Top Beach vacation packages in Santa Rosa Island

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

SpringHill Suites by Marriott Navarre Oceanfront

$865

per person

Jul 13 - Jul 16

found 3 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Pensacola (PNS)

8.8/10 Excellent! (1,004 reviews)

The breakfast was fresh and ready in the morning. The property was clean with lots of amenities. We will definitely stay again!

Reviewed on May 8, 2026

Portofino Island Resort

Save 100% on your flight

$1,633

per person

Jun 9 - Jun 13

found 5 hours ago

Roundtrip non-stop flight included

Tulsa (TUL) to Pensacola (PNS)

8.8/10 Excellent! (479 reviews)

The view from the balcony was incredible! The pool by the bay was resort level quality and had a stocked bar in addition to, two dining options. Direct easy access to the gulf side where the resort had chairs and umbrellas, pending you upgraded your package. My only criticism would be the adventure package pricing is a bit high considering how frequently you may actually utilize it. I think a single use option should be provided such as water park for two hours, Kayaks for one hour etc. just felt for my family personally we only spent several Hours using those amenities and it could have been more cost effective for travelers. Otherwise we thoroughly enjoyed it and would highly recommend to Others

Reviewed on Apr 28, 2026

The Island Resort at Fort Walton Beach

Okaloosa Island

$1,030

per person

Jun 10 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Pensacola (PNS)

8.2/10 Very Good! (3,097 reviews)

Both pools were enjoyable. Room was small but great. Staff was amazing always nice and attentive. And the beach was clean and fun.

Reviewed on May 9, 2026

The Pensacola Beach Resort

Villa Sabine

$901

per person

Jul 10 - Jul 12

found 1 day ago

Roundtrip non-stop flight included

Sacramento (SMF) to Pensacola (PNS)

9.6/10 Exceptional! (3,077 reviews)

Room overlooking gulf.

Reviewed on May 9, 2026

Hilton Pensacola Beach

$1,165

per person

Jun 9 - Jun 13

found 1 day ago

Roundtrip flight included

New York (NYC) to Pensacola (PNS)

8.2/10 Very Good! (1,004 reviews)

The hotel had lots of outdoor amenities that seemed beautiful. Unfortunately due to weather we were not able to partake in them, making the room more important. Ended up with a lousy view of the roof of the adjacent attached building. Warning to Hilton Honors members, due to booking through Expedia you do not receive any points for the stay or any additional consideration.

Reviewed on May 2, 2026

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3 Night Beach vacations in Santa Rosa Island

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

The Pensacola Beach Resort

Villa Sabine

$772

per person

Jun 10 - Jun 13

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Pensacola (PNS)

9.6/10 Exceptional! (3,077 reviews)

Room overlooking gulf.

Reviewed on May 9, 2026

The Island Resort at Fort Walton Beach

Okaloosa Island

$810

per person

Jul 10 - Jul 13

found 6 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Pensacola (PNS)

8.2/10 Very Good! (3,097 reviews)

Both pools were enjoyable. Room was small but great. Staff was amazing always nice and attentive. And the beach was clean and fun.

Reviewed on May 9, 2026

Portofino Island Resort

$1,337

per person

Jun 15 - Jun 18

found 16 hours ago

Roundtrip non-stop flight included

Tulsa (TUL) to Pensacola (PNS)

8.8/10 Excellent! (479 reviews)

The view from the balcony was incredible! The pool by the bay was resort level quality and had a stocked bar in addition to, two dining options. Direct easy access to the gulf side where the resort had chairs and umbrellas, pending you upgraded your package. My only criticism would be the adventure package pricing is a bit high considering how frequently you may actually utilize it. I think a single use option should be provided such as water park for two hours, Kayaks for one hour etc. just felt for my family personally we only spent several Hours using those amenities and it could have been more cost effective for travelers. Otherwise we thoroughly enjoyed it and would highly recommend to Others

Reviewed on Apr 28, 2026

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4 Night Beach vacations in Santa Rosa Island

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

Wavecrest Lodge

Okaloosa Island

$1,014

per person

Jul 11 - Jul 15

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Pensacola (PNS)

9.2/10 Wonderful! (1,000 reviews)

Key security access for elevator use is good. Room was nice and comfortable. Upholstery needs some attention. Breakfast was good. Vending machines were iffy and front desk purchases are $$. Parking is easy and its a short walk onto the beach. I'd definitely stay there again.

Reviewed on Apr 12, 2026

Portofino Island Resort

Save 100% on your flight

$1,633

per person

Jun 9 - Jun 13

found 5 hours ago

Roundtrip non-stop flight included

Tulsa (TUL) to Pensacola (PNS)

8.8/10 Excellent! (479 reviews)

The view from the balcony was incredible! The pool by the bay was resort level quality and had a stocked bar in addition to, two dining options. Direct easy access to the gulf side where the resort had chairs and umbrellas, pending you upgraded your package. My only criticism would be the adventure package pricing is a bit high considering how frequently you may actually utilize it. I think a single use option should be provided such as water park for two hours, Kayaks for one hour etc. just felt for my family personally we only spent several Hours using those amenities and it could have been more cost effective for travelers. Otherwise we thoroughly enjoyed it and would highly recommend to Others

Reviewed on Apr 28, 2026

The Island Resort at Fort Walton Beach

Okaloosa Island

$1,030

per person

Jun 10 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Pensacola (PNS)

8.2/10 Very Good! (3,097 reviews)

Both pools were enjoyable. Room was small but great. Staff was amazing always nice and attentive. And the beach was clean and fun.

Reviewed on May 9, 2026

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How do I book the best Santa Rosa Island beach vacation packages?

Life’s a beach when you dive into our brilliant Santa Rosa Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Santa Rosa Island?

A rental steps from the shore creates an amazingly affordable Santa Rosa Island beach vacation. Seaside sojourns during low season start from $772. Prices and availability are subject to change. Additional terms may apply.

When should I book a Santa Rosa Island beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Santa Rosa Island?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Santa Rosa Island beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Santa Rosa Island vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Santa Rosa Island beach vacation deals?

Sort your search results by deals to delight in amazing Santa Rosa Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Santa Rosa Island beach trip with free cancellation and/or flexible dates?

Just like the Santa Rosa Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Santa Rosa Island beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Santa Rosa Island. (OK, maybe not that last part.)

Top Beach Santa Rosa Island Hotels

The Island Resort at Fort Walton Beach

Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL

24 min drive from Navarre Beach

This resort is a good choice for lounging by the shore on Fort Walton Beaches if you're searching for a Fort Walton Beach vacation. 2 outdoor pools, 2 restaurants, ...

8.2/10 Very Good! (3,117 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach umbrellas

Travelers say...

This is the farthest thing from a resort. No amenities other than a dirty pool. This property is falling apart. “Housekeeping” leaves towels in your room.. no beds are made - nothing is cleaned or wiped down. I wore shoes in the shower because it was so dirty. There were cockroaches in the lobby ...

Reviewed on May 9, 2026

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL

25 min drive from Navarre Beach

This hotel is the perfect choice for watching the sunset on Pensacola Beach Beaches if you're looking for a getaway in Pensacola Beach. Beach volleyball, an ...

9.6/10 Exceptional! (3,104 reviews)

Travelers like: on the beach, outdoor pool

Travelers say...

Room overlooking gulf.

Reviewed on May 9, 2026

Wyndham Garden Fort Walton Beach Destin

573 Santa Rosa Blvd Fort Walton Beach FL

22 min drive from Navarre Beach

This hotel is the perfect choice for catching some rays on Fort Walton Beaches if you're looking for a Fort Walton Beach vacation. Amenities at Wyndham Garden ...

8.2/10 Very Good! (2,299 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach umbrellas

Travelers say...

everything was great. you can't go wrong with this hotel. our room was clean; we had ocean view. staff was friendly and accommodating. we were initially put in a room on the 1st floor. room was fine, clean, except that it had a bunk bed in it, which made the room less spacious. so, we asked to be ...

Reviewed on May 9, 2026

See all 6,174 properties in Santa Rosa Island

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.