Search Santa Rosa Island Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Santa Rosa Island cottages

House (3 Bedrooms) | Interior

Dog-friendly Yard! Retreat 11 Mi to Destin & Beach

Dog-friendly Yard! Retreat 11 Mi to Destin & Beach
3.0 star property
Niceville
$464 nightly
The price is $521
Jun 6 - Jun 7
Total with taxes and fees
Dog-friendly Yard! Retreat 11 Mi to Destin & Beach
Property grounds

The Lemon Zest Cottage (Paws Welcome)

The Lemon Zest Cottage (Paws Welcome)
Pensacola
9.8 out of 10, Exceptional, (26 reviews)
"Wonderful stay that is pup friendly"
United States
Laura S.
$238 nightly
The price is $265
Jun 28 - Jun 29
Total with taxes and fees
The Lemon Zest Cottage (Paws Welcome)
Exterior

Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (6 reviews)
"Excellent facility for a stay in Pensacola. Host was extremely responsive and accommodating. Highly recommend for travel to Pensacola"
United States
Michael W.
$265 nightly
The price is $294
Jul 6 - Jul 7
Total with taxes and fees
Groovy Cottage in Downtown Pensacola, Pet Friendly
Outdoor dining

Waterfront Guest Studio Bungalow * Cottage Retreat

Waterfront Guest Studio Bungalow * Cottage Retreat
Shalimar
10.0 out of 10, Exceptional, (4 reviews)
"Clean rooms and really cute place. Close to airport and a short drive to the beaches!"
United States
Jaret T.
$338 nightly
The price is $374
Jun 7 - Jun 8
Total with taxes and fees
Waterfront Guest Studio Bungalow * Cottage Retreat
Exterior

Charming cottage in fabulous Pensacola just steps from the water with water view

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.8 out of 10, Exceptional, (12 reviews)
"This is a beautiful location on the bay with everything you need nearby very enjoyable and comfortable"
United States
Chelsea H.
$151 nightly
The price is $167
Jun 9 - Jun 10
Total with taxes and fees
Charming cottage in fabulous Pensacola just steps from the water with water view
Outdoor dining

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Downtown Pensacola
10.0 out of 10, Exceptional, (41 reviews)
"Good location close to downtown, clean, and everything was in good working order. Nice porch seating area."
United States
Jack R.
$178 nightly
The price is $197
Jun 9 - Jun 10
Total with taxes and fees
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Exterior

Simple & Affordable Studio minutes from NAS

Simple & Affordable Studio minutes from NAS
South Pensacola
10.0 out of 10, Exceptional, (3 reviews)
"Excellent valueFelt very safe"
United States
J G.
$145 nightly
The price is $145
Jun 9 - Jun 10
Total with taxes and fees
Simple & Affordable Studio minutes from NAS
Property grounds

Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot

Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot
Pensacola
10.0 out of 10, Exceptional, (174 reviews)
"The perfect place to stay! Loved the convenience of it. Seconds from the beach, grocery stores, restaurants and fun! The condo was gorgeous, clean, and provided everything we needed for our weekend."
United States
Brianna
$341 nightly
The price is $379
Jun 18 - Jun 19
Total with taxes and fees
Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot
Exterior

The Blake: Cottage in Historic Downtown Pensacola

The Blake: Cottage in Historic Downtown Pensacola
Seville Historic District
9.6 out of 10, Exceptional, (37 reviews)
"Very nice stay, highly recommend!!"
United States
Mike L.
$201 nightly
The price is $223
Jun 9 - Jun 10
Total with taxes and fees
The Blake: Cottage in Historic Downtown Pensacola
Exterior

Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
Southeast Pensacola
9.6 out of 10, Exceptional, (8 reviews)
"Quaint tiny cottage tucked away with a laid back vibe. Chickens to greet you and nice walks to several places like graffiti bridge, bayside views, restaurants and parks. "
United States
Shevonne
$176 nightly
The price is $195
Jun 7 - Jun 8
Total with taxes and fees
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
House (3 Bedrooms) | Front of property

4 Mi to NAS Pensacola! Family Getaway w/ Pool

4 Mi to NAS Pensacola! Family Getaway w/ Pool
3.0 star property
Navy Point
$376 nightly
The price is $420
Jun 21 - Jun 22
Total with taxes and fees
4 Mi to NAS Pensacola! Family Getaway w/ Pool
Exterior

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Milton
9.6 out of 10, Exceptional, (30 reviews)
"It was a little out of the way, but worth the trip. Stairs to bedrooms were a little narrow, but enjoyed my stay a great deal."
United States
Patrick H.
$275 nightly
The price is $305
Jul 6 - Jul 7
Total with taxes and fees
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Exterior

The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (58 reviews)
"A perfect cozy getaway for 2. The host was very friendly and responded promptly when we needed them. I would definitely stay here again."
United States
Toni P.
$221 nightly
The price is $245
Jun 22 - Jun 23
Total with taxes and fees
The Dutch Getaway
Exterior

Tropical Zen Garden & Cottage Oasis Bliss!

Tropical Zen Garden & Cottage Oasis Bliss!
Southeast Pensacola
10.0 out of 10, Exceptional, (69 reviews)
"It was so homey feeling & very clean"
United States
Jessica P.
$314 nightly
The price is $339
Jul 5 - Jul 6
Total with taxes and fees
Tropical Zen Garden & Cottage Oasis Bliss!
Exterior

The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (33 reviews)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
$199 nightly
The price is $221
Jun 14 - Jun 15
Total with taxes and fees
The Jesse: Cottage in Historic Downtown Pensacola
Exterior

Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL

Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL
Pensacola
10.0 out of 10, Exceptional, (204 reviews)
"House was beautiful. Everything was well explained. Would come back again."
United States
Jason
$323 nightly
The price is $358
Jun 7 - Jun 8
Total with taxes and fees
Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL
Exterior detail

Waterfront Cozy Cottage, Walk to restaurants, yet private waterfront retreat.

Waterfront Cozy Cottage, Walk to restaurants, yet private waterfront retreat.
Pensacola
$218 nightly
The price is $242
Jul 2 - Jul 3
Total with taxes and fees
Waterfront Cozy Cottage, Walk to restaurants, yet private waterfront retreat.
1 bedroom, iron/ironing board, free WiFi, bed sheets

Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (26 reviews)
"Great place in a beautiful neighborhood. Everthing we needed. Highly recommend "
United States
Mary A.
$176 nightly
The price is $195
Jul 6 - Jul 7
Total with taxes and fees
Charming cottage in Pensacola
Exterior

Midnight Oak: Cozy East Hill Cottage

Midnight Oak: Cozy East Hill Cottage
South Pensacola
10.0 out of 10, Exceptional, (1 review)
"If you’re looking for the perfect cozy getaway, Midnight Oak: Cozy East Hill Cottage absolutely delivers. The location was fantastic — close to everything while still feeling peaceful and relaxing. The cottage itself was spotless from top to bottom and had every amenity we could possibly need for a comfortable stay.What really stood out was the simplicity and charm of the space. It felt thoughtfully designed without being cluttered — warm, inviting, and incredibly easy to settle into. From the...
United States
J Wesley C.
$258 nightly
The price is $287
Jun 7 - Jun 8
Total with taxes and fees
Midnight Oak: Cozy East Hill Cottage
Exterior

Sum Beaches Paradise Cottage 4

Sum Beaches Paradise Cottage 4
Navarre
10.0 out of 10, Exceptional, (17 reviews)
"The place was great for our last minute trip. Really close to the beach."
United States
Matt G.
$359 nightly
The price is $396
Jun 7 - Jun 8
Total with taxes and fees
Sum Beaches Paradise Cottage 4
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Santa Rosa Island Hotel Reviews

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

8/10 Good
"The room was nice, though the bathroom was a bit small. A major highlight was the food truck—it was very good! I highly recommend the blackened grouper sandwich, and my granddaughter thoroughly enjoyed her smash burger. The staff members were also incredibly kind and helpful, especially when I forgot my room key. The beach is easily accessible from the property, which was a huge plus. My only critique is the breakfast buffet; while it was okay, the $25 per person price tag felt a little high for what was offered. Overall, a good stay!""
Sherry 5-night trip
Posted 1 hour ago
The Island Resort at Fort Walton Beach

Find out more about Santa Rosa Island

Santa Rosa Island Cottages information

Number of reviews
680
Accommodation
3 Cottages
Lowest Price
$145
Highest Price
$521

Frequently asked questions

Why book your cottage in Santa Rosa Island with Expedia?
Reserving a cottage in Santa Rosa Island is as simple as deciding on your travel dates and choosing an ideal place for a vacation in nature. From ritzy retreats to budget-friendly stays and cottages that have perks like a pool, Expedia has something for all traveler styles. As for epic deals? We've have them as well!
How can I find cheap cottages in Santa Rosa Island?
Expedia can help you easily locate cheap cottages in Santa Rosa Island. To book your dream stay in a few quick keystrokes, try out our convenient filter tool to tailor your search results by budget, amenities and star rating.

Explore a world of travel with Expedia