Vacation rentals with a kayak in Hollywood

4.79 out of 5 average rating, 112 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

Welcome to The Music House! This stunning 6 bedroom, 3 bathroom Waterfront oasis features: heated pool, sauna, jacuzzi and offers spacious accommodations for large groups, all within the maximum occupancy limits. Immerse yourself in stunning waterfront views while barbequing or enjoying drinks at the Tiki Bar. Create unforgettable memories while sitting around the fire pit or while soaking in the hot tub. Catch a movie in our outdoor movie theater, or take a short drive to the nearest beaches!

4.98 out of 5 average rating, 105 reviews

An outdoor dining area features a wooden table set with colorful plates and glasses. The space is covered, offering views of a heated salt pool surrounded by palm trees and lounge chairs. A tranquil waterway is visible in the background.

Home in Oakland Park

FtLauderdaleBeach5miles|HTDPool+SPA|Fishing|Kayaks

🔥 HEATED SALT POOL & Jacuzzi! (Keeps a cozy 86° year-round at no extra cost!) ♨️ 🏆 RANKED IN THE TOP 10% OF HOMES ON AIRBNB! 🚣‍♂️ 100 ft Waterfront with kayaks & paddle boards for endless fun! 🌿 Artificial turf for games & relaxing outdoors 🛌 Sleeps 6 comfortably, up to 8 with sofa bed 🍽 Outdoor dining table & bar top — perfect for meals & cocktails 🔥 Fire pit with comfy seating for cozy nights 🍔 BBQ grill for cookouts with family & friends 🎣 Fish right off the dock! (Fishing po

5.0 out of 5 average rating, 138 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,

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.

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! Our private guest suite is attached to the main house but NO ACCESS between your suite and the main house. Owners DON'T access the pool during guest's stay. It offers an upscale bath, fridge, microwave, & Keurig. The pool area is exclusively YOURS, with loungers for basking in the sun. Less than 20 minutes from beaches, restaurants, & more.

4.91 out of 5 average rating, 140 reviews

4.96 out of 5 average rating, 113 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!

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.

4.94 out of 5 average rating, 189 reviews

A heated pool is surrounded by meticulously maintained landscaping, featuring palm trees and artificial grass. Sun loungers are positioned near the pool area, providing a relaxed space for sunbathing. The exterior of the house offers large windows that allow natural light to enter.

Home in Oakland Park

Waterfront Home Heated Pool

This South Florida canal home located minutes from the beach is nestled in a quiet neighborhood surrounded by water and parks with one way in and out. It sits and the end of a cul-de-sac on it own private road where privacy is at its best! Newly remodeled 3 bedroom 2 bath house with Heated pool. Explore Florida with provided kayaks in the canal that leads to the ocean. Neighborhood parks include, beach volleyball, basketball, nature trails, exercise routes and benches, RV parking, and more.

4.86 out of 5 average rating, 202 reviews

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.

Home in Dania Beach

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

4.98 out of 5 average rating, 127 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

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 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!

4.85 out of 5 average rating, 233 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, 195 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.

5.0 out of 5 average rating, 114 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.

4.98 out of 5 average rating, 124 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! 🏖️

Popular amenities for Hollywood kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.92 out of 5 average rating, 155 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

4.97 out of 5 average rating, 115 reviews

Home in Fort Lauderdale

•Surf House• Kayaks-Paddleboards-1 mile to Wilton

An outdoor space features a modern pool surrounded by lounge chairs and tropical landscaping. The house is seen with multiple windows and a sliding door, reflecting a vibrant sunset sky. The waterway canal is visible, enhancing the serene setting.

4.85 out of 5 average rating, 151 reviews

Spectacular Waterfront for12! Tiki, Pool & Hot Tub

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, 113 reviews

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

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.

4.88 out of 5 average rating, 160 reviews

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

4.89 out of 5 average rating, 158 reviews

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.

Home in Fort Lauderdale

*CASA FTL* - Side A

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.

House with Beach across the street! STR-02557

4.86 out of 5 average rating, 144 reviews

4.84 out of 5 average rating, 107 reviews

A covered patio area is furnished with a sectional seating arrangement and a hanging swing chair. A flat-screen TV is mounted on the wall, providing entertainment. The heated saltwater pool is visible, surrounded by lush greenery and beach chairs for relaxation.

Home in Lighthouse Point

5 BR, Pool, Jacuzzi, Boat Avail OlgasFriendsLLC

Other vacation rentals with a kayak

4.99 out of 5 average rating, 196 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 Tiki Oasis! Waterfront - HTD Pool

4.99 out of 5 average rating, 335 reviews

Villa in Pompano Beach

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

4.9 out of 5 average rating, 48 reviews

Condo in Hollywood Beach

Luxury Private Condo W/ Jacuzzi and Ocean View!

5.0 out of 5 average rating, 12 reviews

Home in Dania Beach

4BR Dania Beach Villa: Pool, Hot Tub & Game Room

Apartment in Hollywood Beach

Beachfront Luxe Corner Penthouse|Gym|Heated Pool

4.97 out of 5 average rating, 71 reviews

4.93 out of 5 average rating, 57 reviews

A bright living room is showcased with comfortable seating and a stylish coffee table. Large windows provide a view of the beachfront. Light-colored walls and ceiling beams enhance the airy ambiance, while a flat-screen TV is mounted on the wall for entertainment.

Villa in Fort Lauderdale

Oceanfront Villa With Private Beach Access!

5.0 out of 5 average rating, 15 reviews

Home in Miramar

Luxe Lagoon Villa | Heated Pool | Sleeps 14 | Pet