
Holiday rentals with a pool in Oakland Park
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Oakland Park

Total holiday rentals
Explore 800 holiday rentals in Oakland Park

Nightly prices starting at
Oakland Park holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 44,260 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 360 rentals that welcome pets

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wifi availability
790 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!
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 arrive, you won't want to leave the house! 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!

Heated Pool, King Bed, 3 min to Wilton Drive
This is an old Florida house designed for relaxed, comfortable living. The furniture is a bit dated, but somehow the style all fits together. A 6' fence and leafy trees surround the entire property and give it good separation and privacy from the neighbors. It is right on the border of Wilton Manors, and it's just a 3 minute drive to The Manor in the center of Wilton Drive. Heated pool, king size bed, fully equipped kitchen with dishwasher. 400 Mb Comcast internet. Strong Wifi to every corner.

Tropical Retreat on the Waterway with heated pool
Florida pool home on a canal in captivating Central Corals/Oakland Park. Minutes to Wilton Manors & Lauderdale Beaches. Enjoy light-filled open living spaces, generous bedrooms, and an expansive pool deck with water views. 3 bed/2 baths each room is richly appointed featuring lux linens, vanity, & TVs. The private backyard, large heated pool, sun lounges, outdoor dining & lounge seating, are yours to enjoy. Complete with BBQ & all the pool amenities. Please review house rules prior to booking.

Luxurious waterfront mansion - large heated pool
This Luxurious water front mansion is directly across the intercoastal offering over 240' of dockage, large yacht are welcome Enjoy an incredible Pool and all the comfort and delicate taste. This family-friendly hidden gem offers sun, fun and adventure with watersports, fishing, shopping, dining and much more! Located in the heart of Florida’s Gold Coast, offering some of the warmest and clearest waters, welcoming sandy beaches and calming breezes. An unforgettable vacation awaits you!

The Pink Flamingo - Luxurious Oasis w/ Heated Pool
Peaceful, luxurious, private backyard oasis w/ pristine heated pool, hot tub, heated outdoor shower, screened lanai, deck, & lush garden. NOTE ABOUT PRIOR REVIEWS: prior reviews with mention of our dog Coco are from when we, the host, previously lived in the home and rented a private room. The entire home has since been transformed into a full-time AirBnB vacation rental and no pets are on property. Check out the COFFEE PICTURE in our kitchen and follow to see more about our property!

Jacuzzi Villa w/Heated Pool min to ocean,Large Fam
Stunning Villa in a quiet neighborhood surrounded by palm trees, featuring an open concept living space, 3 bedrooms, 2 bathrooms , fully equipped chef’s kitchen with top of the line appliances, indoor and outdoor covered dining and hang out area, office space, heated -pool, outdoor jacuzzi, BBQ grill and more..10 minutes away from the ocean, 15 min away from FLL Airport, close to most exciting spots in FLL. Publix, Starbucks, CVS only 5 mins away. We look forward to welcoming you!

Luxe Home ~ Heated Pool ~Beach ~ Relax ~ BBQ Grill
This is the Fort Lauderdale escape you’ve been picturing: wake to sunlit palms, slide open the glass wall, and dive into your private heated pool before a 5-minute hop to Lauderdale-by-the-Sea’s beach, cafés, and pier. Evenings? Grill fresh catch, dine under string lights, then unwind in luxe bedrooms with hotel-grade linens. 3BR/3.5BA, chef’s kitchen, fast Wi-Fi, parking. Dates go fast—message us to lock in your perfect stay and we’ll help plan the fun.

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

Designer Pool Oasis • Walk to Wilton Drive
Slip into tropical modernism just steps from Wilton Drive. Designed for pool days, dinner parties, and relaxed nights under the palms, this private retreat blends boutique-hotel style with the comfort of a luxury home. Spend the day by the heated pool, walk to Wilton Manors’ best bars and brunch spots, or head to Fort Lauderdale Beach just minutes away — then come home to your own quiet oasis.

Private Bungalow Steps to Beach | Saltwater Pool
Welcome to Bungalow East in Pompano Beach—ideally located just 200 yards (180m) from the Atlantic Ocean. This private beach bungalow was created with the perfect family getaway in mind, thoughtfully designed to meet the same standards we look for when traveling ourselves. Relax in the tranquil backyard, featuring premium artificial grass beneath a spacious tiki hut in a resort style setting.

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.

Private Villa Cabana Pool Home
Welcome to your private tropical oasis! This beautifully maintained 3-bedroom, 2-bath home features a heated saltwater pool, lush fenced backyard, and stylish interiors—just minutes from Fort Lauderdale Beaches, Las Olas Boulevard, dining, and shopping. Perfect for families, couples, or friends looking to relax and enjoy the best of South Florida.
Popular amenities for Oakland Park rentals with a pool
House rentals with a pool

4 Br/2 Ba open layout w/ heated pool- All Yours

Heated SaltPool+HotTub! Golf Cart+1 Mile 2 Beach!

Barbie Poolhouse | 3 Ensuite BR | Outdoor Dining

Oakland Park Tropical Get-Away

•Zen Bungalow• Bright & Light 2 bedroom with pool

Oakland Pk 2/2 Pool HM 1M FTL Bch

Pool|Hot Tub|Poker|Fire Pit|nr Wilton Dr & Beach

Wilton Manors Oasis | Heated Pool & Hot Tub
Apartment rentals with a pool

PRIME location on Fort Lauderdale's Central beach

Luxury Resort Style Beach Condo - No Resort Fee!

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

5-Star Luxury Condo at Tiffany House -4th floor

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

Top Floor Condo | Ocean & Intracoastal Views

beach condo with private beach and full kitchen

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

Heated Pool • Sleeps 10 • Ping Pong • Near

Towering Palms

Lux Waterfront Getaway: 6min to beach & Pets-OK

Private Pool | Outdoor Dining | Tropical Oasis

Private Oasis, Moody Vibes, Heated/Chilled Pool

Modern Luxury Retreat | Heated Pool+Spa

Rated Best | VERY Private | Resort Vibe | Lux Home

Backyard Oasis | Waterfront | Pool | Paddle Board
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $331 SGD | $385 SGD | $408 SGD | $295 SGD | $265 SGD | $257 SGD | $265 SGD | $257 SGD | $231 SGD | $252 SGD | $277 SGD | $332 SGD |
| 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 |
Destinations to explore
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- Rentals with pools Broward County
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- Rentals with pools United States
- Fort Lauderdale Beach
- South Beach
- Port Everglades
- Hard Rock Stadium
- Bayfront Park
- Miami Beach Convention Center
- Brickell City Centre
- Haulover Beach
- University of Miami
- Dolphin Mall
- Kaseya Center
- Sawgrass Mills
- Las Olas Beach
- Midtown
- Bayside Marketplace
- LoanDepot Park
- Bal Harbour Beach
- The Tides on Hollywood Beach
- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- City Place
- Zoo Miami
- Lauderdale-By-The-Sea Beach
- Dania Beach





