
Vacation rentals with a kayak in Santa Rosa Island
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Santa Rosa Island

Total vacation rentals
Explore 20 vacation rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island vacation rentals start at G$33,474 GYD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Santa Rosa Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Santa Rosa Island rentals

4.9 Average rating
Santa Rosa Island stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Santa Rosa Island's top spots, include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park, and Crab Island
Top-rated kayak rentals in Santa Rosa Island
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Reef Retreat 153 @ El Matador - Gulf front resort
NEW! Bring the whole family to enjoy this newly renovated and updated two bedroom/ two-bathroom beach condo. New updated kitchen and new furnishings and decor throughout! Great expansive views from master bedroom and balcony - views even from the kitchen to the Gulf! We are literally at the end of road where you won't have to fight to get a spot on the beach - plenty of room to spread out on our lovely white sand beach and enjoy the emerald waters of the Gulf! Deal directly with the owner!
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Harbor-front Oasis| Steps to the Beach
LOCATION, LOCATION, LOCATION! 5-min walk to the beach. 5-7 minute short drive to exciting Harbor Walk Village or Henderson State Park, what more could you ask for? The unit is conveniently situated in a very quiet, safe neighborhood. One of Destin’s most desirable locations. Open, spacious floor plan, dual balconies, water views, activity space in the garage and extra comfortable bedrooms await you. Arrange for a water taxi to pick you up directly from your boat slip-just outside of your condo!
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Light & Airy ON Beach ~Golfcart*~Oceanview~ Pool
ON BEACH-Sleek airy 1st floor studio. Sandestin Resort between Destin & 30A. Beach/Pool/HotTub 1 min from patio. 🛺Golf Cart w/3+ nts. Pottery Barn King bed with beachfront view. Step off private patio to the beach or relax on the patio Bali bed. WiFi, 55” smart TV, Kitchen, Washer/dryer. Enjoy free gym, tram, beach, trails, golf, dining, shopping & entertainment all without leaving resort! Perfect honeymoon, baby moon, romantic getaway, girls trip, solo travel or lil’ fam vacay! NO animals
LocationOutdoor spacesView

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome
Luxury Waterfront escape w/ Pool , Deep-Water Dock & Sunset Views🌴 Bring your boat or jet skis and enjoy direct access to the intercoastal bay—just minutes from Crab Island. Relax poolside, unwind on the water, and enjoy peaceful sunset views while still being only 10 minutes from the beach, dining, and downtown Fort Walton Beach. 🚤 Private deep-water dock (boat & jet ski ready) 💦 Heated pool for year-round use 🌅 Waterfront views + outdoor living 🏖️ Quick drive to beaches & attractions
Outdoor spacesLocationComfort

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views
Completely renovated 8th floor condo right on the beach with unobstructed views of the Gulf and the beach. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the private beach, multiple outdoor pools, an indoor pool, hottubs and more. Our beachfront condo has been professionally renovated with brand new cabinets, AC, floors, appliances, furniture, kitchen and more. All mattresses are brand new, cool-gel memory foam for a cool night's sleep. Fully stacked kitchen.
ValueLocationIndoor spaces

“Sea La Vie” (the Sea is Life) Lasata-Baytowne
BAYTOWNE STUDIO CONDO WITH BALCONY - Lasata #3307 "Sea La Vie" (the Sea is Life)…We welcome you to our cozy and quaint get away on the Bay side/the Village. From the sand to the very sound of the waves, the Sea is the Life we all crave. Come and enjoy the restful pleasures of Baytowne and all it has to offer. There is plenty of restaurants, shopping and beach access across the Hwy (Sandestin Hilton entrance) only a 5 minute drive. After a stay in Sandestin, life will become more manageable.
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115+ Five-Star Reviews | Renovated Gulf View Condo
Relax and unwind in our beautifully renovated Island Princess condo on Okaloosa Island. With 10 years of hosting experience and 115+ five-star reviews, we provide a clean, comfortable vacation home guests return to year after year. Enjoy beautiful Gulf and bay views from our oversized private balcony, comfortable beds, fully equipped kitchen, spacious living area, direct beach access, and complimentary beach service (2 chairs + umbrella) Mar–Oct. Located in Fort Walton Beach, near Destin.
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Alerio D202: Gulf Beach Escape
This beautiful condo is a 3 bed/2 bath perfect Destin vacation rental with spacious accommodations for up to 7! It’s located in a newly developed area just across the road from the beach. Enjoy a short walk to the beach or open your windows and smell the fresh ocean air from the patio Everything within this space is updated with a modern feel including brand new living room furniture, USB lamps throughout, hardwood flooring, granite countertops and a large balcony that faces Scenic Drive
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Newly renovated gulf-front condo on 1st floor
Enjoy your beach getaway in this spacious 2BR/2BA Gulf-front condo! This first-floor unit sleeps 8 with private patio to experience sunrise views over gulf, updated kitchen w/ quartz countertops, renovated baths w/ walk-in shower in the primary, and in-unit laundry. Relax w/ beachfront access, beach chair service (march-oct), pool, fitness center, tennis court, grill, volleyball net, picnic area, kayak, books, games, & dry bar w/ beverage cooler. Close to shopping, dining & attractions!
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Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!
This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.
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Gulf Walk * House with Pool & Golf Cart
1 Block to the Beach! Enjoy a beach equipped garage with golf cart, backyard pool, and plenty of space for families or groups — all in one of Miramar Beach’s most desirable locations. This beautifully designed 2BR / 2.5BA townhouse is located in the popular Gulf Walk comm just a short 5-minute walk or 1-minute golf cart ride to Private Beach. With custom coastal-modern design, high-end furnishings, and thoughtful details throughout, this home is the perfect beach getaway.
Outdoor spacesLocationLayout

21017 Stunning Views ~ Pools ~ Gym ~ Book Sept 7th
Gorgeous Panoramic Gulf Views from this 10th floor, 3 bedrooms end unit, all bedrooms have access to the 100 ft extra large balcony with gulf views. Seating for 8. Resort Lagoon Pool and second Heated pool, 2 King Beds, 1 Queen Bed and a Queen Sofa Sleeper All the comforts of home, easy walk to the beach, or free Shuttle. 5 Star Resort, onsite Restaurant, coffee shop and pool side Tiki bar, Tennis, pickle ball, basketball, state of the art gym & BBQ grill area
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Popular amenities for Santa Rosa Island kayak rentals
House rentals with a kayak

Beach+Pool+Hot Tub | Golf Cart(incl) + Game Room
LocationOutdoor spacesLong stay

4 BR 3 BA | Pool | Gym | Pets | 0.7 mi to beach
ValueOutdoor spacesTV

Walk to Beach | Golf Cart | Pool | Air Hockey| BBQ
Outdoor spacesLocationPool

Boater/fisherman’s paradise with on-site launch!
Outdoor spacesLocationCleanliness

Private Water Access | Heated Pool | Kayaks
Outdoor spacesLaundryAmenities

Sleeps 12* Private POOL * Backyard * Ranch Home
LocationOutdoor spacesKitchen

Jet Ski Adventure - Family Getaway
Outdoor spacesLocationWifi

Boat dock, Pool/ Cabana, Pet-Friendly, On the Bay
LocationValueAccess
Cottage rentals with a kayak

Nature's Nest Cottage on the Sound - Pets Welcome!
ValueLocationWifi

Waterfront Bliss Beach Cottage
LocationOutdoor spacesComfort

Bayview Cottage | Dog Friendly | 15 Min to Beach
LocationValueAccess

2 bedroom cottage with hot tub
Outdoor spacesValueWifi
Other vacation rentals with a kayak

Luxury Beachfront Home, Sleeps 12, Kayaks, SUPs
LocationValueCleanliness

Perrydise@ Emerald Grande 3BR Harbor & Gulf Views!
LocationValueHospitality

Destin Beach House•Sleep12•Hot Tub•Pool•RoofDeck B
Outdoor spacesLocationFamily

DW Sandpiper L03 ~ Walk Out Lanai ~ Lazy River!
LocationHot tubHospitality

Pelican Beach 19th Floor 1 Br - on the Beach
LocationValueHot tub

D102 | Beachfront with Beach Service, Pool, & WiFi
LocationValueNearby

NEW Listing! Beachfront 1st Floor w/Amazing Views!
LocationPoolAmenities

Sandpiper Cove 8233 FREE Beach Service Destin, FL
LocationAccuracyQuiet
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,517 GYD | G$41,006 GYD | G$50,002 GYD | G$43,935 GYD | G$54,605 GYD | G$80,339 GYD | G$83,477 GYD | G$55,442 GYD | G$45,818 GYD | G$48,119 GYD | G$37,868 GYD | G$47,283 GYD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- Frank Brown Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Aqua Resort
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- Morrison Springs
- Camp Helen State Park
- Gulf World Marine Park
- Pensacola Bay Center
- Johnson Beach





