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Holiday rentals with a pool in Oakland Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Oakland Park

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A large pool is surrounded by tropical landscaping, featuring several white loungers with umbrellas positioned nearby. The water reflects sunlight, creating a serene atmosphere. In the background, additional outdoor seating and shaded areas provide options for relaxation.
Condo in Lake Ridge
4.98 out of 5 average rating, 226 reviews

#2 Luxury Resort Style Fort Lauderdale EPIC POOL

ADULTS ONLY PROPERTY 21+, Welcome to PoolHouse FTL. Enter the gates and feast your eyes on this chic, modern, and luxurious resort style oasis. Each of the one bedroom bungalow style apartments open directly onto the enormous travertine pool and sun deck, and EPIC pool that is heated year round. Private, gated, surrounded by lush tropical landscaping. You may cancel all your plans, and lay poolside for your entire stay. Located minutes from the beaches, downtown and the famous Wilton Manors.

Guest favourite
A tropical oasis features a heated salt-water swimming pool surrounded by vibrant palm trees and lush greenery. Rock formations create natural edges around the pool, complemented by tasteful landscaping that enhances the outdoor space.
Home in Poinsettia Heights
4.98 out of 5 average rating, 121 reviews

50% off New Waterfront Oasis Mins Beach,Eats,Shop

Five Star Luxury Waterfront in Best Location of Ft Lauderdale Beach- Restaurants,Shopping and Outdoor Space! See map within our photos for local attractions within proximity to the home!This house is literally in the middle of all that Ft Lauderdale has to offer.Minutes to the famous Las Olas Blvd and Wilton Manors(two different venues)with 100's of restaurants shops, entertainment spots. Beach a short bike ride or minutes by car.Wholefoods, Starbucks, Trader Joes, Publix all walking distance!

Guest favourite
An inviting pool area is surrounded by lush greenery, featuring lounge chairs and a shaded seating space. The pool reflects sunlight, creating a serene atmosphere. A wooden dock extends along the waterway, providing access to picturesque views while enhancing outdoor leisure.
Condo in Pompano Beach
4.81 out of 5 average rating, 222 reviews

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

Guest favourite
A private pool glistens under a clear blue sky, surrounded by lush tropical greenery. Lounge chairs are positioned by the pool, and a shallow ledge provides easy access to the water. A glass-walled Florida room is visible in the background, enhancing the serene atmosphere.
Home in Victoria Park
4.9 out of 5 average rating, 187 reviews

Heated Pool HotTub Managed by BNR Vacation Rentals

This gorgeous newly renovated home is every vacationer's dream. This location can't be beaten. We are close to the beaches, restaurants, Galleria Mall, downtown Las Olas, and there is a Free Shuttle!! Enjoy our beautiful backyard oasis with a private pool & heated jacuzzi. This house is high-end with a chef's kitchen, top-of-the-line appliances such as a Sub-zero refrigerator with double freezers, Wolf appliances, and 4 Samsung Plus flat TVs with Netflix and other streaming options available.

Top Guest favourite
A vibrant scene is presented with tropical landscaping surrounding a 50-foot saltwater lap pool. Lush greenery and colorful flowers enhance the atmosphere, while bright blue skies frame the tranquil setting.
Apartment in Oakland Park
4.97 out of 5 average rating, 254 reviews

El Parayso pet friendly Tropical Oasis

Well behaved & friendly pets are welcome. A $50 fee per pet, per stay. Apartment is attached to main house. Suite has LR, BR, KIT, bath "shower only". Parking. Tropical landscaping on the river, 50' saltwater lap pool. Shopping, gym, restaurants, beach & the nightlife on Wilton Drive are just minutes away. One host speaks Spanish. Stays longer than 10 days please message me for details. Mike is a local realtor. If you are looking to buy, sell, rent or invest, I can help. See special offer.

Top Guest favourite
A spacious dining area features a large wooden table surrounded by stylish chairs. Distinctive pendant lighting hangs above, casting a warm glow. A decorative bowl rests center-stage on the table, while greenery and artwork add subtle accents to the inviting space.
Apartment in Lake Ridge
4.99 out of 5 average rating, 150 reviews

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 👙 New resort-style tropical pool & hottub 🏠 Super stylish & comfortable 🌆 2 mi to beach & downtown. 🛌🏽 Westin Heavenly Bed; ultimate comfort and sleep ✅ Kitchen is fully stocked; 🏖️ Beach chairs, towels, & sport-brellas available for you. 🐶 Low pet fee 💻 WFH ready - Super high speed internet. 📺 Large Smart TVs in both bedrooms & living rooms 😊 Hosts with a service heart (we’re here to make your trip perfect!!)

Guest favourite
An outdoor area features a heated infinity pool and hot tub, surrounded by lush greenery and palm trees. Soft lighting creates a relaxing atmosphere, while a patio with outdoor seating and dining options is visible in the background, enhancing the serene waterfront view.
Home in Wilton Manors
4.96 out of 5 average rating, 115 reviews

HOSTS 8 Adults+4 Kids Waterfront/Pool/Hot Tub

Welcome to your luxurious waterfront Infinity pool home for up to 8 adults plus kids including 2 kayaks! Located minutes from pristine beaches, world-class dining, and vibrant nightlife, this waterfront oasis provides easy access to the best that Florida has to offer. Whether you're seeking adventure or relaxation, you'll find it all right here. Experience the magic of waterfront living in this luxurious home with an infinity pool on a tranquil water canal. Your dream vacation awaits!

Top Guest favourite
A tiki hut with cozy seating sits by the waterfront, illuminated by decorative lights. A kayak rests nearby on the dock, which leads to a tranquil canal reflecting the warm hues of a sunset. Tropical landscaping surrounds the heated saltwater pool.
Home in Pompano Beach
4.98 out of 5 average rating, 162 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 favourite
The exterior of a renovated home features a modern architectural design, with large windows and a peaked roof. Lush greenery surrounds the property, complemented by a well-maintained lawn. Warm lighting enhances the inviting atmosphere as dusk settles in the background.
Home in Fort Lauderdale
4.94 out of 5 average rating, 134 reviews

Mid-Century Chic | Pool & Hot Tub | Skyview Loft

This unique South Florida home was completely renovated with no detail missed. Located just 15 minutes away from downtown, the beach, and Wilton Dr, this home features 2 bedrooms downstairs and a 3rd bedroom (loft) upstairs perfect for a separate entertaining space. The backyard includes a private pool, hot tub, large gazebo, BBQ, and outdoor seating area for endless vacation vibes. Ready to relax in this amazing designer home? Book with us today!

Top Guest favourite
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.
Home in Pompano Beach
4.89 out of 5 average rating, 134 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!

Top Guest favourite
A private patio features a heated saltwater pool surrounded by lush tropical greenery. A gazebo with comfortable seating and a gas BBQ area is showcased, alongside cozy loungers positioned for relaxation. An umbrella stands ready, providing shade over a dining area nearby.
Home in Poinsettia Heights
5 out of 5 average rating, 116 reviews

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

Welcome to CASA DÉJÀ VU A high-end space thoughtfully created just for you, in the heart of Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts

Top Guest favourite
Home in Wilton Manors
5 out of 5 average rating, 210 reviews

A Tropical Paradise in Wilton Manors Hottub & Pool

Beautifully furnished upscale home with a private, secluded backyard oasis. Enjoy the heated saltwater pool, hot tub, lush landscaping, and stylish indoor spaces with modern comforts. Fully equipped kitchen, gas grill, beach chairs, free WiFi, and cable TVs included. Perfect for relaxing, entertaining, or working remotely. Just a short walk to Wilton Drive and a quick drive to beaches and shopping.

Popular amenities for Oakland Park rentals with a pool

When is the best time to visit Oakland Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$428 NZD$474 NZD$479 NZD$406 NZD$365 NZD$355 NZD$365 NZD$355 NZD$319 NZD$356 NZD$367 NZD$433 NZD
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Quick stats about holiday rentals with a pool in Oakland Park

  • Total holiday rentals

    Explore 810 holiday rentals in Oakland Park

  • Nightly prices starting at

    Oakland Park holiday rentals start at $36 NZD per night before taxes and fees

  • Verified guest reviews

    Over 42,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    570 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 350 rentals that welcome pets

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wi-Fi availability

    810 of Oakland Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Oakland Park rentals

  • 4.8 Average rating

    Oakland Park stays are highly rated by guests—averaging 4.8 out of 5!

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