
Guesthouse holiday rentals in Oakland Park
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Quick stats about guesthouse rentals in Oakland Park

Total holiday rentals
Explore 50 holiday rentals in Oakland Park

Nightly prices starting at
Oakland Park holiday rentals start at $69 AUD per night before taxes and fees

Verified guest reviews
Over 4,740 verified reviews to help you choose

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Oakland Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakland Park rentals

4.9 Average rating
Oakland Park stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Guesthouses in Oakland Park
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Guest Suite - Private Pool! 15 Minutes to Beaches
Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! Our private guest suite is attached to the main house but NO ACCESS between your suite and the main house. Owners DON'T access the pool during guest's stay. It offers an upscale bath, fridge, microwave, & Keurig. The pool area is exclusively YOURS, with loungers for basking in the sun. Less than 20 minutes from beaches, restaurants, & more.

Rustic Retreat in Beautiful Boca (private bath)
Recently renovated! This apartment now has a bathroom, small kitchen and a private entrance. Can be used for work or family vacations. It is located as an extension of the house with access to the main house. The room has 55” tv in the bedroom and 65” tv in the living room. You will also have access to the rest of the home which includes billiards table, patio with barbecue and laundry facilities. You’re a 15 minutes drive to the ocean. We provide chairs, umbrella and cooler for the beach.

Downtown Cozy Loft
location location location! This 650 sq-ft completely private, loft-style separate guest house is ideally located in a cute historic neighborhood in downtown Fort Lauderdale - short walks to the Broward Center for Performing Arts, Science Museum, Art Museum, Himmarshee, Riverfront, and Las Olas Blvd. Just a 3 mile bike ride to Fort Lauderdale Beach (bikes included). Situated on the second level of a detached, 1930's 2-car garage behind the main house, it's a comfortable, clean, urban getaway.

Labyrinth Studio in the Heart of Wilton Drive
189 Steps from Wilton Drive, this private studio with a king bed and has a large private patio area with a bbq for enjoying the Florida weather The common areas include a heated pool, outdoor shower, covered sitting area and laundry. Easy walking distance to many bars, shops and restaurants. 5 miles from Sebastian Beach. This is the ideal location to enjoy a Wilton Manors vacation. The property is NOT a suitable place for children. The property is GAY, MALE ORIENTED AND CLOTHING OPTIONAL .

Wilton Manors/Private, Upscale Oasis, 400+ 5-Stars
"By far, THE BEST RENTAL HOME in Ft. Lauderdale!" ..."Hands down: The GREATEST STR experience I've ever had"..."AMAZING….PERFECT. IN A LEAGUE OF ITS OWN" "ONE OF THE TOP 10 BEST STRS in Ft. Lauderdale”. A quiet, private, sparkling-clean 1BR/1Bth, perfect for couples or solo travelers seeking an upscale getaway. Thoughtful details, tropical outdoor areas & resort-style amenities make it unforgettable. 3-night min./7-night max. No pets or children (adults only). Profile required with request

5-Star Beautiful Modern Studio
This newly remodeled studio is just a 15 minute drive to and from FLL Airport - ideal for a couple (2 people max). It is a 20 minute drive to the iconic Wave Wall Beach at Las Olas. This studio, (while adjoined to a multi-unit building), offers complete privacy with all access doors to the outside and exclusive access via keypad for you and your travel companions only. Includes: Full Bathroom, 1 closet, Mini Fridge/Microwave, Queen Bed, TV, Desk & Chair Check-in: 3 PM Check-out: 10 AM

Stunning GUEST HOUSE! free park, wifi & cable TV.
Wilton Manors guesthouse is very private and all to yourself next to single family home on a huge back yard. The property is centrally located in the heart of the city, walking distance to Wilton Drive, shops, restaurants, bars and the entertainment district. Minutes drive to the beach, Las Olas Blvd and downtown Fort Lauderdale. 20 minutes' drive to and from the Fort Lauderdale Airport. Upon booking your reservation all other accompanying guests need to be added on to the reservation.

Peaceful Poolside Studio - Pineapple Suite
No children-No pets-No parties!! Modern private studio. Perfect for singles or couples. Relax at a private residence with a beautiful pool. Come enjoy the laidback Wilton Manors lifestyle and the lively nightlife that this one of a kind community has to offer. This studio includes a bedroom with a queen bed, a full size bathroom and a functional kitchenette with a microwave, toaster over, coffee maker, small refrigerator and a single electric burner for basic cooking.

Private Dahl•House River Cabins
Take it easy at this tranquil getaway. Guests receive access to private cabins, outdoor bathroom, outdoor kitchen, tree house, koi pond, lounge, zen garden and a floating dock. It's a mix of modern amenities with a Bohemian edge. This unique artist’s retreat feels like a different world. The property was built by hand with influences of the travels of the owner always with sustainability in mind. This hideaway is the pure expression of glamping and a resort spa.

Relaxing loft 17 min to Hard Rock Stadium
Charming guest house loft in Fort Lauderdale, just minutes from I-95. Only 15 minutes to Las Olas Boulevard and the iconic Hard Rock Guitar Hotel & casino . Just 10 minutes from FLL Airport! Enjoy a quiet, private stay Upstairs you’ll find a comfy queen bed, and downstairs a sofa bed in the living area with quick access to , restaurants, and beaches. Perfect for couples or travelers seeking comfort and convenience.

Prime Location – Walkable to Wilton Drive
Welcome to your private hideaway in the heart of Wilton Manors! This stylish, modern apartment offers the perfect mix of comfort and convenience—just minutes from Wilton Drive and the beach. Enjoy your own outdoor seating area, plus extras like beach chairs, a cooler, and more. Walk or Uber to nearby hotspots with ease. Parking is available for one vehicle. Relax, unwind, and enjoy the best of Wilton manors

the little house
Relax and enjoy the comfort of my little house after a long day of activities and fun in the city of Miami and its surroundings or after spending a beautiful day on the beautiful beaches of South Florida. If you're a sports or live concert lover, you have the Hard Rock Stadium less than 2 miles away. Enjoy the variety of meals at countless local restaurants and many other activities.
Popular amenities for Oakland Park guesthouses
Family-Friendly guesthouses

Friendly Camper

Just 7 miles away from the airport and beach!

Cozy & Clean| Resort Style | Near Beach & Downtown

Private In-Law Suite with outdoor oasis and pool

Entire Modern 1Br Suite~Lockbox

Private Guesthouse in Backyard Oasis

Welcome to our beautiful Deluxe RV Home

Paradise by the Sea /Cottage on Private Property
Guesthouses with a patio

Best Price •Quiet Clean Home•Sleeps 6 •FreeParking

TROPICAL Oasis 13 miles Away from the BEACH

Mins from Dania Beach, Port Everglades and Airport

Poolhouse Haven

Private Chic Studio w/Patio-King Bed-Near Beach

Cozy & Stylish Miami Stay | Near Hard Rock Stadium

Studio

Flamingo House
Guest house rentals with a washing machine and dryer

The Beach House

Wilton Manors Studio with Private Yard

Tranquil Haven Guest House with Private Entrance

The Cube - Modern, Retro Escape

Cozy and charming cottage

Stylish Sunrise Studio | Private & Parking

Cozy home in a paradise surrounded by nature.

Stunning Pool House on canal w/ pool & pvt beach
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $196 AUD | $201 AUD | $241 AUD | $180 AUD | $189 AUD | $166 AUD | $173 AUD | $173 AUD | $165 AUD | $166 AUD | $191 AUD | $200 AUD |
| 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 |
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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Bayside Marketplace
- The Tides on Hollywood Beach
- Kaseya Center
- Brickell City Centre
- Miami Beach Convention Center
- Hard Rock Stadium
- Port Everglades
- Midtown
- Haulover Beach
- University of Miami
- Ocean Reserve Condominium
- Miami Design District
- LoanDepot Park
- Las Olas Beach
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Bal Harbour Beach
- Seminole Hard Rock Hotel and Casino
- Zoo Miami
- Fort Lauderdale Beach
- Rosemary Square





