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.
Gulf Terrace Getaway by Avantstay Shared Pool + Tennis Near Henderson Beach + Destin Commons

Gulf Terrace Getaway by Avantstay Shared Pool + Tennis Near Henderson Beach + Destin Commons

3 out of 5
Price was $526, price is now $448 per person
$448
per person
Dec 10 - Dec 13
found 12 hours ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $819, price is now $638 per person
$638
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was $1,186, price is now $936 per person
$936
per person
Nov 25 - Dec 3
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Candlewood Suites Pensacola - University Area by IHG

Candlewood Suites Pensacola - University Area by IHG

2.5 out of 5
Northeast Pensacola
Price was $920, price is now $745 per person
$745
per person
Nov 25 - Dec 3
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $717, price is now $583 per person
$583
per person
Dec 2 - Dec 5
found 18 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Pensacola (PNS)
Costal 45 by Avantstay 6-seat Golf Cart Arcade Game Room Pool Access Deeded Beach Access

Costal 45 by Avantstay 6-seat Golf Cart Arcade Game Room Pool Access Deeded Beach Access

3 out of 5
Save 100% on your flight
Price was $1,187, price is now $974 per person
$974
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
Maré 33 by Avantstay 6-seat Golf Cart + Arcade + Bunk Room Beach Walk + Pool

Maré 33 by Avantstay 6-seat Golf Cart + Arcade + Bunk Room Beach Walk + Pool

3 out of 5
Price was $1,088, price is now $897 per person
$897
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip 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 $891, price is now $741 per person
$741
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

3.5 out of 5
Price was $848, price is now $707 per person
$707
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was $691, price is now $589 per person
$589
per person
Dec 2 - Dec 5
found 18 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Pensacola (PNS)

3-night Santa Rosa Island vacations

Price found within the past 48 hours. Click for updated prices.
American Inn

American Inn

2 out of 5
Price was $460, price is now $411 per person
$411
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $556, price is now $436 per person
$436
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

3.5 out of 5
Price was $525, price is now $413 per person
$413
per person
Dec 10 - Dec 13
found 12 hours ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
Sundrift Inn

Sundrift Inn

3 out of 5
Price was $717, price is now $583 per person
$583
per person
Dec 2 - Dec 5
found 18 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Pensacola (PNS)
Costal 45 by Avantstay 6-seat Golf Cart Arcade Game Room Pool Access Deeded Beach Access

Costal 45 by Avantstay 6-seat Golf Cart Arcade Game Room Pool Access Deeded Beach Access

3 out of 5
Save 100% on your flight
Price was $1,187, price is now $974 per person
$974
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
Maré 33 by Avantstay 6-seat Golf Cart + Arcade + Bunk Room Beach Walk + Pool

Maré 33 by Avantstay 6-seat Golf Cart + Arcade + Bunk Room Beach Walk + Pool

3 out of 5
Price was $1,088, price is now $897 per person
$897
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $691, price is now $589 per person
$589
per person
Dec 2 - Dec 5
found 18 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Pensacola (PNS)
Gulf Terrace Getaway by Avantstay Shared Pool + Tennis Near Henderson Beach + Destin Commons

Gulf Terrace Getaway by Avantstay Shared Pool + Tennis Near Henderson Beach + Destin Commons

3 out of 5
Price was $526, price is now $448 per person
$448
per person
Dec 10 - Dec 13
found 12 hours ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
The Beach Grove by Avantstay Gulf-view Balcony + King Suite + Sleeps 6 On the Sand + Pool Access

The Beach Grove by Avantstay Gulf-view Balcony + King Suite + Sleeps 6 On the Sand + Pool Access

4 out of 5
Price was $838, price is now $722 per person
$722
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Price was $514, price is now $450 per person
$450
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

4 out of 5
Price was $695, price is now $610 per person
$610
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
The Grand Grove by Avantstay Beach Access + Pool + Golf + Tennis Walk to Baytowne Wharf

The Grand Grove by Avantstay Beach Access + Pool + Golf + Tennis Walk to Baytowne Wharf

4 out of 5
Price was $600, price is now $530 per person
$530
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)

4-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 $548, price is now $473 per person
$473
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Sundrift Inn

Sundrift Inn

3 out of 5
Price was $834, price is now $579 per person
$579
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $819, price is now $638 per person
$638
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $723, price is now $599 per person
$599
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $891, price is now $741 per person
$741
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

3.5 out of 5
Price was $848, price is now $707 per person
$707
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip 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 $598, price is now $503 per person
$503
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was $791, price is now $679 per person
$679
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Price was $1,651, price is now $1,417 per person
$1,417
per person
Nov 29 - Dec 3
found 13 hours ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
The Beach Grove by Avantstay Gulf-view Balcony + King Suite + Sleeps 6 On the Sand + Pool Access

The Beach Grove by Avantstay Gulf-view Balcony + King Suite + Sleeps 6 On the Sand + Pool Access

4 out of 5
Price was $1,025, price is now $881 per person
$881
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Candlewood Suites Pensacola - University Area by IHG

Candlewood Suites Pensacola - University Area by IHG

2.5 out of 5
Price was $562, price is now $483 per person
$483
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Price was $1,137, price is now $980 per person
$980
per person
Nov 29 - Dec 3
found 13 hours ago
Roundtrip flight included
Minneapolis (MSP) 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 $527, price is now $397 per person
$397
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Pensacola (PNS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $647, price is now $472 per person
$472
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Pensacola (PNS)
Maré 33 by Avantstay 6-seat Golf Cart + Arcade + Bunk Room Beach Walk + Pool

Maré 33 by Avantstay 6-seat Golf Cart + Arcade + Bunk Room Beach Walk + Pool

3 out of 5
Save 100% on your flight
Price was $1,453, price is now $1,156 per person
$1,156
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

4 out of 5
Price was $826, price is now $673 per person
$673
per person
Nov 20 - Nov 25
found 5 hours ago
Roundtrip flight included
St. Louis (STL) to Fort Walton Beach (VPS)
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 $787 per person
$787
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Escapes! To The Shores Orange Beach, a Ramada by Wyndham

Escapes! To The Shores Orange Beach, a Ramada by Wyndham

3.5 out of 5
Price was $1,069, price is now $930 per person
$930
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Seaside Beach 5417- Two Bedrooms Waterfront Condo With Pool Sauna Amazing Ocean View Balcony

Seaside Beach 5417- Two Bedrooms Waterfront Condo With Pool Sauna Amazing Ocean View Balcony

2 out of 5
Price was $1,216, price is now $1,075 per person
$1,075
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Emerald Key 502

Emerald Key 502

4 out of 5
Price was $1,500, price is now $1,328 per person
$1,328
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Phoenix VII 605

Phoenix VII 605

4 out of 5
Price was $1,353, price is now $1,199 per person
$1,199
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Summer House Beachfront Condos

Summer House Beachfront Condos

4 out of 5
Price was $1,495, price is now $1,325 per person
$1,325
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Palm Beach Resort Orange Beach a Ramada by Wyndham

Palm Beach Resort Orange Beach a Ramada by Wyndham

3.5 out of 5
Price was $1,225, price is now $1,089 per person
$1,089
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Phoenix VIII by Brett Robins Vacations

Phoenix VIII by Brett Robins Vacations

3 out of 5
Price was $2,123, price is now $1,888 per person
$1,888
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)

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
Price was $900, price is now $745 per person
$745
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Escapes! To The Shores Orange Beach, a Ramada by Wyndham

Escapes! To The Shores Orange Beach, a Ramada by Wyndham

3.5 out of 5
Price was $1,005, price is now $872 per person
$872
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Phoenix I 1112-11th Floor Splash pad Beachfront 2 Bedrooms 2 Baths

Phoenix I 1112-11th Floor Splash pad Beachfront 2 Bedrooms 2 Baths

2 out of 5
Price was $1,297, price is now $1,158 per person
$1,158
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Cotton Bayou Condo Boat Slip Water Views 2 Beddrooms

Cotton Bayou Condo Boat Slip Water Views 2 Beddrooms

2 out of 5
Price was $1,060, price is now $963 per person
$963
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Turquoise Place 1807 D

Turquoise Place 1807 D

4.5 out of 5
Price was $1,657, price is now $1,509 per person
$1,509
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Phoenix V Unit 816

Phoenix V Unit 816

4.5 out of 5
Price was $1,125, price is now $1,031 per person
$1,031
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Phoenix II Condos

Phoenix II Condos

4 out of 5
Price was $1,064, price is now $977 per person
$977
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Summer House Beachfront Condos

Summer House Beachfront Condos

4 out of 5
Price was $1,161, price is now $1,067 per person
$1,067
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Emerald Key 502

Emerald Key 502

4 out of 5
Price was $1,146, price is now $1,055 per person
$1,055
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Seaside Beach 2103- Ground Level Beachside

Seaside Beach 2103- Ground Level Beachside

2 out of 5
Price was $862, price is now $793 per person
$793
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Phoenix IV 4142

Phoenix IV 4142

4 out of 5
Price was $992, price is now $916 per person
$916
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Pensacola (PNS)
Mariner Lakes 20

Mariner Lakes 20

4 out of 5
Price was $1,022, price is now $951 per person
$951
per person
Nov 17 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) 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.

Mon, Oct 26 - Thu, Oct 29
IND
Indianapolis
VPS
Fort Walton Beach
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Mon, Oct 26 from Indianapolis to Fort Walton Beach, returning Thu, Oct 29, priced at $108 found 3 days ago
Thu, Dec 3 - Tue, Dec 8
MSP
Minneapolis
VPS
Fort Walton Beach
$217 Roundtrip, found 19 hours ago
$217
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Thu, Dec 3 from Minneapolis to Fort Walton Beach, returning Tue, Dec 8, priced at $217 found 19 hours ago
Thu, Nov 12 - Sun, Nov 15
ORD
Chicago
PNS
Pensacola
$240 Roundtrip, found 3 days ago
$240
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Chicago to Pensacola, returning Sun, Nov 15, priced at $240 found 3 days 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
8.35 mi from city center
$119 nightly
The price is $134 total per night
$134 total
Nov 8 - Nov 9
Total with taxes and fees
With a stay at The Island Resort & Convention Center at Fort Walton Beach in Fort Walton Beach (Okaloosa Island), you'll be steps from Okaloosa Island Beach and 6 minutes by foot from Boardwalk on Okaloosa Island.
Pool
Hot Tub
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
25.36 mi from city center
Get rates
With a stay at The Pensacola Beach Resort in Pensacola Beach (Villa Sabine), you'll be a 3-minute walk from Pensacola Beach Beaches and 11 minutes by foot from Pensacola Beach Gulf Pier.
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
540 Santa Rosa Blvd Fort Walton Beach FL
Free Cancellation
Reserve now, pay when you stay
6.74 mi from city center
$105 nightly
The price is $119 total per night
$119 total
Nov 2 - Nov 3
Total with taxes and fees
Located in Fort Walton Beach (Okaloosa Island), Wavecrest Lodge is steps from Okaloosa Island Beach and a 4-minute drive from Boardwalk on Okaloosa Island.
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.

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.