
Guesthouse holiday rentals in Oakland Park
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Top-rated Guesthouses in Oakland Park
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

The TuckAway- Beach, Las Olas, Cruise & Air Ports
*No Cleaning Fee*. The TuckAway offers a private entrance, 6ft deep pool and an oasis backyard for your enjoyment. There's 1 reservation at a time for a max of 2 non-smoking guests age 22+. You swim and share the backyard with the person on your reservation. We do not swim with our guests. This is as private as the pool and backyard gets. However we do live on the property. $150 will be charged if the unit smells of ANY type of smoke. No Pets. No kids. No smoking. No Parties. No Exceptions.

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 .

Studio on The Beach
1 MIN WALK TO PERFECT BEACH Amazing area is quiet, clean, close to Las Olas and local nightlife. Walk to Greek Isles, Shooters, Aruba’s, Billy Jacks Shack and local bars. Bike ride to Boardwalk, famous Birch Park. Best area in Fort Lauderdale Newly renovated, tons of light, comfy bed, small kitchen, A/C. Beach chairs & umbrella incl. Private Parking 10 ft from door. Perfect for friends, couples and small families. 2 beds plus crib available All you need to relax on the beach! NO CAR NEEDED

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.

Tropical Oasis
Welcome to this beautifully designed and centrally located Tropical Oasis. This full one- bedroom ADU sleeps 6!!! 18 Min from FLL airport, 14 min from Hard Rock Casio/Guitar Hotel, 14min from Hard Rock Stadium!!! 20min from Hollywood Beach, 25min from Las Olas Beach, 30min from South Beach!! Located in a quite, family oriented neighborhood, this place is ideal to enjoy with family and friends! Free parking for 2 cars on property!

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
Popular amenities for Oakland Park guesthouses
Family-Friendly guesthouses

Friendly Camper

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

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

Cozy and charming cottage

Welcome to our beautiful Deluxe RV Home

Private Guesthouse in Backyard Oasis
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

Cozy & Stylish Miami Stay | Near Hard Rock Stadium

Studio

Flamingo House

Stunning Florida Backyard Oasis & w/ Beach Access

Cozy guest house in North Miami
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

Stylish Sunrise Studio | Private & Parking

Cozy home in a paradise surrounded by nature.

Stunning Pool House on canal w/ pool & pvt beach

Men Only Nude Heated Pool Spa - Kings @Blue Lizard
When is the best time to visit Oakland Park?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 AUD | $183 AUD | $193 AUD | $181 AUD | $189 AUD | $167 AUD | $174 AUD | $174 AUD | $165 AUD | $167 AUD | $192 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 |
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!
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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
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- University of Miami
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