Gulf Breeze, Florida

Gulf Breeze Oasis with Private Pool

2 bedrooms3 beds1 baths4 guests4.5 (30)

Book now for the summer! Escape to Jack's Place, a charming Gulf Breeze apartment with an Old Florida vibe. Enjoy the refreshing pool, kitchenette, and serene wooded views. Ideally located near Pensacola Beach, Live Oak National Park, and scenic trails for unforgettable adventures. Experience comfort and local charm in this perfect base for exploring the area's natural beauty and attractions.

The living/dining area, features a TV and wifi, convertible sofa bed, a table to seat four guests, window, hardwood floors, various artwork created by owner, and exposed beams to create a bright and inviting ambiance.
The kitchen, not a fully functioning kitchen, offers compact storage for essentials, and is equipped with a Keurig/coffee maker, microwave, toaster oven, and electric 2-burner stove for light meals.
The bedroom on the right features a queen bed, dresser, smart TV, nightstand with a lamp. Adjacent to this room is a Jack & Jill bathroom & another bedroom.

The bedroom on the left features a queen bed, nightstand with lamp, dresser, book shelves & side chairs.
The Jack & Jill bathroom features a single shower, vanity, toilet & cabinets for storage. We provide some starter supplies/essentials: toilet paper, shampoo, conditioner, body wash, and make-up wipes.

One of the standout features is the “Tree House,” which offers an inspiring view of the backyard jungle, adding a touch of whimsy and adventure to your experience. Large windows allow natural light to flood the space, making it bright and inviting. Whether you’re enjoying a meal, relaxing with a book or play games/cards, this combined living and dining area offers a comfortable and stylish retreat.

The property boasts a large verdant backyard pool, a perfect oasis for relaxation and leisure; the pool is open all year. Surrounded by lush bushes, this large swimming pool offers a tranquil escape from the everyday relaxation. The pool features steps leading into the water on one end and a ladder on the opposite side, making it easily accessible for all guests. Whether you’re looking to swim laps, lounge by the poolside, or simply enjoy the beautiful surroundings. It also has a charming outdoor patio area with a wooden deck. There are several chairs around a small table, perfect for relaxing or social gatherings. It looks like a lovely spot to enjoy some fresh air and nature!

Book your stay today and immerse yourself in the enchanting coastal scenery of Gulf Breeze, Florida!

Conveniently located just 15 minutes from Pensacola Beach and 10 minutes from Live Oak National Park, Jack’s Place is perfect for exploring the best of Gulf Breeze. Walking trails are also just 15 minutes away by foot, offering plenty of opportunities for outdoor activities.

The entrance will be at the back of the home where you’ll climb stairs to get to the 2nd floor apartment. Follow the yellow signs that say to “Jack’s Place”. Due to the sensitive nature of this information we will email access codes separately. Entry is via keyless lock.

For parking; please be courteous to our neighbors. Parking is available in the driveway or on the street around the house.

  1. Access requires climbing a flight of stairs & carrying luggage.
  2. Guests have full access to 2nd floor of the home.
  3. Guests have full private access to the pool - owner does not use the backyard - this is exclusively for guests.
  4. Owner residence on the 1st floor of the home.
  5. Property has an induction 2 burner cooktop, not ideal for major meals. Toaster/Air fryer, Microwave & BBQ grill available for cooking.
  6. No washer & dryer available on property; there is a local laundromat in town.
  7. No dishwasher available on property-need to hand wash dishes.

Here are the House Rules you can look to upon staying at the home:
• Guests must be 21 years of age and older to book this property.
• Please observe silence. Noise restriction between 9 PM - 7 AM.
• Only park in the designated areas.
• Avoid flushing any items in the sink and toilets to avoid clogs.
• Pets are not allowed inside the premises.
• NO SMOKING allowed in the home. A $250 fine will be imposed for smoking in the home.
• To minimize odors all trash must be in trash bags and removed from the house and put in the garbage can.
• No extra guests are allowed unless permitted by the owner.
• No parties, events, and smoking allowed.
• The guest must comply with the rules under the guest rental agreement.

The Jack’s Place is in a location in which to experience the beautiful coast and other fun filled activities that Pensacola Florida has to offer. Not an all-inclusive list, the following info can be helpful to know what's around! Minutes away from shopping, local restaurants and grocery stores.

10 minutes to Pensacola Beach
10 minutes to Tiger Point Golf Club
30 minutes to Navarre Beach Marine Park
25 minutes to Navarre Park
19 minutes to Downtown Pensacola
20 minutes to Cordova Mall
13 minutes to Mex-N-Go Food Truck (Restaurant)
7 minutes to Pedro's Tacos & Tequila Bar (Gulf Breeze) (Restaurant)
15 minutes to Azteca's Tacos (Restaurant)

***If your stay is more than 28 days, you are suject to additional fees for mid-stay cleans throughout your stay. We like to change out linens every 3-4 weeks to keep the property in good condition.
*Booking price includes nonrefundable property damage protection fee to cover up to $3,000.00 in damages done to the property
*Property damage protection is included for any damages, subject to exclusions and limitations that occur to the premises during your rental period. Any damage or accident that is not covered under the policy will be the responsibility of the guest. Damage amounts in excess of damage insurance will be charged to the guest.
*Prior to checking in, primary/main guests must complete the online pre-arrival via Guesty. This requirement is important for us to gather your travel-related information and ensure that you are well-informed of our property rental terms and conditions.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Aug 3, 2026$104Not Available2
Aug 4, 2026$110Not Available2
Aug 5, 2026$110Not Available2
Aug 6, 2026$110Not Available2
Aug 7, 2026$110Not Available2
Aug 8, 2026$110Not Available2
Aug 9, 2026$110Available2
Aug 10, 2026$110Available2
Aug 11, 2026$110Available2
Aug 12, 2026$110Available2
Aug 13, 2026$110Not Available2
Aug 14, 2026$110Not Available2
Aug 15, 2026$110Not Available2
Aug 16, 2026$110Available2
Aug 17, 2026$110Available2
Aug 18, 2026$110Available2
Aug 19, 2026$110Available2
Aug 20, 2026$110Available2
Aug 21, 2026$110Available2
Aug 22, 2026$110Available2
Aug 23, 2026$110Available2
Aug 24, 2026$110Available2
Aug 25, 2026$110Available2
Aug 26, 2026$110Available2
Aug 27, 2026$110Available2
Aug 28, 2026$110Available2
Aug 29, 2026$110Available2
Aug 30, 2026$110Available2
Aug 31, 2026$110Available2
Sep 1, 2026$110Available2
Sep 2, 2026$110Available2
Sep 3, 2026$110Available2
Sep 4, 2026$203Available2
Sep 5, 2026$209Not Available2
Sep 6, 2026$158Available2
Sep 7, 2026$110Available2
Sep 8, 2026$110Available2
Sep 9, 2026$110Available2
Sep 10, 2026$110Available2
Sep 11, 2026$122Not Available2
Sep 12, 2026$124Not Available2
Sep 13, 2026$113Not Available2
Sep 14, 2026$117Not Available2
Sep 15, 2026$116Not Available2
Sep 16, 2026$116Not Available2
Sep 17, 2026$120Not Available2
Sep 18, 2026$110Not Available2
Sep 19, 2026$111Available2
Sep 20, 2026$110Not Available2
Sep 21, 2026$110Available2
Sep 22, 2026$110Available2
Sep 23, 2026$110Available2
Sep 24, 2026$113Available2
Sep 25, 2026$142Available2
Sep 26, 2026$141Available2
Sep 27, 2026$127Available2
Sep 28, 2026$118Available2
Sep 29, 2026$116Available2
Sep 30, 2026$120Available2
Oct 1, 2026$129Available2
Oct 2, 2026$140Available2
Oct 3, 2026$143Available2
Oct 4, 2026$138Available2
Oct 5, 2026$135Available2
Oct 6, 2026$132Available2
Oct 7, 2026$141Available2
Oct 8, 2026$150Available2
Oct 9, 2026$184Available2
Oct 10, 2026$189Available2
Oct 11, 2026$186Available2
Oct 12, 2026$151Available2
Oct 13, 2026$154Available2
Oct 14, 2026$150Available2
Oct 15, 2026$149Available2
Oct 16, 2026$141Available2
Oct 17, 2026$132Available2
Oct 18, 2026$122Available2
Oct 19, 2026$123Available2
Oct 20, 2026$117Available2
Oct 21, 2026$116Available2
Oct 22, 2026$120Available2
Oct 23, 2026$127Available2
Oct 24, 2026$124Available2
Oct 25, 2026$110Available2
Oct 26, 2026$110Available2
Oct 27, 2026$110Available2
Oct 28, 2026$110Available2
Oct 29, 2026$110Available2
Oct 30, 2026$110Available2
Oct 31, 2026$110Available2
Nov 1, 2026$110Available3

What this home offers

Pool outdoor
Patio
Air conditioning
Fire extinguisher
First aid kit

What our guests say

4.5

30 reviews

V
Verified Guest
2 weeks ago

Quiet, safe area and nice amenities. Grateful for little conveniences, such as coffee and filters, sandwich bags, and an array of spices/oils. The place is aged, but in an endearing way. Clean, comfortable and conveniently located.

V
Verified Guest
2 weeks ago

No complaint. It had all the amenities listed and many of the extras that make a place stand out. We appreciated all the provisions. It was very spacious and comfortable. We even enjoyed the library!

R
Rodriguez
June 2026

It was not that far away from the main road.

Where you’ll be

Gulf Breeze, Florida, 32563, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 4 guests.

No pets allowed.

No parties or events.

Cancellation policy

Contact us for cancellation policy details prior to booking.