50 Best Pensacola Beach Condos on Holiday Lettings - House rentals

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144 Vacation rentals

22

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • 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 $257 / night

$1500 - $2500 / week

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from $257 / night

(1) Good 

16

Pensacola Beach Vacation condo rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
Breathe easy in this two-bedroom Pensacola Beach vacation rental with shared resort attractions, Gulf views from your balcony, and private beach access. The cheery condo is the perfect abode for your next family vacation or romantic getaway with close friends. This fam …see more

from $125 / night

$850 - $1700 / week

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from $125 / 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 $350 / night

$2450 - $3850 / week

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from $350 / night

17

Vacation condo in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
This exquisite condominium complex is located in the heart of the island and has beautiful views of the Gulf, Little Sabine Bay and Santa Rosa Sound. It is located on Little Sabine Bay, but just cross the street and you will be at Casino Beach on the Gulf, the fishing p …see more

from $125 / night

$860 - $1900 / week

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from $125 / night

(2) Excellent 

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

from $115 / night

$695 - $1599 / week

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from $115 / night

(8) Excellent 

Certificate of Excellence

6

Pensacola Beach Vacation bungalow rental

Florida Panhandle / Pensacola Beach

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Welcome to East Hill Bungalow #3. This room sits adjacent to a 1906 renovated arts and crafts bungalow. 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, pr …see more

Certificate of Excellence

from $59 / night

$425 - $595 / week

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from $59 / 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 $165 / night

$1000 - $2300 / week

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from $165 / night

(4) Excellent 

26

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
  • Child friendly
  • Air conditioning
Wonderful beach value. Just a 3 minute stroll through a tropical property setting to the beach. Unit C-7 is situated just a short walk to the beach and near the pool. The bacony has a beautiful view of the pond. Relax and have a cup of coffee or surf the internet while …see more

from $125 / night

$750 - $1195 / week

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from $125 / night

24

Vacation home rental

Florida Panhandle / Pensacola Beach

9 26 Min stay varies

  • 9 bedrooms
  • Sleeps 26
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
9 bedrooms and 8 full baths (one with jetted tub) in this 5000 square foot house completely remodeled in 2006. This is the ultimate in family vacations, reunions, weddings or corporate retreats. There is plenty of off-street parking with room for up to 12 cars. The hous …see more

from $575 / night

$2875 - $9300 / week

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from $575 / night

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 $135 / night

$810 - $1260 / week

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from $135 / night

16

Vacation condo in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Don't let the first floor location fool you. You are literally steps away from the beach. This ground floor condo gives you the private beach/ private yard house feeling and the luxury of walking out your back door and being right on the beach. Enjoy the ability of lett …see more

from $135 / night

$930 - $1610 / week

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from $135 / night

(2) Excellent 

24

Condo rental in Pensacola Beach with shared pool

Florida Panhandle / Pensacola Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Welcome to the Beach! Your family can enjoy this "home away from home" located on Pensacola Beach just minutes from the Boardwalk and Casino Beach where there are fantastic restaurants, shopping, and fun family attractions! We want your entire family to enjoy their sta …see more

from $125 / night

$780 - $1980 / week

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from $125 / night

(3) Very Good 

24

Vacation apartment in Pensacola Beach

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Need something to accommodate the kids, mom and dad AND grandma and grandpa? Look no further! The owners knew that family vacation that included the entire family was essential. Grams & Gramps will see how easy it will be to maneuver with the hand rails located in the s …see more

from $159 / night

$1113 / week

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from $159 / night

33

Pensacola Beach Vacation townhouse rental

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Pensacola Beach Secret Paradise Found! Simply stated, “Pensacola Beach Secret” truly is a Beach Secret! Experience a peaceful getaway with luxury spa baths, gourmet kitchen, bamboo bar, ultra comfortable bedding, three fireplaces, two decks and lots of space and pri …see more

from $240 / night

$1540 - $2870 / week

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from $240 / night

13

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 - $1600 / week

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from $100 / night

(5) Very Good 

30

Vacation apartment with indoor pool in Pensacola Beach

Florida Panhandle / Pensacola Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
One of a kind, west end terrace unit at Beach Club. View the entire island from this condo. One of BB’s repeat guests walked in after a year away from the beach and didn’t even recognize the condo. “This can’t be the same condo!” We’re proud to say, it is! After a day o …see more

from $199 / night

$1393 / week

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from $199 / night

13

Vacation home in Pensacola Beach

Florida Panhandle / Pensacola Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
This cozy beach bungalow is just steps from the Gulf of Mexico! Completely remodeled and full of character. Must see to believe it! You will love sitting on the back deck area with family while grilling up the catch of the day. You are also still close to everything if …see more

from $150 / night

$1035 - $2085 / week

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from $150 / night

18

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
  • Ask about pets
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 kitchen decorated with beautiful granite countertop …see more

from $143 / night

$896 - $2100 / week

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from $143 / night

(25) 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

$2700 / week

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from $385 / night

(2) Excellent 

24

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Luxurious is the word that comes to mind when you step into this beautifully furnished 3 bedroom, 3 and a half bath Portofino condo! There is everything you need for the perfect vacation. The kitchen is fully stocked, there are HD flat screens in the living area and i …see more

from $291 / night

$1897 - $4928 / week

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from $291 / night

(1) 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 $188 / night

$1106 - $2926 / week

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from $188 / night

14

Pensacola Beach Vacation home rental

Florida Panhandle / Pensacola Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
SPRING BREAK STILL AVAILABLE! Enjoy the coastal breezes and watch the boats on the Sound while sitting on the front porch. Just a short walk to the beautiful white sand of the beach. Water, water everywhere! You won't be disappointed. Purple Paradise is located in …see more

from $314 / night

$2300 - $3400 / week

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from $314 / night

23

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
We are offering our personal beach condo for rent. Ours is the one with the blue door! This is our getaway, but we're finding we don't use it as much as we thought we would. We have completely remodeled the kitchen with SS appliances & granite countertops. The bathrooms …see more

from $200 / night

$1400 / week

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from $200 / night

16

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
The perfect place for your beach vacation with family and children or just a romantic weekend! Pensacola Beach is a beautiful place with bright white sand, splendid sunsets, and lots of things to do. The specious, open plan 2BR/2B condo has a water view from every cor …see more

from $170 / night

$1000 - $1800 / week

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from $170 / night

(2) Very Good 

25

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 $300 / night

$1800 - $2960 / week

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from $300 / 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
  • Ask about pets
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 views of the sparkling emerald waters from a private balcony a …see more

from $168 / night

$1099 - $2947 / week

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from $168 / night

(12) Excellent 

38

Pensacola Beach Vacation home rental

Florida Panhandle / Pensacola Beach

6 22 Min stay varies

  • 6 bedrooms
  • Sleeps 22
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
CALLING ALL WATER LOVERS – YOU CAN FISH FROM YOUR OWN PRIVATE 2-STORY DECK DIRECTLY ON THE WATER AT “REEL PARADISE”. REEL PARADISE has the best location, best amenities and the best price on Pensacola Beach! Bring your boats, jet skis, paddleboards, kayaks and every oth …see more

from $200 / night

$1450 - $3750 / week

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from $200 / night

19

Vacation condo 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
  • Child friendly
This breathtaking Three 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 …see more

from $245 / night

$1605 - $3850 / week

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from $245 / night

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

$1393 / week

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from $199 / night

(4) Excellent 

Certificate of Excellence

21

Vacation condo rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Guests describe our condo as a "treasure". You are unlikely to find a place that will make your stay on Pensacola Beach more comfortable. The panoramic views of our three waterways makes you feel as if the wind is brushing your skin and there is sand between your toes. …see more

Certificate of Excellence

from $210 / night

$1260 - $1960 / week

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from $210 / night

21

Vacation condo accommodation

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This amazing condo is it! This beautiful newly remodeled 2 bedroom 2 full bath condo will make you never want to go home. This condo sleeps 6 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 …see more

from $200 / night

$1386 - $2450 / week

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from $200 / night

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 $125 / night

$860 - $1400 / week

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from $125 / night

(2) Good 

22

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
This shabby chic unit will not disappoint! This two bedroom unit has one of the best views on the island. While sitting on your balcony you can enjoy beautiful views of the Gulf of Mexico and Little Sabine Bay. This condo offers flat screen TV's in all rooms, fully equi …see more

from $125 / night

$860 - $2200 / week

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from $125 / night

28

Vacation home rental

Florida Panhandle / Pensacola Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly
Find your hidden treasure at Casa de la Arena…meaning “House of Sand” on Pensacola Beach. Located directly across the street from the beach, this Pensacola Beach home rental has beautiful views of the sparkling emerald green Gulf of Mexico. Accommodating up to ten peop …see more

from $294 / night

$1820 - $4172 / week

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from $294 / night

(2) Very Good 

15

Pensacola Beach Vacation home rental

Florida Panhandle / Pensacola Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
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 bath, second bedroom has 2 twin beds and private bath. The main l …see more

from $120 / night

$784 - $2254 / week

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from $120 / 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. Has an incredible view of both the Gulf of Mexico and Pensacola Bay (wrap around balcony). Located on bay side with fishing piers, barbecue facilities, swimming pool, and tennis courts. Short walk acr …see more

from $190 / night

$1100 / week

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from $190 / night

24

Pensacola Beach Vacation apartment rental

Florida Panhandle / Pensacola Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
Resortquest by Wyndham proudly represents Palm Beach Club #242 on beautiful Pensacola Beach. This stunning unit has been completely revamped and upgraded and you’ll walk away having wonderful memories from your vacation in this three level unit with 2beds + loft. Ther …see more

from $173 / night

$1127 - $2940 / week

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from $173 / night

(3) Excellent 

27

Vacation home rental

Florida Panhandle / Pensacola Beach

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Private garden
It is called "Sandcastle in the sky" We don't list our minimum stay because it causes problems with bookings sometime and we try to work with everyone. The Sandcastle is just that. The decks are everywhere and the views spectacular. The Gulf of Mexico and the Sound …see more

from $399 / night

$2793 / week

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from $399 / night

21

Pensacola Beach Vacation condo rental

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Welcome to our PENSACOLA BEACH FRONT 'Home Away From Home'. Come enjoy a week at the beach, in our BEAUTIFUL PROFESSIONALLY DECORATED Home. 3 BR's, 2 BA's (sleeps 8 comfortably). Private and gated parking lot. Master BR(King), 2nd BR (Queen), 3rd BR(4 bunks),ON THE BEAC …see more

from $179 / night

$1190 - $4136 / week

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from $179 / night

21

Vacation apartment rental

Florida Panhandle / Pensacola Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Palm Beach Club unit 216 is a fabulous end unit over-looking the pool and directly on the sound. Enjoy cooking in the big open kitchen design with stainless steel appliances, upgraded cabinets and beautiful granite countertops – this is the only unit in the Palm Beach …see more

from $196 / night

$1225 - $2919 / week

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from $196 / night

1