Holiday rentals with a kayak in Hollywood Beach

4.92 out of 5 average rating, 132 reviews

A spacious bedroom features a large bed with neutral-toned bedding and decorative pillows. Two pendant lights hang above. A small desk and chair are positioned nearby, with a warm light illuminating the space. A sliding glass door leads to a private outdoor area, enhancing natural light.

Home in Victoria Park

4 min to FTL Beach~Waterfront~Kayaks~Sun Deck!

Wake to sun glittering on the canal, brew espresso, and sink into the lounge seating on the sundeck. Spend the morning beachside (4 min away), then launch our kayaks to explore quiet waterways. Evenings are for grilling, sunset canal views, and unwinding in an airy living room. This waterfront 4BR places you close to Las Olas dining & nightlife yet feels like a private retreat. Questions about dates, beach gear, or boat rentals? Send us a message and we'll help plan your Fort Lauderdale escape.

5 out of 5 average rating, 237 reviews

A bright sunlit dining area features a round white table surrounded by chairs, with a green plant in a pot nearby. Large glass windows overlook a pool and landscaped backyard, framed by tropical palm trees and vibrant greenery.

Villa in Pompano Beach

Oasis Waterfront! Boat Rental/Spa/BBQ/Kayaks/Pool!

Nautical themed waterfront villa on the nicest street in the city. Watch boats go by with coffee on the 70' dock, join them by renting our boat, or get on the water using our complementary paddle boards & kayaks. Split floor plan and enclosed patio complete with arcade games/foosball overlooking backyard. Grill out under the open back patio watching your favorite team on our outdoor smart TV. The heated pool encourages socializing with various seating plus a large hot tub. 3 miles to the beach!

4.81 out of 5 average rating, 253 reviews

A bright and open living area features large windows showcasing city views and a sunset. A glass dining table is surrounded by white chairs, while a sleek entertainment unit holds a television. Soft furnishings in neutral tones create a modern, welcoming environment.

Apartment in Brickell

Icon Brickell 1BR | W Tower + 16ft Ceilings

Cozy condo in the heart of Downtown. Located right above WholeFoods and walking distance from Bayside, restaurants, bars, Brickell City Center Mall witch parking access, this stunning unit is the perfect place to enjoy your stay. The dining area on the balcony offers magic water and city views. Equipped with modern and luxurious appliances, this unit also comes with many advantages such as the salt water pool, sauna, BBQ facilities, game room and fitness center that will make you feel like home.

4.94 out of 5 average rating, 140 reviews

The spacious kitchen showcases a large island with a white countertop, complemented by modern stainless steel appliances. Natural light floods in through panoramic windows, highlighting the open-concept design that connects to a cozy living area featuring neutral furnishings.

Home in Wilton Manors

Waterfront Home | Kayaks & BBQ | Minutes To Beach

This classic Mid-Century Modern home is located in the heart of Wilton Manors. Situated on a large and private waterfront property, it's the perfect place to relax with loved ones. Located just 10 minutes from the beach and Las Olas, you'll be close enough to the action of the city while still having a peaceful place to retreat to after a long day of vacationing. Fully equipped with a private dock, kayaks, BBQ, and so much more. Ready to enjoy your sunset on the water? Book with us today!

4.98 out of 5 average rating, 118 reviews

A serene private dock extends over calm waters, framed by palm trees under a pastel sunset sky. Comfortable seating arrangements invite relaxation, while an orange kayak rests nearby, ready for exploration. Soft illumination enhances the tranquil atmosphere of the canal view.

Villa in Wilton Manors

Paradise Lux Watrfrnt Villa Htd Pool w Boat-Jetski

Welcome to Paradise on the Water! Kick Back & Relax in Style! This high end, fully remodeled Villa, features elegant modern designs, for those with exquisite taste, located in the heart of Fort Lauderdale. All you can think of, just steps away! This home is perfect for guests who want to spend their day lounging by the luxurious heated pool, or enjoy endless restaurants, bars, shops, nightlife, and all that South Florida has to offer. 2 miles from Beach/ Las Olas Blvd. 15 min from Hard Rock!

4.99 out of 5 average rating, 178 reviews

Two hanging egg chairs are positioned near a pristine pool surrounded by tropical plants. The pool water shimmers in bright blue, while the thatched roof structure offers a cozy shaded area. The inviting cushions feature a blue and white floral pattern.

Villa in Pompano Beach

Island Time Waterfront Oasis! Boat rental/HTD Pool

Experience complete relaxation at our island style home. Centrally located in Pompano Beach next to Ft Lauderdale, 2 miles from the beach. Fall in love with sitting on the dock while boats pass by, swinging on the hammock, watching the game outside while grilling, hanging out in egg chairs over the pool or feeling weightless in the hot tub. Kayaks free for your use, house is STOCKED with supplies, hi-speed internet, 50” Roku TV in all bedrooms. Get the BEST Florida experience right here!!

A serene backyard area features a green lawn bordered by palm trees. A dining table with chairs and an umbrella is visible, offering a place to enjoy meals outdoors. Beautiful lake views are showcased in the background, complemented by a colorful sunset sky.

4.85 out of 5 average rating, 186 reviews

Serene Lakefront Getaway Fishing & Kayaks

Escape to this private and serene tropical setting in sunny South Florida. Stylish house with gorgeous lake front access and view for perfect family vacation with 3 bedrooms and 2 bathrooms.Stunning private backyard with fresh water lake where you can enjoy water activities such as swimming, kayaking, fishing, BBQ or just enjoying the spectacular lake view. The best place for your family vacation. Near Hollywood and Fort Lauderdale Beach, Hugh Taylor Birch State Park, Hard Rock casino

4.84 out of 5 average rating, 218 reviews

An outdoor area features a turquoise saltwater pool surrounded by palm trees. Lounge chairs are placed alongside the pool, and a wooden dock provides access to a canal. Kayaks are positioned nearby, enhancing the recreational options available.

Home in Wilton Manors

Waterfront Villa Heated Pool Private Oasis 3bed

Treat your family to a FL getaway at SeasTheDay. This 3BD2BA home is the perfect retreat for anyone who wants to unwind and ENJOY FL living. Located in Wilton Manors “SeasTheDay” has all the things you need for a comfortable stay even if it's for business or pleasure. The outdoor area offers: a hammock to relax, heated pool, ,beach amenities and more, a canal w/ deep H20 access, a dock w/ large sundeck, and a screened in porch to relax, have dinner & watch TV to end a perfect day.

4.97 out of 5 average rating, 108 reviews

Enjoy Sunny days-PooLSide Swim‑Up Bar on the Canal

🌴Welcome to your canal-front retreat! Have some fun in the pool with the family, or enjoy some drinks in the hot tub and built in new wet bar. 🍹Our outdoor seating area has a TV 📺—perfect to watch your favorite Team play or for family movie night. 🍔🔥Relax under the gazebo with BBQ area, 💪🏋️‍♀️or work out in the outdoor gym. 🛌Comfortable bedrooms and two renovated bathrooms ensure a great stay. Just minutes driving from Pompano Beach’s beautiful shores and dining! 🏖️

4.97 out of 5 average rating, 105 reviews

An open living space features a billiards table in the foreground, complemented by a cozy seating area with a light grey sectional sofa. A spacious kitchen and dining area is visible in the background, showcasing modern finishes and ample natural light from large windows.

Home in Harbour Inlet

Waterfront ~ Heated Pool ~ Dock ~ Kayaks ~ Bikes

Welcome to your dream Vacation Villa with sprawling high ceilings, a grand foyer, and stunning views. The spacious interior offers four bedrooms, each with its own en-suite, comfortably accommodating up to 10 guests. Step outside onto the expansive patio with a sparkling pool, surrounded by sleek furnishings and lush greenery - providing a perfect oasis for relaxation and entertainment. Just 10 minutes from the airport and a few steps away from the sandy beach!

A vibrant outdoor space includes a thatched-roof tiki hut with seating, surrounded by lush tropical foliage. Two kayaks are visible on the dock, alongside PVC stationary chairs. The tranquil waterfront is framed by a wooden deck, providing access to the home’s inviting backyard.

4.89 out of 5 average rating, 149 reviews

Heated Pool + Kayaks! Tiki Hut & Close To Beach!

WATERFRONT HOME W/ HEATED POOL & FOUNTAIN, TIKI HUT W/BAR, KAYAKS & BIKES! DIRECT TO INTRACOASTAL W/LUXURY FINISHES & BEAUTIFULLY FURNISHED IN THE HEART OF POMPANO BEACH. THIS HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A HEATED POOL! CLOSE TO BEACH, WATERSPORT ACTIVITIES, FINE DINING & UPSCALE SHOPPING. YOUR IDEAL FLORIDA BACKYARD GREAT TO GRILL & RELAX ON LOUNGE CHAIRS WHILE OVERLOOKING THE WATER. 2 KAYAKS INCLUDED!

4.99 out of 5 average rating, 886 reviews

A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.

Boat in Coconut Grove

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Popular amenities for Hollywood Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

A circular seating area is surrounded by greenery, featuring five colorful chairs arranged on gravel. Soft lighting hangs overhead, accentuating the evening sky with vibrant hues. The inviting outdoor space encourages relaxation while being complemented by lush plants in decorative pots.

4.86 out of 5 average rating, 44 reviews

Waterfront Oasis | Hard Rock

4.94 out of 5 average rating, 16 reviews

Home in Tarpon River

The View @ FTL -Rooftop hot tub and pool

4.92 out of 5 average rating, 25 reviews

A spacious pool area is viewed, with a vibrant pink float resting in the heated pool. Large glass doors provide an open feel, connecting the indoor living spaces to the outdoor ambiance. Palm trees frame the scene against a colorful sunset in the background.

Home in Lighthouse Point

HUGE Heated Pool~Waterfront~BIG Patio + Dock

4.85 out of 5 average rating, 33 reviews

Home in Dania Beach

LuaMar•Cozy Home•5minBeach•Free kayaks•BBQ•Firepit

4.93 out of 5 average rating, 15 reviews

A serene outdoor area showcases a heated pool with crystal-clear water, bordered by a landscaped lawn. Several lounge chairs are arranged neatly along the pool, while tall palm trees stand gracefully against the backdrop of the tranquil lake reflecting the blue sky.

Home in Miami

The Miami Enchanted Lake House

4.95 out of 5 average rating, 100 reviews

A heated pool is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant greenery. A concrete patio provides a relaxing space, with a red lounge chair visible in the background. The clear blue sky and sunlight create a cheerful outdoor atmosphere.

Home in Dania Beach

NEW! PIPER PALMS VILLA WELCOMES YOU!

Aerial view captures a serene canal lined with palm trees and residential homes. The image highlights a tranquil waterway with boats visible, and a tiki hut sits in the foreground, providing a tropical feel. The skyline of the city is faintly visible in the distance.

4.94 out of 5 average rating, 72 reviews

Ocean access House w Hot Tub & Kayaks!

4.93 out of 5 average rating, 30 reviews

Blue Marlin - POOL/SPA - 5 min to Beach

Other holiday rentals with a kayak

4.95 out of 5 average rating, 66 reviews

A sleek, rectangular swimming pool is set against a backdrop of lush palm trees and a waterfront view. Clear blue water sparkles in the sunlight, while two white lounge chairs flank the pool, inviting relaxation. A boat is visible in the nearby dock area.

Villa in Fort Lauderdale

Upscale FL Waterfront Heaven, Heated Pool, Jacuzzi

4.86 out of 5 average rating, 64 reviews

A spacious balcony with a thatched roof overlooks Hollywood Beach and the ocean. Several chairs are arranged along the railing, draped with colorful towels. Palm trees are visible in the background, creating a relaxed seaside atmosphere.

Condo in Hollywood Beach

Beach Condo - Hollywood Beachfront & Broadwalk

Home in Birch Park Finger Streets

An elevated view of the beach house is captured, showcasing its modern flat roof and a spacious deck with outdoor seating. Surrounded by lush palm trees, the property is situated amid vibrant greenery, creating a serene setting in the Fort Lauderdale area.

4.91 out of 5 average rating, 46 reviews

※ Casa Alinna ※ Spacious Beach House Heated Pool

4.86 out of 5 average rating, 7 reviews

Coastal Modern Retreat | Newly Renovated

4.95 out of 5 average rating, 63 reviews

A spacious bedroom features a large bed with a soft grey comforter. Floor-to-ceiling windows offer sweeping views of the ocean, with a child gazing out at the waves. Natural light fills the room, enhancing the serene ambiance.

Apartment in Galt Mile

Beach Resort -Beach Ocean front - Views - Balcony

4.99 out of 5 average rating, 78 reviews

A peaceful waterside view is presented with a calm canal bordered by lush greenery and palm trees. Brightly colored kayaks rest on the shoreline, alongside modern lounge chairs set on artificial grass. The clear blue sky reflects on the water, enhancing the tranquil atmosphere.

Home in Hollywood

Cozy 5BR Villa Pool Table, GameRM, Arcade, HotTub

An outdoor kitchen area features a built-in grill and a shaded pergola. Lush tropical plants are arranged around the space, with the canal visible in the background. A calm waterway reflects the vibrant colors of surrounding greenery and flowers, creating an inviting atmosphere for outdoor dining.

5 out of 5 average rating, 62 reviews

Waterfront Oasis with outdoor kitchen and shower