50 Best Pensacola Beach Condos on Holiday Lettings - House rentals

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285 Vacation rentals

(2) 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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avg. 3 hours 2 minutes

from $125 / night

25

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A picture-perfect Pensacola Beach getaway awaits at this Gulf front vacation rental condo! Situated at Regency Towers on the Gulf of Mexico, this 1-bedroom, 1.5-bath condo features comfortable accommodations for 4 and fantastic on-site amenities. From a pristine communi …see more

from $125 / night

$875 - $1,820 / week

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avg. 17 minutes

from $125 / 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

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

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 $185 / night

$1,295 - $2,300 / week

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avg. 2 hours 45 minutes

from $185 / night

13

Condo rental in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This Exquisite Two Bedroom Condo has panoramic views with amazing floor to ceiling windows and a great private balcony. This condo is fully equipped with everything you need for a great vacation. You can enjoy the private heated pool right at your own tower or you can …see more

from $135 / night

$1,035 - $3,450 / week

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from $135 / night

51

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Immerse yourself in the serene beachfront lifestyle of Florida's Emerald Coast at this two-bedroom condo, a bright and breezy retreat with a private balcony, majestic views of Pensacola Beach and the Gulf of Mexico, and access to beautiful building amenities that includ …see more

from $99 / night

$693 / week

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avg. 24 minutes

from $99 / night

25

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Fulfill all of your warm-weather dreams while staying at this 4-bedroom, 2-bathroom Pensacola Beach vacation rental house! Suitable for 12 guests, this charming abode is brimming with essential amenities, making it the perfect place to return to after a day on the beach …see more

from $215 / night

$1,505 - $2,975 / week

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avg. 19 minutes

from $215 / night

(34) Excellent 

Certificate of Excellence

28

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Almost 3000 sq feet of luxury on Pensacola Beach with 360 degree water views of Intercoastal and the Gulf, 150 feet from the Gulf of Mexico, we are the third house off the beach. . Steambath, sauna, inside jacuzzi, gourmet kitchen, 7 decks, gas bbq, w/d, solar panels, 2 …see more

Certificate of Excellence

from $385 / night

$2,700 / week

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avg. 3 hours 35 minutes

from $385 / 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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avg. 24 minutes

from $64 / 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

$1,550 - $1,995 / week

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from $170 / night

(1) Excellent 

10

Vacation apartment with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
3 Bedroom, 3 Bath, privately owned condominium in Beach Club Towers on beautiful Pensacola Beach. This unit is furnished with everything you will need to enjoy your stay. After overlooking the gulf from the 15rh floor huge balcony, go downstairs to the state of the ar …see more

from $335 / night

$6,000 / week

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avg. 1 hour 25 minutes

from $335 / night

(11) Excellent 

15

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Newly refurbished in 2013, 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 di …see more

from $130 / night

$800 - $910 / week

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avg. 3 hours 59 minutes

from $130 / night

(1) Excellent 

72

Townhouse rental in Pensacola Beach with shared pool

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
The Townhomes of the Regency Cabanas complex sits directly on the Beach of the Gulf of Mexico. The C-1 unit sits approx 100ft away from the beach. There is a beachview from the large deck.. This gated community offers guests and residents (2) swimming pools for their en …see more

from $165 / night

$1,250 - $1,550 / week

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avg. 2 hours 40 minutes

from $165 / night

(2) Very Good 

13

Apartment rental in Pensacola Beach with shared pool

Florida Panhandle / Pensacola Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This Exquisitely Appointed, Generously Sized Gulf-front 4th Floor One Bedroom/One Bath Condo Offers Convenience, Style And Attention To Detail. Five Sleep Comfortably With One Queen Bed, A Queen Sleeper Sofa And A Full Sleeper Sofa. Three Sets Of Sliding Glass Doors Bri …see more

from $155 / night

$1,000 - $1,500 / week

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from $155 / 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 $150 / night

$1,295 - $1,695 / week

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avg. 2 hours 28 minutes

from $150 / 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 j …see more

from $199 / night

$1,393 / week

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avg. 3 hours 58 minutes

from $199 / 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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avg. 2 hours 40 minutes

from $240 / night

20

Vacation condo in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
NO CARPET! Included: You’ll find this condo to be fully equipped (and then some!), beach chair pass (seasonal), beach towels, starter amenities (laundry pods, shampoo, etc.) AND two complimentary parking passes. Emerald Isle is one of the best locations on Pensacola Bea …see more

from $102 / night

$714 / week

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from $102 / 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 $99 / night

$693 / week

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avg. 24 minutes

from $99 / night

39

Pensacola Beach Vacation home rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience the Gulf of Mexico as never before with this incredible oceanfront condo with panoramic views of the water! Enjoy the endless white sand beaches, shared hot tub, and pool - or simply relax on your balcony and cool off in the ocean breeze. This condo is part …see more

from $163 / night

$1,141 / week

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avg. 24 minutes

from $163 / night

29

Townhouse rental in Pensacola Beach

Florida Panhandle / Pensacola Beach

3 14 Min stay varies

  • 3 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Live like a local. Come enjoy a stay on Pensacola's Sound. A comfortable, cozy and completely renovated home, located directly on Pensacola's beautiful sound and a short 5 minute walk to the sugary white sands of the Gulf. This home has 3 bedrooms, 4.5 baths, a bunk r …see more

from $550 / night

$3,250 - $3,550 / week

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from $550 / night

(2) Very Good 

27

Vacation home with shared pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
VERY BEAUTIFUL 4 BEDROOM TOWNHOUSE with 3 full baths. Sleeps 9. Only 8 years old and has everything modern including kitchen and bathrooms. The ceilings on the main floor are 10ft so it seems even larger than it is. Location in a gated community with direct access to …see more

from $279 / night

$1,675 - $3,450 / week

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from $279 / 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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avg. 2 hours 32 minutes

from $293 / night

(1) Good 

13

Pensacola Beach Vacation condo rental

Florida Panhandle / Pensacola Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Perfect spot for a quiet getaway. Bring your boat because you can anchor right out back in the Sound. Once you are done with a fun day outside you can wash off at the shower area and hose right out the back door .The living/dining level includes large comfortable living …see more

from $115 / night

$790 - $1,245 / week

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avg. 2 hours 45 minutes

from $115 / night

(5) Very Good 

19

Condo rental in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This amazing condo is it! This fun 2 bedroom 2 full bath condo will make you never want to go home. This condo sleeps 4 and is fully equipped to entertain and make life very easy while on vacation. Are you are ready for some fun in the sun? You are just steps away from …see more

from $135 / night

$930 - $1,700 / week

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avg. 2 hours 45 minutes

from $135 / night

(1) Excellent 

28

Vacation condo 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
  • Air conditioning
This first floor property has views of the beautiful bay. Newly upgraded kitchen. This fun, beach themed condominium, a 1nd floor walk-up, has easy access to the Gulf of Mexico and Pensacola Bay. Both the front balcony and the back deck have wonderful views and are gre …see more

from $175 / night

$1,225 / week

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Responds fast!
avg. 3 hours 58 minutes

from $175 / night

(5) 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 $195 / night

$1,300 - $1,975 / week

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from $195 / night

(1) Excellent 

21

Condo rental in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
Portofino Island Resort.This two bedroom, two bath unit is large enough for your family, full size washer and dryer, fully stocked kitchen with all appliances and cookware you will need and a large flat screen TV. Portofino's beautiful lifestyle center and the Santa Ros …see more

from $199 / night

$1,393 / week

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Responds fast!
avg. 1 hour 59 minutes

from $199 / night

(3) Excellent 

34

Vacation apartment with indoor 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
  • Air conditioning
Included: You’ll find this condo to be fully equipped, beach chairs (4), a beach buggy and beach towels inside as well as starter amenities! These owners don't spare expenses. Beautiful new flooring in bedrooms (no carpet anywhere). Brand NEW VIKING kitchen appliances! …see more

from $102 / night

$714 / week

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from $102 / night

26

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A rejuvenating Florida retreat awaits you at this outstanding Pensacola Beach vacation rental condo! This exquisite condo features 2 bedrooms, 1.5 bathrooms, and enough sleeping arrangements for 8 guests. Completely renovated in 2015 with all the necessary comforts of h …see more

from $125 / night

$875 - $1,575 / week

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Responds fast!
avg. 19 minutes

from $125 / 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 $85 / night

$600 - $1,500 / week

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avg. 2 hours 48 minutes

from $85 / night

63

Pensacola Beach Vacation townhouse rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The Townhomes of the Regency Cabanas complex sits directly on the Beach of the Gulf of Mexico. It is a 2 min walk thru the complex to the beach. This gated community offers guests and residents (2) swimming pools for their enjoyment. Ample grassy areas for pets and chil …see more

from $165 / night

$1,295 - $1,550 / week

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Responds fast!
avg. 2 hours 40 minutes

from $165 / night

(8) Excellent 

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 $159 / night

$1,033 - $1,748 / week

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Responds fast!
avg. 1 hour 42 minutes

from $159 / night

5

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

$1,100 - $2,100 / week

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avg. 2 hours 32 minutes

from $122 / night

(2) Excellent 

21

Vacation condo in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
This Exquisite Two Bedroom Condo has panoramic views with amazing floor to ceiling windows and a great private balcony. This condo is fully equipped with everything you need for a great vacation. You can enjoy the private heated pool right at your own tower or you can …see more

from $150 / night

$1,000 - $2,785 / week

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Responds fast!
avg. 2 hours 45 minutes

from $150 / night

(2) Very Good 

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 $200 / night

$1,300 - $2,600 / week

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avg. 1 hour 29 minutes

from $200 / night

(2) Very Good 

38

Vacation condo 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
  • Air conditioning
This unit features amazing views of the bay from the 96 sq ft balcony. Baywatch E-10, a two bedroom/two bathroom 4th floor walk-up property , has been ripped to the studs and remodeled with an upscale beach décor that will relax and rejuvenate you during your stay. Ca …see more

from $188 / night

$1,316 / week

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avg. 3 hours 58 minutes

from $188 / night

(15) Excellent 

Certificate of Excellence

6

Pensacola Beach Vacation bungalow rental

Florida Panhandle / Pensacola Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Welcome to East Hill Bungalow #3. This room sits adjacent to a 1906 renovated arts and crafts home. This is a renovated space that includes both bungalows #2 and #3. Bungalow #3 has a private entrance, a queen size bed, small table and two chairs, kitchenette, privat …see more

Certificate of Excellence

from $69 / night

$450 - $665 / week

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from $69 / night

(5) Excellent 

22

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This listing is a 3-bedroom house on pilings. It is located on beautiful Pensacola Beach directly on the Pensacola Bay. It is an easy walk to the Gulf of Mexico. The living area is very open with windows all the way across the back in order to see the water. The kitche …see more

from $258 / night

$1,800 - $2,500 / week

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from $258 / night