
Vacation rentals with a kayak in Florida
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Top-rated kayak rentals in 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
Outdoor spacesLocationHospitality

Island Sanctuary Islamorada
Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.
LocationOutdoor spacesLong stay

A Frame Stream Dream-Weeki Wachee
This charming A-Frame Cedar Cabin is a perfect retreat on the Weeki Wachee River. Families enjoy kayaking, fishing, or relaxing on the dock by the water. In the evening, the atmosphere transforms with underwater lighting and LED dock lights. The cabin features 2 cozy Cedar bedrooms, including one with a spiral staircase and a master suite with water views. The main bathroom has a waterfall faucet and there's a heated outdoor shower nestled in nature. Create unforgettable memories on Weeki Wachee
ValueLocationLayout

Fire pit, Golf Cart, Kayaks, PedalBoat, Fishing!
Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River,perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!
LocationValueAccess

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
ValueOutdoor spacesAir conditioning

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!
LocationValueGetting around

Waterfront Home with Pool + Private Dock
Unwind in this intercoastal waterfront paradise with breathtaking sunrise views over the Banana River. Spot turtles, dolphins & manatees from your private dock. Retreat into elegance with an upscale split floor plan coastal home with private pool. Mins from Cocoa Beach, Port Canaveral & Kennedy Space Center. Disney & Orlando are 40 mins away. 🐠🚣♂️ We provide kayaks, fishing poles, beach chairs & pool toys! Send us a message about the ultimate getaway with your own private pool & dock
ValueOutdoor spacesKitchen

Weeki Waterfront Airstream Glamping Experience
Nature Oasis 🤩 Glamping (Glamorous Camping) Experience in 25-foot Airstream Travel Trailer (RV) ✅ Lush forest views ✅ Tranquil waterfront location (paddle down the canal to the pristine Weeki Wachee River) ✅FREE amenities - hot tub, outdoor shower, firepit, griddle, bikes, yoga mats, kayaks, & stand-up paddle boards. SELF CARE UPGRADE is $100/person. It includes access to shared space: food forest, garden & waterfront wellness studio with experiences curated for you by your hostess.
LocationValueCondition

My Little Oasis2 Waterfront Retreat, Key Largo
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.
LocationOutdoor spacesSolo travel

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, 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 curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.
ValueOutdoor spacesCondition

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock
Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Delightful rustic home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining. Enjoy a taste of old Florida! - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one
Outdoor spacesValueQuiet

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.
LocationValueHospitality
Popular amenities for Florida kayak rentals
House rentals with a kayak

Fisherman’s Oceanfront Dream Home w/Dock & Kayaks
LocationValueParking

Romantic Seagrove Palmetto Bungalow 30A Lakefront
Outdoor spacesLocationIndoor spaces

East Bay Hideaway — A Private Waterfront Escape
LocationOutdoor spacesCheck-in

Family Treehouse on The Santa Fe River
LocationValueAmenities

Charming, cozy and quiet river home
LocationOutdoor spacesNearby

Condé Nast Featured | Lakefront Escape + Hot Tub
LocationOutdoor spacesAccuracy

Lake Denton Diver's Paradise Swim-Dive-Boating
ValueOutdoor spacesBackyard

Riverfront Retreat (Ichetucknee) w/ Kayaks & Tubes
Outdoor spacesLocationCleanliness
Cottage rentals with a kayak

Quaint Cottage w/access to Peace River canoe/kayak
LocationValueBeach

Live Oak Oasis on Morris Lake
Outdoor spacesValueDecor

Tranquil Waterfront Cottage
Outdoor spacesLocationGrill

The Lakeside River House
ValueOutdoor spacesBackyard

Lakeside Getaway with kayaks!
LocationOutdoor spacesComfort

Lakefront Cottage • Private Dock + Bikes + Kayaks
Outdoor spacesLocationView

JoMo Retreat on the Withlacoochee River!
Outdoor spacesValueLong stay

Kayak Kottage: waterfront, kayaks, bikes, dockage
LocationValueAccess
Cabin rentals with a kayak

Private Waterfront Cabin Retreat with Kayaking
ValueLocationCondition

Waterfront tiny Cabin/ Glamping
LocationValueBiking

VERY BEARY CABIN on Crystal Lake
Outdoor spacesValueNearby

Cozy Riverfront Retreat -Natural Springs Abound!
ValueLocationBackyard

Charming Lakefront Log Home
Outdoor spacesLocationView

Twisted Pine Lake Cabin, secluded & near town
LocationValueIndoor spaces

Cabin on Private Beach with Tiki Bar & Cabana
ValueOutdoor spacesQuiet

Tin Roof Cabin at The Cove
LocationValueAmenities
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