This holiday home places you in the centre of Pensacola, within just a 5-minute stroll of Perdido Key Beach and within 20 minutes of Orange Beach Beaches. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 5.5 bathrooms, a balcony and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A dining area, a Smart TV and a coffee/tea maker are also available. Limited housekeeping is available. .Enjoy the water park along with access to motor boating and snorkelling. Plus you'll find laundry facilities and barbecues. .Attractions within a 15-minute drive of this Pensacola holiday home include Gulf State Park and The Wharf.
Pensacola, FL (PNS-Pensacola Intl.) - 53 min drive
Restaurants
Flora-Bama Lounge, Package, and Oyster Bar - 15 min walk
The Gulf - 5 min drive
Cobalt the Restaurant - 5 min drive
Pirates Cove - 42 min drive
Sunliner Diner - 7 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama
Book your summer vacation now! Book with confidence knowing the best available discount has been applied for your stay - no codes necessary.
Welcome to Win-Win at Yacht Harbor
A Luxurious 5-Bedroom Waterfront Retreat with Private Boat Slip included
Escape to Win-Win at Yacht Harbor, a professionally decorated 5 bedroom, 5.5 bathroom vacation home designed to accommodate up to 16 guests. This spacious and elegant retreat blends comfort, entertainment, and relaxation. It’s perfect for your next beach getaway.
Private Boat Slip Just Steps Away
Enjoy direct water access with a private boat slip right outside your back door. The boat slip is included in your rental. If you’re planning to use the boat slip please message the host as additional paperwork is required. Boat trailers cannot be parked at the house. To arrange for trailer parking we suggest you contact Perdido Key Rentals 850-450-5401-Angela Bateman
Elevator Access available for Guests with Physical Handicaps
Please contact the host to discuss qualifications and additional paperwork. In addition, a refundable security deposit is required to use the elevator.
World-Famous Flora-Bama just down the street
Just a short walk to the Flora-Bama Beach Bar, where you can enjoy live music every day of the year
An Unbeatable Community Experience
Located in the new Yacht Harbor community, guests enjoy exclusive access to:
• Heated Community Pool
• Pickleball court (bring your own equipment)
• Fishing piers
Breathtaking Water Views
Take in stunning views of Ole River and surrounding waterways from 4 private outdoor spaces:
• Main Floor Balcony - Dine alfresco or unwind with a sunset view.
• Top Floor Primary Suite Balcony - Enjoy your morning coffee with serene water views
• Ground Floor Patio - Grill your fresh catch and relax by the water.
• Ole River Beach - Just outside your back patio for easy shoreline access. Bulkhead with lounging area on the sugar white sand.
Spacious & Inviting Interior
Step inside through your private entrance to a beautifully designed, open concept living space featuring:
• Fully Equipped Kitchen with stainless steel appliances, double oven, microwave, 12 cup coffee maker with integrated single serve Keurig, and ample counter space and cookware.
• Wet Bar with Mini-Fridge & Ice Maker - perfect for entertaining
• Smart TV & Comfortable Seating Area with balcony access.
• Convenient Half Bath on the main level.
Comfortable Sleeping Arrangements
After a day of beach adventures and excursions, retreat to one of five stylish and well-appointed bedrooms:
On the Upper Level…
• Primary Suite - King bed, Smart TV, private balcony, en suite with 2 individual vanities, soaking tub, and massive walk-in shower with 2 shower heads and a built-in bench
• Guest Bedroom 2 - Queen bed, Smart TV, en suite with spacious walk-in shower and partial view of the Gulf
• Guest Bedroom 3 - Double-over-double bunk beds AND a double pull-out trundle, Smart TV, and en suite with tub/shower combo - great for families or kids
• Guest Bedroom 4 - Queen bed, Smart TV, en suite with spacious walk-in shower
• Laundry Room with Full-Size Washer & Dryer conveniently located near bedrooms
On the Main Level…
• Another Primary Suite - King bed, two XL twin pull-out beds, Smart TV, en suite with double vanity and spacious walk-in shower
• Traveling with little ones? We have a pack n play and highchair for your convenience
Parking & Nearby Attractions
• 2 parking spots inside the Garage for shaded parking
• Additional room for 4 vehicles in the driveway
• PLEASE NOTE: If bringing a boat you must store the trailer off site. You may contact Perdido Key Boat Rentals for trailer storage and fees (850) 450-5401
Just Minutes from Perdido Key’s White Sand Beaches and Close To…
• Johnson Beach (Gulf Islands National Seashore)
• Kayaking, paddle boarding, and parasailing
• Publix & Winn Dixie grocery stores within a short drive
• Orange Beach, Gulf Shores & Downtown Pensacola within easy reach
Exclusive Free Fun with our Xplorie Benefits
Enjoy complimentary daily admission to top local attractions, including…
• Golf at Lost Key & Soldiers Creek Country Clubs
• Tropical Falls Theme Park at OWA
• Dolphin, Sunset & Nature Cruises
Note: Xplorie is valid for stays under 28 days. Details provided upon booking
During Your Stay, Enjoy!
• Community pool - We supply 4 beach/pool chairs for your convenience
• Pickleball court – be sure to pack your equipment
• Fishing off the community dock – bring your gear
• Designated boat dock access (contact host for details)
• Elevator access for qualified quests (contact host for details)
• Smart TVs in every room
• Washer & dryer
• Free Wi-Fi via Starlink Satellite
• BBQ grill on back patio
Nearby Attractions…
• Gulf Islands National Seashore (Johnson Beach)
• Naval Aviation Museum
• Parasailing & Water Activities
• Big Lagoon State Park
• Lost Key Golf Club
• Tarklin Bayou Preserve State Park
• Pensacola Lighthouse & Maritime Museum
• Perdido Key Public Beach Access
…And So Much More!
Book Your Stay with us at Win-Win at Yacht Harbor!
We strive to create a winning vacation experience for your entire group - families, friends, and beach lovers alike!
Enjoy nature, find an attraction, do some shopping, enjoy dining and nightlife, become part of the island experience in the Perdido Key area! Gulf Islands National Seashore was named “Best Beach in Florida” in 2015 by USA Today. Go kayaking, charter a boat, watch the dolphins, walk a trail, spend time on the beach, eat some fresh seafood. There is so much to do on Perdido Key!
With an average temperature of 75 degrees and 343 days of sunshine, the key is a long-hidden retreat that blends together both year-round outdoor activities and a laid-back island lifestyle.
** House Rules: Minimum age to rent is 25. Reservations for teenagers or young single groups will not be honored without an accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. Be respectful of the property & contents - it is someone's home. Respect your neighbors. No parties, events or smoking of any kind. Evidence of smoking will result in additional cleaning fees.
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! ***Xplorie benefits apply to stays LESS THAN 28 days.
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Unit size: 2,495 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.
Property is also known as
15891
Frequently asked questions
Are there any beaches close to Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama?
Yep, Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama is a short 3-minute walk from Perdido Key Beach.
Fun beach activities include jet skiing, snorkelling and scuba diving. You can also find motor boats.
Does Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama have a pool?
No, this holiday home doesn't have a pool.
Does Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama have a waterslide?
No, but it has a waterpark and lazy river.
Is there a free airport shuttle available at Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama?
No, Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama does not offer an airport shuttle service.
What time are check-in & check-out at Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Are pets allowed at Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama?
No, pets are not allowed.
Waterfront Beach| Complimentary Private Boat Slip| Community Pool & Pickle Ball| Steps to Flora-Bama Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 6 out of 7 reviews
10 - Excellent
6
Rating 8 - Good. 1 out of 7 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 7 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 7 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 7 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
8/10 Good
Amy M.
25 June 2025
Liked: Cleanliness
Amy M.
Stayed 3 nights in May 2025
10/10 Excellent
Russell A.
11 June 2025
Liked: Cleanliness
this place is amazing!!!!! Highly recommend.
Russell A.
Stayed 6 nights in Jun 2025
10/10 Excellent
Sarah B.
12 May 2025
Liked: Cleanliness
Great room, great view, great time!
I almost overlooked this property because I didn't catch that there were trundles in two of the rooms the first time I looked at it, but it was a beautiful property with all the amenities and space we needed. We saw lots of wildlife, including two dolphins, and thoroughly enjoyed our stay. Highly recommend.