Vacation rentals with a kayak in Hollywood

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Top-rated kayak rentals in Hollywood

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Guest favorite

An orange kayak and a blue kayak are securely stored on a yellow rack against a backdrop of lush greenery. The arrangement highlights a space ready for water adventures, with a well-maintained lawn visible in the background.

Guesthouse in Fort Lauderdale

4.92 out of 5 average rating, 109 reviews

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! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

Top guest favorite

Two kayaks are positioned outside a modern home, resting on a tiled patio. The vibrant kayaks are surrounded by lush greenery, including palm trees and various plants, contributing to a natural and inviting outdoor space.

Home in Wilton Manors

4.98 out of 5 average rating, 108 reviews

Luxury Waterfront Stay w/ Kayaks. 10 Mins 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!

Guest favorite

A spacious master bedroom features a large, comfortable bed with blue and orange accents. Natural light floods the room through large windows, highlighting elegant wood flooring. Modern round mirrors are displayed above the bed, and a stylish lounge chair adds a touch of sophistication.

Villa in Wilton Manors

4.99 out of 5 average rating, 105 reviews

Paradise Lux Waterfront Villa w Boat & Jetski Rtl

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!

Superhost

A bright and spacious game room features a pool table with colorful balls arranged neatly on a blue felt surface. Large windows allow natural light to fill the area, connecting the game room to a living space visible in the background.

Villa in Hollywood

4.79 out of 5 average rating, 105 reviews

Villa Monae w/ Pool

In heavenly memory, Villa Monae shares a vibrant tone of modern elegance! Operated by Move Around Management, this home is accompanied by an on-call leisure service representative, encouraging all of your local leisure opportunities (i.e Vacation Homes, Yacht Charters, Executive Transportation, Jet Skis, Spa Treatments, Chef/Private In-Dining). Centrally located, and close to everything (10mins Ft. Lauderdale Airport, 10min Hollywood Beach, 15mins Aventura Mall, 25mins Downtown Miami)

Guest favorite

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

4.97 out of 5 average rating, 176 reviews

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.

Superhost

A scenic view of Biscayne Bay is captured from a private balcony, highlighting the blue waters and distant boats. The image includes glimpses of the lush greenery along the shore and nearby buildings, providing a backdrop to a serene waterfront setting.

Apartment in Coconut Grove

4.88 out of 5 average rating, 198 reviews

Amazing Studio - Walking Distance to Cocowalk

🌴 Peaceful Bayview Condo at Hotel Arya in Coconut Grove 🌴 Large Studio • Sleeps 3 • Balcony • Pool & Gym Access • Free Parking Escape to this peaceful bayview condo in Coconut Grove, located inside the upscale Hotel Arya. Enjoy full access to premium amenities like a pool, gym, and sauna while staying steps from the Grove’s best restaurants, shops, and waterfront parks. Ideal for couples or solo travelers looking for a relaxing Miami getaway with easy access to top attractions.

Top guest favorite

Villa in Pompano Beach

4.97 out of 5 average rating, 190 reviews

OASIS Views! 3mi BEACH+SPA+HTD Pool!

Nautical themed waterfront villa on the nicest street in the city. Watch boats go by with coffee on the 70' dock, join them, 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!

Top guest favorite

Home in Pompano Beach

4.98 out of 5 average rating, 143 reviews

Near Beach/kayaks/HtdPool/Tiki/BBQ/Gameroom

⭐️RANKED TOP 10% OF HOMES ON AIRBNB 🌊Heated Salt Water Pool (85 degrees year round free of charge) 🌴2 bedrooms plus 3rd Game room with full size futon bed and lockable doors as a 3rd room 🚣Free Kayaks and Paddle boards right off the dock 🐠 70 ft Waterfront / FISH RIGHT OFF THE DOCK 🔥Tiki hut with fire pit & outdoor seating/ BBQ grill 🎯Gameroom 🏡 Fully remodeled home 📺TVs in each bedroom 🏝️Only 2.5 miles to beach! ⛱️Beach essentials included 🚘 4 parking spaces

Guest favorite

A spacious balcony is visible, featuring a small table and two chairs, overlooking the ocean. The horizon is adorned with colorful clouds reflecting the sunset, while waves gently lap against the shore below. The scene evokes a sense of tranquility and connection to nature.

Condo in Hollywood Beach

4.83 out of 5 average rating, 206 reviews

Sea, City, Sun, views and wonderful surroundings

Very exclusive accommodation, located within a 5-star building, at the foot of the sea, on the famous Ocean Drive Avenue, 5 min from "Aventura Mall", banks, pharmacies, restaurants, entertainment, adventure sites. On the 38th floor with wonderful views of the sea, the canal and the City. Elegance and services, return to stay in a wonderful experience. Porcelain floor with individual carpets which greatly facilitates cleaning and its cost. It has seats and beach umbrella.

Superhost

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

4.9 out of 5 average rating, 102 reviews

*FTL HOUSE* - Side A

House turned duplex w/pool! This modern & comfortable 2 bedroom 1 bath provides dedicated parking, free early & late check out w/ a big backyard! Smart speaker displays, thermostat & TVs w/ fast Wi-Fi for entertainment! Distance(Minutes): FLL Airport 10-15 Wilton Drive 5-10 Las Olas District 10-15 Ft Lauderdale Beach 15-20 MIA Airport 40-45 Wynwood 35 Sawgrass 15 SoBe 45 Beach speaker, equipment, kayaks & paddle board provided!

Top guest favorite

Cottage in Miami Lakes

4.98 out of 5 average rating, 224 reviews

* Lake Cottage * SpaLike Bath *

The cottage is centrally located in the serene hidden gem of Mia Lakes. Perfect for couples, solo adventurers or business travelers. You will feel hidden away from it all but yet only 5- 10 min walk from restaurants, shopping, groceries, movie theater, spa, gym etc. Our lakefront guest cottage is surrounded by lots of native plants, trees & wild life. You may swim, fish (catch & release) on the lake, as well as use of a kayak.

Guest favorite

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.

Home in Imperial Point

4.95 out of 5 average rating, 175 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)