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.
- Access requires climbing a flight of stairs & carrying luggage.
- Guests have full access to 2nd floor of the home.
- Guests have full private access to the pool - owner does not use the backyard - this is exclusively for guests.
- Owner residence on the 1st floor of the home.
- Property has an induction 2 burner cooktop, not ideal for major meals. Toaster/Air fryer, Microwave & BBQ grill available for cooking.
- No washer & dryer available on property; there is a local laundromat in town.
- 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.
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.
- Access requires climbing a flight of stairs & carrying luggage.
- Guests have full access to 2nd floor of the home.
- Guests have full private access to the pool - owner does not use the backyard - this is exclusively for guests.
- Owner residence on the 1st floor of the home.
- Property has an induction 2 burner cooktop, not ideal for major meals. Toaster/Air fryer, Microwave & BBQ grill available for cooking.
- No washer & dryer available on property; there is a local laundromat in town.
- 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.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Aug 3, 2026 | $104 | Not Available | 2 |
| Aug 4, 2026 | $110 | Not Available | 2 |
| Aug 5, 2026 | $110 | Not Available | 2 |
| Aug 6, 2026 | $110 | Not Available | 2 |
| Aug 7, 2026 | $110 | Not Available | 2 |
| Aug 8, 2026 | $110 | Not Available | 2 |
| Aug 9, 2026 | $110 | Available | 2 |
| Aug 10, 2026 | $110 | Available | 2 |
| Aug 11, 2026 | $110 | Available | 2 |
| Aug 12, 2026 | $110 | Available | 2 |
| Aug 13, 2026 | $110 | Not Available | 2 |
| Aug 14, 2026 | $110 | Not Available | 2 |
| Aug 15, 2026 | $110 | Not Available | 2 |
| Aug 16, 2026 | $110 | Available | 2 |
| Aug 17, 2026 | $110 | Available | 2 |
| Aug 18, 2026 | $110 | Available | 2 |
| Aug 19, 2026 | $110 | Available | 2 |
| Aug 20, 2026 | $110 | Available | 2 |
| Aug 21, 2026 | $110 | Available | 2 |
| Aug 22, 2026 | $110 | Available | 2 |
| Aug 23, 2026 | $110 | Available | 2 |
| Aug 24, 2026 | $110 | Available | 2 |
| Aug 25, 2026 | $110 | Available | 2 |
| Aug 26, 2026 | $110 | Available | 2 |
| Aug 27, 2026 | $110 | Available | 2 |
| Aug 28, 2026 | $110 | Available | 2 |
| Aug 29, 2026 | $110 | Available | 2 |
| Aug 30, 2026 | $110 | Available | 2 |
| Aug 31, 2026 | $110 | Available | 2 |
| Sep 1, 2026 | $110 | Available | 2 |
| Sep 2, 2026 | $110 | Available | 2 |
| Sep 3, 2026 | $110 | Available | 2 |
| Sep 4, 2026 | $203 | Available | 2 |
| Sep 5, 2026 | $209 | Not Available | 2 |
| Sep 6, 2026 | $158 | Available | 2 |
| Sep 7, 2026 | $110 | Available | 2 |
| Sep 8, 2026 | $110 | Available | 2 |
| Sep 9, 2026 | $110 | Available | 2 |
| Sep 10, 2026 | $110 | Available | 2 |
| Sep 11, 2026 | $122 | Not Available | 2 |
| Sep 12, 2026 | $124 | Not Available | 2 |
| Sep 13, 2026 | $113 | Not Available | 2 |
| Sep 14, 2026 | $117 | Not Available | 2 |
| Sep 15, 2026 | $116 | Not Available | 2 |
| Sep 16, 2026 | $116 | Not Available | 2 |
| Sep 17, 2026 | $120 | Not Available | 2 |
| Sep 18, 2026 | $110 | Not Available | 2 |
| Sep 19, 2026 | $111 | Available | 2 |
| Sep 20, 2026 | $110 | Not Available | 2 |
| Sep 21, 2026 | $110 | Available | 2 |
| Sep 22, 2026 | $110 | Available | 2 |
| Sep 23, 2026 | $110 | Available | 2 |
| Sep 24, 2026 | $113 | Available | 2 |
| Sep 25, 2026 | $142 | Available | 2 |
| Sep 26, 2026 | $141 | Available | 2 |
| Sep 27, 2026 | $127 | Available | 2 |
| Sep 28, 2026 | $118 | Available | 2 |
| Sep 29, 2026 | $116 | Available | 2 |
| Sep 30, 2026 | $120 | Available | 2 |
| Oct 1, 2026 | $129 | Available | 2 |
| Oct 2, 2026 | $140 | Available | 2 |
| Oct 3, 2026 | $143 | Available | 2 |
| Oct 4, 2026 | $138 | Available | 2 |
| Oct 5, 2026 | $135 | Available | 2 |
| Oct 6, 2026 | $132 | Available | 2 |
| Oct 7, 2026 | $141 | Available | 2 |
| Oct 8, 2026 | $150 | Available | 2 |
| Oct 9, 2026 | $184 | Available | 2 |
| Oct 10, 2026 | $189 | Available | 2 |
| Oct 11, 2026 | $186 | Available | 2 |
| Oct 12, 2026 | $151 | Available | 2 |
| Oct 13, 2026 | $154 | Available | 2 |
| Oct 14, 2026 | $150 | Available | 2 |
| Oct 15, 2026 | $149 | Available | 2 |
| Oct 16, 2026 | $141 | Available | 2 |
| Oct 17, 2026 | $132 | Available | 2 |
| Oct 18, 2026 | $122 | Available | 2 |
| Oct 19, 2026 | $123 | Available | 2 |
| Oct 20, 2026 | $117 | Available | 2 |
| Oct 21, 2026 | $116 | Available | 2 |
| Oct 22, 2026 | $120 | Available | 2 |
| Oct 23, 2026 | $127 | Available | 2 |
| Oct 24, 2026 | $124 | Available | 2 |
| Oct 25, 2026 | $110 | Available | 2 |
| Oct 26, 2026 | $110 | Available | 2 |
| Oct 27, 2026 | $110 | Available | 2 |
| Oct 28, 2026 | $110 | Available | 2 |
| Oct 29, 2026 | $110 | Available | 2 |
| Oct 30, 2026 | $110 | Available | 2 |
| Oct 31, 2026 | $110 | Available | 2 |
| Nov 1, 2026 | $110 | Available | 3 |
What this home offers
What our guests say
4.5
30 reviews
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.
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!
It was not that far away from the main road.
Where you’ll be
Gulf Breeze, Florida, 32563, US
Immerse yourself in the coastal charm of Gulf Breeze, where emerald waters and sugar-white sands create a serene backdrop for your Florida getaway. A short drive leads to the vibrant Pensacola Beach Boardwalk and the pristine shores of Pensacola Beach, perfect for sunbathing or casting a line at the Pensacola Beach Gulf Pier. Discover local history at the iconic Graffiti Bridge or enjoy easy access to the Publix
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You’ll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.
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.
Number and age of guests
Pets
Events
Smoking
Check-in & check-out
Cancellation policy
Contact us for cancellation policy details prior to booking.
