50 Best Pensacola Beach Condos on Holiday Lettings - House rentals

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517 Vacation rentals

(1) Excellent 

42

Pensacola Beach Vacation condo rental

Florida Panhandle / Pensacola Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Recent updates make this one of the best deals on Perdido Key! This affordable beachfront condo is right on the beach and has fantastic views of the Gulf. You can enjoy the sunrise and beautiful views from your private beachfront balcony. This unit is on the second flo …see more

from $125 / night

$750 - $1,428 / week

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Responds fast!
avg. 3 hours 12 minutes

from $125 / night

(1) Excellent 

20

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Pet-Friendly / Free Wi-Fi.Resortquest by Wyndham Vacation Rentals proudly represents Emerald Dolphin 620. Located on the sixth floor this 2bedroom pet-friendly home has amazing views of t …see more

from $184 / night

$1,155 - $2,541 / week

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from $184 / night

12

Pensacola Beach Vacation condo rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Nicely renovated 2 Bedroom/ 2 Bath Gulf View Condo that sleeps 6. South Harbour is a gated community located at 751 Pensacola Beach Blvd, you are in the hub of the beach. Across the street from beach, shopping, water activities and dining. You won't find a better sun …see more

from $122 / night

$850 - $2,100 / week

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from $122 / night

16

Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Free Wi-Fi.Overlooking the Gulf of Mexico, Sabine Yacht and Racquet Club offers many amenities not found at every Pensacola Beach rental. This 2 bedroom condo is quiet and cozy, and also features brand new appliances and furnishings.Sabine Yacht Club is the on …see more

from $158 / night

$1,036 - $2,254 / week

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from $158 / night

22

Apartment rental in Pensacola Beach with shared pool

Florida Panhandle / Pensacola Beach

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
One bedroom condo is located on Pensacola Beach in Tristan Towers. (Second bedroom is not accessible due to storage use.) Has an incredible view of both the Gulf of Mexico and Pensacola Bay (wrap around balcony). Located on bay side with fishing piers, barbecue facilit …see more

from $165 / night

$800 - $1,100 / week

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from $165 / night

25

Pensacola Beach Vacation apartment accommodation

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.This elegant condominium complex is located in one of the most ideal places on the island and has beautiful views of the Gulf, Little Sabine Bay and Santa Rosa Sound. It is located on Little Sabine Bay, but …see more

from $135 / night

$882 - $1,897 / week

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from $135 / night

19

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.Resortquest proudly represents Emerald Isle unit 107. Don't want to be too high…unit 107 is perfect. Unit overlooks the pool and with a direct eye-level view of the Gulf of Mexico, what else could you ask …see more

from $168 / night

$1,099 - $2,884 / week

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from $168 / night

(2) Very Good 

17

Apartment rental in Pensacola Beach with shared pool

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Beach Chairs & Umbrella (Seasonal-Free).Stunning views of the Gulf of Mexico and perfectly white sand await you at Gulf Winds #402 on the Gulf Coast. This Pensacola Beach vacation rental features a large private balcony and other exciting amenities such as a ki …see more

from $143 / night

$896 - $1,855 / week

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from $143 / night

20

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

4 17 5 nights min

  • 4 bedrooms
  • Sleeps 17
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Private garden
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 bea …see more

from $700 / night

$4,900 / week

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from $700 / night

(1) Excellent 

26

Home rental in Pensacola Beach

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
If you're looking for a gorgeous condo near the beach with access to a pool and dock, plus space for up to eight guests, this Pensacola Beach home may be just the ticket! Perched on the west side of town, this condo is a short walk from the beautiful beach where you ca …see more

from $89 / night

$623 / week

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Responds fast!
avg. 3 hours 6 minutes

from $89 / night

32

Pensacola Beach Vacation condo rental

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
This spacious 3BD, 2 1/2B townhouse (Starboard Village 624) is directly on the Gulf of Mexico. Spectacular, unobstructed views of the Gulf and sugar white sands can be seen from inside or from the two end-unit balconies,(off living area downstairs and master bedroom up …see more

from $130 / night

$925 - $2,600 / week

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Responds fast!
avg. 1 hour 37 minutes

from $130 / night

27

Vacation condo with shared pool, golf nearby in Pensacola Beach

Florida Panhandle / Pensacola Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
No partial views. Only unobstructed vision of emerald green waters and pure white sand from your own private balcony with the large crystal blue pool directly below Beautifully appointed oversized bedroom, dressing area, dual vanity separated from shower and commode. W …see more

from $170 / night

$775 - $1,995 / week

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from $170 / night

18

Vacation apartment in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Free Wi-Fi.World class amenities, gorgeous Gulf views, and upscale furnishings await you in this two bedroom condo at the premier luxury resort in Pensacola Beach, Portofino Island Resort & Spa. Granite counters throughout and stainless steel and granite in the …see more

from $216 / night

$1,414 - $3,073 / week

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from $216 / night

(1) Excellent 

30

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Beach Chairs & Umbrella (Seasonal-Free).Resortquest proudly represents Palm Beach Club unit 256 on beautiful Pensacola Beach. This unit is a West-end unit leaving nothing but views of the beautiful Santa Rosa Sound and the Gulf of Mexico from your two balconie …see more

from $156 / night

$973 - $2,030 / week

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from $156 / night

(7) Very Good 

Certificate of Excellence

24

Pensacola Beach Vacation home rental

Florida Panhandle / Pensacola Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Come and enjoy this bright, beautiful, stunning oceanfront condo located directly on the sugar white sands of Pensacola Beach. Covered garage parking with assigned space. This condo has been completely renovated and ready for your stay. Fully stocked and adorned with …see more

Certificate of Excellence

from $134 / night

$799 - $1,748 / week

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Responds fast!
avg. 1 hour 42 minutes

from $134 / night

22

Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Beach Chairs & Umbrella (Seasonal-Free).South Harbor Condo is located in the heart of Pensacola Beach and offers everything you’ll need for an awesome vacation! South Harbor is a private, gated complex, and only a few steps away from some of the best restauran …see more

from $150 / night

$987 - $2,268 / week

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from $150 / night

(4) Excellent 

19

Pensacola Beach Vacation home rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.Family vacation memories begin in our Pirates Cove retro beach bungalow located in the most desirable area of Pensacola Beach. When you enter our retro bungalow, you are transp …see more

from $115 / night

$756 - $1,785 / week

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from $115 / night

18

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.ResortQuest by Wyndham Vacation Rentals proudly represents South Harbor 8C located on the eighth floor of the tower. This Pensacola Beach rental offers comfortable accommodations for up to six people. Sout …see more

from $135 / night

$882 - $1,897 / week

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from $135 / night

(3) Excellent 

21

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
This condo is located in a quiet complex, not a high-rise, and offers unique features such as a cathedral ceiling, open living room, and two balconies with unobstructed views of the Gulf. The interiors are stylishly decorated with ceramic tiles, marble mosaics and grani …see more

from $160 / night

$910 - $1,975 / week

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from $160 / night

33

Pensacola Beach Vacation home rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi. ResortQuest by Wyndham Vacation Rentals proudly represents Boardwalk A12. This townhome is a great retreat for any family. The main living space is on the first floor with kitchen, dining space and den wh …see more

from $118 / night

$770 - $1,820 / week

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from $118 / night

30

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.ResortQuest by Wyndham Vacation Rentals proudly represents South Harbor Unit 4C on beautiful Pensacola Beach. As you walk in the unit, you'll notice the owners take pride in their home. All furniture is up …see more

from $135 / night

$882 - $1,897 / week

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from $135 / night

23

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.Come enjoy sun, sand and surf at Emerald Isle—a luxury high-rise condominium located directly on the sugar-white sandy beaches overlooking the gorgeous Gulf of Mexico. Walk to the beach or enjoy breathtaking …see more

from $168 / night

$1,099 - $2,884 / week

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from $168 / night

(1) Excellent 

19

Pensacola Beach Vacation condo rental

Florida Panhandle / Pensacola Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Check out the beautiful sunsets over Sabine Bay and sparking lights at night from the large patio in this unit. The famous sugar white beaches of the Gulf of Mexico can be viewed from the property or simply walk across the street for access. This Property has it all- bo …see more

from $100 / night

$600 - $1,500 / week

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Responds fast!
avg. 3 hours 31 minutes

from $100 / night

39

Pensacola Beach Vacation condo rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Just steps from private beach access. Villas on the Gulf consists of beautiful BEACHFRONT condos painted the cool tones of the Caribbean. This family friendly, 3rd floor walk-up offers a private balcony where the white sand beaches of the Gulf of Mexico are literally ju …see more

from $115 / night

$805 / week

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Responds fast!
avg. 2 hours 24 minutes

from $115 / night

27

Home rental in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Your friends and family deserve a break - why not give one to them with a trip to the scenic Florida panhandle? This Pensacola Beach condo has it all - a shared swimming pool, a private beach just a few steps away, and a peaceful pond to admire right outside your door. …see more

from $64 / night

$448 / week

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Responds fast!
avg. 3 hours 6 minutes

from $64 / night

22

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.Slip away to the dazzling emerald green water and sugar white sand of the Gulf of Mexico and choose Emerald Isle #1704 for your Pensacola Beach vacation rental. Located directly on the beach, this two bedroo …see more

from $168 / night

$1,099 - $2,884 / week

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from $168 / night

24

Apartment rental in Pensacola Beach with shared pool

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
If you are coming to Pensacola Beach, come to PENSACOLA BEACH. There is no unit that sits closer to the water. Don't come all this way to have a 'peek-a-boo' view of the beach, enjoy a 180 degree view of water as far as you can see. Watch the dolphins splash and play fr …see more

from $135 / night

$750 - $1,695 / week

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Responds fast!
avg. 1 hour 50 minutes

from $135 / night

97

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This 1850 sq ft, 3 bedroom, 2 bath home with wrap around deck, views towards the sound & gulf. Sleeps 9. Includes dining room, living room, recently upgraded kitchen, laundry room. Amenities include; Cable TV, Netflix Instant Streaming Movies, Internet/WiFi, Laptop comp …see more

from $240 / night

$1,650 - $2,095 / week

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Responds fast!
avg. 2 hours 37 minutes

from $240 / night

25

Vacation townhouse rental

Florida Panhandle / Pensacola Beach

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
This is true beachfront property. This luxury beachfront 4 bedroom / 3 bathroom townhouse sleeps up to 14, and is equipped with amenities to make for a comfortable vacation. Equipped with a private elevator, to lift you from the large garage to two floors of living spa …see more

from $293 / night

$2,050 - $4,090 / week

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from $293 / night

(1) Very Good 

21

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Features: Bike Rentals (Seasonal-Free) / Free Wi-Fi.This is not your childhood treehouse! Nestled on Pensacola Beach, this stunning home is made for your family and boat! Pull in to your private enclosed carport and get ready for beach life like you have never experienc …see more

from $123 / night

$805 - $1,981 / week

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from $123 / night

(3) Very Good 

15

Pensacola Beach Vacation home rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.Lovely 2 bedroom/2.5 bath townhome overlooking Santa Rosa Sound and Pensacola Bay. Owner is local and has added personal touches to this spacious townhome. The master bedroom has a king bed and private bat …see more

from $120 / night

$784 - $1,911 / week

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from $120 / night

24

Apartment rental in Pensacola Beach with shared pool

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.This quiet 4-story condo is situated on beautiful Pensacola Beach at the entrance to Fort Pickens National Park, which is on the far west end of the island. There are miles of pristine beaches where you can …see more

from $196 / night

$1,225 - $2,590 / week

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from $196 / night

(1) Very Good 

14

Apartment rental in Pensacola Beach with shared pool

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi. ResortQuest proudly represents Boardwalk Unit A4 on beautiful Pensacola Beach. This townhome has two levels of living space and a covered parking area. This delightful 2 bedroom, 2.5 bath townhome offers a …see more

from $118 / night

$770 - $1,820 / week

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from $118 / night

17

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Free Wi-Fi.Nestled on the barrier island between the sugar white sandy beaches of the Gulf of Mexico and the pristine Intracoastal Waterway, Portofino Island Resort and Spa is one of a kind. Once you step into this beautifully decorated unit, you'll never want …see more

from $216 / night

$1,414 - $3,073 / week

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from $216 / night

18

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Free Wi-Fi.Resortquest by Wyndham proudly represents Portofino tower 5 unit 1909 – now open for vacation rentals. Tower 5 is a Gulf-Front tower and unit 1909 faces the gulf with beautiful floor to ceiling windows allowing the view to come right in. The master …see more

from $216 / night

$1,414 - $3,073 / week

Inquire View

from $216 / night

22

Vacation apartment in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free). You will find Baywatch 5G is an excellent pick for your next trip to Pensacola Beach. Partial views of the bay can be enjoyed from your private balcony and you will have a glimpse of the Gulf of Mexico from the breeze …see more

from $90 / night

$581 - $1,281 / week

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from $90 / night

(2) Excellent 

24

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chair & Umbrella (Seasonal - Free) / Bike Rentals (Seasonal-Free) / Free Wi-Fi.Located on the third floor of building L, on the side closest to the Gulf, this lovely condo offers covered parking, 2 bedrooms, one and a half baths, living room and balcony. …see more

from $111 / night

$721 - $1,519 / week

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from $111 / night

(3) Very Good 

18

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.You will just love this 4th floor 2 bedroom/2 bath condominium overlooking Santa Rosa Sound and Pensacola Bay with spectacular views of the Gulf. The master bedroom has a King bed and private bath. It also …see more

from $150 / night

$980 - $2,149 / week

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from $150 / night

(1) Excellent 

37

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Free Wi-Fi.ResortQuest proudly represents unit 228 in beautiful Palm Beach Club on Pensacola Beach. You'll fall in love with this two bedroom/two bath unit. All the furniture/decor is new - the owner has left nothing out as the unit is stunning! A tropical ch …see more

from $156 / night

$973 - $2,030 / week

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from $156 / night

19

Vacation condo with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Regency Towers are two beautiful Gulf front towers. Regency Towers 803W is a 2 Bedroom, 2 Bathroom Gulf-front unit with private balcony access from living area and master bedroom. Relax on your extra large balcony directly overlooking the Gulf. Your fully-equipped kit …see more

from $150 / night

$1,035 - $2,300 / week

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Responds fast!
avg. 1 hour 38 minutes

from $150 / night