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Holiday rentals with a pool in Oakland Park

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Oakland Park

  • Total holiday rentals

    Explore 800 holiday rentals in Oakland Park

  • Nightly prices starting at

    Oakland Park holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 46,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    570 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 370 rentals that welcome pets

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wi-Fi availability

    790 of Oakland Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oakland Park rentals

  • 4.8 Average rating

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

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
An aerial view of a heated outdoor pool surrounded by vibrant tropical foliage. The patio features several lounge chairs, inviting relaxation. A partially shaded area by the house provides a comfortable spot, enhancing the tranquil atmosphere of the outdoor space.
Home in Oakland Park
4.97 out of 5 average rating, 103 reviews

Heated Pool, King Bed, 3 min to Wilton Drive

This is an old Florida house designed for relaxed, comfortable living. The furniture is a bit dated, but somehow the style all fits together. A 6' fence and leafy trees surround the entire property and give it good separation and privacy from the neighbors. It is right on the border of Wilton Manors, and it's just a 3 minute drive to The Manor in the center of Wilton Drive. Heated pool, king size bed, fully equipped kitchen with dishwasher. 400 Mb Comcast internet. Strong Wifi to every corner.

Top Guest favourite
Holiday home in Oakland Park
5 out of 5 average rating, 115 reviews

Tropical Retreat on the Waterway with heated pool

Florida pool home on a canal in captivating Central Corals/Oakland Park. Minutes to Wilton Manors & Lauderdale Beaches. Enjoy light-filled open living spaces, generous bedrooms, and an expansive pool deck with water views. 3 bed/2 baths each room is richly appointed featuring lux linens, vanity, & TVs. The private backyard, large heated pool, sun lounges, outdoor dining & lounge seating, are yours to enjoy. Complete with BBQ & all the pool amenities. Please review house rules prior to booking.

Guest favourite
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
4.93 out of 5 average rating, 184 reviews

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.

Top Guest favourite
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
4.98 out of 5 average rating, 124 reviews

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 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!

Top Guest favourite
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
4.98 out of 5 average rating, 105 reviews

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

Guest favourite
Home in Oakland Park
4.92 out of 5 average rating, 109 reviews

WATERFRONT VILLA salt wtr heated pool, 5m to beach

VIDEO Google: “Callista Properties YouTube” Luxurious villa (3BR/2BR) on the water with a heated pool. The yard faces west, giving a full afternoon’s sun until dusk and is beautiful illuminated. There are 4 smart TV's, 1 is at the pool area. Several amenities such as: Lounge area,BBQ/grill, ice maker, climate wine cabinet, 8 fans, washer/dryer and WIFI. 5 min away from; Beach, Las Olas Boulevard, Wilton Drive, LA fitness and the Coral Ridge mall, with various shops and a supermarket.

Guest favourite
A heated pool is centrally featured in the tranquil outdoor space, surrounded by lounge chairs and tropical greenery. Adjacent to the pool, a covered dining area with a large table invites al fresco meals, with an additional seating option nearby for relaxation.
Villa in Fort Lauderdale
4.9 out of 5 average rating, 183 reviews

Jacuzzi Villa w/Heated Pool min to ocean,Large Fam

Stunning Villa in a quiet neighborhood surrounded by palm trees, featuring an open concept living space, 3 bedrooms, 2 bathrooms , fully equipped chef’s kitchen with top of the line appliances, indoor and outdoor covered dining and hang out area, office space, heated -pool, outdoor jacuzzi, BBQ grill and more..10 minutes away from the ocean, 15 min away from FLL Airport, close to most exciting spots in FLL. Publix, Starbucks, CVS only 5 mins away. We look forward to welcoming you!

Top Guest favourite
A tranquil outdoor space features a heated saltwater pool surrounded by tropical plants. Lounge chairs are positioned near the water, while string lights illuminate the area. An umbrella provides shade over a seating arrangement that invites relaxation.
Home in Oakland Park
4.98 out of 5 average rating, 163 reviews

Private Tropical Oasis Heated Salt Pool/Spa

Welcome to a reimagined mid-century modern retreat with a heated saltwater pool and spa. The bright, open layout is filled with natural light and includes everything for a comfortable stay—from a fully stocked kitchen to high-quality beds with hotel-grade cotton sheets/pillow. Every space is meticulously cleaned with attention to detail. Step outside to expansive private grounds framed by lush, mature tropical plants and trees, carefully maintained for a peaceful escape.

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 Fort Lauderdale
5 out of 5 average rating, 162 reviews

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Welcome to CASA DÉJÀ VU — a curated luxury retreat designed for travelers who value beauty, privacy, and unforgettable stays in 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

Guest favourite
Home in Fort Lauderdale
4.92 out of 5 average rating, 128 reviews

4 Br/2 Ba open layout w/ heated pool- All Yours

Experience the ultimate getaway in this ideally located home, just 2-15 miles from South Florida’s best attractions! Relax on Fort Lauderdale, Hollywood, or Deerfield beaches, shop at Aventura Mall, or try your luck at the Hard Rock Casino. With easy access to Fort Lauderdale Airport, PNK Stadium, and the Boat Show, adventure is always nearby. Whether you want peace or excitement, this home offers the perfect balance.

Top Guest favourite
Home in Wilton Manors
4.98 out of 5 average rating, 144 reviews

Designer Pool Oasis • Walk to Wilton Drive

Slip into tropical modernism just steps from Wilton Drive. Designed for pool days, dinner parties, and relaxed nights under the palms, this private retreat blends boutique-hotel style with the comfort of a luxury home. Spend the day by the heated pool, walk to Wilton Manors’ best bars and brunch spots, or head to Fort Lauderdale Beach just minutes away — then come home to your own quiet oasis.

Top Guest favourite
A spacious outdoor living area is sheltered by a thatched roof, featuring a comfortable sectional sofa and a coffee table. The space is highlighted by a large TV mounted on the wall and overlooks a heated saltwater pool surrounded by lounge chairs and a hammock.
Bungalow in Pompano Beach
5 out of 5 average rating, 158 reviews

Private Bungalow Steps to Beach | Private Pool

Welcome to Bungalow East in Pompano Beach—ideally located just 200 yards (180m) from the Atlantic Ocean. This private beach bungalow was created with the perfect family getaway in mind, thoughtfully designed to meet the same standards we look for when traveling ourselves. Relax in the tranquil backyard, featuring premium artificial grass beneath a spacious tiki hut in a resort style setting.

Popular amenities for Oakland Park rentals with a pool

When is the best time to visit Oakland Park?

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Avg. price$443 NZD$515 NZD$547 NZD$394 NZD$355 NZD$344 NZD$355 NZD$344 NZD$310 NZD$337 NZD$370 NZD$445 NZD
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