Top Beach vacation packages in Santa Rosa Island

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

The Island Resort & Convention Center at Fort Walton Beach

Okaloosa Island

$567

per person

Dec 7 - Dec 11

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Pensacola (PNS)

8.2/10 Very Good! (3,754 reviews)

The Pensacola Beach Resort

Villa Sabine

$775

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Roanoke (ROA) to Pensacola (PNS)

9.6/10 Exceptional! (3,697 reviews)

Beautiful property in a great location. Taylor was great helping up check in. Will be back.

Reviewed on Nov 7, 2026

SpringHill Suites by Marriott Navarre Oceanfront

$698

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Pensacola (PNS)

8.6/10 Excellent! (1,042 reviews)

Will sat its ridiculous to pay parking fee when hotel fee and taxes are enormous

Reviewed on Nov 6, 2026

Portofino Island Resort

$1,059

per person

Jan 11 - Jan 15

found 20 hours ago

Roundtrip flight included

Chicago (ORD) to Pensacola (PNS)

8.8/10 Excellent! (504 reviews)

Hilton Pensacola Beach

$831

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Evansville (EVV) to Pensacola (PNS)

8.4/10 Very Good! (1,000 reviews)

The room had a beautiful view and clean and loved the pool and jacuzzi along with the beach bar. We rented chairs and an umbrella and enjoyed watching the waves and the colors of the gulf.

Reviewed on Nov 7, 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 Island Resort & Convention Center at Fort Walton Beach

Okaloosa Island

$516

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Pensacola (PNS)

8.2/10 Very Good! (3,754 reviews)

The Pensacola Beach Resort

Villa Sabine

$775

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Roanoke (ROA) to Pensacola (PNS)

9.6/10 Exceptional! (3,697 reviews)

Beautiful property in a great location. Taylor was great helping up check in. Will be back.

Reviewed on Nov 7, 2026

SpringHill Suites by Marriott Navarre Oceanfront

$541

per person

Jan 13 - Jan 16

found 17 hours ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Pensacola (PNS)

8.6/10 Excellent! (1,042 reviews)

Will sat its ridiculous to pay parking fee when hotel fee and taxes are enormous

Reviewed on Nov 6, 2026

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See all available trips from Columbus to Santa Rosa Island

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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

$546

per person

Dec 7 - Dec 11

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Pensacola (PNS)

9.2/10 Wonderful! (1,005 reviews)

Feel that the hotel is very clean but my room had a couch that had big dirty stains on it. I did not want to sit on that couch. Everything else was clean. I have mixed emotions with staff. Feel they were not friendly at all, helpful yeah, and don’t want to say they were rude, just that they almost had no expression in there faces (was weird), no demeanor and never greeted anyone with a hello, welcome, or anything else. To the exception of one staff in the entire hotel. I stayed there for 3 days and felt always the same, from the start of checking-in to check-out. Location is very good, has quick access to the beach, pool, but I don’t think I would stay there again if I was to return to that area, unfortunately. Overall, clean rooms, decent breakfast options, good location…

Reviewed on Nov 5, 2026

The Pensacola Beach Resort

Villa Sabine

$641

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pensacola (PNS)

9.6/10 Exceptional! (3,697 reviews)

Beautiful property in a great location. Taylor was great helping up check in. Will be back.

Reviewed on Nov 7, 2026

The Island Resort & Convention Center at Fort Walton Beach

Okaloosa Island

$567

per person

Dec 7 - Dec 11

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Pensacola (PNS)

8.2/10 Very Good! (3,754 reviews)

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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 $516. 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 Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL

25 min drive from Navarre Beach

Recharge at this spa hotel, a great choice for lounging by the shore on Pensacola Beach Beaches if you're looking for a getaway in Pensacola Beach. Beach volleyball, ...

9.6/10 Exceptional! (3,705 reviews)

Travelers like: on the beach, outdoor pool

Travelers say...

"Beautiful property in a great location. Taylor was great helping up check in. Will be back."

Reviewed on Nov 7, 2026

The Island Resort & Convention Center 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, 3 restaurants, ...

Paradise inn

21 Via De Luna Dr Pensacola Beach FL

23 min drive from Navarre Beach

Make the most of this fantastic location, as you'll be a short walk from Pensacola Beach Beaches when booking a stay at this motel. Amenities at Paradise inn ...

See all 6,194 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.