Santa Rosa Island Luxury Vacations

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Top Luxury vacation packages in Santa Rosa Island

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

Okaloosa Island
$602
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Pensacola (PNS)
8.2/10 Very Good! (3,442 reviews)
Our stay was just ok , nothing special

Reviewed on Aug 14, 2026

Portofino Island Resort

Portofino Island Resort

$908
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
8.8/10 Excellent! (493 reviews)
Pros: beautiful view, and the room was nice Cons: a/c issues twice had to move rooms. Website marketing was misleading - numerous dogs on property even though the website said otherwise, and my fiance is allergic to dogs so she had health issues most of the trip. When I messaged the resort about this issue and a possible departure and refund, the resort staff was very rude and the customer service was atrocious. Website advertises resort feel, however only 2 small restaurants and a tiny market. No adult areas or privacy opportunities aside from staying in your room. Room had no soundproof - while my fiancé was sick in bed from dog allergies from your property, we could hear all activity outside the room late at night, and clearly hear our neighbors fighting and slamming doors until 4am. Needless to say, the “resort” and every pool was packed and our only escape was back to our room. I would recommend Portofino island resort only to locals that are looking for a quick getaway with their kids.

Reviewed on Aug 10, 2026

 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
$705
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Pensacola (PNS)
9.6/10 Exceptional! (3,458 reviews)
Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

Villa Primera
$1,016
per person
Sep 14 - Sep 18
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
8.2/10 Very Good! (121 reviews)
Encantada con el lugar se los recomiendo y el precio aceptable valió la pena mi estancia en Beach club resort&spa. Un hotel bn ubicado y muy bonito. En verano volveré a repetir

Reviewed on Apr 20, 2026

Hilton Pensacola Beach

Hilton Pensacola Beach

$646
per person
Oct 17 - Oct 20
found 8 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
8.2/10 Very Good! (1,002 reviews)
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3 Night Luxury vacations in Santa Rosa Island

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

Okaloosa Island
$602
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Pensacola (PNS)
8.2/10 Very Good! (3,442 reviews)
Our stay was just ok , nothing special

Reviewed on Aug 14, 2026

Portofino Island Resort

Portofino Island Resort

$908
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
8.8/10 Excellent! (493 reviews)
Pros: beautiful view, and the room was nice Cons: a/c issues twice had to move rooms. Website marketing was misleading - numerous dogs on property even though the website said otherwise, and my fiance is allergic to dogs so she had health issues most of the trip. When I messaged the resort about this issue and a possible departure and refund, the resort staff was very rude and the customer service was atrocious. Website advertises resort feel, however only 2 small restaurants and a tiny market. No adult areas or privacy opportunities aside from staying in your room. Room had no soundproof - while my fiancé was sick in bed from dog allergies from your property, we could hear all activity outside the room late at night, and clearly hear our neighbors fighting and slamming doors until 4am. Needless to say, the “resort” and every pool was packed and our only escape was back to our room. I would recommend Portofino island resort only to locals that are looking for a quick getaway with their kids.

Reviewed on Aug 10, 2026

 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
$705
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Pensacola (PNS)
9.6/10 Exceptional! (3,458 reviews)
Don't see what you're looking for?
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4 Night Luxury vacations in Santa Rosa Island

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

Okaloosa Island
$619
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Pensacola (PNS)
8.2/10 Very Good! (3,442 reviews)
Our stay was just ok , nothing special

Reviewed on Aug 14, 2026

 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
$774
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
9.6/10 Exceptional! (3,458 reviews)
Portofino Island Resort

Portofino Island Resort

$1,186
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
8.8/10 Excellent! (493 reviews)
Pros: beautiful view, and the room was nice Cons: a/c issues twice had to move rooms. Website marketing was misleading - numerous dogs on property even though the website said otherwise, and my fiance is allergic to dogs so she had health issues most of the trip. When I messaged the resort about this issue and a possible departure and refund, the resort staff was very rude and the customer service was atrocious. Website advertises resort feel, however only 2 small restaurants and a tiny market. No adult areas or privacy opportunities aside from staying in your room. Room had no soundproof - while my fiancé was sick in bed from dog allergies from your property, we could hear all activity outside the room late at night, and clearly hear our neighbors fighting and slamming doors until 4am. Needless to say, the “resort” and every pool was packed and our only escape was back to our room. I would recommend Portofino island resort only to locals that are looking for a quick getaway with their kids.

Reviewed on Aug 10, 2026

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All you need to know about luxury vacations in Santa Rosa Island

What can I expect from a luxury Santa Rosa Island vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Santa Rosa Island vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Santa Rosa Island?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Santa Rosa Island luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $602. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Santa Rosa Island?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Santa Rosa Island with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Santa Rosa Island?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Santa Rosa Island with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Santa Rosa Island with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Santa Rosa Island Hotels

Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

18 Via De Luna Pensacola Beach FL
  • 24 min drive from Navarre Beach
Beach Club Resort Residence and Spa offers a luxury stay. Sought-after amenities at this aparthotel include a spa, an outdoor pool, and an indoor pool.
8.2/10 Very Good! (121 reviews)
"Encantada con el lugar se los recomiendo y el precio aceptable valió la pena mi estancia en Beach club resort&spa. Un hotel bn ubicado y muy bonito. En verano volveré a repetir"

Reviewed on Apr 20, 2026

Beach Club Resort Residence and Spa
Emerald Coast Inn And Suites

Emerald Coast Inn And Suites

1214 Miracle Strip Pkwy Se Fort Walton Beach FL
  • 23 min drive from Navarre Beach
Treat yourself to some luxurious accommodations at Emerald Coast Inn And Suites, where you can enjoy amenities like premium channels, flat-screen TVs, and ...
7.4/10 Good! (1,000 reviews)
"No working phone in room. Didn't feel entirely safe. Staff very accommodating."

Reviewed on Jul 1, 2022

Emerald Coast Inn And Suites
Fairfield Inn & Suites by Marriott Pensacola Beach

Fairfield Inn & Suites by Marriott Pensacola Beach

16 Via de Luna Dr Pensacola Beach FL
  • 24 min drive from Navarre Beach
Indulge in a luxury vacation at Fairfield Inn & Suites by Marriott Pensacola Beach. Popular amenities include 2 outdoor pools, 2 bars, and 2 hot tubs.
9.4/10 Exceptional! (1,428 reviews)
"This was our first family trip to Pensacola, and I sure am glad we chose Fairfield Inn & Suites. Check in was a breeze with the friendly staff, who accommodated us with an early check in since a room was available upon our arrival. The room was nice and clean which was a relief plus the ocean view ..."

Reviewed on Aug 15, 2026

Fairfield Inn & Suites by Marriott Pensacola Beach
See all 6,244 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.

Things to do

Shark Boat Destin Dolphin Watch and Sunset Cruise

Shark Boat Destin Dolphin Watch and Sunset Cruise

$38
per adult
Shark Boat Destin Dolphin Watch and Sunset Cruise
Screaming Eagle Speedboat Thrill Ride in Destin

Screaming Eagle Speedboat Thrill Ride in Destin

$68
per adult
Screaming Eagle Speedboat Thrill Ride in Destin
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$39
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
See all activities in Santa Rosa Island

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.