Guide For Orlando - Vacation Rentals in Santa Rosa Island

Portofino Island Resort From US $85
         

|
8.7 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Sea La Vie Condo: Pensacola Beach Access! From US $344
         

|
10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Santa Rosa Island

Over 5097+ Luxury Places to Stay in or Near Santa Rosa Island
Golden Sands From US $2,823
         

|
New
House
  • Parking
  • View
  • Private Beach

Top-Rated Vacation Rentals with a Pool in Santa Rosa Island

Over 3769+ Top-Rated Vacation Rentals with a Pool in or Near Santa Rosa Island
Front Row Seats to the Gulf of Mexico From US $611
         

10.0 (220 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Santa Rosa Island

Over 686+ Pet-Friendly Vacation Rentals in or Near Santa Rosa Island
Beachview 11-Gulf Front Home in Complex with Pool and Tennis From US $545
         

704 Via de Luna Dr. From US $161
         

|
9.5 (8 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach House, Pet friendly, Elevator, Gulf Views From US $998
         

10.0 (178 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy condo steps from the Gulf From US $540
         

9.8 (151 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Regency Towers #205 West | Pet Friendly, Views! From US $425
         

9.6 (70 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautifully Updated Pet-Friendly Sound View Cottage! From US $537
         

9.6 (128 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Santa Rosa Island

Over 1165+ Large Vacation Homes & Villas in or Near Santa Rosa Island
Portofino From US $76
         

|
8.7 (67 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Santa Rosa Island

Over 2140+ Wheelchair Accessible Vacation Homes in or Near Santa Rosa Island
Caribbean Resort Condominiums From US $89
         

|
8.4 (10 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Pensacola Beach Resort Condo With Beach Access! From US $461
         

|
6.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Great Family Retreat w Amazing Views. #11D From US $455
         

9.8 (107 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Santa Rosa Island Vacation Rentals and Airbnb Places to Stay Under $200

Over 306+ Santa Rosa Island Vacation Rentals and Airbnb Places to Stay Under $200
Portofino 5 From US $95
         

|
8.6 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
2 Portofino 809 From US $133
         

|
10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Pool
  • View
Sabine Yacht & Racquet #5C | Boat Slips, Views! From US $197
         

Cozy 1 Bedroom Townhome with a pool and just steps from the beach. From US $186
         

Sunset Harbor Ground Floor 1-108 From US $164
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Santa Rosa Island

Over 3549+ Instantly Bookable Vacation Homes in or Near Santa Rosa Island

About Santa Rosa Island Vacation Rentals

With more than 5106 Santa Rosa Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Guidefororlando and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Santa Rosa Island.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Guidefororlando 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 1357.52 ft² on average, with prices averaging US $532 a night.

Guidefororlando 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
Vacation Homes 1918
Holiday Apartments 481
Resorts 19
Hotels 18
Cottages 9
Villas 9
B&B 1
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Santa Rosa Island

Pro Tip: Guidefororlando makes it easy to compare the best listings on Guidefororlando homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Guidefororlando 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?
How many vacation rentals are available in Santa Rosa Island?

Currently, the total number of properties listed in 2026 is over 5106 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.