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
An open living and dining area is showcased, featuring a glass dining table surrounded by four chairs. A spacious sofa faces a large window with views of the cityscape, while a modern chandelier hangs above. A flat-screen TV is mounted on the wall, enhancing the contemporary design.
Condo in Central Beach
4.93 out of 5 average rating, 274 reviews

YOUR HOME by the Beach: TIFFANY HOUSE

UNIQUE residence with one bethroom & two beds, ocean and intercostal views, on the eight floor of Tiffany House in Fort Lauderdale Beach and just a 90 steps from the sand. Residence features king-size Tempurpedic memory foam bed in the bedroom and queen-size memory foam sleeper sofa in the living room. HIGH SPEED Wifi included. Building amenities include swimming pool, gym, sauna, lounge area with billiards table. $35 fee for overnight parking in the Garage. Stays of 28 + days parking is FREE.

Top 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 Lake Ridge
4.98 out of 5 average rating, 217 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. 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
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
4.8 out of 5 average rating, 234 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.

Top Guest favourite
A heated salt-water pool is surrounded by lounge chairs and umbrellas. Tropical plants are visible, creating a relaxed atmosphere. A colorful beach ball floats gently on the water's surface, contributing to the inviting outdoor space.
Guesthouse in Wilton Manors
4.99 out of 5 average rating, 173 reviews

Labyrinth Studio in the Heart of Wilton Drive

189 Steps from Wilton Drive, this private studio with a king bed and has a large private patio area with a bbq for enjoying the Florida weather The common areas include a heated pool, outdoor shower, covered sitting area and laundry. Easy walking distance to many bars, shops and restaurants. 5 miles from Sebastian Beach. This is the ideal location to enjoy a Wilton Manors vacation. The property is NOT a suitable place for children. The property is GAY, MALE ORIENTED AND CLOTHING OPTIONAL .

Top 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
4.95 out of 5 average rating, 168 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 serene pool area is surrounded by lush greenery and palm trees, with comfortable lounge chairs positioned for relaxation. A vibrant seating arrangement can be seen indoors, complemented by bright yellow accents and modern decor. Colorful directional signs add a whimsical touch to the outdoor space.
Home in Knoll Ridge
4.99 out of 5 average rating, 147 reviews

Heated Pool/Hot Tub, Game Room, Beach 2 miles away

Step outside to our quiet, lush and private backyard surrounded by palm trees. Lounge by the pool, soak up the Florida sun, or simply enjoy the tropical atmosphere. You're just under 2 miles from the stunning beach. Explore the white sands and crystal-clear waters. Plus, you're conveniently located near a variety of fantastic restaurants for dining out. • Fort Lauderdale-Hollywood Int'l Airport 18-min drive • Las Olas Blvd - Downtown Fort Lauderdale 19-min drive • Miami Beach 44-min drive

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, 261 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.

Superhost
The outdoor area features a heated saltwater pool surrounded by lush greenery, highlighted by soft lighting. Comfortable chairs are positioned near the pool, with a nearby structure providing a cozy retreat, enhancing the welcoming ambiance of the backyard.
Home in Fort Lauderdale
4.89 out of 5 average rating, 217 reviews

Stunning gardens! Spa and heated pool

Highlights of this upgraded house include: high end outdoor bar and kitchen; spectacular outdoor garden areas, multiple sun decks, screened in outdoor living room with TV & crate and barrel furniture; heated saltwater pool and spa. Inside you’ll find a beautiful, fully stocked kitchen, primary bedroom with en suite, polished concrete floors, beach towels /beach chairs, soaps, coffee/teas; 8 minutes to the beach, restaurants, downtown Fort Lauderdale; nothing is shared - A private oasis!

Guest favourite
A spacious backyard is showcased, featuring a private pool surrounded by a tiled deck. Colorful inflatable floats sit in the water. Nearby, a shaded gazebo provides seating, while lounge areas invite relaxation. Lush greenery and wooden fencing create a secluded ambiance.
Home in Fort Lauderdale
4.94 out of 5 average rating, 136 reviews

Private Paradise | Pool/BBQ/Gazebo | New Renovated

This recently renovated home has been carefully designed with the vacationer in mind. Located just north of downtown, this home features a huge resort style backyard to enjoy. The backyard includes a private pool, huge outdoor deck and dining area, tanning net, a gazebo with an outdoor TV, and even an outdoor refrigerator to store your drinks. This home is located just 15 minutes from Las Olas, the beach, and Wilton Drive. Ready to relax in the backyard oasis? Book with us today!

Top Guest favourite
A serene outdoor space is highlighted by a heated pool surrounded by cozy lounge furniture. Warm string lights illuminate the area, creating a relaxing ambiance. In the background, a Jacuzzi and a shaded seating area are visible, enhancing the inviting atmosphere of the patio.
Home in Oakland Park
4.92 out of 5 average rating, 197 reviews

Pool Jaccuzi Heated Fort Lauderdale Grill 5min2bch

Relaxing, private heated pool & Jacuzzi, Grill, large patio and common areas. You won't want to leave this gorgeous home but when you do, get ready to enjoy Sunny Florida. Central location: 5 min. from Lauderdale by the Sea and Wilton Manors. Surrounded by restaurants, elegant bars, luxurious dining or casual amazing pizza, mexican food. 10 min. from Galleria mall and 20min from Sawgrass. 15 min to the airport, 30 min to Miami or West Palm Beach. Paradise! Managed by owners

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, 133 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

Top Guest favourite
Home in Fort Lauderdale
4.98 out of 5 average rating, 140 reviews

Swim, Dine & Relax. Your private paradise awaits

Immerse yourself in a private paradise at Oasis on 18th, your mid-century modern retreat in the heart of Fort Lauderdale. Just 5-minute drive from Las Olas Blvd, this stylish ranch home offers you the ultimate combination of sophisticated interior design and resort-style outdoor living—setting the stage for an unforgettable stay. Ready to plan your getaway? Tap the ❤️ in the top right corner to save this listing!

Popular amenities for Oakland Park rentals with a pool

When is the best time to visit Oakland Park?

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Avg. price$337 AUD$374 AUD$378 AUD$320 AUD$288 AUD$279 AUD$288 AUD$279 AUD$251 AUD$274 AUD$301 AUD$361 AUD
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Quick stats about holiday rentals with a pool in Oakland Park

  • Total holiday rentals

    Explore 820 holiday rentals in Oakland Park

  • Nightly prices starting at

    Oakland Park holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 42,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    580 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 360 rentals that welcome pets

  • Rentals with dedicated workspaces

    560 properties have a dedicated workspace

  • Wi-Fi availability

    820 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!

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