
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.

•Floasis• Your private FL Oasis 5 min to beach!
Kick back, relax and recharge in this calm stylish space! Floasis is located 1.3 miles from the beach, with lots of activities, restaurants and shops nearby... but honestly, once you get to the house you won't want to leave! You will have your private good size pool, hot tub, an amazing covered deck to relax and dine and a big grassy area for the kids or dogs to run, yoga, relaxation or just for soaking in the florida weather! It's the perfect oasis for a couple, a small family, or 2 couples!

#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.

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.

Paradise Lux Watrfrnt Villa Htd Pool-Boat & Jetski
Welcome to Paradise on the Water! Kick Back & Relax in Style! This high end, fully remodeled Villa, features elegant modern designs, for those with exquisite taste, located in the heart of Fort Lauderdale. All you can think of, just steps away! This home is perfect for guests who want to spend their day lounging by the luxurious heated pool, or enjoy endless restaurants, bars, shops, nightlife, and all that South Florida has to offer. 2 miles from Beach/ Las Olas Blvd. 15 min from Hard Rock!

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.

The Wilton - Private Oasis for Lux Winter Escape
Private pool - blocks from Wilton Drive, walking distance to the neighborhood’s infamous gay-friendly bars, restaurants and shops - and all just 3 miles from Fort Lauderdale Beach! With a gourmet kitchen, chic interior, modern pool, fire pit & grill, this 3-bedroom, 2-bath new construction property offers a truly boutique experience. Whether vacationing or working remotely, this well-appointed oasis offers luxury living in sunny Fort Lauderdale. NO PETS / Children under 12 @thewiltonfl

Stylish & Bright ~ 5★ Location, Pool, Hot Tub, Pkg
Experience a perfect blend of comfort and luxury in this modern Fort Lauderdale retreat. Ideally located, this home offers resort-style amenities, ensuring relaxation and fun. Enjoy the heated saltwater pool, unwind in the private hot tub, or explore the vibrant city just minutes away. ✔ 2 Comfortable Bedrooms ✔ Spacious Open-Concept Living Area ✔ Fully Equipped Kitchen ✔ Heated Saltwater Pool ✔ Private Hot Tub ✔ Outdoor Dining Space ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free On-Site Parking

Exceptional 8 Adults4 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!

Casita Bonita, Heated Pool, Patio Paradise
Welcome to our exquisite Fort Lauderdale retreat! This luxurious Airbnb offers an unforgettable vacation experience, combining elegance, comfort, and the ultimate in relaxation. Nestled in the vibrant city of Fort Lauderdale, our property boasts a heated pool, a charming pergola, outdoor fireplace, mini golf, game of cornhole, and so much more. Destinations: Fort Lauderdale Airport 14min Las Olas Blvd 6min Fort Lauderdale Beach 6min Hard Rock Casino 12min Sawgrass Mall 19 min

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!

At Mine - Victoria King Suite with Parking
Tucked away in sunny Fort Lauderdale, Victoria Hotel blends relaxed charm with modern comfort, just steps from the beach and local attractions. Our boutique hotel has been thoughtfully renovated for a fresh, inviting feel. Each room features two plush double beds, sleek décor, a retro-style mini fridge and microwave, and custom surfboard closets. Enjoy free parking right out front. Please note: the pool is temporarily closed in January 2026.

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!
Popular amenities for Oakland Park rentals with a pool
House rentals with a pool

Quiet Tropical House

Sunset Manors - 3/2 Heated Pool Home

Mango Pool House | Heated Pool | Near beach

Modern Waterfront: Luxe Renovation + Sunset Views

Fun & Fabulous Oasis Heated Pool, Hot Tub, Kayaks

Ft Lauderdale vintage charmer oasis w/ pool

Oakland Park Paradise

Renovated Bright Private Pool Home
Apartment rentals with a pool

Enjoy the Beach

Beachfront W Hotel Residence

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

Luxury Beach & City View Condo 5 min walk to beach

Waterfront New Mahalo 1Br APT

Luxury 2x2 condo, water views & hotel amenities

YOUR HOME by the Beach: TIFFANY HOUSE

Beachfront and Lovely Unit Near Aventura Mall
Other holiday rentals with a pool

4BR Lakefront Heated Pool -Jacuzzi -Basket -Sauna

LUXE Tropical Oasis with Heated Saltwater Pool

Tranquil Paradise Heated salt pool waterfront

Wilton Grand Luxury: Private Oasis w/Pool

Waterfront Villa • Heated Pool • Modern 3BR

Coral Reef Villa

Stunning Pool House on canal w/ pool & pvt beach

Oakland Pk 2/2Pool HM 1M FTL Bch
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £178 | £197 | £199 | £169 | £152 | £147 | £152 | £147 | £133 | £148 | £153 | £180 |
| 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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