Grayling Cabins - Vacation Rentals in Santa Rosa Island
Cabin
9.8
(
96 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
1600 ft²
-
Private Pool -
Oceanfront -
Pool -
Ocean View
US $310
/Night
7 Nights - $2,172
See More Santa Rosa Island Vacation Rentals
Luxury Places to Stay in Santa Rosa Island
Over 5165+
Luxury Places to Stay in or Near Santa Rosa Island
House
10.0
(
2 Reviews
)
5 Bedrooms
6 Bathrooms
10 Guests
5000 ft²
-
Private Pool
-
Oceanfront
-
Parking -
Pool
US $5,380
/Night
7 Nights - $37,661
House
5 Bedrooms
2 Bathrooms
10 Guests
3072 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $4,079
/Night
7 Nights - $28,550
House
10.0
(
3 Reviews
)
7 Bedrooms
6 Bathrooms
24 Guests
4513 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $3,297
/Night
7 Nights - $23,082
New
House
1 Bedroom
1 Bathroom
40 Guests
-
Pool
-
Ocean View
-
Balcony/Terrace -
View
US $3,194
/Night
7 Nights - $22,361
House
8 Bedrooms
8 Bathrooms
24 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $3,142
/Night
7 Nights - $21,996
House
8 Bedrooms
8 Bathrooms
26 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $2,845
/Night
7 Nights - $19,915
House
5 Bedrooms
5 Bathrooms
15 Guests
3003.13 ft²
-
Private Beach -
Oceanfront
-
Parking
-
Ocean View
US $2,823
/Night
7 Nights - $19,761
Condo
9.2
(
10 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1389 ft²
-
Hot Tub -
Parking
-
Ocean View
-
Balcony/Terrace
US $2,816
/Night
7 Nights - $19,715
Find More Santa Rosa Island Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Santa Rosa Island
Over 3787+
Top-Rated Vacation Rentals with a Pool in or Near Santa Rosa Island
Condo
10.0
(
314 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $427
/Night
7 Nights - $2,986
Condo
10.0
(
311 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $400
/Night
7 Nights - $2,798
Condo
10.0
(
292 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $338
/Night
7 Nights - $2,366
Condo
10.0
(
266 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
800 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $268
/Night
7 Nights - $1,874
Condo
10.0
(
264 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $411
/Night
7 Nights - $2,877
Condo
10.0
(
260 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
950 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $316
/Night
7 Nights - $2,212
Condo
10.0
(
241 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1333 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $363
/Night
7 Nights - $2,538
House
10.0
(
234 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1900 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $568
/Night
7 Nights - $3,976
Pet-Friendly Vacation Rentals in Santa Rosa Island
Over 702+
Pet-Friendly Vacation Rentals in or Near Santa Rosa Island
House
10.0
(
178 Reviews
)
3 Bedrooms
3 Bathrooms
7 Guests
1909 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $288
/Night
7 Nights - $2,018
Villa
9.5
(
8 Reviews
)
1 Bedroom
1 Bathroom
8 Guests
957.99 ft²
-
Parking
-
Air Conditioner -
Internet -
Pet Friendly
US $161
/Night
7 Nights - $1,127
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Kitchen -
Air Conditioner
-
Internet
US $1,198
/Night
7 Nights - $8,388
House
10.0
(
96 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
2500 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,227
/Night
7 Nights - $8,588
Apartment
9.8
(
113 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1280 ft²
-
Parking
-
Spa -
Ocean View
-
Balcony/Terrace
US $311
/Night
7 Nights - $2,176
Condo
9.8
(
90 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1632 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $399
/Night
7 Nights - $2,794
House
10.0
(
186 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
2400 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $888
/Night
7 Nights - $6,214
Condo
9.8
(
157 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
913 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
View
US $449
/Night
7 Nights - $3,142
See More Pet-Friendly Vacation Rentals in Santa Rosa Island on PetFriendly.io
Large Vacation Homes & Villas in Santa Rosa Island
Over 1178+
Large Vacation Homes & Villas in or Near Santa Rosa Island
House
10.0
(
261 Reviews
)
7 Bedrooms
3 Bathrooms
14 Guests
2250 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $414
/Night
7 Nights - $2,899
House
8.7
(
25 Reviews
)
10 Bedrooms
13 Bathrooms
30 Guests
1727.61 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $85
/Night
7 Nights - $595
Condo
5 Bedrooms
5 Bathrooms
14 Guests
US $643
/Night
7 Nights - $4,499
House
10.0
(
214 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2300 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $537
/Night
7 Nights - $3,757
House
10.0
(
205 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
3200 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,220
/Night
7 Nights - $8,540
House
10.0
(
81 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
2850 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $932
/Night
7 Nights - $6,521
House
10.0
(
81 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2108 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $412
/Night
7 Nights - $2,885
House
9.6
(
98 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
2600 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $511
/Night
7 Nights - $3,576
See More Family Vacation Rentals in Santa Rosa Island on FVR
Wheelchair Accessible Vacation Homes in Santa Rosa Island
Over 2132+
Wheelchair Accessible Vacation Homes in or Near Santa Rosa Island
Condo
10.0
(
215 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1750 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $360
/Night
7 Nights - $2,523
Apartment
10.0
(
2 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1754.52 ft²
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
US $264
/Night
7 Nights - $1,849
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $961
/Night
7 Nights - $6,730
Condo
10.0
(
182 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1847 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $597
/Night
7 Nights - $4,182
Condo
10.0
(
165 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1378 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $413
/Night
7 Nights - $2,894
Condo
10.0
(
139 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2000 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $523
/Night
7 Nights - $3,662
Condo
10.0
(
104 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1683 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $508
/Night
7 Nights - $3,558
Condo
10.0
(
93 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1314 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $271
/Night
7 Nights - $1,897
Santa Rosa Island Vacation Rentals and Airbnb Places to Stay Under $200
Over 372+
Santa Rosa Island Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
10.0
(
146 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
1130 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $141
/Night
7 Nights - $985
Condo
9.6
(
87 Reviews
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $119
/Night
7 Nights - $833
Condo
10.0
(
133 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
850 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $181
/Night
7 Nights - $1,265
House
10.0
(
133 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $154
/Night
7 Nights - $1,079
House
10.0
(
117 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $192
/Night
7 Nights - $1,347
Apartment
10.0
(
92 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1292 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $163
/Night
7 Nights - $1,140
Condo
10.0
(
87 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
512 ft²
-
Parking
-
Pool
-
Skiing -
Ocean View
US $172
/Night
7 Nights - $1,207
Instantly Bookable Vacation Homes in Santa Rosa Island
Over 3573+
Instantly Bookable Vacation Homes in or Near Santa Rosa Island
Condo
10.0
(
139 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
910 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $331
/Night
7 Nights - $2,315
House
10.0
(
22 Reviews
)
4 Bedrooms
3 Bathrooms
13 Guests
1820 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $526
/Night
7 Nights - $3,684
Bed & Breakfast
9.8
(
124 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1977 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $1,501
/Night
7 Nights - $10,507
House
9.8
(
70 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
2100 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $285
/Night
7 Nights - $1,998
Condo
9.6
(
151 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $431
/Night
7 Nights - $3,019
Condo
9.6
(
116 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
900 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $581
/Night
7 Nights - $4,067
Condo
9.4
(
307 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1333 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $431
/Night
7 Nights - $3,015
Condo
10.0
(
92 Reviews
)
2 Bedrooms
2 Bathrooms
10 Guests
1333 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $430
/Night
7 Nights - $3,008
About Santa Rosa Island Vacation Rentals
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Graylingcabins Santa Rosa Island, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Santa Rosa Island. Places to stay near Santa Rosa Island are 1600 ft² on average, with prices averaging US $310 a night.
Graylingcabins makes it easy and safe to find and compare vacation rentals in Santa Rosa Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Santa Rosa Island
| Type | Count |
|---|---|
| Cabin Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Santa Rosa Island
★ Pro Tip: Graylingcabins makes it easy to compare the best listings on Graylingcabins homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Graylingcabins homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Santa Rosa Island.
Weather in Santa Rosa Island
View the weather forecast for Santa Rosa Island before booking your Santa Rosa Island Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Santa Rosa Island Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Santa Rosa Island?
There are a lot of options in Santa Rosa Island. If you plan on staying in the Santa Rosa Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Santa Rosa Island:
How many vacation rentals have private pools in Santa Rosa Island?
There are 619 vacation rentals with private pools near Santa Rosa Island. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Santa Rosa Island are best for families?
If you are looking for a family-friendly vacation home in Santa Rosa Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Santa Rosa Island:
How many vacation rentals are available in Santa Rosa Island?
Currently, the total number of properties listed in 2026 is over 1 in the Santa Rosa Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Santa Rosa Island.
