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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 $50 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.

Guest favourite
A spacious pool area features a crystal-clear water surface, with three large umbrellas providing shade over modern loungers. Surrounding tropical greenery enhances the serene setting and a comfortable gazebo is positioned nearby, creating an inviting space for relaxation.
Condo in Fort Lauderdale
4.97 out of 5 average rating, 254 reviews

#1 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. Conveniently located 5 miles (15 minutes) from FTL Airport and 2 miles (8 minutes) from central FTL beach, each of the one bedroom bungalow style apartments open directly onto the pool and sun deck, heated pool all year round. Private, gated, surrounded by lush tropical landscaping. You may cancel all your plans, and lay poolside for your entire stay.

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.

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, 187 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
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, 108 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

Top Guest favourite
Home in Oakland Park
4.95 out of 5 average rating, 209 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!

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.

Top Guest favourite
A shaded tiki hut provides a relaxing seating area with dark cushions and a patterned rug. A casual table sits in front, and vibrant yellow chairs complement the space. The inviting pool is visible, surrounded by lush greenery, creating a serene outdoor environment.
Villa in Fort Lauderdale
4.95 out of 5 average rating, 329 reviews

Villa w/ Pool Tiki Hut Full Gym King Bed Wi-Fi TV

15 minutes drive to Pompano Beach, 2 minute drive to DRV PNk Stadium, grocery store/restaurants 2-5 min. Can sleep 6 people. Home is 15 min. from FLL airport and less than 1 hour from MIA. Located in Fort Lauderdale . This home offers a unique combination of home/resort amenities: Full kitchen, large tiki hut, pool, gym, parking and plenty of yard space to entertain. New Memory foam mattresses in all bedrooms as well as 55 inch smart tvs in all bedrooms as well as living room.

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, 166 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
Apartment in Oakland Park
4.97 out of 5 average rating, 278 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.

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, 166 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
4.91 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.

Popular amenities for Oakland Park rentals with a pool

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Avg. price$428 NZD$498 NZD$529 NZD$438 NZD$400 NZD$406 NZD$343 NZD$333 NZD$299 NZD$326 NZD$358 NZD$430 NZD
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