Holiday Homes in Santa Rosa Island

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Featured Holiday Homes in Santa Rosa Island

“Dolphin Watch” Amazing Gulf Front Home, Elevator, Kayak/Paddleboard!

9.8 out of 10, Exceptional, (108)
"This beautiful condo has a gorgeous view of the gulf and beautiful sunrises. The floor plan is excellent and the condo is well stocked with most of everything you need. We will definitely be coming back!"
“Dolphin Watch” Amazing Gulf Front Home, Elevator, Kayak/Paddleboard!

The perfect family vacation home! Get your Latitude Adjustment at the beach!

9.6 out of 10, Exceptional, (133)
"The home is spacious and in a great location! The only thing I would recommend is updating or cleaning the furniture and replacing the mattresses. "
The perfect family vacation home! Get your Latitude Adjustment at the beach!

Private Pool! 6/5 bedroom 3/2 baths Sleeps up to 19

9.2 out of 10, Wonderful, (80)
"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

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

2 bedroom Newly remodeled, walk to the Beach! Sleeps 6

9.2 out of 10, Wonderful, (15)
"Very good, clean and had all required amenities"
2 bedroom Newly remodeled, walk to the Beach! Sleeps 6

5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!

10.0 out of 10, Exceptional, (12)
"The host was very helpful with anything we needed and the house was perfect for our stay."
5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!

Gulf Front Home with Private Beach Crossover. Seagull

10.0 out of 10, Exceptional, (85)
"Loved the house and the location. There were a few minor things the screen to back sliding glass didn’t work, it would have been nice if the top was covered when it rains so you could sit out on deck and it got warm in the afternoons you couldn’t cut air down below 71 it would cut off it you did. "
Gulf Front Home with Private Beach Crossover. Seagull

Bright & updated townhouse with WiFi, deck, grill, & pool

8.6 out of 10, Excellent, (49)
"Had a great time. Very nice unit."
Bright & updated townhouse with WiFi, deck, grill, & pool

Three-Story, Beachfront Townhouse with Free WiFi, Full Kitchen, Furnished Decks

9.4 out of 10, Exceptional, (23)
"100% recommend, great location and great neighbors!! Will book again for sure"
Three-Story, Beachfront Townhouse with Free WiFi, Full Kitchen, Furnished Decks

Pensacola Beach house with deck views and steps from the Gulf of Mexico & Sound

10.0 out of 10, Exceptional, (30)
"We had a good stay. We love this location as it is steps from the Gulf and Sound. House was clean, kitchen had more than ample dishes, cookware, etc... the garage has so many toys for the beach, bikes, chairs it's nothing like any other rental we have booked. We had an issue with the heat while there and the owners took care of it quickly. We had a welcome basket upon arrival that was so thoughtful and a great touch! We enjoyed ourselves so much we are looking at dates to come back. Would...
Pensacola Beach house with deck views and steps from the Gulf of Mexico & Sound

Gulf Front Home w/ Separate Apt. on Ground Level. Sleeps 16. Pop's Promise

9.8 out of 10, Exceptional, (77)
"Great place right on the beach and comfortable for everyone. "
Gulf Front Home w/ Separate Apt. on Ground Level. Sleeps 16. Pop's Promise

Beach Front on the Gulf Side, 2B/2B Townhouse, PortSide Villas gated community

10.0 out of 10, Exceptional, (70)
"Easy access to the property. Plenty of room for 2 couples with separate rooms and attached bathrooms. The balcony facing the ocean was wonderful at night to see all the stars. Also nice to have coffee in the morning and just listen to the waves. Very quiet area and the beach was mostly empty. Very close to Peg Leg Petes for some Shipwrecks and Oysters... always outstanding. Also very close to Fort Pickens but we ran out of time. The property was very clean and had everything that we...
The price is AU$979
includes taxes & fees
5 Jan - 6 Jan 2025
Beach Front on the Gulf Side, 2B/2B Townhouse, PortSide Villas gated community

CBH A: Where summer is a state of mind: FREE BEACH SERVICE AND WIFI

9.0 out of 10, Wonderful, (26)
"This place is amazing. It was the perfect end to our road trip. It was a great location, clean and tidy. Although it doesnt look it, but it has an amazing shower!! We definitely wished we had longer than 4 nights so we'll definitely be back."
CBH A: Where summer is a state of mind: FREE BEACH SERVICE AND WIFI

Blissful Coastal Condo W/ Shared Pool, Ocean View, Easy Beach Access & WiFi

9.2 out of 10, Wonderful, (62)
"We had a family of 6 including 4 adults, 1 teen, and 1 pre-teen. The arrangement of the beds worked great for us, though a king size would be nice in the kitchen-level bedroom. The three bathrooms were well placed throughout the unit and a wonderful amenity for our large group, including one pregnant momma. The kitchen was well furnished enough for us to cook several of our own meals, though the non-stick frying pan should be replaced. The dining table that seats six was also wonderful for us...
Blissful Coastal Condo W/ Shared Pool, Ocean View, Easy Beach Access & WiFi

Steps from the Gulf and the Sound!! 3Bed 3 bath!

9.8 out of 10, Exceptional, (8)
"Perfect place to stay for a family looking for a relaxing getaway. The property is across the street from the boardwalk to the beach. It was so nice of the owners to have a wagon accessible in the garage for carrying items to the beach. Super helpful with chairs, coolers and beach bag! The neighborhood is quaint and quiet. We sat out on the deck every morning enjoying the peacefulness and the views. The property was well kept and had all basic needs. It was the perfect place to stay! "
The price is AU$808
includes taxes & fees
1 Jan - 2 Jan 2025
Steps from the Gulf and the Sound!! 3Bed 3 bath!

Incredible 4br/3ba Beach Front Town Home/Sleeps 12 @Regency Cabana w/ 2 Pools!

9.6 out of 10, Exceptional, (61)
"The townhome is beautiful and exactly as shown and described. We had everything we needed for our stay. It’s a quiet neighborhood but not a far drive to the restaurants and boardwalk. The views are beautiful. Check in and out was easy and the management company responded very promptly and kindly to any questions we had. I would definitely recommend for a family vacation. "
Incredible 4br/3ba Beach Front Town Home/Sleeps 12 @Regency Cabana w/ 2 Pools!

Relaxing Family Beach House - Brand New Construction!

10.0 out of 10, Exceptional, (5)
"This rental property is awesome! Everything was super clean and well kept. This was everything we expected and more! Our kiddos loved it and so did we! We highly recommend this property if you want the perfect get away but is still close to things to do!"
Relaxing Family Beach House - Brand New Construction!

Exquisite 2 Bdrm, 2 Bath, pet friendly Sound View Townhome on Navarre Beach!

9.8 out of 10, Exceptional, (7)
Exquisite 2 Bdrm, 2 Bath, pet friendly Sound View Townhome on Navarre Beach!

Relaxing Waterfront Beach Vacation Home- 2 minutes from the Beach!

9.0 out of 10, Wonderful, (2)
"We couldn’t be happier with our stay! Location was close enough to everything without the fast pace of everywhere else. My kids loved watching the dolphins from the living room. Having more then one shower was very convient for a family of 5 washing salt water off! We will be back next summer!!"
Relaxing Waterfront Beach Vacation Home- 2 minutes from the Beach!

MONTHLY WINTER GETAWAY! 4 Bed, 2 Bath Gulf View Pet Friendly Home - Sleeps 8

9.4 out of 10, Exceptional, (3)
MONTHLY WINTER GETAWAY! 4 Bed, 2 Bath Gulf View Pet Friendly Home - 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 property types in Santa Rosa Island

Beachfront condo with pool, central AC, & washer/dryer - snowbirds welcome

9.2 out of 10, Wonderful, (105)
"Overall the property was very satisfactory. Clean rugs would have made it excellent. "
The price is AU$485
includes taxes & fees
2 Jan - 3 Jan 2025
Beachfront condo with pool, central AC, & washer/dryer - snowbirds welcome

Portofino Island Resort

4.0 star property
8.8 out of 10, Excellent, (460)
"Clean, excellent amenities, DoorDash available "
Portofino Island Resort

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!
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.