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.

1 of 1 pages1 / 1
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, 251 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
4.93 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
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
4.95 out of 5 average rating, 206 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!

Guest favourite
Home in Oakland Park
4.92 out of 5 average rating, 110 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
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
4.85 out of 5 average rating, 229 reviews

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.

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.

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, 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, 145 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 pool area showcases a vibrant evening scene, highlighted by colorful lights. The heated pool reflects the sky's hues at sunset. Comfortable seating, adorned with cushions, lines the patio beside the pool, with tropical plants adding to the ambiance.
Guesthouse in Fort Lauderdale
4.94 out of 5 average rating, 264 reviews

Villa with Heated Pool, Laundry, Ping Pong & More

Romantic, clean, private and quiet: perfect to relax after a day at the beach or work. Modern décor, high end appliances and furniture, 85" Samsung smart TV with Bose soundbar, private back porch with grill. Just 3 miles from the beach and 1 mile from main highway i95 and 1 mile from Wilton Manors. Walking distance to grocery stores, bars and restaurants.

Popular amenities for Oakland Park rentals with a pool

When is the best time to visit Oakland Park?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$435 NZD$507 NZD$538 NZD$388 NZD$349 NZD$339 NZD$349 NZD$339 NZD$304 NZD$332 NZD$364 NZD$437 NZD
Avg. temp20°C21°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Destinations to explore