
Holiday rentals with a kayak in Santa Rosa Island
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Santa Rosa Island
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Gulf Walk * Beach House wh Pool and Golf Cart
1 min to Private Beach! Enjoy a beach equipped garage with opt budget friendly 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.

Beach+Pool+Hot Tub | Golf Cart(incl) + Game Room
Welcome to Destin Beach House — a spacious, FULLY RENOVATED (March 2026) 5-bedroom Crystal Beach retreat just steps from Destin’s famous white-sand beaches. Guests love the open Kitchen, private pool (optional heating), hot tub, Outdoor TV, game room, and 6-passenger golf cart, making it easy to cruise to the beach, Destin Commons, and local restaurants. Perfect for family vacations and group getaways, with open living spaces and a private backyard oasis designed for relaxing after a day on th

Waterfront cozy condo with king bed & resort pool
Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

Snowbird favorite! | Heart of Destin | Waterfront
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!

Sylvia's Suite Dreams-kayak & paddleboard free
Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Zen Retreat ON Beach, Golfcart*Oceanview SanDestin
8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 5+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *NO animals

On the water! 7 minutes to the beach!
Bring your boat and your RV. Relax with the whole family in this private water front cottage. 7 minutes to the white sands of Okaloosa Island and 6 miles by boat to Crab Island or just walk out back and paddle the bay. There are 3 public boat ramps with in 2 miles of the property. The waterway will accommodate a draft of 24”. Ferry Street Park and Uptown Station are just minutes away. Everything in the house is brand new and kept perfectly clean and organized so you and yours can relax .

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.

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

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!

Renovated Beachfront at Pelican, Stunning Views
Pelican Beach Resort 302 - 3rd floor 1 Bedroom 2 Bathroom 873 sq.ft. condo with Wifi, Free Parking, Smart/Cable TVs, Beach Chairs and Umbrella aiming best class service is right on the beach with great views of Gulf Coast from the balcony. No road crossings, just go down and enjoy our private beach. Pelican Beach offers the dream vacation with BEST views, sand and sea in the area at 5 minute drive from heart of Destin, Harborwalk Village and across Big Kahuna Water & Adventure Park.

21017 Gorgeous Views ~ Heated Pool ~ Book Jun 14th
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
Popular amenities for kayak rentals in Santa Rosa Island
House rentals with a kayak

Waterfront, Boat dock, Bikes, BEACH, HOT TUB

167 Oyster Lake Dr Private pool & Easy Beach Walk

Destin Condo: Pool, Private Beach, Gear Included

The Pink Cottage

Sleeps 12* Private POOL * Backyard * Ranch Home

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

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Massive Waterfront Wonder w/8 beds & Boat Dock
Cottage rentals with a kayak

2 bedroom cottage with hot tub

Waterfront Bliss Beach Cottage

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

Bayview Cottage | Dog Friendly | 15 Min to Beach
Other holiday rentals with a kayak

Beach Cottage • Private Beach • Gated •Heated Pool

Waterfront Haven - Perfect for Family Vacations

Spacious Lakefront 2BR • 3 Pools • Minutes-2-Beach

Beautiful Gulf Views,South of 30A,Pool + Hot tub,

Waterfront Beach Retreat - 4bdrm

C301 | Beachfront with Beach Service, Pool, & WiFi

The Seahorse 30A! Golf cart included! Sleeps 10!

GolfCart Pool 9 Bikes HotT 3 Kayaks Beach Toys BBQ
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 | £136 | £130 | £188 | £168 | £212 | £286 | £296 | £197 | £162 | £171 | £134 | £168 |
| 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 |
Quick stats about holiday rentals with a kayak in Santa Rosa Island

Total holiday rentals
Explore 20 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at £111 per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Wifi availability
20 of Santa Rosa Island holiday rentals include wifi 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
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- Rentals with an accessible-height bed Santa Rosa Island
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- Beach house rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Rentals with pools Santa Rosa Island
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- Cottage rentals Santa Rosa Island
- Rentals with a kayak Okaloosa County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Aqua Resort
- Pensacola Beach
- Opal Beach
- Frank Brown Park
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Village of Baytowne Wharf
- Gulf Breeze Zoo
- Henderson Beach State Park
- Shipwreck Island Waterpark
- Camp Helen State Park
- HarborWalk Village
- Gulfarium Marine Adventure Park
- The Track - Destin
- Gulf World Marine Park
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Pier Park
- Destiny East




