Holiday rentals in Oakland Park

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Top-rated holiday rentals in Oakland Park

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An open-concept living area features a dark sofa adorned with layered green pillows, complemented by a round coffee table. A large green leaf plant sits beside a window with blinds, allowing natural light. A textured area rug adds softness to the floor.
Flat in Oakland Park
4.98 out of 5 average rating, 248 reviews

Cozy 1BR, Hot tub, Putting Green, In-Unit Laundry

A completely renovated apartment that's been updated with a new kitchen, bathroom, central air conditioning. Very clean. 1 queen-sized bed and 1 sofa pulled out. Two 4k SmartTV w/ Youtube TV, Amazon Prime, Netflix, HBO Max, ESPN+, Hulu, Disney+. Free in-unit washer and dryer. Free parking. About 10-15 minutes from Commercial Blvd Pier Beach and downtown Fort Lauderdale. Two gazebos, a 6-8 person hot tub, charcoal BBQ and golf putting green in a shared space. Ideal place to hang out with friends.

Top guest favourite
The exterior of the house features a private pool surrounded by a spacious grassy area. A wooden deck with seating is situated at the back, providing a relaxing spot to enjoy the outdoors. Lush palm trees frame the setting, creating a serene atmosphere.
Home in Pompano Beach
4.98 out of 5 average rating, 162 reviews

•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 get to the house you won't want to leave! 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!

Top guest favourite
An aerial view of a waterfront home showcases a well-maintained yard with lush greenery and a private swimming pool. The outdoor area features a patio with seating and a shaded umbrella, adjacent to a calm canal, providing a serene atmosphere.
Villa in Oakland Park
4.98 out of 5 average rating, 61 reviews

NEW Waterfront Modern Villa | 3 Beds | Heated Pool

Welcome to your waterfront paradise! This tastefully renovated 3BD 2.5BA home boasts an expanded master suite offering breathtaking views of the oversized heated pool and tranquil canal. Nestled on a peaceful dead-end street, our property offers the perfect blend of relaxation and convenience. Whether you’re lounging by the pool, enjoying al fresco dining on the patio, this charming retreat promises an unforgettable getaway. Book now and experience the allure of waterfront living at its finest!

Top guest favourite
Holiday home in Oakland Park
5 out of 5 average rating, 114 reviews

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.

Guest favourite
A serene view of a modern apartment on the water is presented, featuring a private pool surrounded by lounge chairs. Lush greenery borders the property, and reflections are visible on the calm water. The setting conveys a peaceful atmosphere with clear blue skies.
Flat in Wilton Manors
4.95 out of 5 average rating, 42 reviews

Cozy Space 4 Luxury 2Bd Wilton

Great, beautiful and quiet apartment in Wilton Manors. On the water with shared pool. Walk to Wilton Drive where all the restaurants, bars, and shops are. Comes with Tv's and Wi-fi. Very clean and very pretty! Master bedroom has an ensuite bathroom with separate shower and tub. Very spacious second bedroom with it's own bathroom. Full luxury kitchen with all the items needed. Has a full office den with high speed internet, A beautiful view of the water and pool. Clean water system throughout.

Top guest favourite
A vibrant scene is presented with tropical landscaping surrounding a 50-foot saltwater lap pool. Lush greenery and colorful flowers enhance the atmosphere, while bright blue skies frame the tranquil setting.
Flat in Oakland Park
4.97 out of 5 average rating, 271 reviews

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.

Guest favourite
Home in Oakland Park
4.88 out of 5 average rating, 16 reviews

Backyard Oasis | Waterfront | Pool | Paddle Board

Wake to sun glittering on the river, brew espresso, and sink into the lounge seating on the sundeck. Spend the morning beachside (10 min away), then launch our paddle boards to explore quiet waterways. Evenings are for grilling, sunset river views, and unwinding in an airy living room. This family-friendly waterfront home is close to Oakland Park dining & nightlife yet feels like a private retreat. Perfect for families. Send us a message and we'll help plan your Fort Lauderdale escape.

Top guest favourite
Home in Oakland Park
4.95 out of 5 average rating, 202 reviews

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!

Top guest favourite
A serene outdoor space features a wooden lounge chair with white cushions beside a heated saltwater pool. A straw hat rests on the chair, along with a refreshing drink. Lush palm trees provide shade and privacy, complementing the tranquil atmosphere.
Home in Oakland Park
5 out of 5 average rating, 70 reviews

•Zen Bungalow• Bright & Light 2 bedroom with pool

Kick back and unwind in this calm, stylish space. A perfect relaxing environment from which you can better work, create or just lay by the pool. This home is a two bedroom, one bathroom tropical escape. Amenities include saltwater pool, BBQ, indoor washer/dryer, central a/c and fully equipped kitchen. Steps from the renowned Funky Buddha brewery, restaurants and coffee shops. Minutes from Ft. Lauderdale beach, Wilton Manors, FATVillage Arts District and Las Olas boulevard.

Top guest favourite
The image showcases a private heated swimming pool surrounded by lush greenery and palm trees. Lounge chairs are positioned neatly along the pool's edge. A shaded gazebo is visible at one end, complementing the serene outdoor setting.
Home in Wilton Manors
4.9 out of 5 average rating, 154 reviews

Zen Solitude: House & Heated Pool

A short one-minute walk to popular Wilton Drive. Smack in the middle of EVERYTHING Wilton Manors has to offer! Restaurants, Bars & Shopping. This classic 2 bedroom mid-century Florida bungalow exudes a relaxed Key West Vibe. Outside, total serenity awaits with a large & very private Zen Garden, including luxurious heated swimming pool & generous shady gazebo. Inside, comfortably furnished rooms and original Dade county pine floors throughout. The minimum age to book is 25.

Guest favourite
Home in Oakland Park
5 out of 5 average rating, 10 reviews

Luxury Home w/ Private Suite~Heated Pool~Tiki Hut

This 4-bedroom compound is in a prime location & has EVERYTHING you need for an amazing vacation to Oakland Park, FL! •3 bed/3 bath main house and 1 bed/1 bath studio unit • Lux Robes & Slippers provided • Heated Private Pool ($100/day) • Outdoor Patio: Large Tiki Hut! • TVs in Each Bedroom • Outdoor Firepit • Plush Beds • Fully Stocked Kitchen • Outdoor Dining • Ample Parking • Dedicated Workspace • Comfortable Outdoor Seating • Washer & Dryer • Dog Friendly

Superhost
A modern home is showcased, featuring a private heated pool surrounded by palm trees and lounge chairs. Two swan-shaped floaties are positioned in the water. The outdoor area is designed for relaxation, with a blend of sunlight and shade from the surrounding architecture.
Villa in Wilton Manors
4.88 out of 5 average rating, 17 reviews

Wilton Grand Luxury: Private Oasis w/Pool

🌴 Modern Luxury Retreat with Private Heated Pool & Tropical Oasis in the Heart of Wilton Manors – LGBTQ+ Welcoming 🌈 Welcome to your perfect South Florida getaway! Nestled in the vibrant and inclusive community of Wilton Manors, this spacious and stylish home offers the ideal retreat for families and friends seeking both relaxation and adventure.

Popular amenities for Oakland Park holiday rentals

When is the best time to visit Oakland Park?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€165€179€183€145€133€129€129€127€121€129€141€164
Avg. temp20°C21°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Frequently Asked Questions

  • What are the best places to stay in Oakland Park?

    Oakland Park has welcoming neighborhoods with vacation rentals that suit families, couples, and solo travelers. Many guests enjoy stays near local parks, green spaces, and dining spots for a relaxed visit.

  • What are the best things to do in Oakland Park with kids?

    Families often explore playgrounds and picnic areas in city parks, visit community centers for interactive experiences, and enjoy local ice cream shops. Many find splash pads and open green spaces especially popular for outdoor fun.

  • What are some of the best things to do in Oakland Park?

    Explore locally owned eateries and breweries, stroll through neighborhood parks, and visit art spaces showcasing community creativity. Seasonal markets and outdoor festivals are frequently suggested for connecting with local culture.

  • How is the weather in Oakland Park?

    Oakland Park has warm, humid weather much of the year, with temperatures typically between 61°F and 90°F (16°C to 32°C). Rain is more common in summer months, so light clothing and rain gear are often practical.

  • What are the best places to visit in Oakland Park?

    Many travelers explore community parks, visit local breweries, and check out galleries showcasing South Florida artists. The downtown district is frequently suggested for its blend of dining, shopping, and murals.

  • What are some hiking trails in Oakland Park?

    Oakland Park has neighborhood parks with paved and natural walking paths shaded by local trees. For longer treks, guests often venture to nearby nature preserves and wetlands with scenic boardwalks.

  • What are some family activities we can do in Oakland Park?

    Families can play at park playgrounds, join events at community centers, and explore farmers markets for fresh treats. Seasonal outdoor movie nights and art workshops are enjoyed by visitors of all ages.

  • What are some of the best day trip ideas from Oakland Park?

    Travelers often explore beaches along the Atlantic coast, visit botanical gardens, or discover wildlife in regional preserves. Popular options also include hands-on science centers and art museums in neighboring cities.

  • Are there any pet friendly accommodations available in Oakland Park?

    Oakland Park has vacation rentals that welcome pets, especially in neighborhoods near parks and green spaces. Many hosts provide amenities to make stays comfortable for dogs and cats.

  • What are some local tips for visiting Oakland Park?

    Locals suggest bringing comfortable footwear for exploring parks, checking local calendars for festivals, and sampling food from diverse local restaurants. Staying hydrated and packing light layers is helpful in the humid climate.

  • What is Oakland Park known for?

    Oakland Park is known for its vibrant brewery scene, creative arts community, and lively outdoor events. The city embraces cultural diversity, reflected in its food, music, and local festivals.

  • What are the best hidden gems to explore in Oakland Park?

    Visitors often seek out small art galleries, locally owned cafes, and pocket parks tucked in residential neighborhoods. Many enjoy discovering murals and unique shops that highlight Oakland Park's creative side.

  • What are the best foods to try in Oakland Park?

    Oakland Park has locally inspired seafood dishes, Caribbean flavors, and inventive bites from craft breweries. Food trucks, bakeries, and multicultural markets are frequently suggested for sampling regional specialties.

  • What should I bring for a trip to Oakland Park?

    Pack light clothing for warm, humid weather, plus a hat and sunscreen for sun protection. An umbrella or rain jacket is useful during wetter months, and comfortable shoes help for exploring parks and neighborhoods.

  • What is the nightlife in Oakland Park like?

    Oakland Park has casual nightlife with local breweries, live music venues, and relaxed bars. Many visitors enjoy open-air patios and gatherings centered on food, drink, and community events in the evenings.

  • What are the most popular events or festivals in Oakland Park?

    Seasonal food and beer festivals, outdoor holiday markets, and art fairs are often recommended in Oakland Park. Community events frequently feature music, local makers, and activities for families, especially in spring and fall.

  • Are there family friendly vacation rentals in Oakland Park?

    Oakland Park has family friendly vacation rentals in neighborhoods near parks and community centers. Many homes feature open layouts and access to outdoor spaces for kids to play.

  • When is the best time to visit Oakland Park?

    Late fall and winter are often recommended for their milder temperatures and less rainfall, with afternoons around 65–78°F (18–25°C). Spring offers comfortable weather and events celebrating local food and art.

Quick stats about holiday rentals in Oakland Park

  • Total holiday rentals

    Explore 1,250 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 75,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    740 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 530 rentals that welcome pets

  • Holiday rentals with a pool

    800 properties feature pools

  • Rentals with dedicated workspaces

    810 properties have a dedicated workspace

  • Wifi availability

    1,200 of Oakland Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Oakland Park rentals

  • 4.8 Average rating

    Oakland Park stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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