Cheap Vacations in Santa Rosa Island

Choose two or more items and save on your trip:

Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $556, price is now $474 per person
$474
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
3 Portofino 1707

3 Portofino 1707

4 out of 5
Save 100% on your flight
Price was $3,360, price is now $2,773 per person
$2,773
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Price was $780, price is now $649 per person
$649
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)

3-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 $459, price is now $387 per person
$387
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $830, price is now $591 per person
$591
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Price was $1,218, price is now $954 per person
$954
per person
Jan 30 - Feb 2
found 17 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Price was $555, price is now $444 per person
$444
per person
Jan 30 - Feb 2
found 17 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was $790, price is now $636 per person
$636
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
3 Portofino 1707

3 Portofino 1707

4 out of 5
Save 100% on your flight
Price was $3,360, price is now $2,773 per person
$2,773
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $682, price is now $565 per person
$565
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Emerald Isle

Emerald Isle

3 out of 5
Price was $780, price is now $649 per person
$649
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $550, price is now $461 per person
$461
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $485, price is now $409 per person
$409
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $488, price is now $412 per person
$412
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $556, price is now $474 per person
$474
per person
Jan 24 - Jan 27
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)

4-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 $346, price is now $288 per person
$288
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $1,020, price is now $690 per person
$690
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Save 100% on your flight
Price was $1,321, price is now $995 per person
$995
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Price was $400, price is now $305 per person
$305
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $554, price is now $444 per person
$444
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Holiday Inn Express Hotel & Suites West I 10 by IHG

Holiday Inn Express Hotel & Suites West I 10 by IHG

2.5 out of 5
Price was $447, price is now $360 per person
$360
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Candlewood Suites Pensacola - University Area by IHG

Candlewood Suites Pensacola - University Area by IHG

2.5 out of 5
Price was $420, price is now $342 per person
$342
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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 $417, price is now $339 per person
$339
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Rodeway Inn

Rodeway Inn

2.5 out of 5
Price was $367, price is now $300 per person
$300
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2.5 out of 5
Price was $431, price is now $355 per person
$355
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was $802, price is now $662 per person
$662
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Holiday Inn Pensacola - University Area by IHG

Holiday Inn Pensacola - University Area by IHG

3 out of 5
Price was $430, price is now $357 per person
$357
per person
Feb 2 - Feb 6
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)

5-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $648, price is now $510 per person
$510
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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 $1,214, price is now $797 per person
$797
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $983, price is now $697 per person
$697
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Save 100% on your flight
Price was $1,008, price is now $755 per person
$755
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $940, price is now $731 per person
$731
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $685, price is now $551 per person
$551
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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 $1,001, price is now $825 per person
$825
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
Hilton Sandestin Beach Golf Resort & Spa

Hilton Sandestin Beach Golf Resort & Spa

4 out of 5
Price was $1,101, price is now $910 per person
$910
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Save 100% on your flight
Price was $1,661, price is now $1,404 per person
$1,404
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Hilton Garden Inn Orange Beach Beachfront

Hilton Garden Inn Orange Beach Beachfront

3 out of 5
Price was $620, price is now $527 per person
$527
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Hilton Garden Inn Destin Miramar Beach

Hilton Garden Inn Destin Miramar Beach

3 out of 5
Price was $653, price is now $562 per person
$562
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
Homewood Suites by Hilton Destin

Homewood Suites by Hilton Destin

3 out of 5
Price was $677, price is now $584 per person
$584
per person
Feb 2 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)

6-7 night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $682, price is now $563 per person
$563
per person
Jan 16 - Jan 23
just found
Roundtrip non-stop flight included
Philadelphia (PHL) 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 $1,656, price is now $1,038 per person
$1,038
per person
Jan 16 - Jan 23
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
WaterSound Inn

WaterSound Inn

4 out of 5
Save 100% on your flight
Price was $1,703, price is now $1,085 per person
$1,085
per person
Feb 8 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $879, price is now $656 per person
$656
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Fort Walton Beach (VPS)
El Matador

El Matador

4 out of 5
Price was $1,437, price is now $1,089 per person
$1,089
per person
Jan 16 - Jan 23
just found
Roundtrip non-stop flight included
Philadelphia (PHL) 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 $782, price is now $597 per person
$597
per person
Jan 16 - Jan 23
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $911, price is now $701 per person
$701
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) 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 $895, price is now $689 per person
$689
per person
Jan 16 - Jan 23
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $1,037, price is now $809 per person
$809
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) 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 $1,179, price is now $930 per person
$930
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Fort Walton Beach (VPS)
Hilton Garden Inn Destin Miramar Beach

Hilton Garden Inn Destin Miramar Beach

3 out of 5
Price was $741, price is now $592 per person
$592
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Fort Walton Beach (VPS)
Hilton Sandestin Beach Golf Resort & Spa

Hilton Sandestin Beach Golf Resort & Spa

4 out of 5
Price was $1,309, price is now $1,058 per person
$1,058
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Fort Walton Beach (VPS)

Flight deals to Santa Rosa Island

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

Sun, Feb 1 - Thu, Feb 19
MSP
Minneapolis
PNS
Pensacola
$165 Roundtrip, found 5 days ago
$165
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Feb 1 from Minneapolis to Pensacola, returning Thu, Feb 19, priced at $165 found 5 days ago
Sun, Feb 1 - Thu, Feb 5
MSP
Minneapolis
VPS
Fort Walton Beach
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Sun, Feb 1 from Minneapolis to Fort Walton Beach, returning Thu, Feb 5, priced at $175 found 5 days ago
Sat, Jan 31 - Thu, Feb 5
LAX
Los Angeles
PNS
Pensacola
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 31 from Los Angeles to Pensacola, returning Thu, Feb 5, priced at $177 found 1 day ago

Top rated hotels for your Santa Rosa Island vacation

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
$113 nightly
The price is $127 total per night
$127 total
Dec 24 - Dec 25
Total with taxes and fees
With a stay at The Island Resort at Fort Walton Beach in Fort Walton Beach (Okaloosa Island), you'll be a 2-minute drive from Okaloosa Island Beach and 7 minutes from HarborWalk Village.
Pool
Hot Tub
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
6.8 mi from city center
$82 nightly
The price is $92 total per night
$92 total
Dec 18 - Dec 19
Total with taxes and fees
With a stay at Wyndham Garden Fort Walton Beach Destin in Fort Walton Beach (Okaloosa Island), you'll be a 1-minute drive from Okaloosa Island Beach and 10 minutes from HarborWalk Village.
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
Dec 18 - Dec 19
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.
Pool
Parking included
Don't see what you're looking for?
See all available properties in Santa Rosa Island
View all properties
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.