
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 €26 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 370 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.

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.

•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!

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.

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!

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!

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 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.

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.

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

Designer Pool Oasis • Walk to Wilton Drive

WATERFRONT VILLA salt wtr heated pool, 5m to beach

Luxurious waterfront mansion - large heated pool

Private pool house near Wilton Manors

Waterfront Villa Heated Pool Private Oasis 3bed

Luxe Home ~ Heated Pool ~Beach ~ Relax ~ BBQ Grill

Private Bungalow Oasis | Pool |*2.6 Miles to Beach

VillaPlaya brand new home, modern style resort
Apartment rentals with a pool

#1 Luxury Resort Style Fort Lauderdale EPIC POOL

Marriott's BeachPlace Towers Luxury Guest Room

YOUR HOME by the Beach: TIFFANY HOUSE

Luxury Resort Style Beach Condo - No Resort Fee!

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

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

beach condo with private beach and full kitchen

Luxurious 2BR 3BA Walk to Beach Pool Jacuzzi
Other holiday rentals with a pool

Waterfront Heated Salt Pool Tiki. Free EV charging

Heated Pool-Waterfront 4BD Villa: Deck&BBQ

Giant Pool! HotTub-FirePit-PuttingGreen-N64-Gym!

•Zen Bungalow• Bright & Light 2 bedroom with pool

Oakland Park Tropical Get-Away

Wilton Manors Oasis | Heated Pool & Hot Tub

Heated Pool Oasis | Renovated 3BR | 2mi to Beach

Private Oasis, Moody Vibes, Heated/Chilled Pool
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €224 | €261 | €276 | €199 | €179 | €174 | €179 | €174 | €156 | €170 | €187 | €225 |
| 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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- 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
- Dania Beach
- Lauderdale-By-The-Sea Beach





