
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.

#2 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.

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.

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.

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!

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 👙 New resort-style tropical pool & hottub 🏠 Super stylish & comfortable 🌆 2 mi to beach & downtown. 🛌🏽 Westin Heavenly Bed; ultimate comfort and sleep ✅ Kitchen is fully stocked; 🏖️ Beach chairs, towels, & sport-brellas available for you. 🐶 Low pet fee 💻 WFH ready - Super high speed internet. 📺 Large Smart TVs in both bedrooms & living rooms 😊 Hosts with a service heart (we’re here to make your trip perfect!!)

HOSTS 8 Adults+4 Kids Waterfront/Pool/Hot Tub
Welcome to your luxurious waterfront Infinity pool home for up to 8 adults plus kids including 2 kayaks! Located minutes from pristine beaches, world-class dining, and vibrant nightlife, this waterfront oasis provides easy access to the best that Florida has to offer. Whether you're seeking adventure or relaxation, you'll find it all right here. Experience the magic of waterfront living in this luxurious home with an infinity pool on a tranquil water canal. Your dream vacation awaits!

Private Tropical Oasis - Heated Pool/Spa
Welcome to a redone mid-century modern property including a heated salt water pool and spa. The perfect lay out and bright interior includes all amenities you’ll need to feel right at home: Fully stocked kitchen. High quality beds with hotel cotton sheets and pillows, a complete meticulous cleaning of truly everything you see. The exterior awaits you to explore the vast private grounds that includes a wide variety of tropical plants and trees all meticulously maintained.

•Sunhouse• Heated Pool Oasis 5 min to beach!
Welcome to Sunhouse, your private pool oasis in the perfect location: Just 1 mile from the beach and the Pompano Beach Fishing Village! This house is the perfect Florida escape with everything you need and the luxury of your own (BIG) heated pool! Relax in the backyard with comfy loungers, adirondack chairs, BBQ, and pool toys. Want to explore? Hop on our bikes for a quick 10-minute ride to one of Florida's best beaches, where you'll find great restaurants & shops!

Heated Pool + Kayaks! Tiki Hut & Close To Beach!
WATERFRONT HOME W/ HEATED POOL & FOUNTAIN, TIKI HUT W/BAR, KAYAKS & BIKES! DIRECT TO INTRACOASTAL W/LUXURY FINISHES & BEAUTIFULLY FURNISHED IN THE HEART OF POMPANO BEACH. THIS HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A HEATED POOL! CLOSE TO BEACH, WATERSPORT ACTIVITIES, FINE DINING & UPSCALE SHOPPING. YOUR IDEAL FLORIDA BACKYARD GREAT TO GRILL & RELAX ON LOUNGE CHAIRS WHILE OVERLOOKING THE WATER. 2 KAYAKS INCLUDED!

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach
Welcome to CASA DÉJÀ VU A high-end space thoughtfully created just for you, in the heart of 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

A Tropical Paradise in Wilton Manors Hottub & Pool
Beautifully furnished upscale home with a private, secluded backyard oasis. Enjoy the heated saltwater pool, hot tub, lush landscaping, and stylish indoor spaces with modern comforts. Fully equipped kitchen, gas grill, beach chairs, free WiFi, and cable TVs included. Perfect for relaxing, entertaining, or working remotely. Just a short walk to Wilton Drive and a quick drive to beaches and shopping.

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
House rentals with a pool

1.5 mi to the Beach/Heated Pool & 2 Paddleboards!

Modern Wilton Manors 2/2 with a new heated pool

LUXE Tropical Oasis with Heated Saltwater Pool

Luxury Oceanfront Oasis

Private Zen Oasis ~ Heated Pool, Hot Tub Retreat

Oakland Park Paradise

Fort Lauderdale • Heated Pool • Close to Beaches

Private Poolside Oasis | Stylish & Secluded
Apartment rentals with a pool

PRIME location on Fort Lauderdale's Central beach

1/1 Apartment in Deerfield Beach

SUNNY ISLES GORGEOUS 15A OCEAN FRONT (+hotel fees)

Beachfront W Hotel Residence

See Ocean, Beach, Pool & Tiki Hut from your pillow

Waterfront Condo ON the Intracoastal. Great views!

Luxury 2x2 condo, water views & hotel amenities

YOUR HOME by the Beach: TIFFANY HOUSE
Other holiday rentals with a pool

Pool Party

Perfect Cold Weather Retreat! Heated Pool and Spa

Renovated Apartment with Beautiful Pool Area

Private Cabana, walk to Drive

Stunning Pool House on canal w/ pool & pvt beach

Sandy Cove! ClNEMA+HeatedPool+Kayak+BOAT Rental!

Middle River Suites Unit #2

A private pool & patio, near beaches!
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £183 | £203 | £205 | £174 | £156 | £152 | £156 | £152 | £137 | £153 | £157 | £185 |
| Avg. temp | 20°C | 21°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about holiday rentals with a pool in Oakland Park

Total holiday rentals
Explore 810 holiday rentals in Oakland Park

Nightly prices starting at
Oakland Park holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 42,030 verified reviews to help you choose

Family-friendly holiday rentals
570 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 350 rentals that welcome pets

Rentals with dedicated workspaces
550 properties have a dedicated workspace

Wifi availability
810 of Oakland Park holiday rentals include wifi 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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