Holiday Harbor Real Estate

Welcome to Holiday Harbor, a hidden gem nestled in the heart of the United States, where tranquility meets community charm. This picturesque subdivision is the perfect retreat for those seeking a serene lifestyle without sacrificing convenience.

Holiday Harbor boasts a unique blend of natural beauty and modern amenities. Surrounded by lush landscapes and sparkling waters, residents can enjoy a variety of outdoor activities, from leisurely strolls along scenic walking paths to exhilarating days spent on the water. The community is designed with families in mind, featuring spacious parks, playgrounds, and picnic areas, making it an ideal place for children to grow and thrive.

The homes in Holiday Harbor are as diverse as its residents, offering a range of architectural styles and sizes to suit any lifestyle. Whether you’re looking for a cozy cottage or a spacious family home, you’ll find properties that reflect quality craftsmanship and thoughtful design. Many homes come equipped with modern amenities and energy-efficient features, ensuring comfort and sustainability.

Community spirit is alive and well in Holiday Harbor, with regular events and gatherings that foster connections among neighbors. From summer barbecues to holiday celebrations, there’s always something happening that brings residents together.

Conveniently located near shopping centers, schools, and major highways, Holiday Harbor offers the perfect balance of seclusion and accessibility. Discover the idyllic charm of this subdivision, where every day feels like a vacation and community bonds flourish. Welcome home to Holiday Harbor—your dream lifestyle awaits!

Newest Listings in Holiday Harbor

$310,000

3 Beds ⋅ 3 Baths ⋅ 399214 MLS

Fabulous views overlooking the Intracoastal waterway, and just minutes away from the white sand beaches of Johnson Beach National Seashore. This rare Holiday Harbor 3BD/3BA waterfront condo is being sold As-Is. Enjoy the view of passing boats in the Intracoastal and the quaint marina from the two ample balconies. This spacious unit has 1443 square feet and an ideal floor plan to accommodate family or roommates, complete with washer and dryer, and reserved parking. This unit has been a solid income producer with only three tenants occupying the unit for the last ten years! Just minutes away from the Naval Air Station's back gate, the demand for long term rentals remains strong at Holiday Harbor. And just steps away from the iconic Sunset Grille, the restaurants, shops and nightlife of Perdido Key and Orange Beach, as well as unlimited boating options with affordable boat slips and storage in the Holiday Harbor Marina just outside your door. Check the comps, this unit is priced to sell, and ready for you to make it your own. Don't miss this opportunity! Buyer to verify all information during due diligence.

14100 River Rd Unit 236, Pensacola

Listing courtesy of Pointe South.

$310,000

3 Beds ⋅ 685629 MLS ⋅ Holiday Harbor Condo BLDG.

Waterfront condo in Perdido Key! Fabulous views overlooking the Intracoastal waterway, and just minutes away from the white sand beaches of Johnson Beach National Seashore. This rare Holiday Harbor 3BD/3BA condo is being sold As-Is. Enjoy the view of passing boats in the Intracoastal and the quaint marina from the two ample balconies. This spacious unit has 1443 square feet and an ideal floor plan to accommodate family or roommates, complete with washer and dryer, and reserved parking. This unit has been a solid income producer with only three tenants occupying the unit for the last ten years! Just minutes away from the Naval Air Station's back gate, the demand for long term rentals remains strong at Holiday Harbor. And just steps away from the iconic Sunset Grille, the restaurants, shops and nightlife of Perdido Key and Orange Beach, as well as unlimited boating options with affordable boat slips and storage in the Holiday Harbor Marina just outside your door. Check the comps, this unit is priced to sell, and ready for you to make it your own. Don't miss this opportunity!

14100 River Rd, Perdido Key

Listing courtesy of POINTE SOUTH.

$399,900

3 Beds ⋅ 2 Baths ⋅ 399121 MLS

Wake up to water every day with this recently renovated furnished 3 bedroom, 2 bath waterfront condo in a low-density community. 1,443 sq ft of open-concept living with a fireplace as the centerpiece and a covered balcony made for watching the sunset over the water. Spacious bedrooms throughout. Minutes away from Johnson Beach and Naval Air Station, and restaurants. 30-day minimum rental. Buyer to verify all information during due diligence.

14100 River Rd Unit 211, Pensacola

Listing courtesy of Wellhouse Real Estate.

$399,900

3 Beds ⋅ 685586 MLS ⋅ Holiday Harbor Condo BLDG.

14100 River Rd Unit #211, Pensacola

Listing courtesy of Wellhouse Real Estate.

$219,000

685136 MLS

Build your coastal dream home in the heart of Perdido Key! Don’t miss this opportunity to own a residential corner lot in the highly desirable Holiday Harbor area at 14000 Waterview Drive. Located just across the street from the Intracoastal Waterway, this approximately 0.19-acre parcel offers the potential for beautiful water views with the right home design and elevation. Whether you’re looking to build a full-time residence, second home, vacation retreat, or investment property, this lot offers flexibility and an unbeatable coastal location. Current zoning allows for a single-family home or a duplex, creating multiple possibilities for personal use or income-producing potential. Setback requirements currently include approximately 25-foot front setbacks, 12.5-foot rear setbacks, and approximately 6.5-foot side setbacks, allowing room to thoughtfully design your future coastal property. Buyers should verify all zoning, building requirements, utilities, and flood zone information during due diligence. One of the biggest advantages of this property is the lifestyle it offers. Enjoy being just minutes from local favorites including Holiday Harbor Marina, Sunset Grille, Perdido Bay Golf Club, Lost Key Golf Club, public boat launches, waterfront dining, and the white sand beaches of Johnson Beach National Seashore. The property also offers convenient access to Pensacola NAS, making it ideal for those needing access to the base while still enjoying the relaxed coastal lifestyle Perdido Key is known for. Build now or hold for the future as buildable residential lots in Perdido Key continue to become more limited. With boating, beaches, golf, restaurants, and waterfront entertainment all nearby, this property offers the opportunity to create your own slice of coastal living in one of the Gulf Coast’s most desirable locations.

14000 Waterview Dr, Pensacola

Listing courtesy of RE/MAX Paradise, Inc..

$389,900

2 Beds ⋅ 2 Baths ⋅ 397308 MLS

Boat slip, sunset views, and Perdido Key living all under $400K! Rare top-floor unit with breathtaking sunset views of the Intracoastal Waters. The large balcony is the perfect place to watch for dolphins, manatees, Blue Angels flyovers, and the best sunsets on Perdido Key.This 2-bedroom, 2-bathroom condo at Holiday Harbor features vaulted ceilings, an open floor plan, and an abundance of natural light. Recent upgrades include brand-new luxury vinyl tile flooring throughout, fresh paint, new kitchen cabinet doors, new remote control ceiling fans, and updated light fixtures. The kitchen has been refreshed with new granite countertops and both bathrooms feature new vanities. The main bedroom overlooks the water and includes dual closets and an ensuite bath. The second bedroom offers generous space and flexibility for however you choose to use it.The big-ticket mechanicals are done: a new Carrier HVAC system with transferable parts warranty and a new water heater. All appliances convey including washer and dryer! Deeded Dock-O-Minium Slip #3 conveys with a 10,000 lb. HMP Marine boat lift — built for a tritoon and ready to use. The HOA has completed major property-wide improvements including new dock pilings, full exterior paint, pool upgrades, and security cameras, parking lot resurfacing, with no special assessment pending. HOA includes sewer, water, trash, and bike storage as well as picnic/grilling area and community pool. Phase 1 Milestone Inspection passed April 2025.Walk to Sunset Grille and the Oyster Bar. Easy bike ride to the beach. 5.5 miles to Flora-Bama. Whether you're looking for a vacation home, investment property, or full-time residence, this one is hard to beat. No short term rentals allowed. Schedule your tour today. Buyer to verify all information during due diligence.

14100 River Rd Unit 334C, Pensacola

Listing courtesy of Bellator Real Estate LLC Orange Beach.

$279,000

2 Beds ⋅ 2 Baths ⋅ 396644 MLS

Experience coastal living at its finest—this unit is truly something special. The sunset views are breathtaking, offering a front-row seat to vibrant skies, playful dolphins, the occasional manatee, and even the thrill of Blue Angels flyovers, all from your private waterfront balcony. As an end unit with ideal building placement and elevation, it captures some of the best sunset panoramas in the entire community while also providing extra privacy with no shared bedroom walls. It’s also just steps from the pool.Offered furnished, this move-in-ready condo works beautifully as a full-time home, a seasonal retreat, a vacation escape, or an income-producing rental. The complex has been recently updated with fresh exterior paint and new awnings.Inside the newly renovated 2BR/2BA residence, you’ll find an open, inviting layout with wood-look laminate flooring, a modern kitchen featuring granite counters and stainless-steel appliances, and an assigned parking space for convenience.Holiday Harbor places you close to everything—Lost Key Golf Club, the Perdido Dog Park, a kayak launch, and the Gulf of Mexico are all within easy reach. The beach is about 1.5 miles away. The monthly HOA fee of $700 covers water, sewer, trash, exterior upkeep, bike storage, a grilling/picnic area, and access to the community pool.Schedule your showing today.Note: Some of the balcony images are AI-generated. Buyer to verify all information during due diligence.

14100 River Rd Unit 228B, Pensacola

Listing courtesy of Goode Realty, LLC.

$249,900

2 Beds ⋅ 2 Baths ⋅ 391580 MLS

PROFESSIONAL PHOTOS COMING SOON!Don’t miss this opportunity to own a spacious 2-bedroom, 2-bath condo directly on the harbor in Perdido Key. Enjoy beautiful sunset and water views from your balcony, with steps leading straight down to the dock—perfect for boat lovers. The marina is literally in your backyard, making it easy to hop on the water anytime.The public beach access is just a short walk or bike ride away, complete with a beachfront parking lot. Right next door, stroll over to Sunset Grille for lunch or dinner while soaking in those stunning evening sunsets.This low-density complex is conveniently located off River Road and offers a community pool, bike storage building, and a grill and picnic area. The condo is on the lower floor with only a few steps for easy access.The same owners have owned this unit since shortly after it was built. With a little TLC, this condo is priced to allow you to update and make it your own, while already featuring new kitchen cabinets. Large closet off the living room- ideal for a pantry, desk area, or adult sized bunk beds. A full-size washer and dryer are included, along with all furniture and furnishings, making this a truly turnkey opportunity. All new windowsL & LVT flooring in living, hall, and guest bedroom.Rental restriction: 1-month minimum, making it ideal as a primary residence, second home, or long-term rental.HOA FEES ARE 700.00 MONTH. Priced to sell—don’t wait! Call today to schedule your private showing. Buyer to verify all information during due diligence.

14100 River Rd A Building Unit 114- A Building, Perdido Key

Listing courtesy of HomeSmart Sunshine Realty.

$389,900

2 Beds ⋅ 2 Baths ⋅ 683495 MLS ⋅ Holiday Harbor Condo BLDG.

Boat slip, sunset views, and Perdido Key living all under $400K! Rare top-floor unit with breathtaking sunset views of the Intracoastal Waters. The large balcony is the perfect place to watch for dolphins, manatees, Blue Angels flyovers, and the best sunsets on Perdido Key.This 2-bedroom, 2-bathroom condo at Holiday Harbor features vaulted ceilings, an open floor plan, and an abundance of natural light. Recent upgrades include brand-new luxury vinyl tile flooring throughout, fresh paint, new kitchen cabinet doors, new remote control ceiling fans, and updated light fixtures. The kitchen has been refreshed with new granite countertops and both bathrooms feature new vanities. The main bedroom overlooks the water and includes dual closets and an ensuite bath. The second bedroom offers generous space and flexibility for however you choose to use it.The big-ticket mechanicals are done: a new Carrier HVAC system and new water heater with transferable warranties. All appliances convey including washer and dryer! Deeded Dock-O-Minium Slip #3 conveys witha 10,000 lb. HMP Marine boat lift — built for a tritoon and ready to use. The HOA has completed major property-wide improvements including new dock pilings, full exterior paint, pool upgrades, and security cameras, parking lot resurfacing, with no special assessment pending. HOA includes sewer, water, trash, and bike storage as well as picnic/grilling area and community pool. Phase 1 Milestone Inspection passed April 2025.Walk to Sunset Grille and the Oyster Bar. Easy bike ride to the beach. 5.5 miles to Flora-Bama. Whether you're looking for a vacation home, investment property, or full-time residence, this one is hard to beat. No short term rentals allowed, 30 days or more. Schedule your tour today. Buyer to verify all information during due diligence.

14100 River Rd Unit #334, Perdido Key

Listing courtesy of Bellator Real Estate LLC.

$279,000

2 Beds ⋅ 2 Baths ⋅ 682689 MLS ⋅ Holiday Harbor Condo BLDG.

Experience coastal living at its finest—this unit is truly something special. The sunset views are breathtaking, offering a front-row seat to vibrant skies, playful dolphins, the occasional manatee, and even the thrill of Blue Angels flyovers, all from your private waterfront balcony. As an end unit with ideal building placement and elevation, it captures some of the best sunset panoramas in the entire community while also providing extra privacy with no shared bedroom walls. It’s also just steps from the pool. Offered furnished, this move-in-ready condo works beautifully as a full-time home, a seasonal retreat, a vacation escape, or an income-producing rental. The complex has been recently updated with fresh exterior paint and new awnings. Inside the newly renovated 2BR/2BA residence, you’ll find an open, inviting layout with wood-look laminate flooring, a modern kitchen featuring granite counters and stainless-steel appliances, and an assigned parking space for convenience. Holiday Harbor places you close to everything—Lost Key Golf Club, the Perdido Dog Park, a kayak launch, and the Gulf of Mexico are all within easy reach. The beach is about 1.5 miles away. The monthly HOA fee of $700 covers water, sewer, trash, exterior upkeep, bike storage, a grilling/picnic area, and access to the community pool. Schedule your showing today. Note: Some of the balcony images are AI-generated.

14100 River Rd Unit #228B, Pensacola

Listing courtesy of Goode Realty.

$1,440,000

4 Beds ⋅ 3 Baths ⋅ 679321 MLS

Wake up to breathtaking views of the Intracoastal Waterway, enjoy your morning coffee on the private dock, and end each day soaking in the spa while watching spectacular sunsets over the water. At 14032 Waterview Drive, every day feels like a vacation, where boating, fishing, paddle boarding, and waterfront dining become part of your everyday lifestyle. This beautifully updated 4-bedroom, 3-bath waterfront home is offered fully furnished with high-end furnishings, making it truly move-in ready or an exceptional vacation rental opportunity. The open-concept living area is designed to maximize the stunning water views, while the recently added bedroom and full bath provide additional space for family and guests. Plantation shutters, fresh paint, and upscale finishes throughout create a warm, inviting coastal retreat. Step outside to your own private waterfront playground. The dock is equipped with a 10,000-pound boat lift, dual jet ski lifts, power, water, a fish-cleaning station, and a commercial ice maker—everything you need for endless days on the water. After a day of boating, unwind in the spa overlooking the Intracoastal or gather around the fire pit with family and friends. The expansive sandy recreation area offers the perfect place for beach volleyball, corn hole, games, or simply letting the kids play while everyone enjoys the waterfront setting. Located just minutes from the sugar-white beaches of Perdido Key, waterfront restaurants, marinas, and world-class fishing, this property offers an unmatched combination of luxury, recreation, and relaxation. Whether you're searching for a primary residence, a second home, or a turnkey investment property, 14032 Waterview Drive delivers the waterfront lifestyle you've always imagined.

14032 Waterview Dr, Perdido Key

Listing courtesy of Coldwell Banker Realty.

$249,900

2 Beds ⋅ 2 Baths ⋅ 677378 MLS ⋅ Holiday Harbor Condo BLDG.

PROFESSIONAL PHOTOS COMING SOON! Don’t miss this opportunity to own a spacious 2-bedroom, 2-bath condo directly on the harbor in Perdido Key. Enjoy beautiful sunset and water views from your balcony, with steps leading straight down to the dock—perfect for boat lovers. The marina is literally in your backyard, making it easy to hop on the water anytime. The public beach access is just a short walk or bike ride away, complete with a beachfront parking lot. Right next door, stroll over to Sunset Grille for lunch or dinner while soaking in those stunning evening sunsets. This low-density complex is conveniently located off River Road and offers a community pool, bike storage building, and a grill and picnic area. The condo is on the lower floor with only a few steps for easy access. The same owners have owned this unit since shortly after it was built. With a little TLC, this condo is priced to allow you to update and make it your own, while already featuring new kitchen cabinets. A full-size washer and dryer are included, along with all furniture and furnishings, making this a truly turnkey opportunity. All new windowsL & LVT flooring in living, hall, and guest bedroom. Rental restriction: 1-month minimum, making it ideal as a primary residence, second home, or long-term rental. HOA FEES ARE 700.00 MONTH. Priced to sell—don’t wait! Call today to schedule your private showing.

14100 River Rd Unit #114-A, Perdido Key

Listing courtesy of HomeSmart Sunshine Realty.

Start Your Search

Copyright© 2016 by the Multiple Listing Service of the Pensacola Association of REALTORS® This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of the Multiple Listing Service of the Pensacola Association of REALTORS®. Florida recognizes single and transaction agency relationships. Information Deemed Reliable But Not Guaranteed. Any use of search facilities of data on this site, other than by a consumer looking to purchase real estate, is prohibited.

© Baldwin County Association of Realtors, Inc. Information deemed to be reliable but not guaranteed. The data relating to real estate for sale on this website comes in part from the Broker Reciprocitysm Program. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on .