Santa Rosa Island Holiday Rentals, Florida: Private House Rentals

A sandy beach path with wooden fences and tall grasses.

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Go beyond your typical stay in Santa Rosa Island

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Our top choices for Santa Rosa Island hotels

In-room safe, desk, iron/ironing board, free WiFi

1. Wavecrest Lodge

Okaloosa Island

Amber

3.306.361 ₫

3.736.188 ₫ total

includes taxes & fees

13 Sept - 14 Sept

36-inch flat-screen TV with premium TV channels, TV

2. Sundrift Inn

Okaloosa Island

3.294.201 ₫

3.722.447 ₫ total

includes taxes & fees

18 Sept - 19 Sept

Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers

On the beach, white sand, beach volleyball, surfing

3. The Pensacola Beach Resort

Villa Sabine

Kory

5.375.088 ₫

6.157.163 ₫ total

includes taxes & fees

7 Sept - 8 Sept

Room, 1 King Bed (Upper Floor) | Desk, blackout curtains, iron/ironing board, free WiFi

4. Surf & Sand Hotel

Pensacola Beach

Diana Lucia Vasiliana

3.264.484 ₫

3.849.880 ₫ total

includes taxes & fees

8 Sept - 9 Sept

32-inch flat-screen TV with satellite channels, TV

Suite, 1 King Bed, Balcony | Terrace/patio

5. Holiday Inn Express Pensacola Beach by IHG

Villa Sabine

Karran

5.894.080 ₫

6.743.506 ₫ total

includes taxes & fees

13 Sept - 14 Sept

Basic Room, Bay View | Free WiFi, bed sheets

Basic Triple Room, Bay View | Water view

Basic Double Room, Non Smoking | Free WiFi, bed sheets

6. Paradise inn

Pensacola Beach

Ken

3.520.565 ₫

4.005.699 ₫ total

includes taxes & fees

4 Oct - 5 Oct

3 bars/lounges, swim-up bar, poolside bar, beach bar

Premium bedding, pillow-top beds, desk, blackout curtains

7. The Island Resort at Fort Walton Beach

Okaloosa Island

Dwight

3.162.185 ₫

4.522.777 ₫ total

includes taxes & fees

30 Sept - 1 Oct

On the beach, white sand, sun-loungers, beach umbrellas

Suite, Multiple Beds (Penthouse) | Iron/ironing board (on request), free cots/infant beds, free WiFi

Iron/ironing board (on request), free cots/infant beds, free WiFi

Suite, 1 King Bed (Bahama, Gulf View) | Iron/ironing board (on request), free cots/infant beds, free WiFi

8. Wyndham Garden Fort Walton Beach Destin

Okaloosa Island

Emily

3.416.096 ₫

3.860.188 ₫ total

includes taxes & fees

20 Sept - 21 Sept

Two Queen Beds, Gulf View With Balcony, Non-Smoking | View from room

Premium bedding, down duvets, in-room safe, desk

2 outdoor pools, a heated pool, pool umbrellas, pool loungers

One King Bed, Gulf View With Balcony, Non-Smoking | Premium bedding, down duvets, in-room safe, desk

9. Hampton Inn Pensacola Beach

Pensacola Beach

Patricia

3.748.547 ₫

4.288.713 ₫ total

includes taxes & fees

28 Sept - 29 Sept

Premium bedding, desk, laptop workspace, blackout curtains

10. SpringHill Suites by Marriott Navarre Oceanfront

Navarre

Michelle

5.258.664 ₫

5.889.704 ₫ total

includes taxes & fees

7 Sept - 8 Sept

On the beach, white sand, beach towels, beach bar

11. Fairfield Inn & Suites by Marriott Pensacola Beach

Pensacola Beach

Aneta

4.633.112 ₫

5.300.742 ₫ total

includes taxes & fees

13 Sept - 14 Sept

Indoor pool, outdoor pool, pool umbrellas, pool loungers

12. Hilton Garden Inn Ft. Walton Beach

Okaloosa Island

Kevin

4.257.299 ₫

4.949.110 ₫ total

includes taxes & fees

13 Sept - 14 Sept

Standard Room, 2 Queen Beds, Ocean View | Beach/ocean view

13. Holiday Inn Resort Fort Walton Beach by IHG

Okaloosa Island

Rhonda

5.532.140 ₫

6.431.112 ₫ total

includes taxes & fees

8 Sept - 9 Sept

Premium bedding, in-room safe, laptop workspace, blackout curtains

Beach views, serves lunch, dinner and happy hour

14. Four Points by Sheraton Destin-Fort Walton Beach

Okaloosa Island

Juan L

3.992.535 ₫

5.248.749 ₫ total

includes taxes & fees

7 Sept - 8 Sept

15. Beal House Fort Walton Beach, Tapestry Collection by Hilton

Okaloosa Island

Constance

3.541.925 ₫

4.002.376 ₫ total

includes taxes & fees

1 Oct - 2 Oct

Suite, 2 Bedrooms | In-room safe, desk, iron/ironing board, free cots/infant beds

In-room safe, desk, iron/ironing board, free cots/infant beds

Indoor pool, 2 outdoor pools, pool cabanas (surcharge), pool loungers

16. Hilton Pensacola Beach

Pensacola Beach

Kendra

4.413.969 ₫

5.050.022 ₫ total

includes taxes & fees

13 Sept - 14 Sept

17. Pensacola Beach Home: 1 Block to Beach Access

Toilla Segunda

3.912.000 ₫

10.035.845 ₫ total

includes taxes & fees

21 Sept - 22 Sept

Classic Condo, 2 Bedrooms, Balcony | Private kitchen | Coffee/tea maker, fridge, microwave, oven

Indoor pool, 3 outdoor pools, open 9:00 AM to 10:00 PM, pool loungers

18. 5 Portofino 1106

Pensacola Beach

Julie

6.445.465 ₫

25.892.764 ₫ total

includes taxes & fees

16 Sept - 17 Sept

In-room safe, desk, laptop workspace, blackout curtains

Room, 2 Queen Beds, Pool View | View from room

19. Hampton Inn Ft. Walton Beach

Okaloosa Island

Robert

3.713.270 ₫

4.195.995 ₫ total

includes taxes & fees

1 Oct - 2 Oct

Studio, 1 King Bed with Sofa bed, Pool View (Balcony) | View from room

Family Suite, 1 Double Bed, Balcony (View) | 1 bedroom, in-room safe, iron/ironing board, free WiFi

1 bedroom, in-room safe, iron/ironing board, free WiFi

20. SpringHill Suites Pensacola Beach

Pensacola Beach

Angela

5.271.190 ₫

5.930.089 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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Holiday Rentals in Santa Rosa Island

Condo

Pelican Isle by Southern Vacation Rentals

Okaloosa Island

"The property was quiet and super close to lots of things. The view of the ocean was perfect! Very clean!"

Aparthotel

Deluxe 3 Bedrooms 3.5 Bath Condo, Waterview | Private kitchen | Coffee/tea maker, fridge, microwave, oven

Deluxe 2 Bedrooms 2.5 Bath Condo, Waterview | Balcony

Deluxe 3 Bedrooms 3.5 Bath Condo, Waterview | Living area | TV, DVD player

Portofino Island Resort

Pensacola Beach

"Great place"

Aparthotel

Beach nearby, white sand, sun-loungers, beach umbrellas

Condo, 2 Bedrooms, Beach View, Beachfront (Beach Chairs Included) | Private kitchen | Coffee/tea maker, fridge, microwave, oven

Beach Club Resort Residence and Spa

Villa Primera

"Great place to stay!"

Apartment

Walk to Okaloosa Island Beach: Coastal Condo!

Okaloosa Island

"Very clean and nice walk to the beach!"

Condo

Gulf Island 532

Navarre

"Very late check-in was an inconvenience. No written instructions for WiFi or anything and not even one coffee filter to get us through the first morning — all seemed low level for this rental price point. The exterior is inhospitable and knowing we’d be on the 3rd floor without an elevator for luggage was a surprise. And the serious warnings in the contract felt as if I needed legal advice. This condo is a corner cutting business first— so don’t expect any warmth or welcome packet."

Condo

Condo, 2 Bedrooms | Private kitchen | Coffee/tea maker, fridge, microwave, toaster

Recently renovated 2 bedroom Short walk to the beach Condo by RedAwning

Okaloosa Island

Condo

Condo, Multiple Beds, Balcony, Ocean View (#134 - No Pets) | Interior

Condo, Multiple Beds, Balcony (#224 - No Pets) | Property grounds

Gulf Island by Southern Vacation Rentals

Navarre

"Great location!"

Apartment

Apartment (2 Bedrooms) | Front of property

Bayfront Pensacola Beach Condo w/ Pool & Elevator

Pensacola Beach

"The place was great and the owners easy to get to. There were a few minor issues nothing serious those were the only reason I stopped a 4 stars. More like 4.5 stars. Would visit again."

Condo

5 Portofino 1106

Pensacola Beach

"The resort amenities and view were great. The only negative was the mattress in the master bedroom was quite hard. The kitchen could have had more dishes and a wine bottle opener and a lamp in the living room. Other than that we had a great time! The pools were fabulous!"

Condo

Condo, Multiple Beds, Balcony, Ocean View (#210 - No Pets) | Private kitchen | Coffee/tea maker

Sea Oats by Southern Vacation Rentals

Okaloosa Island

"Everything very clean ! "

Condo

Signature Condo, 2 Bedrooms, Non Smoking, Bay View | Balcony view

Baywatch F-3

Pensacola Beach

"The floor was filthy. There was sand everywhere. The washer and dryer need proper maintenance performed. It took several cycles to get the laundry clean and dry. The kitchen did not have everything necessary to cook and the dishes had not been washed prior to our arrival. The hot water heater is in need of either a good cleaning or repairs as the hot water only lasted a few moments before running out. There was no extra bedding for the pull out sofa bed. It was inconvenient for us to have to...

Condo

Condo, Multiple Beds, Balcony, Ocean View (#705 - No Pets) | 2 bedrooms, free WiFi, individually decorated, individually furnished

The Pearl of Navarre by Southern Vacation Rentals

Navarre

"Will definitely be coming back!"

Condo

Condo, Multiple Beds, Balcony, Ocean View (#403 East - No Pets) | Private kitchen | Coffee/tea maker, fridge, microwave, oven

Gulf Dunes by Southern Vacation Rentals

Okaloosa Island

"Great place to stay "

Holiday Home

House, Multiple Beds, Balcony, Partial Sea View | Living area | TV

House, Multiple Beds, Balcony, Partial Sea View | Interior

Tranquility Base by Southern Vacation Rentals

Navarre

"our first time visiting the beach. This was a great location. quiet neighborhood. really enjoyed this section of the beach, and Tranquility was a five minute walk or two minute drive to the public beach access. Super comfy and plenty of room for our family of 4. good WiFi. could’ve used an extra blanket i guess. it became an even better place to relax when we found out our place back home suffered some damage from a tornado. would definitely recommend it."

Condo

Baywatch C8

Pensacola Beach

"Very nice will be returning"

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Stay near popular Santa Rosa Island attractions

A pier with green supports extending into turquoise water.

Navarre Beach

9.6/10 (1,114 reviews)

Navarre Beach dazzles with pristine sugar-white sands and emerald waters along Florida's Gulf Coast. Explore the longest fishing pier in Florida or snorkel the Marine Sanctuary's underwater ecosystem.

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A beach with white sand and tall grasses leading to the ocean.

Pensacola Beach Beaches

9.6/10 (2,160 reviews)

Sink your toes into Pensacola Beach's legendary sugar-white sands along emerald Gulf waters. Explore the vibrant beachfront scene or find serenity in the adjacent Gulf Islands National Seashore preserves.

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A beach with waves, a pier, and a clear sky.

Okaloosa Island Beach

9.4/10 (240 reviews)

Okaloosa Island Beach captivates with powdery white sands and striking emerald waters along Florida's Gulf Coast. Enjoy premium seafood at the Boardwalk restaurants after a day of sunbathing and gentle waves.

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A beach with a white frisbee, a pier in the background, and footprints in the sand.

Fort Walton Beaches

9.4/10 (821 reviews)

Why not spend a lazy afternoon at Fort Walton Beaches during your trip to Fort Walton Beach? Wander through the beautiful beaches and seaside in this relaxing area.

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A historic brick staircase leading up to an arched bridge.

Fort Pickens

9.2/10 (1,165 reviews)

This Civil War-era fort showcases 19th-century military engineering through brick corridors and gun batteries. Explore its storied past while enjoying the surrounding Gulf Islands National Seashore.

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A wooden pier extending into a body of water with a cloudy sky above.

Pensacola Beach Boardwalk

8.8/10 (928 reviews)

This Gulf Coast hub combines waterfront dining with boutique shopping along a lively promenade. Enjoy fresh seafood at sunset or catch live music while overlooking Quietwater Beach's calm waters.

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A coastal road with beach huts and a parking area.

Opal Beach

8.8/10 (314 reviews)

Pristine white sands and crystal-clear waters define this tranquil stretch of Gulf Islands National Seashore. Enjoy the peaceful atmosphere with convenient amenities like picnic shelters and outdoor showers.

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A pier extending into the ocean with waves crashing against it.

Pensacola Beach Gulf Pier

9.0/10 (2,289 reviews)

Extending 1,470 feet into the Gulf of Mexico, this pier offers exceptional fishing without a boat. Spot dolphins and rays while enjoying panoramic views of emerald waters and breathtaking sunsets.

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Learn more about Santa Rosa Island

Explore the seaside area of Santa Rosa Island—beaches, fishing spots and popular sights like Navarre Beach.

See all hotels in Santa Rosa Island

Top Santa Rosa Island Hotel Reviews

Four Points by Sheraton Destin-Fort Walton Beach

10/10 Excellent

"The rooms were very nice and clean. The breakfast was so delicious. Everything was excellent. Staff were very friendly and kind. Will definitely book this hotel again."

Wyndham Garden Fort Walton Beach Destin

10/10 Excellent

"It’s nice"

SpringHill Suites by Marriott Navarre Oceanfront

10/10 Excellent

"Loved the property. Outstanding customer service and clean rooms. The only downside was that the pool was closed in the Sunday when we were there. Would have liked to experience the pool."

The Island Resort at Fort Walton Beach

10/10 Excellent

"It was a great view! We enjoyed the beach and the pool as well! We had a noisy neighbor and staff took care of it right away!"

Wavecrest Lodge

10/10 Excellent

"Great property, clean. Staff is great."

Paradise inn

10/10 Excellent

"Clean basic room right on the sound. The bar/restaurant right on property was awesome!"

Hampton Inn Pensacola Beach

10/10 Excellent

"Aileen checked me in. She was so friendly and helpful. We stayed in a very spacious ocean facing room with a great balcony that has 2 chairs and a side table. The sheets were crisp and white. The beds were comfy and each one had 4 pillows. The air conditioner worked very very well.... cold sleepers unite :) . The toiletries were light on scent and family friendly . The 2 pools and outside deck was spotless. The breakfast buffet had a great variety.... and I'll say it.... it beats the marriot fairfield inn spread any day! You'll thank me if you are traveling with kids."

Hilton Garden Inn Ft. Walton Beach

10/10 Excellent

"Our 3rd this stay this year was above and beyond!! This Hilton is absolutely the better of any others we’ve stayed. Thank you for all your hospitality!!"

Sundrift Inn

10/10 Excellent

"convenient, clean"