Cheap Vacations in Oyster Bay

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Oyster Bay vacations

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
per person
May 30 - Jun 2
Roundtrip flight included
Cleveland (CLE) to Pensacola (PNS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
per person
Jun 13 - Jun 16
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
per person
May 30 - Jun 2
Roundtrip flight included
Cleveland (CLE) to Pensacola (PNS)
One Club Gulf Shores

One Club Gulf Shores

4 out of 5
per person
Jun 8 - Jun 15
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Island Sunrise Condos by Hosteeva

Island Sunrise Condos by Hosteeva

3.5 out of 5
per person
Jun 8 - Jun 15
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Marina Bay Resort

Marina Bay Resort

2.5 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Hotel Indigo Orange Beach - Gulf Shores, an IHG Hotel

Hotel Indigo Orange Beach - Gulf Shores, an IHG Hotel

3.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Microtel Inn & Suites by Wyndham Gulf Shores

Microtel Inn & Suites by Wyndham Gulf Shores

2.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Quality Inn

Quality Inn

2.5 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Windward Pointe 803

Windward Pointe 803

4 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Prices and availability subject to change. Additional terms may apply.

3-night Oyster Bay vacations

Sleep Inn & Suites

3 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Quality Inn

Quality Inn

2.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Regency Inn Near Boardwalk & Hurlburt Field

Regency Inn Near Boardwalk & Hurlburt Field

2 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Marina Bay Resort

Marina Bay Resort

2.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Fairway Inn

Fairway Inn

2 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Aqua Villa by Southern Vacation Rentals

Aqua Villa by Southern Vacation Rentals

3.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Sea Oats by Southern Vacation Rentals

Sea Oats by Southern Vacation Rentals

3.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Villas Capri by Southern Vacation Rentals

Villas Capri by Southern Vacation Rentals

3.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Pelican Isle by Southern Vacation Rentals

Pelican Isle by Southern Vacation Rentals

3.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Emerald Isle by Southern Vacation Rentals

Emerald Isle by Southern Vacation Rentals

3.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Water's Edge by Southern Vacation Rentals

Water's Edge by Southern Vacation Rentals

4 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Destin West Villa #401

Destin West Villa #401

3.5 out of 5
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Charleston (CRW) to Pensacola (PNS)
Prices and availability subject to change. Additional terms may apply.

4-night Oyster Bay vacations

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
per person
Jun 10 - Jun 14
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Marina Bay Resort

Marina Bay Resort

2.5 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
per person
May 29 - Jun 2
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
per person
May 29 - Jun 2
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Quality Inn

Quality Inn

2.5 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Regency Inn Near Boardwalk & Hurlburt Field

Regency Inn Near Boardwalk & Hurlburt Field

2 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)

Sleep Inn & Suites

3 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Seaside Escape

Seaside Escape

3 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
SpringHill Suites by Marriott Navarre Beach

SpringHill Suites by Marriott Navarre Beach

4 out of 5
per person
May 29 - Jun 2
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Seabreeze Inn

Seabreeze Inn

2 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Gulf Coast Inn

Gulf Coast Inn

2.5 out of 5
per person
May 29 - Jun 2
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Fairway Inn

Fairway Inn

2 out of 5
per person
May 22 - May 26
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Prices and availability subject to change. Additional terms may apply.

6-7 night Oyster Bay vacations

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
per person
Jun 8 - Jun 15
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
One Club Gulf Shores

One Club Gulf Shores

4 out of 5
per person
Jun 8 - Jun 15
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Island Sunrise Condos by Hosteeva

Island Sunrise Condos by Hosteeva

3.5 out of 5
per person
Jun 8 - Jun 15
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Hotel Indigo Orange Beach - Gulf Shores, an IHG Hotel

Hotel Indigo Orange Beach - Gulf Shores, an IHG Hotel

3.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Microtel Inn & Suites by Wyndham Gulf Shores

Microtel Inn & Suites by Wyndham Gulf Shores

2.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Windward Pointe 803

Windward Pointe 803

4 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Motel 6 Gulf Shores, AL

Motel 6 Gulf Shores, AL

2 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Sugar Sands RV Resort

Sugar Sands RV Resort

2 out of 5
per person
Jun 8 - Jun 15
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Seacrest 206

Seacrest 206

4 out of 5
per person
Jun 8 - Jun 15
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Crystal Tower Comfort Condos by Hosteeva

Crystal Tower Comfort Condos by Hosteeva

3 out of 5
per person
Jun 8 - Jun 15
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Crystal Shores West Condos by Hosteeva

Crystal Shores West Condos by Hosteeva

3.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Prices and availability subject to change. Additional terms may apply.

Flight deals to Oyster Bay

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

Mon, May 13 - Tue, May 14
DFW
Dallas
PNS
Pensacola
$89 Roundtrip, found 21 hours ago
$89
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Mon, May 13 from Dallas to Pensacola, returning Tue, May 14, priced at $89 found 21 hours ago
Mon, May 6 - Mon, May 13
ORD
Chicago
PNS
Pensacola
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, May 6 from Chicago to Pensacola, returning Mon, May 13, priced at $108 found 1 day ago
Sat, Apr 27 - Sat, May 4
MSP
Minneapolis
PNS
Pensacola
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Apr 27 from Minneapolis to Pensacola, returning Sat, May 4, priced at $108 found 6 days ago

Top rated hotels for your Oyster Bay vacation

Perdido Beach Resort

Perdido Beach Resort

3.5 out of 5
27200 Perdido Beach Blvd, Orange Beach, AL
Free Cancellation
Reserve now, pay when you stay
10.84 mi from city center
The price is $230 per night
$230
per night
Apr 25 - Apr 26
With a stay at Perdido Beach Resort, you'll be centrally located in Orange Beach, within a 5-minute drive of Gulf State Park and Perdido Key Beach.
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
610 W Beach Blvd, Gulf Shores, AL
Free Cancellation
Reserve now, pay when you stay
3.74 mi from city center
The price is $95 per night
$95
per night
Apr 22 - Apr 23
With a stay at Beachside Resort Hotel in Gulf Shores, you'll be near the beach, steps from Gulf Shores Beach and a 2-minute drive from Gulf State Park.
Pool
Breakfast included
Best Western Premier The Tides

Best Western Premier The Tides

3 out of 5
26032 Perdido Beach Blvd, Orange Beach, AL
Free Cancellation
Reserve now, pay when you stay
9.73 mi from city center
The price is $148 per night
$148
per night
Apr 21 - Apr 22
When you stay at Best Western Premier The Tides in Orange Beach, you'll be on the beach, a 1-minute drive from Gulf State Park and 10 minutes from Gulf Shores Beach.
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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.