Pensacola Beach Vacation Rentals

Beautiful beach front home with amazing views, large outside decks providing the ideal spot for relaxation, time with family and friends and entertaining. Every bedroom fronts the beach, 3 bedrooms, 3 1/2 baths, brand new primary bath fully equipped kitchen, the epitome of indoor and outdoor living on the beautiful white beaches of the gulf. There is also a full queen size sofa bed in the living room. Ideal for small gatherings, special events or just kicking back and relaxing.

Ren.......

3 Bedroom Vacation Home in Pensacola Beach
Sleeps 9

South Harbour Condo 11th Floor corner unit in the heart of Pensacola Beach!

Walk to everything, park and relax. Beautiful waterfront condo directly across the street from casino Beach. The 11th floor has the best views, extra windows, larger layout boasting king in master, bunks and Queen in second room. Best view sunsets on the beach, walking distance to anything you need charter fishing, restaurants, rentals, pier, surfing. Lots of upgrades, everything needed for a week or two or long.......

2 Bedroom Condo in Pensacola Beach
Sleeps 7

Beautiful Gulf front condo in Regency Towers condominiums. The first-floor location of Regency Towers #103 East allows for a unique private beach/private yard feel with the added luxury of direct beach access just steps outside the back door. Watch the kids play on the patio or in the grass common areas without the normal worries of a balcony. This rental is also pet friendly if you want to bring your dog with you on vacation!

Sun, sand, and sea are yours to enjoy at Regency Towers 103 Ea.......

2 Bedroom Condo in Pensacola Beach
Sleeps 6
Pet Friendly

Bright and beautiful 2 bedroom, 2.5 bathroom townhome sleeps up to 4 people and is pet friendly too!

BRAND NEW (HEATED) POOL AND HOT TUB AT SAN DE LUNA!

Enjoy this uniquely decorated end unit that offers style and grace. The gourmet kitchen starts with a large island incorporating solid surface countertops, soft-close cabinets, drawers and chic lighting. The living area has a delightful gas fireplace perfect to cozy up to on a chilly night. There is also a smart TV surrounded by .......

2 Bedroom Vacation Home in Pensacola Beach
Sleeps 4
Pet Friendly

Escape to your private haven on Pensacola Beach, boasting 26 miles of pristine sugar-white sand and the soothing sounds of the Gulf of Mexico lapping at your feet.

This beautiful 3-bedroom, 2 1/2-bath townhouse is nestled within a secure Gulf-side community, mere steps away from the dazzling sands of Pensacola Beach. Recently updated with new flooring throughout, the unit invites you to unwind and enjoy its charms.

Conveniently park your car in the attached covered garage on the g.......

3 Bedroom Condo in Pensacola Beach
Sleeps 8
Pet Friendly

Considering a beach getaway with loved ones? Regency Towers #508 East is your ideal destination, offering a two-bedroom condo rental in Pensacola Beach, Florida that accommodates up to six guests and is now pet-friendly!

Experience a spacious layout with an interconnected living room and kitchen, fostering seamless conversations. Let the captivating views lead you to the beach or unwind with a movie on the TV before retiring to the primary suite's luxurious amenities. Enjoy comfortable fu.......

2 Bedroom Condo in Pensacola Beach
Sleeps 6
Pet Friendly

Experience sun, sand and sea at Regency Towers 105 East! This beautifully appointed condo rental in Pensacola Beach, Florida lies on the ground floor of the complex, allowing you to walk out to the beach and pool with ease. No elevators required on this vacation! Whether your stay is for a few days or an extended period, Regency Towers 105 East is equipped with just about everything you'll need for your time at the beach.

Inside the condo, six guests will be plenty comfortable during thei.......

2 Bedroom Condo in Pensacola Beach
Sleeps 6

Look no further than Palm Beach Club 213 for your favorite vacation destination! Located on the west end of Pensacola Beach and removed from the hustle and bustle, Palm Beach Club 213 provides an oasis of calm just steps away from the beach. You’re sure to love this condo in Pensacola Beach, Florida! Palm Beach Club 213’s two bedrooms and two bathrooms are spread out perfectly across two floors, with both bedrooms tucked away on the first floor. Bring along up to six guests here for a deligh.......

2 Bedroom Condo in Pensacola Beach
Sleeps 6

Walk out to "toes in the sand" on the sugar white sand of Pensacola Beach. Whether you're just taking in the panoramic views of this Gulf Front condo, enjoying the sunrise, gazing at the night beach lights while listening to the live music at Peg Leg Pete's, or just want the best seats for the Blue Angels' show, or 4th of July fireworks, the balcony does not disappoint in this penthouse suite...and being able to walk across the street to Peg Leg Pete's or our local convenience store doesn't hur.......

2 Bedroom Condo in Pensacola Beach
Sleeps 8

Welcome to Portofino Island Resort #1-805, a sound-view condo with two bedrooms and two-and-a-half bathrooms in beautiful Pensacola Beach, Florida. Make yourself at home in a fully equipped condo before enjoying all Portofino Island Resort has to offer, including multiple outdoor pools, a refreshing indoor pool, hot tubs, tennis court and fitness center, on-site restaurants, spa facility, bar and so much more. Best of all, direct beach access has your toes in the sand in a matter of minutes.
.......

2 Bedroom Condo in Pensacola Beach
Sleeps 7

New home, finished in May 2002. This spacious home has spectacular views of the Gulf of Mexico on one side and beautiful views of the Little Sabine Bay and Sound on the other side. The living floor is on the third floor with high ceilings. On the Gulf side is a large deck with two sets of tables and chairs. On the bay side is a balcony with a gas grill.

There is a full kitchen with a dishwasher, microwave, etc., and Corian counters and sink. There are three TVs in the home with a VCR and .......

4 Bedroom Vacation Home in Pensacola Beach
Sleeps 12

Signature Amenities of The Sunshine Gulfside:

* Private backyard pool with shaded and sunny lounging areas and optional heat

* Three distinct sleeping zones - perfect for multiple families

* Spacious deck with Gulf views and al fresco dining space

* Open concept living area with large kitchen and island seating

* Spacious deck with Gulf views

* Walkable to beach, restaurants, and local shops

* Professionally Managed

*This property is not av.......

7 Bedroom Vacation Home in Pensacola Beach
Sleeps 24

Signature Amenities of The Beach House:

* Large private pool with patio seating, grill, and tropical landscaping

* Golf Cart Available for Rent (6-Seater)

* Deeded beach access just steps away on scenic Ariola Drive

* Fully renovated interior with new furnishings, décor, and upgraded kitchen

* Custom-built bunk room + separate in-law suite with private entrance

* Spacious layout perfect for large families and group gatherings

* Multiple king bedr.......

7 Bedroom Vacation Home in Pensacola Beach
Sleeps 25

Bella Blue is a recently remodeled 2850 square feet and refurbished 4 bedroom plus a bunk bed in lounge landing, 3.5 bathroom, wonderful getaway for large families and groups that sleeps up to 12 people. Heated Pool and professional designed with great decks and landscaping and is a great addition to your vacation experience.
Location, Location, Location: 100 yards off the sugary, white sands and emerald Gulf waters of Pensacola Beach. Short walk to shopping, restaurants, and bars. Our home.......

5 Bedroom Vacation Home in Pensacola Beach
Sleeps 12

Looking for the ultimate beach vacation? Look no further than Regency Towers #408 East in Pensacola Beach, FL! This stunning vacation condo is the perfect place to soak up the sun, savor the sound of the waves and spend quality time with your family. This two-bedroom, two-bathroom condo can accommodate up to six people and has everything you need for an unforgettable getaway.

As you step into Regency Towers #408 East, you're immediately greeted by an expansive and open floor plan with stu.......

2 Bedroom Condo in Pensacola Beach
Sleeps 6

Enjoy panoramic water views from She Sells Seashells, a stunning, custom-built home. With five bedrooms, three and a half bathrooms, and accommodations for up to 15, this Pensacola Beach vacation home is perfect for your next beach vacation.

She Sells Seashells features 2,484 square feet and spans over three floors. This vacation home is tastefully decorated, with unique features including wood-look tile flooring, 10' ceilings, and an observation deck at a 40' elevation. You will also fin.......

5 Bedroom Vacation Home in Pensacola Beach
Sleeps 15

This 'Island Pad' is a great open layout 4br/4ba direct beachfront home. This is steps and then the sand - with a huge beachfront deck that spans the width of the house! This is on 100 feet of beachfront on the famed Ariola Drive on Pensacola beach, to the west is no house just small public access so it is a perfect location!

Two Master suites are Gulf Front bedrooms with ensuite bathrooms. The first has a king bed and a full-size pull-out sofa and sleeps 4 with a full bathroom. The se.......

4 Bedroom Vacation Home in Pensacola Beach
Sleeps 14

Welcome to your completely remodeled luxurious retreat at Portofino Island Resort, where paradise meets unparalleled comfort and style. Nestled along the pristine shores of Pensacola Beach, this stunning 3-bedroom, 3.5-bathroom condo offers breathtaking views of the Gulf of Mexico.

Upon entering, you’ll be greeted by an open-concept living space adorned with upscale, modern furnishings and coastal-inspired decor. The living room, boasting floor-to-ceiling windows with a view of the emer.......

3 Bedroom Condo in Pensacola Beach
Sleeps 10

EXPERIENCED HOST with MULTIPLE locations - also see #3875762. Newly refurbished in 2021, Villas on the Gulf, Unit F6, offers everything you need to enjoy a quiet and relaxing getaway. The unit is conveniently located in the middle of the complex and overlooks the pool and clubhouse area from its balcony. The balcony stairs lead directly to the pool and offer the closest access of any two bedroom unit on the property. Each day you can choose to stay inside or step down the balcony stairs to the .......

2 Bedroom Condo in Pensacola Beach
Sleeps 6

Welcome to Paradise! Comfortable, clean and spacious, our condo is the perfect spot to vacation or escape the cold, year round.

2 Bedrooms and 2 full baths with recently updated kitchen, open to the family room. Our balcony is the perfect place to watch the dolphins play, and of course take in the ever changing view.

Master bedroom has a private bath, a king sized bed and a twin trundle bed, with a beautiful SW corner window to the Gulf!

The second bedroom also boasts a kin.......

2 Bedroom Condo in Pensacola Beach
Sleeps 8

*This unit is part of our exclusive Signature Collection, offering elevated luxury, premium amenities, and personalized touches for an unforgettable stay.*

Palm Beach Club unit 110 sits right on the bay and is just steps away from the beautiful Gulf of Mexico. Two spacious bedrooms and a large, open living area make this serene condo the perfect place for either a family get away or a relaxing retreat! Watch the kids in the pool from the balcony off the living room, enjoy your morning c.......

2 Bedroom Condo in Pensacola Beach
Sleeps 4

Summary:

Beach Club Resort: Beachfront | 10th Floor, 3BR | Hosted by Locals @ Beach Bum BB Vacation Rentals



The Space:

𝑨𝒒𝒖𝒂 𝑶𝒂𝒔𝒊𝒔 is a Gulf-front 3BR / 3BA located at Beach Club Resort & Spa: 18 Via de Luna.

Unit #1005, 10th floor



**Ongoing Construction:



Indoor Pool Ceiling Repairs – Beginning October 15, 2026 (2 Week project). The indoor pool will be closed throughout the project for everyone's safet.......

3 Bedroom Condo in Pensacola Beach
Sleeps 8

Summary:

Beach Club Resort: Beachfront | 14th Floor, 4BR | Hosted by Locals @ Beach Bum BB Vacation Rentals



The Space:

𝑺𝒆𝒂𝒔𝒊𝒅𝒆 𝑺𝒆𝒓𝒆𝒏𝒊𝒕𝒚 is a Gulf-front 4BR / 4BA located at Beach Club Resort & Spa: 18 Via de Luna.

Unit #1406, 14th floor



**Ongoing Construction:



Indoor Pool Ceiling Repairs – Beginning October 15, 2026 (2 Week project). The indoor pool will be closed throughout the proj.......

4 Bedroom Condo in Pensacola Beach
Sleeps 10

Summary:

Beach Club Resort: Beachfront | 16th Floor, 3BR | Hosted by Locals @ Beach Bum BB Vacation Rentals



The Space:

𝑹𝒖𝒃𝒚 𝑻𝒊𝒅𝒆 is a Gulf-front 3BR / 3BA located at Beach Club Resort & Spa: 18 Via de Luna.

Unit #1603, 16th floor



**Ongoing Construction:



Indoor Pool Ceiling Repairs – Beginning October 15, 2026 (2 Week project). The indoor pool will be closed throughout the project for everyone's safety.

3 Bedroom Condo in Pensacola Beach
Sleeps 8

Your sweet Southern getaway awaits at Regency Towers 601 West. Located just minutes from fun activities on Pensacola Beach, you won’t find a better condo rental than this! Full Gulf views and a spacious amount of room for eight guests are just some of the things you’ll enjoy when you stay here.

Everyone will have plenty of room to spread out, with two bedrooms and two bathrooms at Regency Towers 601 West. Once you’ve settled on who is sleeping where, unpack your suitcase and ease in.......

2 Bedroom Condo in Pensacola Beach
Sleeps 8

Wake up in the morning and walk out onto your private balcony overlooking the Gulf of Mexico! Does that sound like a nice way to spend your next vacation? If you answered yes, then you have to check out Regency Towers 802 East, and amazing two bedroom vacation rental in Pensacola Beach!

Regency Towers #802 East can comfortably accommodate up to eight guests, perfect for your next family beach vacation. This spacious condo is also pet-friendly for up to two pets! The primary bedroom featur.......

2 Bedroom Condo in Pensacola Beach
Sleeps 8
Pet Friendly

Relax and watch the calming waves roll in on the Gulf of Mexico from your private balcony in this vacation rental in Pensacola Beach. Regency Towers #605 West offers two bedrooms, two bathrooms, and can accommodate up to six guests. The primary bedroom features a king size bed and an adjoined primary bathroom. The second bedroom features two twin size beds, and the living area contains a queen size sofa sleeper. The living room and primary bedroom lead to a private balcony. It overlooks the suga.......

2 Bedroom Condo in Pensacola Beach
Sleeps 6

Beautiful "beach chic" decor' in this 3 bedroom, 3.5 bath home. Take in sweeping views of both the Santa Rosa Sound and the Gulf from this exceptional home.

This beautiful home sleeps 14 guests easily. The master bedroom offers a king bed, full sleeper sofa, large flat screen TV and a private bath with stand alone shower. The second bedroom has 2 queen beds, a large flat screen TV and a private bath with a shower/tub combo. The third bedroom has 2 full over full bunk beds, a large flat sc.......

3 Bedroom Vacation Home in Pensacola Beach
Sleeps 14

Take a trip to the Gulf Coast and enjoy this beautiful vacation condo in Pensacola Beach. Located directly on the Gulf of Mexico, Beach Club #1605C offers breathtaking views, a great location, and awesome amenities. Are you ready for an exciting vacation? Reserve Beach Club #1605C today.

This condo in Pensacola Beach features three bedrooms, three full bathrooms, and can easily accommodate up to six guests. As you enter Beach Club #1605C, you are greeted with a full kitchen, a dining area.......

3 Bedroom Condo in Pensacola Beach
Sleeps 6

* Walk to the Bay and the Gulf

* Two Spacious Balconies

* Community Pool and Beach on the Bay

* Walk to Peg Leg Pete’s

* Just 2 miles to the Pensacola Beach Boardwalk

* Professionally Managed

Boardwalk B2 is the perfect getaway situated just a short walk to the beach or bay! This adorable two-bedroom and two-and-a-half-bathroom beach townhome can sleep 6 comfortably. The living room has plenty of seating for you and your guests to relax and watch.......

2 Bedroom Condo in Pensacola Beach
Sleeps 6

Signature Amenities of Sandcastle:

* Direct Gulf-Front Location with 4 Private Balconies

* 3,000+ Sq. Ft of Designer Living Space + 6-Car Garage

* Viking Chef’s Kitchen with Double Ovens, Ice Maker, and Warming Drawer

* Luxury Spa-Style Master Suite with Soaking Tub + Steam Room

* Sonos Sound System Throughout + Smart TVs in Every Room

* Private Elevator to All Floors

* Outdoor Shower + Napolean Stainless Gas Grill

* Located in Gated Rege.......

4 Bedroom Vacation Home in Pensacola Beach
Sleeps 12

Your truly upscale- OCEANFRONT condo on one of the most beautiful beaches in the world is waiting for you. Sans Souci is a smaller complex located on the West end of Pensacola Beach. It is all about location with this unit... truly is the best of everything.

The condo is beautifully decorated with high-end furnishings and luxurious linens.

There are a total of 3 bedrooms and 2 full-sized bathrooms. It is very spacious and bright with several floor to ceiling windows to allow.......

3 Bedroom Condo in Pensacola Beach
Sleeps 9

Is it time to get away from the hustle and bustle of it all? This is the place for you! Pensacola Beach is a lovely beach environment without the overcrowding typical of other Gulf coast beaches and has a little something for everyone. There is plenty to do on the beach and at the several restaurants, parks, sporting options and nightlife areas within walking distance of our beach house.

The home features an upscale design with 2 master bedrooms (1 up, 1 down) among 4 BRs 3.5BAs total.......

4 Bedroom Vacation Home in Pensacola Beach
Sleeps 16

Step into luxury in this gorgeous 4 bedroom, 3 bath gulf view home located at 1405 Ariola Drive. Just steps from the emerald green waters and white sugar sands of Pensacola Beach, this home is the perfect family getaway. After a long, fun-filled day at the beach, jump into the large, sparkling blue salt-water pool or relax in the Florida sunshine on one of the many sun loungers.

This home comes with so many amenities! Have family game night in the large living room area or watch your favo.......

4 Bedroom Vacation Home in Pensacola Beach
Sleeps 17

Spend your next vacation overlooking sugar-white sand and dazzling blue water at Beach Club #904C in Pensacola Beach. This upscale condo has it all—beautiful furnishings, upscale amenities, and views of the Gulf of Mexico. With three bedrooms and three full bathrooms, this Pensacola Beach condo rental will easily accommodate up to seven people, making it a great choice for a group getaway with friends and family. Free seasonal beach service is also included with your rental including two chair.......

3 Bedroom Condo in Pensacola Beach
Sleeps 7

**Please note: Gulf Winds will be temporarily closed for building renovations beginning January 2026, with anticipated completion and reopening by January 2027.**

Close your eyes and imagine waking up to the sound of the gentle Gulf of Mexico waves splashing softly against the shore. This dream of beach living can become a reality when you book Gulf Winds 102, a lovely Pensacola Beach vacation rental that offers stunning views and fine accommodations. From the interior features to the ext.......

1 Bedroom Condo in Pensacola Beach
Sleeps 4