
Vacation rentals with a kayak in Central Florida
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Top-rated kayak rentals in Central Florida
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Red Bird Cottage and Farm: Equestrian lake cottage
Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses
4.93 out of 5 average rating, 160 reviews
Withlacoochee River House w/ Kayaks, Bikes, Canoes
Located on the main channel of the Withlacoochee River across from the State Forest, this home offers relaxation and recreation. The home is equipped with canoes & kayaks to launch from the backyard, and bikes to enjoy the 40+ miles of paved and mountain bike trails. Come home to relax by the fireplace and enjoy the river view, hang out and fish from the river bank, lie out back in a couple hammocks, or fire up the grill. This home is a great vacation getaway for couples, families, & friends!
4.94 out of 5 average rating, 156 reviews
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.
4.97 out of 5 average rating, 268 reviews
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.
4.85 out of 5 average rating, 374 reviews
A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team
4.96 out of 5 average rating, 135 reviews
Getaway on the Waterway- Dock+Kayaks+SUP board
Welcome to your peaceful Getaway on the Water. Whether you or your group are visiting the Villages, or just need a peaceful getaway to recharge, this is the place!There's something for everyone! Paddleboard or Kayak (provided) the beautiful canal to either lake. Enjoy your morning coffee or evening cocktail in nature on the dock. Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, they also offer sunset cruises and water taxi to Eaton's Beach restaurant right from our dock!
4.99 out of 5 average rating, 146 reviews
Sapphire Cottage - sleeps 6, on 5 acres with canal
Escape to Sapphire Cottage, a 5-acre wooded retreat with a private canal boat dock. Relax by the shared pool, fish from the dock, or enjoy a BBQ at the firepit. Our cozy cottage features a queen master, 2 sofa-beds, a full kitchen, and dining for 6. From meeting our farm animals, biking, kayaking, or reading in the gazebo, there is something for everyone! We live in the main house across the way and are happy to help while ensuring you have a peaceful stay. Come make lasting memories with us!
4.96 out of 5 average rating, 145 reviews
The Lakeview Oasis - XL Pool & Jacuzzi - Orlando
Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!
4.96 out of 5 average rating, 143 reviews
Private Waterfront Cabin Retreat with Kayaking
Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!
4.97 out of 5 average rating, 189 reviews
Charming Mount Dora Cottage • Walk to Downtown
Walking distance to all Downtown Mount Dora has to offer! Our lovely 2 bedroom, 1 bath 1940s cottage has been recently renovated. Features fully outfitted kitchen, deck with gas grill and outdoor firepit. Comfortable and elegant living space with 65 inch smart TV. Primary bedroom features King bed and smart tv. Second bedroom has two cozy twin beds. Bikes available for use. Whether you’re coming to relax, boat, shop or partake in one of Mount Dora's many festivities, consider staying here!
4.98 out of 5 average rating, 210 reviews
Bay Lake Cottage, Private Dock, Romantic, Fishing
You’ll have the Entire 500sq ft Cottage & private entry, deck and fishing dock, charcoal grill, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout drapes, luxury quality hair products, high thread count linens. Fully stocked kitchen, reverse osmosis drinking water, k-cup/drip coffee machine. The lake has bass, complimentary fishing poles/tackle box. Rentable Canoe & Kayaks.
4.98 out of 5 average rating, 270 reviews
Beautiful House On the River, Kayaks, Large Dock!
Come relax by the river in this 3-bedroom, 2-bathroom vacation rental in Lady Lake, Florida. Recently built by our family in 2022, the home has a screened in back porch, a fire pit, WIFI, and is complete with a large private dock right on the Ocklawaha River. All that and it's located only 10 minutes from The Villages where you can shop and have fun. Centrally located 1-1/2 hours from Disney, Daytona beach, and Tampa. Lockbox key access is available for check-ins at any time of day.
4.95 out of 5 average rating, 228 reviewsPopular amenities for Central Florida kayak rentals
House rentals with a kayak

Riverfront Escape on the Weeki Wachee with Kayaks
4.99 out of 5 average rating, 228 reviews
Lake Front Home with private Dock on Lake Louisa
4.94 out of 5 average rating, 228 reviews
Lakefront Home•screened deck, dock•Long Stays OK
5.0 out of 5 average rating, 107 reviews
Sasquatch Hideaway: Enjoy Clear Main River Waters
4.99 out of 5 average rating, 393 reviews
River front 3 Bedroom home with kayaks
4.83 out of 5 average rating, 220 reviews
Serenity Escape lake house private beach
4.95 out of 5 average rating, 101 reviews
Key West Themed Lakefront Oasis with Sailboat
4.89 out of 5 average rating, 106 reviews
Private Dock | Kayaks Included | Two Rivers Meet
4.82 out of 5 average rating, 114 reviewsCottage rentals with a kayak

Lakefront Cottage • Private Dock + Bikes + Kayaks
4.97 out of 5 average rating, 126 reviews
The Lakeside River House
4.95 out of 5 average rating, 268 reviews
Sweetwater Cottage private dock, canoe & kayaks
4.89 out of 5 average rating, 157 reviews
Screened Lanai /Clear Kayak / Waterfront / Fire Pi
4.98 out of 5 average rating, 207 reviews
Modern Cottage on Private Spring Fed Lake
4.97 out of 5 average rating, 213 reviews
Lake Breeze Cottage 5
4.96 out of 5 average rating, 186 reviews
Hummingbird Cottage- Waterfront Views & Access
5.0 out of 5 average rating, 159 reviews
Pineapple Bluff...your riverside retreat
4.96 out of 5 average rating, 291 reviewsCabin rentals with a kayak

Rustic River Home on the Withlacoochee River.
4.97 out of 5 average rating, 249 reviews
VERY BEARY CABIN on Crystal Lake
4.98 out of 5 average rating, 199 reviews
Tin Roof Cabin at The Cove
4.96 out of 5 average rating, 136 reviews
Cabin on Aree Pond
4.96 out of 5 average rating, 214 reviews
AFrameStreamDream-Weeki Wachee River Unique Cabin
5.0 out of 5 average rating, 123 reviews
Lake Pan Cabin #1
4.86 out of 5 average rating, 166 reviews
Waterfront Cabin | Hot Tub, Dock & Kayaks
5.0 out of 5 average rating, 20 reviews
Manatee Manor/The Harvey House
4.97 out of 5 average rating, 74 reviewsDestinations to explore
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