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Holiday rentals in Oakland Park

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Oakland Park

  • Total holiday rentals

    Explore 1,320 holiday rentals in Oakland Park

  • Nightly prices starting at

    Oakland Park holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 77,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    770 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

    820 properties have a dedicated workspace

  • Wifi availability

    1,300 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!

Top-rated holiday rentals in Oakland Park

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

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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, 259 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
Holiday home in Oakland Park
5 out of 5 average rating, 115 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 heated pool is surrounded by meticulously maintained landscaping, featuring palm trees and artificial grass. Sun loungers are positioned near the pool area, providing a relaxed space for sunbathing. The exterior of the house offers large windows that allow natural light to enter.
Home in Oakland Park
4.93 out of 5 average rating, 184 reviews

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.

Top guest favourite
An aerial view showcases a waterfront villa with a spacious pool surrounded by a well-maintained backyard. A Tiki hut provides shaded seating, while lush greenery and palm trees enhance the tropical ambiance. The nearby water adds to the serene environment.
Villa in Oakland Park
4.98 out of 5 average rating, 105 reviews

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

Guest favourite
Home in Oakland Park
4.92 out of 5 average rating, 109 reviews

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.

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, 75 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.

Guest favourite
Home in Oakland Park
4.91 out of 5 average rating, 56 reviews

Waterfront 3BR • Private Pool, Kayaks, No Fees

Vibrant, tropical waterfront oasis in Ft. Lauderdale, perfect for relaxation and adventure. Our “Slice of Paradise” features a heated pool, direct canal access with complimentary kayaks/paddleboard, and comfortably sleeps 6 adults. Centrally located, it's just 15 mins to beaches/golf and under 2 miles from Inter Miami Stadium, 30 minutes to Miami Stadium, making it ideal for FIFA World Cup 2026 attendees. Enjoy stunning sunsets and a serene meditation garden.

Superhost
A serene pool area is surrounded by lush tropical plants, providing a private ambiance. A gentle waterfall feature flows into the refreshing water, while a hammock hangs nearby, inviting relaxation. The pristine pool reflects the vibrant greenery, enhancing the tranquil outdoor setting.
Home in Oakland Park
4.88 out of 5 average rating, 33 reviews

Oakland Park Tropical Get-Away

Conveniently located, this inviting 3 bedroom/2 bathroom Fort Lauderdale home is tastefully decorated, providing space, comfort and lots of natural light. Open-concept kitchen. Lush tropical plants give the yard a private feel. The pool area calls out relaxation, a good book and a cool drink! 7 min to the beach, Coral Ridge Mall, supermarkets, restaurants and bars. 15 min to Las Olas and Downtown Fort Lauderdale and Fort Lauderdale Airport.

Top guest favourite
Home in Wilton Manors
4.98 out of 5 average rating, 145 reviews

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.

Top guest favourite
A pool area showcases a vibrant evening scene, highlighted by colorful lights. The heated pool reflects the sky's hues at sunset. Comfortable seating, adorned with cushions, lines the patio beside the pool, with tropical plants adding to the ambiance.
Guest house in Fort Lauderdale
4.94 out of 5 average rating, 262 reviews

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.

Guest favourite
A poolside area features colorful lounge chairs positioned beside a clear blue pool, with an orange umbrella providing shade. Lush greenery surrounds the space, while the exterior of the house offers large windows and a welcoming seating area for relaxation.
Home in Oakland Park
4.93 out of 5 average rating, 57 reviews

Oakland Pk 2/2 Pool HM 1M FTL Bch

2/2 Florida Pool Home, Family friendly Tropical Retreat, centrally located, 1 Mile to the beach, Ft Lauderdale Airport, I-95, restaurants, local breweries, nightlife, minutes to Galleria Mall, Downtown Ftl, Hugh Taylor Birch State Park, Wilton Manors, Victoria Park, Las Olas and everything the Yachting Capital of the World has to offer.

Guest favourite
Home in Wilton Manors
5 out of 5 average rating, 7 reviews

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

Welcome to The Sunliner, your private Fort Lauderdale escape. Heat up the pool & hot tub, grill out under string lights, lounge by the fire pit, or challenge someone to ping pong. Spacious indoor-outdoor living designed for groups who come to relax, reconnect & actually enjoy each other’s company. Sun, space & good vibes included.

Popular amenities for Oakland Park holiday rentals

When is the best time to visit Oakland Park?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$246 SGD$267 SGD$272 SGD$215 SGD$197 SGD$192 SGD$192 SGD$188 SGD$179 SGD$192 SGD$210 SGD$244 SGD
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.

Destinations to explore