Santa Rosa Island Romantic Vacations 2026

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Top Romantic vacation packages in Santa Rosa Island

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

The Island Resort at Fort Walton Beach

Okaloosa Island

$430

per person

Dec 21 - Dec 24

found 14 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Pensacola (PNS)

8.2/10 Very Good! (3,724 reviews)

The Pensacola Beach Resort

Villa Sabine

$843

per person

Jan 4 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Cedar Rapids (CID) to Pensacola (PNS)

9.6/10 Exceptional! (3,663 reviews)

SpringHill Suites by Marriott Navarre Oceanfront

$551

per person

Nov 19 - Nov 22

just found

Roundtrip non-stop flight included

Louisville (SDF) to Pensacola (PNS)

8.6/10 Excellent! (1,020 reviews)

Our TV did not have cable working. That is the only complaint. However, we arrived one week after the hurricane hit and could not believe how well they had managed to get everything back to great condition! Will absolutely stay here again!

Reviewed on Oct 18, 2026

Hilton Pensacola Beach

$830

per person

Dec 20 - Dec 26

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Pensacola (PNS)

8.4/10 Very Good! (1,012 reviews)

Lovely view.

Reviewed on Oct 20, 2026

Beal House Fort Walton Beach, Tapestry Collection by Hilton

Okaloosa Island

$996

per person

Dec 20 - Dec 26

found 8 hours ago

Roundtrip non-stop flight included

Beckley (BKW) to Pensacola (PNS)

9/10 Wonderful! (1,006 reviews)

Beautiful hotel and great location.

Reviewed on Oct 19, 2026

Don't see what you're looking for?

See all available trips from Columbus to Santa Rosa Island

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3 Night Romantic vacations in Santa Rosa Island

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

The Island Resort at Fort Walton Beach

Okaloosa Island

$430

per person

Dec 21 - Dec 24

found 14 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Pensacola (PNS)

8.2/10 Very Good! (3,724 reviews)

The Pensacola Beach Resort

Villa Sabine

$497

per person

Jan 8 - Jan 11

found 9 hours ago

Roundtrip non-stop flight included

Houston (HOU) to Pensacola (PNS)

9.6/10 Exceptional! (3,663 reviews)

SpringHill Suites by Marriott Navarre Oceanfront

$551

per person

Nov 19 - Nov 22

just found

Roundtrip non-stop flight included

Louisville (SDF) to Pensacola (PNS)

8.6/10 Excellent! (1,020 reviews)

Reviewed on Oct 18, 2026

Don't see what you're looking for?

See all available trips from Columbus to Santa Rosa Island

View all trips

4 Night Romantic vacations in Santa Rosa Island

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

The Island Resort at Fort Walton Beach

Okaloosa Island

$695

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Pensacola (PNS)

8.2/10 Very Good! (3,724 reviews)

SpringHill Suites by Marriott Navarre Oceanfront

$808

per person

Dec 26 - Dec 30

found 16 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Pensacola (PNS)

8.6/10 Excellent! (1,020 reviews)

Reviewed on Oct 18, 2026

The Pensacola Beach Resort

Villa Sabine

$843

per person

Jan 4 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Cedar Rapids (CID) to Pensacola (PNS)

9.6/10 Exceptional! (3,663 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Santa Rosa Island

View all trips

How can I find the best Santa Rosa Island vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Santa Rosa Island romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Santa Rosa Island?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Santa Rosa Island?

Put a price on love with stunning deals for duos starting at just $430. Prices and availability are subject to change. Additional terms may apply.

Can I book Santa Rosa Island spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Santa Rosa Island?

To book a loved-up break in Santa Rosa Island, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

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

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Santa Rosa Island romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Santa Rosa Island Hotels

Wyndham Garden Fort Walton Beach Destin

573 Santa Rosa Blvd Fort Walton Beach FL

22 min drive from Navarre Beach

A hot tub, onsite dining, and a terrace await couples visiting this romantic hotel. The property also offers 2 outdoor pools, a bar, and a waterfront ...

Portofino Island Resort

10 Portofino Drive Pensacola Beach FL

19 min drive from Navarre Beach

A spa, al fresco dining, and a garden await couples visiting this romantic aparthotel. The property also offers jetted tubs, a hot tub, and a waterfront ...

PENTHOUSE 17th floor w. free Beach Service (chairs/umbrella) included!

Navarre FL

4 min walk from Navarre Beach

A garden and jetted tubs await at this romantic condo, which also offers a hot tub and a waterfront location.

See all 6,213 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.