Santa Rosa Island Holiday Rentals

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Holiday Rentals in Santa Rosa Island

Portofino Island Resort
4.0 star property
8.8 out of 10, Excellent, (460)
"Clean, excellent amenities, DoorDash available "
Portofino Island Resort
Beachfront condo with pool, central AC, & washer/dryer - snowbirds welcome
9.2 out of 10, Wonderful, (102)
"The condo was beautiful in a beautiful, quiet area. "
The price is AU$470
includes taxes & fees
26 Nov - 27 Nov
Beachfront condo with pool, central AC, & washer/dryer - snowbirds welcome
Beautiful Gulf Front Complex,White Sandy Beaches, private pool, Paradise Awaits!
9.8 out of 10, Exceptional, (107)
"The perfect place to get away. Everything you could need was thought of. Beautifully decorated. A cozy home away from home...with an amazing beach just a short walk away. The hosts were wonderful with quick responses for a few questions I had. Loved everything about our stay here!"
Beautiful Gulf Front Complex,White Sandy Beaches, private pool, Paradise Awaits!
Pensacola Beach Condo with a Great View! Free WiFi,Private beach and Pool.
9.6 out of 10, Exceptional, (191)
"I love to sit on the dock and fish and this place was perfect. Very very nice view and close to everything. 33 stairs gave us all a workout but they were worth it. "
Pensacola Beach Condo with a Great View! Free WiFi,Private beach and Pool.
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
10.0 out of 10, Exceptional, (221)
"Accurate description of property, beautiful location and great hospitality. "
The price is AU$671
includes taxes & fees
23 Nov - 24 Nov
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
Gulf Front Studio in Caribbean Resort With Pool. Link to the Beach.
9.8 out of 10, Exceptional, (19)
"We came down to be with family who had rented in same resort but wanted our own space. This worked out perfectly. Room was clean, bed was comfortable and we had all we needed. Hosts were amazing and responded quickly to any questions. 10/10. "
Gulf Front Studio in Caribbean Resort With Pool. Link to the Beach.
Panoramic ocean views and watch the dolphins play from your private balcony.
10.0 out of 10, Exceptional, (60)
"Owner is very sweet and easy to communicate with! Check in was SO easy and parking very accessible. We didn’t utilize the pool but the pool looks very nice - the condo is great & I definitely plan on renting it out again in the future. Beach is right across the street with available parking to bring your beach chairs etc down easily & the view from the patio is very nice. The building is clean and quiet. Beds very comfortable and the towels are so soft. The jacuzzi bath tub is phenomenal! "
Panoramic ocean views and watch the dolphins play from your private balcony.
✨Beach Front-Top Floor Gulf Views-Upscale Furnishings-1BR Seahorse R✨
9.8 out of 10, Exceptional, (35)
"Relaxing, peaceful, restoring to body and soul."
✨Beach Front-Top Floor Gulf Views-Upscale Furnishings-1BR Seahorse R✨
La Margarita |Recently Updated 2BR Townhome |End Unit |Huge Open Deck |Short Walk To The Beach
9.8 out of 10, Exceptional, (31)
"We enjoyed the stay overall. The lack of a working light near the entrance was a negative as we had to leave at 4am to catch our flight home and could barely see to get down the steps to our car with all our luggage etc. It’s easy to replace a light bulb. Deck was great. Kitchen and bathrooms were great! Paw prints and black dog hair on the two white couches in the main living area are a thumbs down for us….overall I’d give the verbo an “8”"
La Margarita |Recently Updated 2BR Townhome |End Unit |Huge Open Deck |Short Walk To The Beach
Great location and the best views!
8.8 out of 10, Excellent, (11)
"This condo is just about perfect. Front gate leads you to the elevator, which takes you right next to this condo. Spacious, beautifully decorated, large balcony looking over the Sabine Bay. Within walking distance to anything you want to do. Only bad mark is the bed in the main bedroom is extremely noisy. It's so bad, you don't even want to move in it. Also, the pool was just too cold to get in, and the weather was in the high 80's all week."
Great location and the best views!
2 bedroom on beach front!! Book now!
9.4 out of 10, Exceptional, (84)
"This property is great. Great location, no wait for elevators, and a relaxing beach. We will be back. "
2 bedroom on beach front!! Book now!
1684 Calle Bonita - 3 Bedroom/2.5 Bath Townhome....Just Steps From The Ocean!
9.8 out of 10, Exceptional, (99)
"The owner was extremely helpful and responsive with all questions and requests. Very convenient location and easy to get to the beach. "
1684 Calle Bonita - 3 Bedroom/2.5 Bath Townhome....Just Steps From The Ocean!
VITAMIN SEA-SEASIDE NEW CONSTRUCTION VACATION RENTAL - FAMILY FRIENDLY
9.8 out of 10, Exceptional, (94)
"This beautiful house is perfect for family’s and friends. It has 5 nice bedrooms with balconies and great views. I highly recommend The Vitamin Sea!"
VITAMIN SEA-SEASIDE NEW CONSTRUCTION VACATION RENTAL - FAMILY FRIENDLY
Quiet Beach Getaway! Extra Amenities! Lowest Rates of the Season!!!
10.0 out of 10, Exceptional, (83)
"Super cute and conveniently located!"
Quiet Beach Getaway! Extra Amenities! Lowest Rates of the Season!!!
Affordable Gulf View Condo w/ Pool!
9.8 out of 10, Exceptional, (33)
"It was a great place to stay. Our family enjoyed it."
Affordable Gulf View Condo w/ Pool!
Private Pool! 6/5 bedroom 3/2 baths Sleeps up to 19
9.4 out of 10, Exceptional, (78)
"This is a steal for the price! We spent a week here, and it definitely had everything we needed. There were a few things I had questioned and the host was amazing at responding and fixing any issues( the kids didn’t rinse off before getting in the pool so it became cloudy) he was very nice and made sure that we had everything we needed for our trip! The only thing that I could possibly say and it would be more of a suggestion than anything, maybe hang some string lights outside while you are...
Private Pool! 6/5 bedroom 3/2 baths Sleeps up to 19
Luxorious, gulf view, FREE Beach service, 10% off weekly rate, heated pool !!!
9.8 out of 10, Exceptional, (103)
"We enjoyed our time with spent at the condo. It was very clean, in a great location. We had everything we needed for our stay. The only thing we had to get was our groceries. Would recommend it to anyone that is looking for a great place to stay. We will come again. "
Luxorious, gulf view, FREE Beach service, 10% off weekly rate, heated pool !!!
Beautiful Townhouse on the Sugar White Sands of Pensacola Beach, Fla
9.2 out of 10, Wonderful, (93)
"Had a great time! Townhouse was awesome, very clean, quiet and relaxing. Reasonably close to boardwalk, restaurants etc. Highly recommended "
Beautiful Townhouse on the Sugar White Sands of Pensacola Beach, Fla
Beautiful Cozy Beach Cottage, 1 block to beach, west of hotels, easy access
9.8 out of 10, Exceptional, (161)
"Nice quiet safe neighborhood. I was well accommodated. Property host very helpful and kind. Would like to stay there again."
Beautiful Cozy Beach Cottage, 1 block to beach, west of hotels, easy access
Beachview Beachin': The Perfect Pool & Beach Vacation Destination! Sleeps 8!
10.0 out of 10, Exceptional, (129)
"Property was very nice. Extremely clean. Loved all the extra touches like the welcome basket and personal note that was left for us. We brought towels and beach chairs but the fact that we didn’t actually have to because they had those things available at the condo just meant a lot. Can’t wait to come back in October 2025."
Beachview Beachin': The Perfect Pool & Beach Vacation Destination! Sleeps 8!
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.
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Other types of properties in Santa Rosa Island you may be interested in

The Island Resort at Fort Walton Beach
4.0 star property
8.4 out of 10, Very good, (2280)
"I love the amenities. "
The price is AU$195
includes taxes & fees
24 Nov - 25 Nov
The Island Resort at Fort Walton Beach
Surf & Sand Hotel
2.0 star property
8.8 out of 10, Excellent, (1986)
"Easy, clean and convenient "
The price is AU$112
includes taxes & fees
26 Nov - 27 Nov
Surf & Sand Hotel
The Pensacola Beach Resort
4.0 star property
9.0 out of 10, Wonderful, (1848)
"Beautiful Hotel. Great staff!"
The price is AU$209
includes taxes & fees
2 Dec - 3 Dec
The Pensacola Beach Resort
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.
Beautiful view of the beach with palm trees

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