Holiday rentals with a kayak in Oakland Park

5.0 out of 5 average rating, 133 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,

ValueLocationQuiet

4.79 out of 5 average rating, 110 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!

ValueLocationParks

4.98 out of 5 average rating, 101 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

LocationValueHot tub

4.94 out of 5 average rating, 108 reviews

A spacious living area features a light-colored sectional sofa and a circular black coffee table. Large glass doors allow natural light to fill the room and provide views of the lush outdoor area. Minimalist decor is complemented by a large mirror and small potted plants.

Home in Miramar

Majestic Lakeview Villa | Heated pool | kayak |BBQ

Have fun with the whole family at this stylish place. Welcome to your dream getaway!This spacious and luxurious 3-bedroom, 2-bathroom home in Miramar, Florida, offers the perfect blend of relaxation, comfort, and style. Whether you're here for a vacation or a special occasion, you'll love the private heated saltwater pool, stunning lake views, and elegant decor that make this home a perfect retreat. -Miami Airport(30 min) -Fort Lauderdale International Airport(20 min) -Hard Rock Stadium (8 min)

Outdoor spacesValueCheckout

4.94 out of 5 average rating, 224 reviews

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 Fort Lauderdale

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)

LocationOutdoor spacesBarbecue

4.94 out of 5 average rating, 188 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.

Outdoor spacesLocationBeach

4.98 out of 5 average rating, 109 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

Outdoor spacesLocationPool

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, 142 reviews

Tropical Oasis close to all South Florida offers!

This is a beautiful, updated 1840sq ft home. The outdoors is an inviting area w/ pool, 60ft dock of direct ocean access waterfront, a wonderful shaded dining space, bar b que, bikes, kayak, paddleboard, & beach/pool toys/chairs! The comfortable inside includes amenties such as 2 large TV's, excellent WIFI, coffee, cooking, bath & laundry essentials. Prime location close to everything the Pompano, Fort Lauderdale/Las Olas areas offer of beaches, piers, fishing, golf, shops & restaurants.

ValueOutdoor spacesComfort

4.85 out of 5 average rating, 230 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.

Outdoor spacesValueComfort

4.86 out of 5 average rating, 105 reviews

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

Indulge in this luxe waterfront escape with a private heated pool, boat/fishing dock and Tiki hut. Glide out on a kayak, lounge on sunbeds, or savor sunset dinners on the patio. Inside, enjoy chic design, premium comforts, fast WiFi, and a chef-ready kitchen. Perfect for families and stylish getaways, this single-level haven delivers effortless elegance from check-in to checkout, offering curated touches, plush details, and serene coastal vibes. Unwind and feel truly pampered!

Outdoor spacesValueAccuracy

4.98 out of 5 average rating, 121 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! 🏖️

Outdoor spacesLocationPets

4.98 out of 5 average rating, 120 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

This beautiful waterfront home is perfect for the traveler looking for a little zen and relaxation. The backyard features a large private waterfront view that is visible from the moment you step inside the home. Enjoy a private dock to watch the sunrise, go fishing, or launch our kayaks from. Located within walking distance to Wilton Dr and 15 mins to the beach and Las Olas. Ready to enjoy a drink while catching the sunset on the water? Book with us today!

LocationOutdoor spacesGetting around

Popular amenities for Oakland Park kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

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, 158 reviews

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

Outdoor spacesValueCheck-in

4.92 out of 5 average rating, 154 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

ValueOutdoor spacesCondition

A serene waterfront view features two modern lounge chairs positioned on a wooden deck. Calm water reflects the surrounding palm trees and homes along the canal, creating a tranquil outdoor space for relaxation.

4.94 out of 5 average rating, 99 reviews

Sunrise Oasis: 2Mi Beach+Pool+HotTub+Boat Rental!

LocationOutdoor spacesCondition

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

LocationOutdoor spacesNearby

4.89 out of 5 average rating, 157 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

*FTL HOUSE* - Side A

Outdoor spacesLocationBathroom

4.97 out of 5 average rating, 175 reviews

A clear swimming pool is complemented by a connected jacuzzi, surrounded by stylish lounge chairs. In the background, an outdoor seating area with a canopy provides shaded relaxation options, framed by lush greenery and trees.

Home in Dania Beach

Villa-Pickleball-Soccer-Heated Pool-2 King Masters

Outdoor spacesLocationAir conditioning

4.98 out of 5 average rating, 425 reviews

Lounge chairs are positioned on lush green grass beside a serene, palm-fringed pool. The pool features a textured stone border and is accented by colorful inflatable toys. Plentiful tropical plants enhance the tranquil outdoor setting.

Home in Hollywood

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

LocationValueParks

4.94 out of 5 average rating, 127 reviews

Waterfront+Htd Pool+Spa+Game Rm+Kayaks

Outdoor spacesLocationFamily

Other holiday rentals with a kayak

5.0 out of 5 average rating, 255 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!

Outdoor spacesLocationBeach

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.

4.91 out of 5 average rating, 137 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Outdoor spacesValueView

4.99 out of 5 average rating, 193 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

Waterfront Oasis! 2 miles to beach/HTD Pool

LocationValueTV

Guesthouse in Oakland Park

4.87 out of 5 average rating, 62 reviews

Stunning Pool House on canal w/ pool & pvt beach

Outdoor spacesLocationNearby

4.92 out of 5 average rating, 60 reviews

Home in Oakland Park

Waterfront 3BR • Private Pool, Kayaks, No Fees

Outdoor spacesLocationCheck-in

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.

4.95 out of 5 average rating, 81 reviews

Ocean access House w Hot Tub & Kayaks!

Outdoor spacesLocationNearby

4.97 out of 5 average rating, 66 reviews

A screened-in pool area features a spacious heated pool with clear blue water, inviting relaxation. Surrounding the pool are lounge chairs and small tables. The indoor space is visible through glass doors, enhancing the flow between the outdoors and living area.

Bungalow in Oakland Park

Canal Stay*Screened Heated Pool+Spa*KingBed*Kayaks

ValueLocationIndoor spaces