Holiday rentals with a kayak in Hollywood Beach

5 out of 5 average rating, 130 reviews

Home in Victoria Park

Private Oasis: Pool, Hot Tub, Kayaks, Near Beach

Escape to your own private Las Olas oasis, where every day feels like a vacation. Lounge by the heated pool, soak in the hot tub, and enjoy a tropical backyard designed for unforgettable moments. Dine beneath the gazebo, grill your favorite meals, or relax with a movie or music on the outdoor TV as the Florida sunset sets the perfect mood. Take the kayaks out for an adventure, then return to peaceful evenings under the stars in complete privacy. Minutes from Las Olas Boulevard and the Beach,

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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.

4.95 out of 5 average rating, 109 reviews

NEW! PIPER PALMS VILLA WELCOMES YOU!

PIPER PALMS VILLA WELCOMES YOU! Let this inviting completely renovated and tastefully decorated, immaculate 2 bedroom, 2 bathroom 1500 sq. ft. historical Dania Beach home with the beautiful HEATED pool ease you into a state of relaxation and rejuvenation for your Florida escape. Accommodations for up to 6 guests in luxurious living space, just minutes from Dania or Hollywood Boardwalk Beaches, and this property is perfect for families and friends looking for a memorable Sunshine State vacation.

LocationOutdoor spacesCheck-in

A private heated pool is situated within a fenced area, bordered by tropical palms and colorful flowers. A large red umbrella provides shade over a lounging area near the water. The clean, clear water reflects the bright blue sky, creating a serene outdoor retreat.

4.95 out of 5 average rating, 220 reviews

Waterfront Family Luxury Home Pool, Jacuzzi, Grill

Spectacular Waterfront, Relaxing, home like environment with all the amenities you need for a perfect vacation. Fresh Linens, pool and beach towels, full equipped kitchen, full size washing and dryer Outdoor gas BBQ with propane for grilling experience Private Heated pool and Jacuzzi, Water view Cleaned every Rotation 5 minutes from spectacular beach in South Florida 3 Bedroom (1 king suite, 2 Queens, 1 Queen) (Please Read Other Details to Note and the Rest of the Property Description)

Outdoor spacesLocationAir conditioning

4.98 out of 5 average rating, 107 reviews

An aerial view showcases a waterfront villa with a spacious pool surrounded by a well-maintained backyard. A Tiki hut provides shaded seating, while lush greenery and palm trees enhance the tropical ambiance. The nearby water adds to the serene environment.

Villa in Oakland Park

Waterfront Heated Salt Pool Tiki. Free EV charging

Tropical escape like resort in Fort Lauderdale. Waterfront villa with Tiki, heated saltwater pool that is perfect for soaking up Florida sun. Ideal for family vacation, stylish and spacious. Truly the best place to relax and enjoy the sun. 10 minutes from Las Ollas. Kayak/paddle board rental is included! Sparkling clean, has all the necessary accommodations in a pleasant quiet neighborhood. Close to shopping and restaurants, 7 minutes away from the beach. Level 2 EV charger! Plenty parking

ValueLocationGetting around

4.92 out of 5 average rating, 152 reviews

A spacious outdoor area features a heated pool surrounded by lounge chairs, offering 180-degree views of the water. Lush palm trees and plants provide a tropical feel, while a comfortable seating arrangement near a barbecue grill enhances the space for relaxation and entertainment.

Home in Victoria Park

Waterfront home walking distance to Las Olas/Beach

True Florida vacation home , 3 bedrooms , 3 bathrooms , The living area is spacious with a full size sofa bed , Can accommodate 6 Adults and two children. The house has a beautiful 180 degree water views with a backyard and huge heated pool deck perfect for entertaining. Private boat dock with electrical hookup that can accommodate up to a 60ft boat. One block away from Las Olas Blvd shops, entertainment , restaurants , bars . walking distance to world famous Fort Lauderdale Beach .

Outdoor spacesLocationHospitality

4.99 out of 5 average rating, 331 reviews

Villa in Pompano Beach

Tropical Resort! 1mi BEACH+HTD Pool+SPA+Boat Rntl!

Whether it's to relax or create memories, your ocean access vacation home awaits. Equipped with complimentary paddle boards & kayaks, outdoor wet bar/grill and a giant tiki with hanging egg chairs overlooking the water. The 3 bed and 2 bath split floor plan creates a spacious interior. Come fish on our 70' dock or relax in our hammocks under our many palm trees while the leaves whisper a sweet melody through the air. Ask about our boat rental so you can get the most out of your vacation!

ValueOutdoor spacesView

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.

4.86 out of 5 average rating, 195 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

LocationOutdoor spacesAmenities

An inviting outdoor space is featured, showcasing a covered hot tub next to a spacious patio area. Lounge chairs are positioned around the space, with a view of the lake visible in the background. Lush green grass adds to the relaxation area.

4.82 out of 5 average rating, 104 reviews

Lake House, Dania Beach

Hello, and welcome to Hollywood Lake! This beautiful house and property offers amazing amenities, including full access to the lake directly out the back door, with kayaks, and a hot tub to relax in and enjoy the gorgeous view! This perfect location is just 15 minutes away from the Fort Lauderdale airport and Dania Beach, so you'll find convenience to anywhere with ease. You get the entire property, COMPLETELY PRIVATE, NEVER SHARED! No parties or gatherings allowed. 30-night minimum.

Outdoor spacesLocationBathroom

4.85 out of 5 average rating, 229 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.

ValueOutdoor spacesNearby

4.97 out of 5 average rating, 192 reviews

A modern kitchen features sleek cabinetry, a large marble island with bar seating, and stainless steel appliances. The backsplash is composed of textured stone tiles, and soft lighting illuminates the space, creating a functional and elegant cooking environment.

Villa in Hollywood Lakes

Spectacular 5BR/5BA Villa in Hollywood Lakes

HOLLYWOOD VACATION RENTALS (HVR FLORIDA) proudly presents this brand-new, luxury 5-Bedroom / 5-Bathroom villa. Located on one of the most gorgeous blocks of Hollywood Lakes, just minutes from the Hollywood Beach & Boardwalk, restaurants, bars, casinos, and more. Enjoy the brand-new heated pool and stylish patio, perfect for relaxing or entertaining in the Florida sun. This warm and inviting villa was designed to deliver a luxury experience you’ll want to return to again and again.

ValueOutdoor spacesBathroom

5 out of 5 average rating, 108 reviews

An aerial view showcases a waterfront property at night, featuring a softly illuminated pool adjacent to the house. Green lights reflect in the water, highlighting the dock and surrounding greenery. The property is framed by a serene landscape, emphasizing its tranquil atmosphere.

Home in Miami

Waterfront Miami Oasis w/ Kayaks | Heated Pool

Escape to a unique Miami waterfront retreat where you can kayak from the backyard, unwind in a hot tub, and swim in a pristine Heated Pool. This quiet family-friendly haven offers a chance to spot local wildlife like ducks and tropical birds. Experience a trendy vibe, featuring a mini golf course, cornhole, pool table, multicade play system and so much more. With a clean, spacious interior and a central location near both Miami and Aventura, it’s perfect for a memorable getaway.

Outdoor spacesValueTV

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.

4.9 out of 5 average rating, 155 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!

Outdoor spacesLocationKitchen

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.

4.9 out of 5 average rating, 59 reviews

Waterfront Oasis | Hard Rock

Outdoor spacesLocationLong stay

Home in Sunny Isles Beach

An aerial view captures a beach house bordered by lush greenery and palm trees. Nearby buildings rise in the background, with a glimpse of the blue ocean visible beyond the sandy area. Vehicles are parked along the street, highlighting the tranquil surroundings.

4.86 out of 5 average rating, 142 reviews

House with Beach across the street! STR-02557

ValueOutdoor spacesSleep quality

A spacious waterfront property is showcased, featuring a lush green lawn and a tiki hut. A pool is surrounded by lounge chairs, while kayaks and paddleboards are visible along the dock. Palm trees frame the tranquil scene beneath a bright blue sky.

4.96 out of 5 average rating, 107 reviews

Sunset Pointe! 1mi BEACH+BOAT Rental+HTD POOL+SPA!

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A charming outdoor space features a grill and wooden countertops beneath a canopy of string lights. Fragrant greenery surrounds a cozy seating area, equipped with cushions, and a patterned rug adds color to the wooden deck. A vibrant atmosphere is created by the soft lighting and natural elements.

4.89 out of 5 average rating, 156 reviews

*FTL HOUSE* - Side A

LocationOutdoor spacesAir conditioning

4.86 out of 5 average rating, 104 reviews

Waterfront•Near Beach•Boat & Fishing Dock•Kayaks!

LocationOutdoor spacesView

4.98 out of 5 average rating, 117 reviews

An open-concept living area is visible, featuring a modern dining table set for six, with clear chairs complementing the natural wood. The sleek kitchen offers minimalist cabinetry, and large windows showcase the waterfront view, enhancing the bright atmosphere.

Home in Wilton Manors

Walk to Wilton Dr | Waterfront

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Two lounge chairs are positioned beside a refreshing pool area, surrounded by lush palm trees. A scenic waterway is visible in the background, showcasing a private dock for boats. Vibrant landscaping enhances the outdoor ambiance.

4.9 out of 5 average rating, 140 reviews

Tropical Oasis close to all South Florida offers!

ValueOutdoor spacesBeach

4.97 out of 5 average rating, 118 reviews

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

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Other holiday rentals with a kayak

Apartment in Hollywood Beach

4.97 out of 5 average rating, 67 reviews

Beachfront Luxe Corner Penthouse|Gym|Heated Pool

LocationValueAmenities

4.92 out of 5 average rating, 26 reviews

The View @ FTL -Rooftop hot tub and pool

ValueLocationView

5 out of 5 average rating, 3 reviews

Las Olas Waterfront Home | Heated Pool, Yacht Dock

Outdoor spacesLocationHospitality

Guesthouse in Fort Lauderdale

A serene outdoor seating area features two wooden loungers positioned on a wooden deck, overlooking the tranquil waters of the New River. The inviting interior showcases a cozy sleeping area with a spacious bed adorned with crisp white linens, accentuated by natural light filtering through a skylight.

4.9 out of 5 average rating, 136 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Outdoor spacesValueParking

4.98 out of 5 average rating, 124 reviews

The exterior features a modern architectural design with a two-car garage and a wide driveway. Soft lighting accentuates the entrance, framed by a landscaped area with shrubs and decorative elements. The sky displays a gradient of colors, suggesting sunset.

Villa in Wilton Manors

Paradise Lux Watrfrnt Villa w Pool/Kyak/Boat/Jtski

LocationOutdoor spacesCondition

4.8 out of 5 average rating, 108 reviews

An inviting outdoor space features a heated jacuzzi and heated pool surrounded by lush greenery. A modern shaded seating area, adorned with a sign for Netflix, offers comfortable space for relaxation. The scene is enhanced by a serene waterfront backdrop.

Villa in Fort Lauderdale

Waterfront w/ Beach Htd Pool Cinema Game Room Spa

ValueLocationFamily

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.

4.92 out of 5 average rating, 50 reviews

※ Casa Alinna ※ Spacious Beach House Heated Pool

LocationOutdoor spacesKitchen