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

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!

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!
Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

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* Hot Tub, SanDestin
8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 3+ 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

4 BR 3 BA | Pool | Gym | Pets | 0.7 mi to beach
Gorgeous 4-bedroom 3-bath beach cottage along popular Scenic Hwy 30A. Located in the quaint coastal community of Blue Mountain Beach, this beautifully designed home is a short distance to the picturesque emerald-green waters and sugar-white sand beaches of the Emerald Coast! Our stunning home is a 13-minute walk or a 4-minute bike ride to the beach and walking distance to local restaurants and shops. You will enjoy a fully stocked kitchen, comfortable bedrooms, community pool access & more.

Sandestin Elation Studio - Baytowne - Golf Cart
Ground-floor studio in Sandestin Golf & Beach Resort with serene golf course and lake views. Steps from Baytowne Wharf’s dining and entertainment. Features a king bed, queen sofa bed, full bath, and kitchenette with microwave and mid-size fridge. Enjoy Wi-Fi, Netflix, resort tram access, and beach gear in garage storage. Golf cart available - please inquire about availability and fee. Perfect for a relaxing escape in the heart of Sandestin. And Yes! you may drive the golf cart to the beach.

3107 Amazing Heated Pool ~ Special ~ Book Nov 28th
One of only 14 Exclusive Poolside Villas! Welcome to the Villa Cabana Royale! 1450 sq ft of open concept space, with a walk in/ walk out setup, double sliding doors to bring the outdoors in. This poolside villa cabana sleeps 6 and is the perfect location, with an outdoor dining and patio experience in the tropical gardens alongside the gorgeous lagoon pool. The Villa Cabana Royale has 2 huge bedrooms, 2 King Beds, single chair bed, queen sofa sleeper. 4 beds in total. 65" Inch Smart TVs

Beachfront 6th Floor 1BR at Pelican, Amazing Views
Completely renovated 6th floor, Pelican Beach condo is right on the beach with unobstructed views of the Gulf of Mexico. It has 1 bedroom, 2 full bathrooms, full kitchen, custom bunks and sleeps 6. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the beach, the view, brand new appliances, furniture, and updated kitchen. Linens and towels are among the amenities included. High quality mattresses even for the pullout bed. We follow highest cleaning standards.

C301 | Beachfront with Beach Service, Pool, & WiFi
Welcome to Beach House Condo C301, your beachfront escape! Wake up to Gulf views from your private patio and enjoy easy beach access plus a host of amenities - Private beachfront balcony - Direct beach access; no roads to cross - Enjoy beach service on us | Mar 1 - Oct 31 - Fully-equipped kitchen & private laundry Your included amenities - Seasonally heated large pool & kiddie pool - Tennis courts, fitness room, free WiFi Minutes from shopping, dining, attractions, and conveniences

Unique water front stay Houseboat Destin/FWB
Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!
Step into our artsy mid-century sanctuary directly on the bay. Walk out to panoramic water views with the famous Crab Island on Choctawhatchee Bay in the distance. Swaying palm trees frame the poolside oasis & sweeping water views on over a 1/2 acre of property. Relax in one of the two hammocks, enjoy the private dock, private pool, ocean kayaks, or grill out among the lush landscape for a true tropical Florida experience. Kick your shoes off…Welcome! Must be 25 or older to stay.

Nautical Dunes - Ocean Front View!
Enjoy breathtaking views of the beach from your private balcony or take a short walk to the sparkling emerald waters and sugar-white sands. The spacious and elegantly decorated condo offers the perfect oasis for relaxation and fun. Soak in the sun by one of the pools, challenge your friends to a game of tennis, or simply unwind in the hot tubs. Bring your family and friends to create unforgettable memories at "Nautical Dunes" on your next beach vacation!
Popular amenities for Santa Rosa Island kayak rentals
House rentals with a kayak

Waterfront Haven - Perfect for Family Vacations

Private Beach | Gulf Views | Comm Pool | Elevator

GolfCart*SanDestin*Pool*Arcade*Disc 4NT+

Jet Ski Adventure - Family Getaway

Destin Harbor Condo: Fall Stays/Snowbirds Welcome

Luxury Pet Friendly Beach Home with Golf Cart

The Retreat in Santa Rosa Beach- Bungalow E

Sleeps 12* Private POOL * Backyard * Ranch Home
Cottage rentals with a kayak

2 bedroom cottage with hot tub

Boat,Beach &view! Boat slip/walk to the beach

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

Luxury Beach Cottage With Private Beach
Other vacation rentals with a kayak

Pelican Beach Top Floor Beachfront with Best Views

Perrydise @ Emerald Grande

Contact for Snowbird rates! Stunning Gulf and Bay

Top Floor | Heated Pool | Steps to Beach

Pelican Beach 19th Floor 1 Br - on the Beach

30A Beach Escape Close to Beaches Dining Shops

Gorgeous, pet friendly - Private beach access

Waterfront Sound Tri-level TH
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 | $257 CAD | $245 CAD | $355 CAD | $316 CAD | $400 CAD | $538 CAD | $558 CAD | $370 CAD | $306 CAD | $337 CAD | $299 CAD | $319 CAD |
| 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 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 $168 CAD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

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

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Santa Rosa Island vacation 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, Crab Island, and Gulfarium Marine Adventure Park
Destinations to explore
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- Rentals with outdoor seating Santa Rosa Island
- Rentals with an accessible height bed Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Condo rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Apartment rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Hotel rooms Santa Rosa Island
- Rentals with a washer and dryer Santa Rosa Island
- Beach condo rentals Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Rentals with pools Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Rentals with an accessible height toilet Santa Rosa Island
- House rentals Santa Rosa Island
- Villa rentals Santa Rosa Island
- Rentals with a kayak Okaloosa County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- Fred Gannon Rocky Bayou State Park
- The Track - Destin
- Pensacola Dog Beach West
- Shipwreck Island Waterpark
- Seacrest Beach
- Wayside Park, Okaloosa Island




