Santa Rosa Island long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Santa Rosa Island. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Santa Rosa Island are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Santa Rosa Island
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:28 Sept - 26 Oct
Image gallery for Beautiful Beachfront Condo, 3BR/3BA
8.88.8 out of 10, Excellent, (123 reviews)
Excellent
(123 reviews)
Beautiful Beachfront Condo, 3BR/3BA
Pensacola Beach
8% off
Price is AU$13,815
AU$13,815
for 28 nights, 1 apartment
AU$493 per night
includes taxes & fees
Image gallery for Pensacola Beach Secret, Luxurious Island Townhome, 3BR/2.5b
9.69.6 out of 10, Exceptional, (108 reviews)
Exceptional
(108 reviews)
Pensacola Beach Secret, Luxurious Island Townhome, 3BR/2.5b
Pensacola Beach
12% off
Price is AU$15,024
AU$15,024
for 28 nights, 1 home
AU$537 per night
includes taxes & fees
Image gallery for Sand Dollar W204 Inexpensive Bayfront Escape! 2,3 & 4-Night Getaways
9.69.6 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)
Sand Dollar W204 Inexpensive Bayfront Escape! 2,3 & 4-Night Getaways
Pensacola Beach
8% off
Price is AU$8,760
AU$8,760
for 28 nights, 1 apartment
AU$313 per night
includes taxes & fees
Image gallery for Sabine 4D Waterfront Condo Sleeps 6, Corner Unit - Pool
1010 out of 10, Exceptional, (88 reviews)
Exceptional
(88 reviews)
Sabine 4D Waterfront Condo Sleeps 6, Corner Unit - Pool
Pensacola Beach
8% off
Price is AU$13,204
AU$13,204
for 28 nights, 1 apartment
AU$472 per night
includes taxes & fees
Image gallery for Steps from the Sugar White Sand Beaches!
9.49.4 out of 10, Exceptional, (65 reviews)
Exceptional
(65 reviews)
Steps from the Sugar White Sand Beaches!
Pensacola Beach
8% off
Price is AU$14,207
AU$14,207
for 28 nights, 1 home
AU$507 per night
includes taxes & fees
Image gallery for Condo on Bay, Steps to Gulf
1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Condo on Bay, Steps to Gulf
Pensacola Beach
16% off
Price is AU$16,741
AU$16,741
for 28 nights, 1 apartment
AU$598 per night
includes taxes & fees
Image gallery for Updated ROOMY 3 bedroom Waterview w/Pool Sleeps 9 -Pool, Pier, Tennis/Pickleball
1010 out of 10, Exceptional, (80 reviews)
Exceptional
(80 reviews)
Updated ROOMY 3 bedroom Waterview w/Pool Sleeps 9 -Pool, Pier, Tennis/Pickleball
Pensacola Beach
8% off
Price is AU$15,875
AU$15,875
for 28 nights, 1 home
AU$567 per night
includes taxes & fees
Image gallery for Regency Towers 703 West Tower large balcony- It’s Time to Book your Vacation!
1010 out of 10, Exceptional, (141 reviews)
Exceptional
(141 reviews)
Regency Towers 703 West Tower large balcony- It’s Time to Book your Vacation!
Pensacola Beach
8% off
Price is AU$13,502
AU$13,502
for 28 nights, 1 apartment
AU$482 per night
includes taxes & fees
Image gallery for Gulf Island Condo - third floor, sound views, walk to the beach
1010 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
Gulf Island Condo - third floor, sound views, walk to the beach
Navarre
20% off
Price is AU$3,568
AU$3,568
for 28 nights, 1 apartment
AU$127 per night
includes taxes & fees
Image gallery for ~OVERLOOK THE GULF FROM THE 12TH FL~TURQUOISE WATERS ARE CALLING~ `
9.69.6 out of 10, Exceptional, (111 reviews)
Exceptional
(111 reviews)
~OVERLOOK THE GULF FROM THE 12TH FL~TURQUOISE WATERS ARE CALLING~ `
Navarre
24% off
Price is AU$11,846
AU$11,846
for 28 nights, 1 apartment
AU$423 per night
includes taxes & fees
Image gallery for FREE Beach Chairs, GULF FRONT, Common Pool/Hot Tub, VIEWS!, Wrap around balcony
9.69.6 out of 10, Exceptional, (115 reviews)
Exceptional
(115 reviews)
FREE Beach Chairs, GULF FRONT, Common Pool/Hot Tub, VIEWS!, Wrap around balcony
Navarre
8% off
Price is AU$12,797
AU$12,797
for 28 nights, 1 apartment
AU$457 per night
includes taxes & fees
Image gallery for South Harbor Condo, Breathtaking Views from the Terrace
1010 out of 10, Exceptional, (50 reviews)
Exceptional
(50 reviews)
South Harbor Condo, Breathtaking Views from the Terrace
Pensacola Beach
8% off
Price is AU$12,695
AU$12,695
for 28 nights, 1 apartment
AU$453 per night
includes taxes & fees
Image gallery for El Matador 510 – Sailaway Shores | 2BR, 2BA Condo | Steps to Beach | Sleeps 8 | Free Activities!
8.08.0 out of 10, Very good, (1 review)
Very good
(1 review)
El Matador 510 – Sailaway Shores | 2BR, 2BA Condo | Steps to Beach | Sleeps 8 | Free Activities!
Fort Walton Beach
7% off
Price is AU$8,455
AU$8,455
for 28 nights, 1 apartment
AU$302 per night
includes taxes & fees
Image gallery for 1-bedroom guest apartment with AC, steps from the beautiful Pensacola Beach
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
1-bedroom guest apartment with AC, steps from the beautiful Pensacola Beach
Pensacola Beach
8% off
Price is AU$8,761
AU$8,761
for 28 nights, 1 apartment
AU$313 per night
includes taxes & fees
Image gallery for Okaloosa Island, Beach Service Included, Emerald Isle 206
9.69.6 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
Okaloosa Island, Beach Service Included, Emerald Isle 206
Fort Walton Beach
20% off
Price is AU$7,717
AU$7,717
for 28 nights, 1 apartment
AU$276 per night
includes taxes & fees
Image gallery for Cozy 2-bedroom beach condo on fabulous Okaloosa Island
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Cozy 2-bedroom beach condo on fabulous Okaloosa Island
Fort Walton Beach
8% off
Price is AU$10,816
AU$10,816
for 28 nights, 1 apartment
AU$386 per night
includes taxes & fees
Image gallery for After Dune Delight Posh Luxury Outstanding Gulf & Sound Views 5-Star Rated Condo
1010 out of 10, Exceptional, (102 reviews)
Exceptional
(102 reviews)
After Dune Delight Posh Luxury Outstanding Gulf & Sound Views 5-Star Rated Condo
Pensacola Beach
7% off
Price is AU$14,880
AU$14,880
for 28 nights, 1 apartment
AU$531 per night
includes taxes & fees
Image gallery for Beach Service! Beach Front! Sandy Shores 208 - Beachfront Bliss with Free Activities & Pool
9.89.8 out of 10, Exceptional, (78 reviews)
Exceptional
(78 reviews)
Beach Service! Beach Front! Sandy Shores 208 - Beachfront Bliss with Free Activities & Pool
Fort Walton Beach
11% off
Price is AU$10,091
AU$10,091
for 28 nights, 1 apartment
AU$360 per night
includes taxes & fees
Image gallery for La Tortuga/steps from the beach/sleeps 5/pool/patio
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
La Tortuga/steps from the beach/sleeps 5/pool/patio
Fort Walton Beach
12% off
Price is AU$8,829
AU$8,829
for 28 nights, 1 apartment
AU$315 per night
includes taxes & fees
Image gallery for Manta Ray 413@ Pelican Isle Beach Serv/Fish/Relax * Beach Front*
1010 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)
Manta Ray 413@ Pelican Isle Beach Serv/Fish/Relax * Beach Front*
Fort Walton Beach
13% off
Price is AU$14,260
AU$14,260
for 28 nights, 1 apartment
AU$509 per night
includes taxes & fees
Image gallery for Pensacola Beach with deck views of the Gulf .Pet friendly ..
1010 out of 10, Exceptional, (46 reviews)
Exceptional
(46 reviews)
Pensacola Beach with deck views of the Gulf .Pet friendly ..
Pensacola Beach
8% off
Price is AU$22,630
AU$22,630
for 28 nights, 1 home
AU$808 per night
includes taxes & fees
Image gallery for Boardwalk #A21 • 2/2.5 • Sleeps 4, Beach Bikes Included
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Boardwalk #A21 • 2/2.5 • Sleeps 4, Beach Bikes Included
Pensacola Beach
8% off
Price is AU$12,585
AU$12,585
for 28 nights, 1 apartment
AU$449 per night
includes taxes & fees
Image gallery for New, update, waterfront condo. Relaxing water sounds and view.
1010 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
New, update, waterfront condo. Relaxing water sounds and view.
Pensacola Beach
44% off
Price is AU$6,505
AU$6,505
for 28 nights, 1 apartment
AU$232 per night
includes taxes & fees
Image gallery for Sea Dunes 502 – Beach Oasis: Beachfront Condo with Pool, Hot Tub & Free Beach Service!
1010 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Sea Dunes 502 – Beach Oasis: Beachfront Condo with Pool, Hot Tub & Free Beach Service!
Fort Walton Beach
11% off
Price is AU$15,291
AU$15,291
for 28 nights, 1 apartment
AU$546 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Santa Rosa Island
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Santa Rosa Island Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Santa Rosa Island come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Santa Rosa Island
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Santa Rosa Island with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Santa Rosa Island
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Santa Rosa Island with flexible cancellation policies.