Holiday rentals with a kayak in Ormond Beach

4.86 out of 5 average rating, 321 reviews

Home in Lake Mary

Independent Unique Lake guest house/kayaks/jacuzzy

Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

4.97 out of 5 average rating, 202 reviews

Cottage in Sanford

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

4.9 out of 5 average rating, 177 reviews

Home in Sorrento

Wekiva Riverfront Home with Dock Close to Springs!

NEW PHOTOS COMING SOON!! Adventure awaits you and your family at the Wekiva River Retreat! This beautiful home is nestled in the heart of real Florida and sits directly on the banks of the Wekiva River. You and your family can explore the natural landscape in our fleet of Kayaks and canoes, or walk to the Rock Springs Run State Park for hiking, biking, and trail riding. Finish the eventing under the stars around our large fire-pit roasting marshmallows, or watching movies on our big screen tv.

4.99 out of 5 average rating, 90 reviews

Home in Ormond Beach

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!

*** Update*** due to hurricane Milton the home no longer has a pool screen/cage. However many more upgrades added! Newly remodeled costal beach home only 200ft. from pristine no-drive beach.. close to grocery, restaurants and entertainment. Large swimming pool. Located on a quiet street, this 2BR/2 BA home is the perfect location to relax & live like a local. Perfect for families & friends, this place is fully stocked and ready for your arrival, just bring your swimsuit, flops & sunglasses.

5 out of 5 average rating, 133 reviews

Apartment in Astor

Sanctuary on Lake George, Waterfront Paradise!

This is a small , fully equipped, attached Mother-in-Law apartment with a separate entrance. A waterfront paradise in the Ocala National Forest, down a 4 mile dirt road in a small neighborhood. Located on Beautiful Lake George at the mouth of the St. Johns River, a romantic getaway for two or fun small family water vacation. Close to 5 Florida Springs. Popular area for boating, jetskiis, airboats, fishing. Birdwatching, kayaking, canoeing, relaxing or sightseeing, hiking and Amazing sunsets!

5 out of 5 average rating, 13 reviews

Home in Ormond Beach

150 Steps to the Beach, Sleeps 5

Relax with the whole family at this peaceful beachside home. Welcome to your beachside retreat in Ormond Beach! This family and dog-friendly house sleeps 5 and offers a full kitchen with Keurig, washer/dryer, and beach essentials like boogie boards, beach cruisers, and umbrellas. Master bedroom with ensuite, second bedroom with two separate beds (one full and one twin) Enjoy beach vibes in this spacious living/dining area with smart TVs, free WiFi, two car parking, and fully fenced backyard.

4.92 out of 5 average rating, 50 reviews

Cottage in Ormond Beach

Manatee & kayak friendly waterfront cottage

Relax at this unique tropical canal front house with direct Tomoka River access. Accessible by boat or car with waterway that connects to the Intracoastal. Bring your boat, jet-ski or kayak and dock it at the property. The house is located 10 minutes from Ormond beach and 20 minutes from Daytona Beach. Public boat ramp is within walking distance. This private fully fenced house is located in a quiet neighborhood that explodes with visitors during Daytona bike week with multiple concerts 🌱

4.87 out of 5 average rating, 144 reviews

Cute home, peaceful and so central !

Minutes to walk to Holland Memorial Park, the free splash park is open !!+ awesome playground, tennis, soccer/basketball/baseball fields, 10 min. drive to the beach over Dune's Bridge. Minutes to walk to Publix, restaurants, ... so central! Lots of essentials included: essentials for the beach, a kayak, dog box, dog tie out and more. You don’t have to spend more money on certain essentials when you stay here. Commercial trucks /trailers are not allowed on the property per code enforcement.

4.97 out of 5 average rating, 67 reviews

Home in Port Orange

Cozy Waterfront Getaway!

Relax and kick back in our cozy waterfront getaway! This Bnb, with a full master bedroom is perfect for anyone searching to unplug or a last minute business trip. We have handcrafted this house, thinking of every detail to make your stay comfortable, including custom built doors to provide privacy when needed. Catch the sunset in our spacious screened-in lanai and enjoy the bay from our backyard! Along with great restaurants and plenty to explore, this is a must-stay!

5 out of 5 average rating, 58 reviews

Waterfront Htd Pool-HotTub-Dock-Kayak-Beaches!

Escape to our peaceful coastal getaway! Enjoy the Heated Pool & Hot Tub. Kayak or Fishing at the Dock of the Saltwater Canal. Just 5 minutes to the nearby beach. Take a dip in the pool with shallow and deep end. Unwind in the cozy lanai with palm leaf fans. Adirondack chairs by the dock offer the perfect spot for soaking up the sun, with stunning water views and palm trees swaying in the breeze. Great place for Couples/Small Families for a quiet serene Getaway!

Bungalow in Flagler Beach

4.96 out of 5 average rating, 120 reviews

Tropical Beach Bungalow Romantic Couples Getaway

More things to do in this Funky Beach Town than you can imagine! Plenty of Beach Bars and Restaurants . There's an incredible nightlife on the Island as well! Just get away from the world and lay in a hammock on the beach with a fire and a bottle of Champagne on a private Beach Chikee and feel like you're on a Deserted Island Only Steps Away. There's Surfing, Fishing, suntanning, and plenty more to do on the Island. The unit is not Pet-friendly

4.99 out of 5 average rating, 112 reviews

Home in St. Augustine

Gorgeous Views, Golf cart w/beach access!

Beautiful home with outstanding view & access to the Intracoastal. Watch dolphins play, yachts cruise by or catch the sunset from the dock. If you're feeling adventurous, jump on a kayak or paddle board & explore the quaint islands nearby. If the ocean is calling, take a 2 min ride with the included 6 seater golf cart (must sign waiver) & drive right on to Crescent beach. Grab a surf or boogie board for some extra excitement!

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Holiday House Rentals with a Kayak

4.91 out of 5 average rating, 34 reviews

Coastal SeaRenity - Pool & Canal!

ChrisRating, 5 stars2 months ago

18 relaxing nights. Large screened pool and lanai. Fully stocked kitchen. Split bedroom layout for privacy. Close to Flagler Beach, with many casual seafood restaurants. Even chairs and cooler provided for a visit to the beach. Lauren, the hostess is super fast at answering questions and offering travel advice. Beautiful neighborhood and friendly chats while dog walking.

4.83 out of 5 average rating, 29 reviews

Waterfront, spacious, pet friendly home

RavenRating, 5 stars1 month ago

This airb&b was amazing. The place is clean and spacious. Would recommend to family or friends and definitely would rebook my self.

4.89 out of 5 average rating, 73 reviews

Manor on the Canal/Luxury Oasis/Pool-Hot Tub-Dock

DanielRating, 5 stars2 weeks ago

This house is almost in middle of St. Augustine and Daytona, which makes both places about 30 minutes away. The house is nice and spacious. The neighborhood is quiet and the neighbors we interacted with were real nice. We would stay here again if we come back to this area.

Superhost

4.88 out of 5 average rating, 8 reviews

Palm Coast Boaters Paradise Canal Pool Home

MichaelRating, 5 stars3 weeks ago

Wonderful house wonderful location. It's very relaxing sitting on the dock and around the pool.

4.95 out of 5 average rating, 41 reviews

Home in Edgewater

Quinn`s River Retreat - 3/1, 3 Kayaks, BEACH!

MelyndaRating, 5 stars6 days ago

Thank you for a wonderful stay. The location of the home was perfect since we needed to be close to the boat ramp.

5 out of 5 average rating, 26 reviews

Home in Ponce Inlet

Salty Shoals - Private Deep Water Dock Home w/Pool

AnnRating, 5 stars3 months ago

Fabulous. Very clean house, very well stocked, and it’s hard to imagine a better or more dynamic view. The location is one-of-a-kind. The hosts are very responsive. Stay there if you can!

4.9 out of 5 average rating, 21 reviews

Home in Port Orange

Private Multi-Million Dollar Riverfront Retreat

JosephRating, 5 stars3 weeks ago

Lucas is an excellent host very responsive and helpful. I would highly recommend any place he is renting.

4.83 out of 5 average rating, 24 reviews

"Captain's Key Waterside Retreat" Boat Dock! Pool!

ElizabethRating, 5 stars1 month ago

This is the perfect Florida get away! The house has so much gorgeous natural light and it really is a fisherman’s paradise right on the water. The “pool” is smaller than what it looks like in the photos. It’s more of a large hot tub size rather than a swimming pool but it served our purpose well. Will definitely stay there again if we’re back in town.

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Cottages with a kayak

4.93 out of 5 average rating, 59 reviews

Cottage in Edgewater

Nona Rosa's River Cottage for 2+

LilyRating, 5 stars1 month ago

We had a wonderful stay at Nona's place! Although we didn’t get the chance to meet our hosts in person, communication was easy and prompt throughout our visit. Rosemarie, Mike, & Dawn were all very kind and responsive, and we especially appreciated Mike, one of the co-hosts, who went out of his way to stop by and bring out the bikes and kayaks, and even dropped off a couple of kitchen items — thank you, Mike! The house is cozy, clean, and beautifully decorated, located in a quiet, peaceful neighborhood within walking or biking distance of Menard-May Park. It was the perfect place to relax after long days out and about. The helpful written instructions around the house made everything easy to use. The WiFi was fast, and we loved winding down on the super comfy couch with the big TV. The yard was a lovely bonus; its variety of plants and flowers in both the front and back made it feel homey and serene, and it was so nice to sit by the firepit in the evenings.

4.96 out of 5 average rating, 90 reviews

Cottage in Crescent City

Lakefront cottage and dock★Free bikes & paddleboat

ElizabethRating, 5 stars1 month ago

This was mine and my husband’s first time staying in Florida and hands down loved this little home. Missy was amazing. The house was so cute! Was nice and quiet and wasn’t too bad of a drive from the places we wanted to visit.

4.96 out of 5 average rating, 76 reviews

Cottage in Sorrento

Wekiva Waterfront Cottage with Dock with kayaks

BillRating, 5 stars3 weeks ago

We had a great time at Lauren’s place. It was beautiful and very peaceful. And only 15 minutes to restaurants and activities. Would stay again.

5 out of 5 average rating, 48 reviews

Cottage in St. Augustine

Waterfront home with private dock, walk to beach

TeresaRating, 5 stars1 week ago

-Beautiful home in a nice, quiet neighborhood. -Loved the Florida decor. -The canal view was very peaceful. -Really enjoyed watching all the birds on the feeder. -The white lights around porch and on the palms were beautiful and relaxing. -Very informative book of local sights and restaurants. -Home stocked with everything you need, including a great pod selection of coffee, tea and hot chocolate. -Snack basket was a wonderful touch, including everything to make s’mores. -Michele and Kelly were very friendly and helpful and responded quickly to messages. -I loved staying there so much, I didn’t want to leave.