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Holiday Rentals with Pools in Oakland Park

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    Oakland Park is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    32 Matching Rentals in Oakland ParkView all 50 rentals
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    El Parayso Pet Friendly Tranquil Tropical Oasis1 / 52
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7 miles from the airport and centrally located to reach Miami in 20 minutes or go north to West Palm beach within minutes. You can get anywhere quickly. 5 minutes from I-95. Walking distance to restaurants and shopping. Spend the day at the tropical pool or head to the beach that's less than 1.5...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
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    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Near the beach, shopping and activities, enjoy indoor outdoor living in tropical Fort Lauderdale in our comfortable 3 bedroom / 2 bathroom house. Designed for easy living and a relaxed lifestyle, our home comfortably accommodates up to 6 guests. The kitchen is fully equipped and there is a gas...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming and luxurious studio apartment offers everything you need while you relax and enjoy Fort Lauderdale! Relax by the sundrenched pool, or use the space as your home base to come and go while checking out the best Fort Lauderdale spots. Ideal for couples and business travelers! 5 min to...
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    Oakland Park, Broward County 33308
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Newly Renovated Tropical Vacation Home1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    Love this house! Very modern and sleek inside. I liked that it was in a residential neighborhood and very quiet but also very close to everything including stores and...
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    About this property
    Newly renovated and furnished vacation home in a tropical setting close to Fort Lauderdale's dining and shopping, and less than 10 minutes from the beach. Enjoy a beautiful open concept gourmet kitchen, dining and living area with views out to the sun soaked pool and patio. If you prefer,...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Either place for yourself to enjoy with private pool and entrance1 / 15
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2018
    the place looks good and knits. The people stay in the house was very nice and hospitality. Everything you want or need is 5 minutes drive away. We really enjoyed our stay there.
    Reviewed 5 April 2018
    I am so happy I found this place. It’s a beautiful room and has everything you need inside. I felt very comfortable there during my stay. It’s a great location. Close to the...
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    About this property
    A brand new attached studio with private entrance and pool. Located at the heart of Fort Lauderdale. 3 minutes away from I-95 for easy commute. 3-4 miles to: downtown, the beach, restaurants, shopping malls, FLL Executive Airport, Wilton Manors and Las Olas. Fort Lauderdale Int’l Airport- 12 miles...
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    Oakland Park, Broward County 33334
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Washer
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    • Grill
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming, big and secluded 3 bedroom, 2 bathroom, luxurious apartment offers everything you need while you, family & friends relax and enjoy Fort Lauderdale! Relax by the sundrenched pool, have a barbecue, or use the space as your home base to come and go while checking out the best Fort...
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    Oakland Park, Broward County 33308
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming and luxurious 2 bedroom, 1 bathroom, apartment offers everything you need while you, family & friends relax and enjoy Fort Lauderdale! Relax by the sundrenched pool, or use the space as your home base to come and go while checking out the best Fort Lauderdale spots. Ideal for groups...
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    Oakland Park, Broward County 33308
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This tropical paradise property is located centrally in Fort Lauderdale. 5 minutes to one of the best and private beaches in Fort Lauderdale and 8 minutes to not so private but the most popular beach in Fort Lauderdale (loaded with bars, restaurants and activities). 2 minutes from the mall with 2...
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    Oakland Park, Broward County 33334
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 16
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Patio
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This tropical paradise apartment is located centrally in Fort Lauderdale. 5 minutes to one of the best and private beaches in Fort Lauderdale and 8 minutes to not so private but the most popular beach in Fort Lauderdale (loaded with bars, restaurants and activities). 2 minutes from the mall with 2...
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    Oakland Park, Broward County 33334
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 22 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Parking
    • Washer
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this stunning, ENORMOUS and secluded oasis with your own extra large, private, heated and saltwater pool and a fenced backyard. It has a large patio with a covered area, a bunch of sun umbrellas, plenty of loungers, 2 patio dining sets (one in the sun, the other one in the covered area) so...
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    Oakland Park, Broward County 33308
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 22
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    4 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Parking
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This tropical paradise property is located centrally in Fort Lauderdale. 5 minutes to one of the best and private beaches in Fort Lauderdale and 8 minutes to not so private but the most popular beach in Fort Lauderdale (loaded with bars, restaurants and activities). 2 minutes from the mall with 2...
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    Oakland Park, Broward County 33334
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 20
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Parking
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally located in the heart of Oakland Park, just minutes from dining, shops, art galleries, Wilton Manors, and Fort Lauderdale’s famed beaches Coral Reef Villa's modern, stylish décor is the ideal backdrop for the Florida vacation you’ve been dreaming of. The home is complete with a swimming...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    • Patio
    • Cable/satellite TV
    • Grill
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This tropical paradise property is located centrally in Fort Lauderdale. 5 minutes to one of the best and private beaches in Fort Lauderdale and 8 minutes to not so private but the most popular beach in Fort Lauderdale (loaded with bars, restaurants and activities). 2 minutes from the mall with 2...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 24
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    5 Bedrooms, 3 Bathrooms, Sleeps 21 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming, huge and secluded 5 bedroom, 3 bathroom, luxurious family home offers everything you need while you, family & friends relax and enjoy Fort Lauderdale! Relax by the sundrenched pool, have a barbecue, or use the space as your home base to come and go while checking out the best Fort...
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    Oakland Park, Broward County 33308
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 21
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    Private and Cozy Quiet Pool Home 2 Bed 1 Bath1 / 38
    (1)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    Larry was easy to do business with, He met us at the location and showed us around the home. It is exactly what you see in the pictures, Place was comfortable, home was clean...
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    About this property
    Beautiful private pool home in a quiet neighborhood. Perfect for a family vacation in Fort Lauderdale. Convenient to all Ft. Lauderdale attractions, 2.5 mile to the beach. Modern furnishings with an exquisite tropical back yard for you to enjoy! Pack your bags and head on down to this lovely...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Flying Fish Villa is a stunning newly updated 5 bedroom, 3 bathroom home centrally located in Oakland Park in the heart of Fort Lauderdale. The home is within three miles to the famed Fort Lauderdale Beach and close to the best of Fort Lauderdale. The home can accommodate up to 10 people and is...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully updated 2 bedroom 2 bath condo right on the beach with spectacular ocean views. Everything is walking distance no need for any car.....Open floor plan with granite counters and stainless steel appliances. Even your own washer and dryer. Movie theater style seating with flat screens in every...
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    Oakland Park, Broward County 33308
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your very own private oasis awaits at this 4-bedroom, 2-bathroom Fort Lauderdale vacation rental house, which accommodates 8 guests. This elegant property boasts a private heated pool, spacious deck with grill, and stirring canvases adorning the walls. With a great location minutes from Wilton...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern 2BR/2BA home for six guests is set on the canal in sunny Oakland Park, mere minutes from beautiful Fort Lauderdale beaches. Go fishing on the waterfront right in your own backyard, fire up the grill for an alfresco barbecue, and cool off with a refreshing dip in your private,...
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    Oakland Park, Broward County 33309
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in a quiet neighborhood filled with lush tropical landscaping, the elegant 'Villa Acqua' features 3 well-appointed bedrooms and 2 bathrooms, offering 6 guests an unforgettable stay! This central Fort Lauderdale vacation rental home boasts a private pool as well as a location only 1 mile...
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    Oakland Park, Broward County 33306
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Parking
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    • Washer
    • Patio
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this stunning, ENORMOUS and secluded oasis with your own extra large, heated and saltwater pool and a fenced backyard. It has a large patio with a covered area, a bunch of sun umbrellas, plenty of loungers, a patio dining set (one in the sun, the other one in the covered area) so you can have...
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    Oakland Park, Broward County 33308
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxurious, fully remodelled villa in Fort Lauderdale. Situated on the water with a private heated saltwater pool. The backyard faces west, giving a full afternoon’s sun until dusk, and features a brand-new barbecue. The front and backyard are illuminated by beautiful lighting at night. The villa is...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oasis Villa is a beautiful 5 bedroom, 4 bathroom home with a spacious common area and open floor plan to accommodate large groups. It is nestled in the heart of Oakland Park in Fort Lauderdale. The flooring, kitchen, bathrooms, and appliances have all had recent updates (shown in photos) and the...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your personal Sunshine State paradise awaits at this 3-bedroom, 3-bath vacation rental house in Oakland Park! Boasting a fenced backyard with lush vegetation, an in-ground pool, and a covered patio, this home is an ideal destination for up to 6 guests looking for a quiet, residential retreat by the...
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    Oakland Park, Broward County 33334
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Leave your worries behind as you relax at 'Sky Oasis' a luxurious 3-bed, 2-bath vacation rental house that sleeps 6 in Oakland Park! Newly renovated by a W Hotels architect, this home will make you feel like the sole members of your very own resort. Enjoy a lavish 1,800-square-foot interior, a...
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    Oakland Park, Broward County 33306
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this stunning, ENORMOUS and secluded oasis with your own extra large, heated and saltwater pool and a fenced backyard. It has a large patio, a bunch of sun umbrellas, plenty of loungers, and a patio dining set so you can have your meals while enjoying the sun. This super quiet 1 bedroom, 1...
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    Oakland Park, Broward County 33308
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • Grill
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation palace has it all.. Amazing heated pool all year round Large hot tub.. Very private home,lots of outdoor seating and outdoor dinning Amazing private back yard.. Close to downtown fort Lauderdale bars and restaurants. and downtown Oakland park and Fort Lauderdale beach and night...
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    Oakland Park, Broward County 33309
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Treat yourself to a tropical escape at this 3-bedroom, 2-bath Oakland Park vacation rental! You'll spend days lounging poolside with a drink in hand, enjoying the shaded comfort of your private yard and tiki hut, before taking the 4-mile trip to Ft. Lauderdale's famous beaches. When you're not...
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    Oakland Park, Broward County 33309
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Washer
    • Patio
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    • Wi-Fi
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming, big and secluded 2 bedroom, 1 bathroom, luxurious apartment offers everything you need while you, family & friends relax and enjoy Fort Lauderdale! Relax by the sundrenched pool, have a barbecue, or use the space as your home base to come and go while checking out the best Fort...
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    Oakland Park, Broward County 33308
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 10
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