Holiday rentals with a kayak in Jupiter

Apartment in Downtown West Palm Beach

An open living area features a modern sofa, a glass coffee table, and artistic decor. Light-filled spaces are complemented by a dining area with a round table and stylish chairs. A well-equipped kitchen is partially visible, enhancing the inviting atmosphere.

4.84 out of 5 average rating, 422 reviews

Entire Home in City-Place, Convention Center

✨Only 2 min walking distance to the Convention Center ✨3 min walking distance to Rosemary Square & to the Kravis Center. 🚗Free parking on premises - Perfect for Family & Work Gatherings Experience ultimate comfort and style in this spacious, fully remodeled residence. This centrally located home is designed for both relaxation and productivity. Ideal for family and work retreats. If you're seeking a peaceful getaway, our sophisticated residence offers everything you need for a memorable stay.

Guest suite in Palm Beach Gardens

A heated saltwater pool glistens under the sun, surrounded by palm trees. A hot tub is integrated into the pool area, and lounge chairs are placed nearby, inviting relaxation. The serene outdoor space features pathways and seating areas, with boats visible in the background.

4.89 out of 5 average rating, 125 reviews

Joyful BoatView, HeatdPool&HotTub/Kayak/5min2Beach

❤️ ❤️ ❤️ ❤️ ❤️ RATING! 🏆 GUEST FAVORITE! ⏰BOOK NOW! 5 MIN RESPONSE TIME TO YOUR INQUIRY/BOOK REQUEST & WE IMMEDIATELY PLAN YOUR ARRIVAL! 💝 this Spectacular Waterfront 1/1 duplex style PrivateGuestSuite. Parking is steps to YOUR PrivateEntry. Luxurious amenities.HEATED SaltWater POOL,HOTTUB,Kayaks,PaddleBoards! Safe neighborhood of $multiM homes. At back patio you may encounter adorable couple occupying the main house. Plenty outdoor living space to enjoy whatever level of privacy you're after.

4.97 out of 5 average rating, 201 reviews

Home in Port St. Lucie

Riverfront Port St Lucie home with private dock.

Beautiful 3 bedroom 2 bath river front home with private dock. deep water access to the ocean bring your boat. One block away from river front park with boat ramp and nature reserve, 10 min from Oxbow reserve. 20 min from the beach. Close to Met's spring training First Data Field , all shopping is close by. Boat trailer parking available, Beautifully landscaped yard with Palm trees, Tropical themed interior design. Sleeps 6 comfortably with 2 extra air mattress and bedding for extra guests.

A pool area showcases a heated swimming pool surrounded by a spacious patio. Multiple shaded areas are created by colorful canopies overhead. Comfortable lounge chairs and tables are positioned near the pool, offering a relaxed setting for outdoor enjoyment.

4.93 out of 5 average rating, 162 reviews

Coastal charm+Elec heatd pool+2 kings+6 mi 2 beach

Beautifully remodeled 3/2 Coastal style home with Private Elec. heated Pool. 1/2 mile to Stuart's quaint downtown shops, restaurants. 2 king beds and 2 XL twins. 4 couches 2 with pull out beds. 6 to 7 miles to popular spots like Stuart Beach, dog beaches, the House of Refuge turtle rescue, Rocks surfer beach, Bathtub Beach. Beach cart, chairs, cooler(fits wine upright), blanket, towels, umbrellas, boogie boards, skim board, masks provided. Week+ Month+ Discounts Late last minute booking Ok

4.94 out of 5 average rating, 254 reviews

A bright living area is furnished with a light-colored sofa and two wicker chairs, each with decorative cushions. A rectangular coffee table is centered on a soft area rug. Natural light fills the space through large windows, and a wall-mounted TV is positioned across from the seating arrangement.

Home in Delray Beach

Peaceful Waterfront Delray Beach House

🏝LOCATION, LOCATION, LOCATION! Delray Beach's BEAUTIFUL waterfront property! The Bamboo Beach House is located directly on Intracoastal waterway in Delray Beach. Each unit has private patio overlooking 40 ft of waterfront! Enjoy morning coffee and experience beautiful sunrises with the ocean breeze. Our piece of waterfront is a favorite area of local manatees to swim in with the tides, along with schools of jumping fish! The amazing water views and aquatic wildlife is second to none!

4.86 out of 5 average rating, 138 reviews

The outdoor space features a well-manicured lawn with a putting green, framed by lush greenery and palm trees. Soft lighting enhances the atmosphere as the sunset casts a warm glow over the two-story home, creating a welcoming environment for outdoor activities.

Home in Lake Worth

Drift Inn- Lakefront! Outdoor Bar, Golf, sleeps 14

Drift Inn – Welcome to your own slice of waterfront paradise in Palm Beach County! This spacious lakefront escape sleeps 14 and is packed with resort-style amenities: unwind in the hot tub, perfect your swing on the putting green, or fire up the grill at the outdoor kitchen/bar. With stunning Lake Osborne views and sunsets that steal the show, every inch of this home is designed for fun, comfort, and connection. The perfect setting for families, friends, and unforgettable memories.

4.9 out of 5 average rating, 109 reviews

Sea Dream with Lite Breakfast & Water View!

SeaDream is located in a quaint and super calm neighborhood, the type where You will hear the birds chirping and the water whooshing right at the sunny backyard. Joy and total tranquility is guaranteed. The house offers many amenities which have been assembled to bring guests, family members, and couples more together to another level of connection. Our home is only 15 minutes away from downtown Stuart where you can take a stroll on the boardwalk and maybe find a live band.

Guesthouse in Flamingo Park

The exterior of a two-story apartment is presented, surrounded by tall palm trees and lush greenery. A welcoming porch with a balcony is seen above the garage, while a bicycle rests against the driveway, suggesting a friendly atmosphere.

4.98 out of 5 average rating, 104 reviews

Flamingo Perch

Enjoy this one-bedroom 1925 apartment with full kitchen, laundry and large outdoor deck in the beautiful and historic Flamingo Park neighborhood of West Palm Beach. 5 minutes from Palm Beach International Airport, 10 minutes from the beach, walking distance to numerous restaurants, cafes, grocery stores, brewery, shopping, Norton Museum, and more. The best of everything: privacy and easy access to all of the best that West Palm has to offer. Apartment is located over the garage.

Apartment in Singer Island

A gated entrance framed by palm trees leads to a well-maintained saltwater pool area. Illuminated stone columns accentuate the entry, with lush greenery on either side creating a welcoming atmosphere as the sky transitions into dusk.

4.91 out of 5 average rating, 151 reviews

Bermuda Bungalows #5 (Singer Island Beach Getaway)

Privately-owned & gated property with six 2BR bungalow suites. Newly built 5-Star destination in downtown Singer Island near the Ritz. Walk to Florida's famous beaches. Enjoy bars, parks, marinas, reefs & more. Bermuda-style single-story fully-furnished suites feature high-end custom finishes, fully-equipped kitchen with W/D, quartz-counters, high-ceilings, s/steel appliances, plush mattresses, porcelain tiles. Saltwater heated pool & spa by sprawling palms & lush tropics.

4.93 out of 5 average rating, 135 reviews

A compact sleeping area is highlighted by a queen bed adorned with a simple floral duvet and multiple pillows. Shelves on the wall provide space for personal items. A modern kitchenette, partially visible, includes a sink and wooden countertop.

Tiny home in Hobe Sound

Half Marker Hideaway, just minutes from the ocean!

Come enjoy our tiny home, just minutes to beautiful beaches, boat ramps, and downtown life! Small patio, corn-hole and outdoor shower, in laid back atmosphere. If you love outdoor vibes and a cozy tiny home, The Half Marker Hideaway is the place to stay! NO DRUGS. NOT 420 friendly! Don’t book if you don’t like dogs, our dogs live on the property and we do our best to keep them separate from guests. Shared backyard space. The whole indoor space is 140 square foot.

4.78 out of 5 average rating, 257 reviews

Cottage in Delray Beach

Delray Beach dockside nautical fishing cottage

Enjoy the screened in Florida room with beautiful new hurricane proof sliding doors Wake up to coffee on the dock, the tropical birds singing, and watch the tide roll in and out. Watch the manatees roll around with their young. Enjoy a paddle with two free shared kayaks. Welcome to Delray’s best kept secret This 85 year old cottage on the water has more character than you can imagine. While it has had some upgrades, it’s not perfect but has so much to offer!

A spacious living area is highlighted by a cozy sectional sofa and a round coffee table. Natural light fills the room through large windows, while a dining area with a modern table and chairs is visible in the background. Contemporary artwork decorates the walls.

4.91 out of 5 average rating, 113 reviews

Modern & Luxurious Villa in West Palm Beach

- Perfect for Family & Work Gatherings - Experience ultimate comfort and style in this spacious, newly built 2024 villa. Featuring high-end furniture and state of the art appliances, this centrally located home is designed for both relaxation and productivity. Enjoy the large fully fenced backyard, ideal for family celebrations, work retreats. If you're seeking a peaceful getaway, this villa offers everything you need for a memorable stay.

Popular amenities for Jupiter kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.95 out of 5 average rating, 40 reviews

Palm Beach | Hot Tub & Fire Pit Under The Stars

The front patio provides a welcoming entrance with two lounge chairs and a small table, surrounded by tropical greenery. A potted hanging plant and an umbrella offer shade, while the entrance door stands prominently at the rear, leading into the home.

4.9 out of 5 average rating, 21 reviews

Entire3bd2bth1floor Villa close2beaches&ball parks

4.83 out of 5 average rating, 6 reviews

Waterfront paradise house

A serene view of the sunset over the water is framed by lush palm trees. The yard features two daybeds and a pathway leading to a boat dock. Colorful kayaks are positioned beside the grassy area, creating a vibrant coastal atmosphere.

4.89 out of 5 average rating, 65 reviews

Waterfront 1br/2bed in Stuart FL on Manatee Pocket

The two-story Mediterranean Revival home features a red-tiled roof and large windows, surrounded by lush greenery. A tranquil pool is situated in the backyard, flanked by lounge chairs and illuminated by evening lighting, creating a welcoming outdoor space.

5 out of 5 average rating, 5 reviews

4br Mediterranean Villa with Heated Pool/Spa

4.89 out of 5 average rating, 44 reviews

A spacious backyard area features a fire pit surrounded by seating, complemented by colorful outdoor rugs. Palm trees are visible in the lush greenery, while a shaded patio area with a table and chairs is set against a light blue exterior wall of the house.

Home in North Palm Beach

Private 2/2 Juno Cottage near beach bring boat

4.83 out of 5 average rating, 23 reviews

Home in Wellington

Wellington Lakehouse • Heated Pool & Views

Home in Hutchinson Island

A private dock is visible along a serene canal, showcasing a boat secured at the pier. Lush palm trees frame the scene, with blue skies and clouds creating a peaceful backdrop. The pathway is lined with greenery and pavers, leading toward the water's edge.

4.95 out of 5 average rating, 22 reviews

Aqua

Cottages with a kayak

4.98 out of 5 average rating, 134 reviews

A hot tub is situated within a thatched-roof tiki hut, showcasing a relaxing atmosphere. A flat-screen TV is mounted nearby, and views of the natural surroundings are visible through the open structure. Decor includes a decorative sign and a serene backdrop of greenery and water.

Cottage in Palm City

Waterfront,BoatDock,Hot Tub,7kayaks!-Private,HGTV

4.92 out of 5 average rating, 37 reviews

A calm river scene is captured, featuring a reflection of lush greenery on the water's surface. A wooden dock is visible, with a white railing framing the view, enhancing the connection between the cottage and the serene surroundings.

Cottage in Stuart

Cozy Waterfront River Cottage. W/Boat Lift

4.89 out of 5 average rating, 45 reviews

Cottage in Lake Worth

The Crooked Nook–Nature Getaway Near Wellington

Cottage in Hutchinson Island

The exterior of a charming pink house is visible, featuring two large windows adorned with white trim. A golf cart is parked in front, ready for use. Small potted plants are situated near the entrance, enhancing the welcoming appearance.

4.91 out of 5 average rating, 68 reviews

Marty's Place on Nettles Island - beach and more!

Cottage in Poinciana Park

A spacious backyard area features a charming gazebo with seating for relaxation. Surrounding lush greenery adds to the peaceful environment. String lights overhead provide soft illumination, while two lounge chairs are positioned nearby for sunbathing or reading.

4.86 out of 5 average rating, 21 reviews

House of Lotus

4.89 out of 5 average rating, 83 reviews

The exterior of the cottage is framed by lush greenery, featuring a dark wood facade and large windows. A small seating area with two yellow chairs is situated on the porch, welcoming guests. A pathway leads from the entry to the surrounding landscaped space.

Cottage in Jupiter

Serene 5 acre lakeside home, 15 mins from beach

5 out of 5 average rating, 37 reviews

The entrance to the cottage is framed by lush palm trees and a large agave plant, with colorful landscaping enhancing the scene. A vibrant wall decoration adorns the exterior, while a clear blue sky provides a bright backdrop.

Cottage in Stuart

Shady Acres Owner’s Suite

Cottage in Port St. Lucie

The entrance of The Enchanted Cottage is framed by a wooden porch, featuring decorative carvings and potted plants. Double doors invite guests inside, while the bright welcome sign enhances the inviting atmosphere. Soft natural light illuminates the charming outdoor seating area.

5 out of 5 average rating, 72 reviews

Private Botanical Garden Retreat and Guided Tour

Other holiday rentals with a kayak

4.96 out of 5 average rating, 55 reviews

The nighttime view captures a serene canal scene illuminated by vibrant green and blue lights. Palm trees frame the scene, casting gentle shadows on the waterfront. The dock area features a boat lift and steps leading to the water, enhancing the tranquil ambiance.

Home in Singer Island

Island Beach house.

Home in Hutchinson Island

A beachside cottage with a light blue exterior is featured, complemented by a welcoming porch and a bright blue front door. A golf cart sits on the driveway, ready for use, surrounded by lush greenery and clear blue skies.

4.81 out of 5 average rating, 62 reviews

Paradise Beachside Cottage

4.95 out of 5 average rating, 42 reviews

A shaded seating area is presented, featuring a wooden table and chairs. A straw bag and sunhat rest on the table, with a sandy path leading towards the beach visible in the background. Lush greenery and a partly cloudy sky enhance the serene setting.

Condo in Singer Island

Beach resort, water sports, fishing, pools, bar, g

5 out of 5 average rating, 23 reviews

A cozy outdoor setting is showcased with a bottle of wine and two glasses, set atop a table. In the background, the peaceful waterway and lush trees are visible, along with lounge chairs inviting relaxation and leisure.

Guest suite in Palm City

The Osprey's Nest - A Relaxing River Retreat

Tiny home in West Palm Beach

4.79 out of 5 average rating, 39 reviews

Fall Retreat + Barrel Cedar Sauna

The backyard features a sparkling heated pool surrounded by a sunlit patio area. Palm trees sway gently in the breeze behind a spacious outdoor seating area, where dining options are available. A serene atmosphere invites relaxation and enjoyment in the bright surroundings.

4.86 out of 5 average rating, 42 reviews

Waterfront Blue Heron Beach House | Pool & Kayak!

4.58 out of 5 average rating, 12 reviews

Home in Palm City

Waterfront • Pool • HotTub • Kayaks • Firepit

An aerial view showcases the Aquatopia North property, highlighting its proximity to the beach and surrounding greenery. The private dock extends into the river, with boats and recreational toys visible. The heated swimming pool and hot tub are seen at the rear of the home, providing a serene retreat.