
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 $51 NZD per night before taxes and fees

Verified guest reviews
Over 46,100 verified reviews to help you choose

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

Pet-friendly accommodation
Find 370 rentals that welcome pets

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wi-Fi availability
790 of Oakland Park holiday rentals include Wi-Fi 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.

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.

Waterfront Home Heated Pool
This South Florida canal home located minutes from the beach is nestled in a quiet neighborhood surrounded by water and parks with one way in and out. It sits and the end of a cul-de-sac on it own private road where privacy is at its best! Newly remodeled 3 bedroom 2 bath house with Heated pool. Explore Florida with provided kayaks in the canal that leads to the ocean. Neighborhood parks include, beach volleyball, basketball, nature trails, exercise routes and benches, RV parking, and more.

Waterfront Heated Salt Pool Tiki. Free EV charging
Tropical escape like resort in Fort Lauderdale. Waterfront villa with Tiki, heated saltwater pool that is perfect for soaking up Florida sun. Ideal for family vacation, stylish and spacious. Truly the best place to relax and enjoy the sun. 10 minutes from Las Ollas. Kayak/paddle board rental is included! Sparkling clean, has all the necessary accommodations in a pleasant quiet neighborhood. Close to shopping and restaurants, 7 minutes away from the beach. Level 2 EV charger! Plenty parking

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!

Waterfront Villa Heated Pool Private Oasis 3bed
Treat your family to a FL getaway at SeasTheDay. This 3BD2BA home is the perfect retreat for anyone who wants to unwind and ENJOY FL living. Located in Wilton Manors “SeasTheDay” has all the things you need for a comfortable stay even if it's for business or pleasure. The outdoor area offers: a hammock to relax, heated pool, ,beach amenities and more, a canal w/ deep H20 access, a dock w/ large sundeck, and a screened in porch to relax, have dinner & watch TV to end a perfect day.

Private oasis vintage retreat w/ pool
This beautifully preserved charming 2/2 w/a den & spacious pool, perfect for your tropical vacay in old Ftl. Relax under the gazebo, fire up the BBQ, or take a swim in the fully fenced, private backyard. Over a mile to the beach and close to all the local hotspots beach bars, restaurants, nightlife, and more. Las Olas, DT, shopping, and supermarkets are all just minutes away. The lush landscaping creates a serene, homey feel, making it the ideal retreat for your vacation.

Private Tropical Oasis Heated Salt Pool/Spa
Welcome to a reimagined mid-century modern retreat with a heated saltwater pool and spa. The bright, open layout is filled with natural light and includes everything for a comfortable stay—from a fully stocked kitchen to high-quality beds with hotel-grade cotton sheets/pillow. Every space is meticulously cleaned with attention to detail. Step outside to expansive private grounds framed by lush, mature tropical plants and trees, carefully maintained for a peaceful escape.

El Parayso pet friendly Tropical Oasis
Welcome to paradise! Pets are welcome too, As long as they are well behaved and friendly with other dogs. We charge a $50 per pet, per stay. Modern quarters attached to main house. Suite has LR, BR, KIT, bath "shower only". Parking. Tropical landscaping on the river, 50' salt water pool. Shopping, gym, restaurants, beach & the nightlife on Wilton Drive, just minutes away. One host speaks Spanish. Special events can accommodated please message for information.

4 Br/2 Ba open layout w/ heated pool- All Yours
Experience the ultimate getaway in this ideally located home, just 2-15 miles from South Florida’s best attractions! Relax on Fort Lauderdale, Hollywood, or Deerfield beaches, shop at Aventura Mall, or try your luck at the Hard Rock Casino. With easy access to Fort Lauderdale Airport, PNK Stadium, and the Boat Show, adventure is always nearby. Whether you want peace or excitement, this home offers the perfect balance.

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.

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

Manatee Manors | Waterfront | Pool | 3mi to Beach

Turquoise Palm Heated Pool Jacuuzi Movie Theater

Private pool house near Wilton Manors

•Zen Bungalow• Bright & Light 2 bedroom with pool

Nos Amis (Studio), "French Style Hospitality"

Spotless 4BR/3BA, Private Pool, minutes to Beach!

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Oakland Pk 2/2 Pool HM 1M FTL Bch
Condo rentals with a pool

PRIME location on Fort Lauderdale's Central beach

Luxury Resort Style Beach Condo - No Resort Fee!

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

Fort Lauderdale Yacht and Beach Club

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

beach condo with private beach and full kitchen

Beach Resort-Views-Large Pool-Patio-No resort fee

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

Heated Pool-Waterfront 4BD Villa: Deck&BBQ

Private Bungalow Steps to Beach | Private Pool

Modern Luxury Retreat | Heated Pool+Spa

Waterfront Vacation Home w/ King Bed/ Pool/Hot Tub

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

Wilton Manors Oasis | Heated Pool & Hot Tub

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

Waterfront 3BR • Private Pool, Kayaks, No Fees
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $435 NZD | $506 NZD | $537 NZD | $445 NZD | $406 NZD | $413 NZD | $348 NZD | $338 NZD | $304 NZD | $331 NZD | $364 NZD | $437 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 |
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
- Hard Rock Stadium
- Brickell City Centre
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- University of Miami
- Las Olas Beach
- Midtown
- Bayside Marketplace
- LoanDepot Park
- The Tides on Hollywood Beach
- Bal Harbour Beach
- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- CG Cosmetic Surgery
- Porsche Design Tower
- Amerant Bank Arena
- City Place
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Dania Beach
- Dadeland Mall





