Gulf Breeze, Florida

1274 Cathleen Dr

2 bedrooms 3 beds 1 baths 4 guests 4.5 (26)

About the property

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.

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)
Jun 19, 2026$153Not Available3
Jun 20, 2026$168Not Available3
Jun 21, 2026$157Not Available3
Jun 22, 2026$187Not Available3
Jun 23, 2026$199Not Available3
Jun 24, 2026$204Not Available3
Jun 25, 2026$216Not Available3
Jun 26, 2026$214Not Available2
Jun 27, 2026$206Not Available2
Jun 28, 2026$204Not Available2
Jun 29, 2026$203Not Available2
Jun 30, 2026$199Not Available2
Jul 1, 2026$201Not Available2
Jul 2, 2026$253Available2
Jul 3, 2026$332Not Available2
Jul 4, 2026$332Not Available2
Jul 5, 2026$227Not Available2
Jul 6, 2026$217Not Available2
Jul 7, 2026$223Not Available2
Jul 8, 2026$241Not Available2
Jul 9, 2026$212Available2
Jul 10, 2026$274Not Available2
Jul 11, 2026$256Not Available2
Jul 12, 2026$226Not Available2
Jul 13, 2026$218Not Available2
Jul 14, 2026$277Not Available2
Jul 15, 2026$306Not Available2
Jul 16, 2026$363Not Available2
Jul 17, 2026$402Not Available2
Jul 18, 2026$318Not Available2
Jul 19, 2026$222Available2
Jul 20, 2026$161Available2
Jul 21, 2026$156Available2
Jul 22, 2026$162Available2
Jul 23, 2026$185Available2
Jul 24, 2026$199Not Available2
Jul 25, 2026$196Not Available2
Jul 26, 2026$172Not Available2
Jul 27, 2026$141Available2
Jul 28, 2026$140Available2
Jul 29, 2026$154Not Available2
Jul 30, 2026$171Not Available2
Jul 31, 2026$196Not Available2
Aug 1, 2026$181Available2
Aug 2, 2026$128Available2
Aug 3, 2026$129Available2
Aug 4, 2026$132Not Available2
Aug 5, 2026$129Not Available2
Aug 6, 2026$134Not Available2
Aug 7, 2026$138Not Available2
Aug 8, 2026$153Available2
Aug 9, 2026$130Available2
Aug 10, 2026$122Available2
Aug 11, 2026$121Available2
Aug 12, 2026$118Available2
Aug 13, 2026$123Available2
Aug 14, 2026$142Available2
Aug 15, 2026$133Available2
Aug 16, 2026$117Available2
Aug 17, 2026$114Available2
Aug 18, 2026$120Available2
Aug 19, 2026$124Available2
Aug 20, 2026$136Available2
Aug 21, 2026$142Available2
Aug 22, 2026$141Available2
Aug 23, 2026$132Available2
Aug 24, 2026$118Available2
Aug 25, 2026$114Available2
Aug 26, 2026$115Available2
Aug 27, 2026$123Available2
Aug 28, 2026$133Available2
Aug 29, 2026$132Available2
Aug 30, 2026$120Available2
Aug 31, 2026$110Available2
Sep 1, 2026$110Available2
Sep 2, 2026$110Available2
Sep 3, 2026$124Available2
Sep 4, 2026$212Available3
Sep 5, 2026$219Available3
Sep 6, 2026$219Available3
Sep 7, 2026$132Available2
Sep 8, 2026$114Available2
Sep 9, 2026$115Available2
Sep 10, 2026$124Available2
Sep 11, 2026$136Available2
Sep 12, 2026$138Available2
Sep 13, 2026$131Available2
Sep 14, 2026$141Available2
Sep 15, 2026$138Available2
Sep 16, 2026$136Available2
Sep 17, 2026$133Available2

Amenities

Pool outdoor
Patio
Air conditioning
Fire extinguisher
First aid kit
Free parking
Dryer
Hot water

4.5 · 26 reviews

H
Happy Guest
3 days ago

Wonderful place, very peaceful. Thanks for the great stay!

H
Happy Guest
6 days ago

Very lovely little place on a quiet cul-de-sac. Apartment had lots of space to sit and relax. Kitchen is tiny, but worked fine for making quick meals and coffee. Great location, super close to the Naval Oaks Nat’l Park and only minutes from the bridge to Pensacola Beach and stores in Gulf Breeze.

H
Happy Guest
2 weeks ago

Our stay was overall okay. The pool was dirty from the storm the previous day but could’ve been cleaned before arrival. The location was nice and private, and in close proximity to the beach and many other fun things and restaurants. The house just felt dirty, old and outdated. After finding the cockroach, it made our stay less enjoyable. Would recommend for location wise and the pool but if you’re looking for something clean and more comfortable then I would suggest elsewhere.

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

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 4 guests.