Fort Walton Beach (Okaloosa Island), The Island Resort at Fort Walton Beach is within a 15-minute walk of Fort Walton Beaches and Okaloosa Island Beach.
Pool
Hot Tub
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Free Cancellation
Reserve now, pay when you stay
25.36 mi from city center
$152 nightly
The price is $171 total per night
$171 total
Jan 20 - Jan 21
Total with taxes and fees
With a stay at The Pensacola Beach Resort in Pensacola Beach (Villa Sabine), you'll be within a 15-minute drive of Pensacola Beach Beaches and Fort Pickens.
Don't see what you're looking for?
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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.