
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.

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.

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.

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!!)

HOSTS 8 Adults+4 Kids Waterfront/Pool/Hot Tub
Welcome to your luxurious waterfront Infinity pool home for up to 8 adults plus kids including 2 kayaks! Located minutes from pristine beaches, world-class dining, and vibrant nightlife, this waterfront oasis provides easy access to the best that Florida has to offer. Whether you're seeking adventure or relaxation, you'll find it all right here. Experience the magic of waterfront living in this luxurious home with an infinity pool on a tranquil water canal. Your dream vacation awaits!

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!

Private Tropical Oasis - Heated Pool/Spa
Welcome to a redone mid-century modern property including a heated salt water pool and spa. The perfect lay out and bright interior includes all amenities you’ll need to feel right at home: Fully stocked kitchen. High quality beds with hotel cotton sheets and pillows, a complete meticulous cleaning of truly everything you see. The exterior awaits you to explore the vast private grounds that includes a wide variety of tropical plants and trees all meticulously maintained.

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.

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach
Welcome to CASA DÉJÀ VU A high-end space thoughtfully created just for you, in the heart of 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

A Tropical Paradise in Wilton Manors Hottub & Pool
Beautifully furnished upscale home with a private, secluded backyard oasis. Enjoy the heated saltwater pool, hot tub, lush landscaping, and stylish indoor spaces with modern comforts. Fully equipped kitchen, gas grill, beach chairs, free WiFi, and cable TVs included. Perfect for relaxing, entertaining, or working remotely. Just a short walk to Wilton Drive and a quick drive to beaches and shopping.

Spacious Cozy Peaceful 1BR/1BA w/ Pool; Near Beach
Enjoy this quiet residential neighborhood in the heart of Wilton Manors, Fl! This unit is fully furnished and newly renovated. Located only 5 miles from the famous Ft. Lauderdale beach & downtown area. 10 miles from FLL airport. Guests have access to a spacious outdoor area, featuring a beautiful Key West styled pool area. No smoking in or outdoors on the premises.

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

Heated Pool + Kayaks! Tiki Hut & Close To Beach!

Nos Amis (Studio), "French Style Hospitality"

Fort Lauderdale Oasis w/ Heated Pool & Spa

Lux-Oasis private resort @theWiltonfl

Ft Lauderdale vintage charmer oasis w/ pool

Heated Pool, King Bed, 3 min to Wilton Drive

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

Shady Palms - Pool & Jacuzzi
Condo rentals with a pool

PRIME location on Fort Lauderdale's Central beach

Beachfront W Hotel Residence

Luxury Beach & City View Condo 5 min walk to beach

Waterfront New Mahalo 1Br APT

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

14th flr Penthouse - King Bed Panoramic Ocean View

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

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

Spacious retreat with pool, spa, & 1/3 acre lot

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

Luxurious Pool Oasis Near Wilton Manors

Modern Waterfront: Luxe Renovation + Sunset Views

Luxury Lake House Blocks from the Beach!

Waterfront Villa • Heated Pool • Modern 3BR

Secluded Escape | Private Pool | *3 Miles to Beach

Lush Palms - Serene Oasis
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$50,188 GYD | G$55,625 GYD | G$56,252 GYD | G$47,678 GYD | G$42,869 GYD | G$41,614 GYD | G$42,869 GYD | G$41,614 GYD | G$37,432 GYD | G$41,823 GYD | G$43,078 GYD | G$50,815 GYD |
| 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 G$4,182 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 350 rentals that welcome pets

Rentals with dedicated workspaces
550 properties have a dedicated workspace

Wi-Fi availability
810 of Oakland Park vacation 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!
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