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 Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $885, price is now $685 per person
$685
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)

3-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
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 $535, price is now $439 per person
$439
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
The Cabins at Gulf State Park

The Cabins at Gulf State Park

3 out of 5
Price was $831, price is now $631 per person
$631
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $885, price is now $685 per person
$685
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $751, price is now $582 per person
$582
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
HOLIDAY INN EXPRESS & SUITES GULF BREEZE - PENSACOLA AREA by IHG

HOLIDAY INN EXPRESS & SUITES GULF BREEZE - PENSACOLA AREA by IHG

3 out of 5
Price was $633, price is now $491 per person
$491
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Portofino Island Resort

Portofino Island Resort

4 out of 5
Save 100% on your flight
Price was $1,251, price is now $978 per person
$978
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $962, price is now $763 per person
$763
per person
Apr 22 - Apr 25
found 15 hours ago
Roundtrip flight included
Cedar Rapids (CID) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $1,289, price is now $1,024 per person
$1,024
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Walton Beach (VPS)
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Price was $833, price is now $673 per person
$673
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Holiday Inn Pensacola - University Area by IHG

Holiday Inn Pensacola - University Area by IHG

3 out of 5
Price was $568, price is now $460 per person
$460
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Perdido Beach Resort

Perdido Beach Resort

3.5 out of 5
Price was $772, price is now $634 per person
$634
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Price was $692, price is now $572 per person
$572
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)

4-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
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 $685, price is now $539 per person
$539
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Save 100% on your flight
Price was $1,671, price is now $1,162 per person
$1,162
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
HOLIDAY INN EXPRESS & SUITES GULF BREEZE - PENSACOLA AREA by IHG

HOLIDAY INN EXPRESS & SUITES GULF BREEZE - PENSACOLA AREA by IHG

3 out of 5
Price was $826, price is now $615 per person
$615
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $806, price is now $604 per person
$604
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
The Cabins at Gulf State Park

The Cabins at Gulf State Park

3 out of 5
Price was $1,194, price is now $896 per person
$896
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $1,138, price is now $858 per person
$858
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $2,091, price is now $1,584 per person
$1,584
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $965, price is now $738 per person
$738
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $1,297, price is now $1,001 per person
$1,001
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Serene 30A Getaway Steps From the Gulf With BBQ & Wraparound Porch 30A Fade Away by Avantstay

Serene 30A Getaway Steps From the Gulf With BBQ & Wraparound Porch 30A Fade Away by Avantstay

3 out of 5
Price was $1,260, price is now $979 per person
$979
per person
Apr 28 - May 2
found 7 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Price was $1,177, price is now $918 per person
$918
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Holiday Inn Pensacola - University Area by IHG

Holiday Inn Pensacola - University Area by IHG

3 out of 5
Price was $690, price is now $542 per person
$542
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)

5-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $989, price is now $674 per person
$674
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
The Cabins at Gulf State Park

The Cabins at Gulf State Park

3 out of 5
Save 100% on your flight
Price was $1,406, price is now $997 per person
$997
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
Price was $1,115, price is now $791 per person
$791
per person
Apr 20 - Apr 25
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $914, price is now $697 per person
$697
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
HOLIDAY INN EXPRESS & SUITES GULF BREEZE - PENSACOLA AREA by IHG

HOLIDAY INN EXPRESS & SUITES GULF BREEZE - PENSACOLA AREA by IHG

3 out of 5
Price was $911, price is now $695 per person
$695
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $1,311, price is now $1,002 per person
$1,002
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Save 100% on your flight
Price was $2,209, price is now $1,710 per person
$1,710
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
Cabin by the Sea - 3bdr - Pool Walk 2 Beach

Cabin by the Sea - 3bdr - Pool Walk 2 Beach

2 out of 5
Save 100% on your flight
Price was $1,864, price is now $1,468 per person
$1,468
per person
Apr 20 - Apr 25
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Tipsy Mermaid by Avantstay Private Pool, Games & Walk to Santa Rosa Beach

Tipsy Mermaid by Avantstay Private Pool, Games & Walk to Santa Rosa Beach

3 out of 5
Save 100% on your flight
Price was $2,537, price is now $2,006 per person
$2,006
per person
Apr 8 - Apr 13
found 6 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Fort Walton Beach (VPS)
Steps From the Sand Bright Coastal Stay w/ Pool Access Coastal Hideaway by Avantstay

Steps From the Sand Bright Coastal Stay w/ Pool Access Coastal Hideaway by Avantstay

3 out of 5
Price was $1,117, price is now $883 per person
$883
per person
Apr 15 - Apr 20
found 20 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Portofino Island Resort

Portofino Island Resort

4 out of 5
Price was $1,598, price is now $1,270 per person
$1,270
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $1,624, price is now $1,298 per person
$1,298
per person
Apr 20 - Apr 25
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)

6-7 night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $862, price is now $588 per person
$588
per person
Apr 12 - Apr 18
found 14 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $947, price is now $635 per person
$635
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 $1,628, price is now $1,166 per person
$1,166
per person
Apr 22 - Apr 28
found 15 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Landing Santa Rosa Beach

Landing Santa Rosa Beach

4 out of 5
Save 100% on your flight
Price was $1,161, price is now $837 per person
$837
per person
Apr 11 - Apr 18
found 7 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Triton Balcony w/ Pool View, Chic Design

Triton Balcony w/ Pool View, Chic Design

3 out of 5
Save 100% on your flight
Price was $1,662, price is now $1,230 per person
$1,230
per person
Apr 5 - Apr 11
found 15 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Save 100% on your flight
Price was $1,201, price is now $895 per person
$895
per person
Apr 12 - Apr 18
found 14 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,810, price is now $2,120 per person
$2,120
per person
Apr 10 - Apr 17
found 12 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Residence Inn by Marriott Sandestin at Grand Boulevard

Residence Inn by Marriott Sandestin at Grand Boulevard

3 out of 5
Price was $1,076, price is now $813 per person
$813
per person
Apr 22 - Apr 28
found 15 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Steps From the Sand Bright Coastal Stay w/ Pool Access Coastal Hideaway by Avantstay

Steps From the Sand Bright Coastal Stay w/ Pool Access Coastal Hideaway by Avantstay

3 out of 5
Save 100% on your flight
Price was $1,151, price is now $870 per person
$870
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $1,888, price is now $1,429 per person
$1,429
per person
Apr 22 - Apr 28
found 15 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
Price was $795, price is now $604 per person
$604
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Coral By Avantstay Gorgeous Three Story Home w/ Two Balconies

Coral By Avantstay Gorgeous Three Story Home w/ Two Balconies

3.5 out of 5
Save 100% on your flight
Price was $1,833, price is now $1,410 per person
$1,410
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.

Mon, Apr 13 - Thu, Apr 16
DCA
Washington
PNS
Pensacola
$160 Roundtrip, found 14 hours ago
$160
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Washington to Pensacola, returning Thu, Apr 16, priced at $160 found 14 hours ago
Sat, Apr 11 - Thu, Apr 16
IND
Indianapolis
PNS
Pensacola
$174 Roundtrip, found 3 days ago
$174
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Indianapolis to Pensacola, returning Thu, Apr 16, priced at $174 found 3 days ago
Mon, May 11 - Fri, May 15
MSP
Minneapolis
VPS
Fort Walton Beach
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Mon, May 11 from Minneapolis to Fort Walton Beach, returning Fri, May 15, priced at $177 found 2 days ago

Top rated hotels for your Santa Rosa Island vacation

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
$234 nightly
The price is $262 total per night
$262 total
Mar 11 - Mar 12
Total with taxes and fees
With a stay at The Pensacola Beach Resort in Pensacola Beach (Villa Sabine), you'll be within a 5-minute walk of Pensacola Beach Beaches and Santa Rosa Sound.
Pool
Parking included
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
$177 nightly
The price is $200 total per night
$200 total
Mar 11 - Mar 12
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
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
$178 nightly
The price is $201 total per night
$201 total
Mar 12 - Mar 13
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.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Santa Rosa 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.

^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.