
Holiday rentals with a kayak in Santa Rosa Island
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Top-rated rentals with kayak in Santa Rosa Island
Guests agree: these rentals with 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.

Sea Turtle House-On Beach-Townhome-Kayaks/SUP
š Steps from the Ocean | 3BR/3.5BA Townhome w/ Views + Kayaks & SUP! Relax in this spacious 3-story townhomeāliterally steps from the beach! Enjoy breathtaking ocean views, modern comforts, and everything you need for fun in the sun. š Sleeps up to 12 comfortably š Beds 1 King, 3 Queens (1 pullout) & 2 sets of bunks š 3 full baths + 1/2 bath š Parking for 4 cars š¶ Fast Wi-Fi + computer monitor šŗ 4 Smart TVs š£āāļø Kayaks, SUP, beach chairs, umbrellas, boogie boards, beach toys included!

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 Wharfās 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.

Light & Airy ON Beach Golfcart* Hot Tub, SanDestin
Airy 1st floor Sleek studio ON Beach. šŗ Golf cart w/3+ nts. In Sandestin Resort between Destin & 30A. NEW Pool & Hot Tub! West Elm furniture & King bed with tropical view. Relax on the patioās Bali bed & listen to the waves. WiFi & 55ā smart TV. Kitchen w/coffee cart. Washer/dryer. Enjoy free gym, tram, beach, trails, golf, dining, shopping & entertainment all without leaving the resort! Perfect honeymoon, baby moon, romantic getaway, girls trip, solo travel or lilā fam vacay! *NO animals

3107 Amazing Pools ~ Super Special ~ Book Oct 13th
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 along side 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

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

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!

Sundance: Sleeps 18! 1 Block to Beach! Pool & spa!
Sundance is designer 7 bedroom home less than one block from Destin's newest beach access. Pool/spa. Free golf cart. 5 kings with private baths (including two on the first floor), 1 queen with private bath, and 1 bunk room create many options for multiple families or groups. Includes free 6 seater golf cart, 2 paddleboards and a full-sized (seasonally heated) pool/spa. Central to Destinās best shopping, dining, and entertainment

Island Princess 618 | Gulf Views & Beach Service
Experience the ultimate beach getaway at our renovated condo on stunning Okaloosa Island. This beachfront retreat features two spacious bedrooms, two modern bathrooms, and a rare oversized balcony perfect for soaking in the breathtaking views. Relax on the sugar-white sands and take in the emerald-green waters of the Gulf with complimentary beach service, including two chairs and an umbrella, provided from March 1st to October 31st.

Beachfront, 7th Flr at Pelican, Breathtaking Views
Spacious one bedroom two bathroom unit with unobstructed spectacular views of the Gulf of Mexico. Recently renovated and decorated professionally, guests will enjoy a new kitchen with granite counter-tops, stylish cabinets, and stainless steel appliances. Kitchen is fully equipped for a family or group of 6. Our guests just step out to the white sand beach from the resort, no streets to cross.
Popular amenities for kayak rentals in Santa Rosa Island
House rentals with a kayak

Waterfront, Boat dock, Bikes, BEACH, HOT TUB

Bungalow by the Bayou

WATERFRONT~Home~PRIVATE~POOL & DEEP DOCK bring š¤āµļøāļø

167 Oyster Lake Drive

Perrydise @ Emerald Grande

Destin Harbor Condo: Fall Stays/Snowbirds Welcome

The Pink Cottage

Cozy Up on Choctawhatchee Bay
Cottage rentals with a kayak

Waterfront Private Suite, Keyless, mins to beach

2 bedroom cottage with hot tub

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

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

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

Waterfront Townhome near Destin Harbor Boat Slip

Family Resort + Pickleball 2 Pools, Private Beach

Perch at Mainsail-Gorgeous Beachfront Destin Condo

Waterfront Haven - Perfect for Family Vacations

Sandpiper CoveāSnowbird Beach RetreatāBoat Slips

Waterfront Airstream with Fishing, Boat Rental

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

Private Guest Cottage in Seaside, FL - 2 Free Bike
Quick stats about holiday rentals with a kayak in Santa Rosa Island
Total rentals
20 properties
Nightly prices starting at
ā¬Ā 103 before taxes and fees
Total number of reviews
840 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Destin Harbor Boardwalk
- Crab Island
- 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
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Camp Helen State Park
- Walton Dunes Beach Access
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- Shipwreck Island Waterpark
- Seacrest Beach
- The Track - Destin
- Gulf World Marine Park