Holiday rentals with a kayak in Jupiter

Apartment in Grandview Heights

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, 414 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.

4.88 out of 5 average rating, 120 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.

4.89 out of 5 average rating, 166 reviews

An outdoor area features a hot tub surrounded by tropical greenery, enhanced by soft lighting. A seating arrangement is positioned nearby, alongside decorative landscaping elements. The space is designed for relaxation and enjoyment, with a tranquil atmosphere offered by the surrounding nature.

Home in Lantana

Coastal Oasis Of Lantana

Coastal Oasis Beachside Home in Lantana is the perfect getaway for a relax, comfort stay. Tastefully furnished with style and fully equipped for both short and extended visits, this home offers everything you need. The beach is less than a mile away and easily walkable. The neighborhood is quiet and peaceful, just one home from the Intracoastal Waterway, where you can feel the coastal breeze. Enjoy waterfront dining, beachside restaurants, and the laid-back charm of this beautiful coastal town.

4.98 out of 5 average rating, 195 reviews

Home in River Park

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.

4.95 out of 5 average rating, 247 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!

4.89 out of 5 average rating, 133 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.

4.91 out of 5 average rating, 104 reviews

Home in Stuart

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.

4.95 out of 5 average rating, 108 reviews

Home in Boynton Beach

Canal, Htd Pool, Putt-Putt, Pergola, Air Hockey

🌴 Enjoy this waterfront Boynton Beach escape in Boynton Beach, just one block from Caloosa Park. Features a heated private pool, golf putting green, canal-front dock, pergola, BBQ grill, air hockey, fireplace, and stylish interiors with king & queen beds. Perfect for families and groups seeking relaxation, outdoor living, and easy access to beaches and Atlantic Ave. Message us today and enjoy waterfront living, sunshine, and relaxation — all in one exceptional stay. 🌴🌊

4.92 out of 5 average rating, 130 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.

Home in Palm Springs Village

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.

4.9 out of 5 average rating, 102 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.

Home in Palm Beach Country Estates

An inviting outdoor area overlooks a private heated pool, surrounded by lounge chairs and umbrella shades. Lush greenery adorns the yard, framed by palm trees, while a serene sunset casts warm hues across the scene, creating a tranquil retreat.

5 out of 5 average rating, 62 reviews

Luxe Golden Hour, Private Pool & Pickleball Court

Welcome to The Golden Hour, a luxurious coastal ranch featuring a private pool (heated Nov 1-Mar 1), outdoor kitchen, and brand-new private pickleball court. Located in a quiet, safe neighborhood with easy access to beaches and golf—just 8 miles to the beach and 4 miles to downtown Abacoa. Enjoy modern coastal design, stunning sunrise and sunset views, and live like a Palm Beach local in this peaceful private oasis.

5 out of 5 average rating, 12 reviews

Home in Jupiter

Drops of Jupiter - Pool Home Sleeps 16

Welcome to your ultimate Florida escape! This bright and spacious 5-bedroom, 2-bathroom home in Jupiter is designed for comfort, fun, and relaxation. Dive into your private saltwater pool, enjoy the putting green and fully fenced yard perfect for kids and pets, or head to the beach a short 8 minute drive! This spacious home is just what your family needs with sleeping arrangements for up to 16 guests!

Popular amenities for Jupiter kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.97 out of 5 average rating, 66 reviews

The backyard features a private pool surrounded by a stone patio. Comfortable seating arrangements are visible next to the water, with vibrant palm trees lining the area. A wooden dock with boats is seen in the background, framed by a warm sunset glow.

Home in Palm City

Relaxing waterfront home w/ private pool and dock

4.83 out of 5 average rating, 30 reviews

Home in Lake Worth Beach

Waterfront! Heated Pool, Gym, Tiki, Dock, EV Chgr

4.76 out of 5 average rating, 17 reviews

Home in Wellington

Wellington Lakehouse • Heated Pool & Views

4.93 out of 5 average rating, 157 reviews

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.

Home in Stuart

Coastal charm+elec heatd pool+king beds+.6 mi dntn

4.93 out of 5 average rating, 27 reviews

A tranquil swimming pool is surrounded by lush palm trees, reflecting shimmering water under a clear sky. Comfortable lounge chairs are positioned nearby, offering a relaxed space to enjoy the view of the saltwater canal.

Home in Jupiter

Waterfront Luxury Jupiter Home with Heated Pool

5 out of 5 average rating, 36 reviews

A three-story house in a tropical setting features an inviting pink exterior with white trim and multiple balconies adorned with shutters. Lush palm trees and vibrant landscaping frame the entrance and garage, creating a welcoming atmosphere in this coastal community.

Home in Stuart

Key West feel steps from Historic downtown Stuart!

Home in Hutchinson Island

5 out of 5 average rating, 14 reviews

Lagoon Sunsets/Dock Fishing/Kayak/Beach/Bike/Court

4.94 out of 5 average rating, 35 reviews

The exterior of a bright yellow house is showcased, framed by lush tropical landscaping including palm trees and shrubs. A screened lanai is visible, offering an outdoor living area. A yellow kayak rests on the dock at the water's edge, with a clear blue sky above.

Home in Hobe Sound

Waterfront with Dock & Pool, Hobe Sound Beach

Cottages with a kayak

4.98 out of 5 average rating, 130 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

4.87 out of 5 average rating, 38 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.

4.92 out of 5 average rating, 66 reviews

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

4.91 out of 5 average rating, 35 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

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, 81 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, 32 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 Port Salerno

Shady Acres Owner’s Suite

4.95 out of 5 average rating, 63 reviews

The exterior of a charming beach cottage is shown at dusk, illuminated by warm lights. The entrance features double doors, flanked by windows, with landscaped greenery surrounding the home and a soft lawn leading up to the path.

Cottage in Hobe Sound

Lilly Pulitzer inspired Hobe Sound cottage.

Other holiday rentals with a kayak

4.98 out of 5 average rating, 86 reviews

A sweeping view captures the pristine beach in front of the resort, lined with blue umbrellas providing shade. The gentle waves of the Atlantic Ocean lap against the sandy shore, while multiple tall buildings are visible in the background, reflecting the coastal atmosphere.

Condo in Singer Island

Singer Island Ocean View Marriott Condo on Beach

4.95 out of 5 average rating, 58 reviews

The exterior view showcases the two-story Mediterranean Revival home surrounded by lush greenery and palm trees. A sparkling heated pool is visible, accompanied by sun loungers and a vibrant red umbrella, creating a welcoming outdoor space lit by soft evening lighting.

Home in Lake Park

1926 Mediterranean Home with Heated Pool Sleeps 12

5 out of 5 average rating, 20 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

Home in Hutchinson Island

An aerial view captures the waterfront property nestled in a quiet neighborhood, with a clear path leading to the beach in the distance. The coastline is dotted with high-rise buildings, while the vibrant blue of the water contrasts with the greenery of the surrounding area.

4.95 out of 5 average rating, 76 reviews

Beachside Getaway | Luxury Home w/ Private Dock!

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, 92 reviews

Flamingo Perch

4.86 out of 5 average rating, 7 reviews

Home in Palm City

Waterfront • Pool • HotTub • Kayaks • Firepit

5 out of 5 average rating, 6 reviews

Home in Palm City

Coastal Oasis Getaway with Pool