House - Rating 4.8 (21 Reviews)

Simple Pleasures


Bedroom 2 bedrooms
Bathroom 2 full
Guests 6 guests
Pets Allowed Pets Allowed
Flexible Dates Flexible

  • Address: 501 Woodward Avenue
  • Location: Port St Joe
  • Type: House

Description Description
Top Reasons to Book this Beach Home:

* Private pool
* Secluded, fenced-in backyard
* Luxury finishes throughout
* Boat parking
* Gas grill
* Great for furry friends to run and play

* Professionally Managed; 24/7 Service
* This property is not available to adults under the age of 25
* We LOVE Snowbirds! Low Monthly Winter Rates

**Pet Friendly, max quantity, type, and additional fees do apply**

Boasting luxury finishes throughout, Simple Pleasures features an open-concept design with a modern island kitchen, comfortable living area, and a bright dining space. Step outside into the secluded, fenced-in backyard and unwind by the private pool in a quiet, peaceful atmosphere. The spacious yard is perfect for your furry friends to run and play. Book your stay today and experience coastal living at its finest!

Property Layout

Single-Level Home:
Open-concept living area with smart TV
Modern kitchen with island
Dining area
Master suite with king-size bed, smart TV, private en-suite bathroom with custom tile shower
Guest bedroom with full-over-full bunk bed, smart TV
Guest bathroom with shower/tub combo
Stackable washer and dryer in the hallway

Outdoor amenities:
Private pool
Fenced-in, private yard
Boat parking
Gas grill

CHECK IN IS AT 4PM. No exceptions at this time.

Area Attractions:

Port St. Joe blends small-town Southern character with easy access to some of the Gulf Coast's most beautiful natural landscapes. The historic downtown offers locally owned shops, galleries, and restaurants along Reid Avenue, where visitors can browse for art, antiques, and handmade goods before sitting down to a plate of fresh oysters or grilled grouper.

Nature lovers will find plenty to explore just outside of town. St. Joseph Peninsula State Park is consistently ranked among the best beaches in the country, featuring miles of undeveloped shoreline, coastal dunes, and pine flatwoods teeming with wildlife. The park's bay side is a top destination for scalloping in season, and its trails offer excellent birdwatching, especially during migration. Port St. Joe also serves as a convenient launching point for boat tours, offshore fishing charters, and paddling trips through the calm waters of St. Joseph Bay.

Availability Calendar Availability Calendar
Clear Dates

Bedding Bedding
User User User User
Bedroom 2
Sleeps: 4
1 Double Bunk Bed

User User
Bedroom
Sleeps: 2
1 King


Amenities 20 Amenities
Beach/Bay Proximity
  • Beach Access
  • Near Beach
Kitchen
  • Dishes/Utensils
  • Microwave
  • Oven
  • Refrigerator
Nearby Activities
  • Fishing
  • Golf
  • Tennis
Nearby Attractions
  • Cape San Blas Lighthouse
  • St. Vincent National Wildlife Refuge
  • T.H. Stone Memorial St. Joseph Peninsula State Park
Pool and Spa
  • Private Pool
Property Features
  • Air Conditioning
  • Free WiFi
  • Heating
  • Kitchen
  • Television
Property Policies
  • No Beach Gear
  • No Smoking


Location Snowbird Extended Stays on Florida’s Forgotten Coast

Make Florida’s Forgotten Coast your winter home-away-from-home. Book a fully furnished condo or beach house for 28 nights or more and receive 5% off your snowbird stay with promo code WELOVESNOWBIRDS. Valid on new bookings made now through January 1, 2027 for travel October 1, 2026 to March 31, 2027.



*Offer is valid on new online bookings made now through January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and March 31, 2027. This offer cannot be combined with any other discounts or promotions. Exclusions and additional restrictions may apply to select properties.


Location Location

Reviews Rating 4.8 (21)
Rating 5
Perfect location. Close to downtown area! Amazing pool and very clean
- Reviewed On: 9/9/2026
Rating 5
Great stay at Simple Pleasures. We hit a snag with check-in, but nothing major and property management was very responsive. The house was incredibly clean and exactly like the pictures. We enjoyed the pool and being within a short walk of downtown. Will definitely stay here again.
- Reviewed On: 9/2/2026
Rating 5
We loved our stay! It is convenient to town and the boat ramp and has plenty of parking for our boat.
- Reviewed On: 8/23/2026
Rating 5
The house was everything we were looking for. The only issue was some construction on the main road right by the home.
- Reviewed On: 8/15/2026
Rating 5
Very nice and clean cottage. Just what we needed with our dog. Close to downtown Port St. Joe and the beach. We enjoyed the pool and ability to walk to many places.
- Reviewed On: 8/1/2026
Rating 5
The house was beautiful and we really enjoyed the pool!!
- Reviewed On: 7/21/2026
Rating 5
This was the perfect beach house for our young family of 4. The kids loved the bunk beds and having a private pool right in back. Host was very responsive to minor concerns that came up over the week. Despite being on the main road, this was very quiet and peaceful. We had a great time 10/10 would recommend and book again!
- Reviewed On: 7/7/2026
Rating 5
Loved the place. My family and I vacationed in the area and it was worth every penny. The home was perfect and so was the area! Would love to be back next year!
- Reviewed On: 6/30/2026
Rating 5
This condo was the perfect place for a long weekend. It was spotless and had plenty of room for everyone. We walked to get coffee every morning and we walked to dinner one night, having that option was wonderful. We’ll definitely keep this place stayed so we can come again!
- Reviewed On: 6/22/2026
Rating 5
Great place to stay
- Reviewed On: 6/8/2026
Rating 5
We had a wonderful stay. The house was very clean and the pool was well maintained. We also loved the convenient location. 5 stars!
- Reviewed On: 5/29/2026
Rating 3
I wish I could include videos. This home is situated directly on a four lane highway that was under heavy construction all day every day of our stay. Welcome to waking up to the sound of heavy traffic, jackhammers and concrete being ripped up. Impossible to relax by pool or relax at all. Washing machine did not drain. We actually had to leave a sopping wet load of our own laundry in washer to meet check out time. Otherwise, house is very clean, beds were comfortable. Beach towels are provided but you’ll need to bring your own cart, beach chairs and umbrella. If you’re an early riser that plans to not spend much time in house or by pool it’s perfect. It’s a really great house. If you are looking to relax, keep looking. They did give us an extra night free or offer 200 off. We took the extra night since it stormed all of our first day and they were very nice. Just think needs to be disclosed it’s on a loud busy highway.
- Reviewed On: 5/15/2026
Rating 5
Amazing: Perfect location, great atmosphere and great beds!
- Reviewed On: 5/5/2026
Rating 5
This place was great! Being able to walk to the cute nearby boutiques and restaurants was fun. The beaches on Cape San Blas and St Joe are stunning with white sand and only about a 10 to 15 minute drive. Our little pup, a Maltipoo, Luke, was able to be with us everywhere, which was so great! He enjoyed beach time & getting a pup cup at the nearby ice cream shop! The pool was so relaxing in the afternoons and to have it all to our selves at this cute cottage, was awesome! This kitchen was well stocked and even had a keurig. Smart TVs in every room! Well kept, clean, and the management company sunshine vacation rentals were great about communication and quick to address questions we had. Very cute cottage and comfortable. There’s a nice sized fenced in back yard so Luke could be off leash and play with his ball. We can’t wait to come back!
- Reviewed On: 4/25/2026
Rating 5
We had the most amazing time! The house was perfect!
- Reviewed On: 4/12/2026
Rating 5
the home was comfortable, clean and in a great location. The only negative was the road construction close by, but that is just a sign of growth for Port Saint Joe.
- Reviewed On: 4/4/2026
Rating 5
This was a wonderful home, and I wish I could’ve given it 5 stars, but a few ongoing issues prevented that. We had a great time in Port St. Joe—my dogs loved the yard, and we spent hours relaxing poolside. The property is managed by a company that was reachable by phone, but none of the issues were resolved during our stay:1) No dish soap was provided—I called Tuesday morning (we arrived Monday), but none was delivered before we left Saturday.2) The fridge water filter was so overdue that neither water nor ice worked.3) The dishwasher filter appeared uncleaned and had a noticeable odor.4) I confirmed in advance that the pool would be usable (not heated was fine), but it wasn’t maintained as stated (Tuesdays & Fridays), and the filtration system wasn’t working; the pump ran 24/7.Some recommendations for the property team that did not affect our stay or review:-Dishcloths to wipe down counters-Drying rack for inside the sink-Hooks for pool towels (we used the kitchen stools)-2–3 throw blankets-Lid for the indoor kitchen trash-Keurig cups—this makes a big difference and adds a personal touch-Sharpen knives-Check the garbage disposal (there may be a small stone in it; this was present before our arrival)-Tighten the bathtub water handle
- Reviewed On: 3/28/2026
Rating 4
Quick weekend getaway.
- Reviewed On: 3/15/2026
Rating 5
We so enjoyed our beautiful home away from home! It was so comfortable, a great location, and conveniently located to everything! We would not hesitate staying there again!
- Reviewed On: 3/13/2026
Rating 5
Our stay at this house was outstanding. The home was neat, well organized and well supplied. This new home had all the amenities we needed to have ave a fun and memorable stay. The private backyard and pool was great.
- Reviewed On: 3/5/2026
Rating 5
Our stay at this house was outstanding. The home was neat, well organized and well supplied. This new home had all the amenities we needed to have ave a fun and memorable stay. The private backyard and pool was great.
- Reviewed On: 2/26/2026
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