
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.

Tropical Resort! 1mi BEACH+HTD Pool+SPA+Boat Rntl!
Whether it's to relax or create memories, your ocean access vacation home awaits. Equipped with complimentary paddle boards & kayaks, outdoor wet bar/grill and a giant tiki with hanging egg chairs overlooking the water. The 3 bed and 2 bath split floor plan creates a spacious interior. Come fish on our 70' dock or relax in our hammocks under our many palm trees while the leaves whisper a sweet melody through the air. Ask about our boat rental so you can get the most out of your vacation!

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!!)

Near Beach/kayaks/HtdPool/Tiki/BBQ/Gameroom
⭐️RANKED TOP 10% OF HOMES ON AIRBNB 🌊Heated Salt Water Pool (85 degrees year round free of charge) 🌴2 bedrooms plus 3rd Game room with full size futon bed and lockable doors as a 3rd room 🚣Free Kayaks and Paddle boards right off the dock 🐠 70 ft Waterfront / FISH RIGHT OFF THE DOCK 🔥Tiki hut with fire pit & outdoor seating/ BBQ grill 🎯Gameroom 🏡 Fully remodeled home 📺TVs in each bedroom 🏝️Only 2.5 miles to beach! ⛱️Beach essentials included 🚘 4 parking spaces

Mid-Century Chic | Pool & Hot Tub | Skyview Loft
This unique South Florida home was completely renovated with no detail missed. Located just 15 minutes away from downtown, the beach, and Wilton Dr, this home features 2 bedrooms downstairs and a 3rd bedroom (loft) upstairs perfect for a separate entertaining space. The backyard includes a private pool, hot tub, large gazebo, BBQ, and outdoor seating area for endless vacation vibes. Ready to relax in this amazing designer home? Book with us today!

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.

Stylish Renovated Home w/Heated Pool – Luxury Stay
Welcome to our beautiful Airbnb! Before booking, please contact us to ensure a smooth and personalized experience. Enjoy our newly renovated 3-bedroom, 3-bathroom home with a charming heated pool. The open-concept kitchen comes fully equipped for all your cooking needs. Unwind in the inviting family/living room, complete with comfy sofas and a 55" smart TV.

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

Perfect Cold Weather Retreat! Heated Pool and Spa

Beach Oasis, Heated Pool, Hot Tub, Kayaks, Gazebo

Luxury Lake House Blocks from the Beach!

Private Zen Oasis ~ Heated Pool, Hot Tub Retreat

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

Oakland Park Paradise

Newly renovated Beach area Villa Cabana

Waterfront Home Heated Pool
Condo rentals with a pool

PRIME location on Fort Lauderdale's Central beach

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

Beachfront W Hotel Residence

Luxury Beach & City View Condo 5 min walk to beach

Waterfront New Mahalo 1Br APT

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

Wilton Manors: 2-Bedroom w/Pool

Middle River Suites Unit #4

Mango Pool House | Heated Pool | Near beach

Renovated Apartment with Beautiful Pool Area

Private Cabana, walk to Drive

1B/1B Luxury Rentals Near Las Olas Boulevard

Cozy Getaway with Pool and Putting Green - Unit 1

7 mins to beach | Pool+Sauna+Outdoor games
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $428 NZD | $474 NZD | $479 NZD | $406 NZD | $365 NZD | $355 NZD | $365 NZD | $355 NZD | $319 NZD | $356 NZD | $367 NZD | $433 NZD |
| 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 $36 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 350 rentals that welcome pets

Rentals with dedicated workspaces
550 properties have a dedicated workspace

Wi-Fi availability
810 of Oakland Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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