
Vacation 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!

#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.

Private & Cabana Heated Pool in Wilton Manors
Private Poolside Cabana Home walking distance to thriving Wilton Drive. Open kitchen to a bright, airy living room and pool view. 3 bed/2baths each room is richly appointed featuring lux linens, vanity, & TVs. The private backyard, large heated pool with waterfall, cabana & sun lounges are yours to enjoy. Complete with BBQ, outdoor dining & lounge seating. All the pool amenities with cooler, umbrella, towels & more. Cable & Wifi included. Please review house rules prior to booking/inquiring.

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!!)

Private Zen Oasis ~ Heated Pool, Hot Tub Retreat
Welcome to our bright 2BR 2Bath oasis, nestled in the heart of Wilton Manors, just minutes from sunny beaches. This zen haven blends colorful design with a rich amenity list, perfect for your dream getaway. Enjoy the spacious King bedrooms, an open living area, a fully equipped kitchen, a serene Zen garden with a private hot tub, and a brand-new heated pool. Stay connected with high-speed Wi-Fi, relax with Smart TVs, and enjoy free parking. Book now for an unforgettable experience!

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!

***VillaPlaya brand new home, modern style resort!
Brand new construction home, 5 minutes to Las Olas Boulevard, modern resort style. 3 Bedrooms, 3 Bathrooms. 20' ceilings with large windows allowing plenty of natural light in the house. Glass enclosed wine room, open concept living centered around true chef's space kitchen, top of the line appliances including double oven. Private balcony overlooking backyard and heated pool, lounge chairs, built-in BBQ grill, 2 separate attached car garages.

Private House with Heated Pool
Private heated pool! Yes, it has an awkward fence around it, but there is a gate. And ... we're still finishing the landscaping and fencing. Work will be ongoing, Monday to Saturday, 8am to 5pm. Until the work is done, I'm offering this unit at a 25% discount from the normal price. But otherwise this beautiful, freestanding cottage is all yours. Check out the pictures! Private washer & dryer. High speed internet & wifi.
Popular amenities for Oakland Park rentals with a pool
House rentals with a pool

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

Nos Amis (Studio), "French Style Hospitality"

Modern Oasis | Heated Pool & Hot Tub

Las Olas Luxury Stay | Family-Friendly & HTD Pool

The Wilton - Lux Winter Escape w/ resort vibes

Renovated Bright Private Pool Home

Private Saltwater Pool - 1 Mile to Beach - 3BR 3BA

Designer Wilton Manor Retreat/Near Beach+Nightlife
Condo rentals with a pool

PRIME location on Fort Lauderdale's Central beach

Enjoy the Beach

Beachfront W Hotel Residence

Luxury Beach & City View Condo 5 min walk to beach

2 bdrm/1 bth. 5 min walk to Beach. Pool & Parking

Waterfront New Mahalo 1Br APT

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

Luxury 2x2 condo, water views & hotel amenities
Other vacation rentals with a pool

4BR Lakefront Heated Pool -Jacuzzi -Basket -Sauna

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

Waterfront Miami Oasis w/ Kayaks | Heated Pool

Modern Lux | Heated Pool | *4 miles to Beach*

Luxury Lake House Blocks from the Beach!

Wilton Grand Luxury: Private Oasis w/Pool

Oakland Pk 2/2Pool HM 1M FTL Bch

Stunning Pool House on canal w/ pool & pvt beach
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $332 CAD | $368 CAD | $373 CAD | $316 CAD | $284 CAD | $276 CAD | $284 CAD | $276 CAD | $248 CAD | $277 CAD | $285 CAD | $337 CAD |
| 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 vacation rentals with a pool in Oakland Park

Total vacation rentals
Explore 810 vacation rentals in Oakland Park

Nightly prices starting at
Oakland Park vacation rentals start at $28 CAD per night before taxes and fees

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

Family-friendly vacation rentals
570 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 350 rentals that welcome pets

Rentals with dedicated workspaces
550 properties have a dedicated workspace

Wifi availability
810 of Oakland Park vacation 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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