
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 $52 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.

Paradise Lux Watrfrnt Villa w Pool-Kyak-Boat-Jtski
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!

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

WATERFRONT VILLA salt wtr heated pool, 5m to beach
VIDEO Google: “Callista Properties YouTube” Luxurious villa (3BR/2BR) on the water with a heated pool. The yard faces west, giving a full afternoon’s sun until dusk and is beautiful illuminated. There are 4 smart TV's, 1 is at the pool area. Several amenities such as: Lounge area,BBQ/grill, ice maker, climate wine cabinet, 8 fans, washer/dryer and WIFI. 5 min away from; Beach, Las Olas Boulevard, Wilton Drive, LA fitness and the Coral Ridge mall, with various shops and a supermarket.

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!

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.

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

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.

Private Bungalow Steps to Beach | Private 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.
Popular amenities for Oakland Park rentals with a pool
House rentals with a pool

VillaPlaya brand new home, modern style resort

Private pool house near Wilton Manors

Modern Luxury Retreat | Heated Pool+Spa

•Floasis• Your private FL Oasis 5 min to beach!

Private oasis vintage retreat w/ pool

Oakland Pk 2/2 Pool HM 1M FTL Bch

Tiki Las Olas, Fort Lauderdale

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

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

Top Floor Condo | Ocean & Intracoastal Views

beach condo with private beach and full kitchen

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

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

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

Villa w/ Pool Tiki Hut Full Gym King Bed Wi-Fi TV

Oakland Park Tropical Get-Away

•Zen Bungalow• Bright & Light 2 bedroom with pool

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

Contemporary Luxury Escape / Upscale Design 4BR

Rated Best | VERY Private | Resort Vibe | Lux Home

Wilton Manors Oasis | Heated Pool & Hot Tub
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $443 NZD | $515 NZD | $547 NZD | $394 NZD | $355 NZD | $344 NZD | $355 NZD | $344 NZD | $310 NZD | $337 NZD | $370 NZD | $445 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
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- St. Augustine Holiday rentals
- Cape Coral Holiday rentals
- Clearwater Holiday rentals
- Villa rentals Oakland Park
- Apartment rentals Oakland Park
- Guesthouse rentals Oakland Park
- Rentals with a fire pit Oakland Park
- Rentals with a fireplace Oakland Park
- Rentals with a washing machine and dryer Oakland Park
- Rentals with a hot tub Oakland Park
- Pet-friendly rentals Oakland Park
- Fitness-friendly rentals Oakland Park
- Rentals with outdoor seating Oakland Park
- Waterfront rentals Oakland Park
- Family-friendly rentals Oakland Park
- Rentals with breakfast Oakland Park
- Rentals with a kayak Oakland Park
- Rentals with lake access Oakland Park
- Rentals with a patio Oakland Park
- Rentals with an EV charger Oakland Park
- Private suite rentals Oakland Park
- Townhouse rentals Oakland Park
- Condo rentals Oakland Park
- Rentals with beach access Oakland Park
- House rentals Oakland Park
- Smoking-friendly rentals Oakland Park
- Rentals with pools Broward County
- Rentals with pools Florida
- 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
- CG Cosmetic Surgery
- Dania Beach





