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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 $51 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, 105 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.

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Top Guest favourite
Holiday home in Oakland Park
5.0 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.

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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
4.94 out of 5 average rating, 186 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.

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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, 107 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

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Top Guest favourite
Home in Oakland Park
4.95 out of 5 average rating, 207 reviews

The Pink Flamingo - Luxurious Oasis w/ Heated Pool

Peaceful, luxurious, private backyard oasis w/ pristine heated pool, hot tub, heated outdoor shower, screened lanai, deck, & lush garden. NOTE ABOUT PRIOR REVIEWS: prior reviews with mention of our dog Coco are from when we, the host, previously lived in the home and rented a private room. The entire home has since been transformed into a full-time AirBnB vacation rental and no pets are on property. Check out the COFFEE PICTURE in our kitchen and follow to see more about our property!

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Top Guest favourite
Home in Oakland Park
5.0 out of 5 average rating, 157 reviews

Nos Amis (Studio), "French Style Hospitality"

Male only/Clothing optional. No cleaning fees. Our home is a duplex. We live in the back unit all year round. You will share the pool and the yard with us and other guests. The heated-salt-water pool is surrounded by a large deck to relax! Lounge chairs, huge gazebo with a nice grill and chairs to relax and share a drink. We are very close to Wilton Manors and just a few minutes from the ocean and Fort Lauderdale. We are about 20 mn drive from Fort Lauderdale International Airport.

LocationValueSleep quality

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, 185 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!

ValueFamilyBathroom

Guest favourite
Home in Fort Lauderdale
4.9 out of 5 average rating, 162 reviews

Private oasis vintage retreat w/ pool

This beautifully preserved charming 2/2 w/a den & spacious pool, perfect for your tropical vacay in old Ftl. Relax under the gazebo, fire up the BBQ, or take a swim in the fully fenced, private backyard. Over a mile to the beach and close to all the local hotspots beach bars, restaurants, nightlife, and more. Las Olas, DT, shopping, and supermarkets are all just minutes away. The lush landscaping creates a serene, homey feel, making it the ideal retreat for your vacation.

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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, 165 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.

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Top Guest favourite
Apartment in Oakland Park
4.97 out of 5 average rating, 277 reviews

El Parayso pet friendly Tropical Oasis

Welcome to paradise! Pets are welcome too, As long as they are well behaved and friendly with other dogs. We charge a $50 per pet, per stay. Modern quarters attached to main house. Suite has LR, BR, KIT, bath "shower only". Parking. Tropical landscaping on the river, 50' salt water pool. Shopping, gym, restaurants, beach & the nightlife on Wilton Drive, just minutes away. One host speaks Spanish. Special events can accommodated please message for information.

LocationFamilyBackyard

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
5.0 out of 5 average rating, 164 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

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Guest favourite
Home in Fort Lauderdale
4.91 out of 5 average rating, 132 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.

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Popular amenities for Oakland Park rentals with a pool

When is the best time to visit Oakland Park?

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Avg. price$437 NZD$509 NZD$540 NZD$448 NZD$408 NZD$415 NZD$350 NZD$340 NZD$306 NZD$333 NZD$366 NZD$439 NZD
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