30 Best Pensacola Beach rentals on Holiday Lettings - Apartments

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369 Vacation rentals

24

Home rental in Pensacola

Florida Panhandle / Pensacola

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Up to 4 lucky guest can explore the lush tropics and pristine sandy beaches of Pensacola at this 2-bedroom, 2-bathroom vacation rental home. While 15 minutes from the coastline, the home is just minutes from fantastic restaurants, piers, flea markets, the Pensacola Spee …see more

from $105 / night

$735 / week

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avg. 18 minutes

from $105 / night

(2) Very Good 

4

Vacation apartment in Pensacola

Florida Panhandle / Pensacola

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
BEAUTIFUL executive apartment in charming East Hill.Only 7 min. to Pensacola Beach, 5 min to airport, 3 min to historic downtown.Fully equipped efficiency kitchen,comfy bed,large back yard w private entrance...luxury accommodations in every way! Other things to note P …see more

from $59 / night

$413 / week

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from $59 / night

(15) Excellent 

5

Pensacola Vacation b&b rental

Florida Panhandle / Pensacola

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 14 mi
  • Child friendly
Thank you for visiting East Hill Bungalows. We're so excited to offer you a beautiful suite in our Pensacola, Florida home just minutes from downtown; and a hop, skip and a jump from the beautiful white sandy beaches. Enjoy our remodeled 1906 Arts and Craft style home …see more

from $79 / night

$575 - $725 / week

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from $79 / night

37

Vacation home rental

Florida Panhandle / Pensacola

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Soft sands, gentle gulf waves, and plenty of sights await you and your loved ones on your next Florida getaway thanks to this condo in the Florida Panhandle. An amazing stretch of the Gulf Coast is yours to explore, with perks like a shared pool awaiting you once you're …see more

from $93 / night

$651 / week

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Responds fast!
avg. 16 minutes

from $93 / night

(20) Excellent 

45

Cottage rental in Pensacola with shared pool, golf nearby

Florida Panhandle / Pensacola

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
Dreaming about a get-away to the beautiful sugar-white sand beaches of Perdido Key? Plan a romantic weekend at "The Sand Dollar" beach cottage. Stay at a 1 bedroom cottage villa at Purple Parrot Resort, a 10 acre tropical resort with hundreds of palm trees, all nestled …see more

from $150 / night

$1,000 / week

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avg. 1 hour 5 minutes

from $150 / night

24

Vacation home in Pensacola

Florida Panhandle / Pensacola

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience the best of sunny Pensacola while staying at 'Lillium House,' a 3-bed, 2-bath vacation rental house that accommodates up to 8 travelers. Prepare beachfront picnics in the fully equipped kitchen to take to the sand just 20 minutes south of this home, or 2 minu …see more

from $90 / night

$630 / week

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Responds fast!
avg. 32 minutes

from $90 / night

(11) Excellent 

8

Pensacola Vacation bungalow rental

Florida Panhandle / Pensacola

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This one bedroom, one bath room sits adjacent to a 1906 bungalow house and has its own separate entrance. The room is newly renovated, with a modern touch. There is a queen size bed and on -suite bathroom and shower. The kitchenette area has a small refrigerator, …see more

from $69 / night

$450 - $665 / week

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from $69 / night

(3) Excellent 

32

Home rental in Pensacola

Florida Panhandle / Pensacola

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
Make this sunny Pensacola vacation rental your home-away-from-home during your next trip! Complete with a spacious covered porch and located right across from Bayou Grande, this wonderful home will let you truly experience the best of Florida's panhandle.This 4-bedroom …see more

from $175 / night

$1,225 / week

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Responds fast!
avg. 7 minutes

from $175 / night

(4) Excellent 

23

Vacation townhouse in Pensacola

Florida Panhandle / Pensacola

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Great family vacation spot. The kids can play in the shallow water beach as the adults supervise from the shaded balconys off the unit. Take the Kayak out for a paddle, enjoy the beautiful pool over looking Perdido Bay. This is truly a relaxing spot away from all the hu …see more

from $199 / night

$1,350 / week

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Responds fast!
avg. 2 hours 45 minutes

from $199 / night

14

Condo rental in Pensacola

Florida Panhandle / Pensacola

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Charming 2 BR on Old River in Perdido Key with assigned Boat Slip! This 3rd-floor condo has wonderful views of the Gulf of Mexico from the Front Balcony and Kitchen door. The Main Living area and Master Bedroom have the ever entertaining boating activity on Ole River! …see more

from $90 / night

$630 / week

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Responds fast!
avg. 1 hour 44 minutes

from $90 / night

(7) Excellent 

56

Vacation apartment with golf nearby in Pensacola

Florida Panhandle / Pensacola

3 8 6 nights min

  • 3 bedrooms
  • Sleeps 8
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
LOST KEY-- GREAT BEACHES, GOLF & WEATHER!! ! ****MUST BOOK ATLEAST 6 OR MORE NIGHTS!!!!*** (SAT TO SAT STAY!) **Great beaches, golf, scenery, & weather are just a few reasons why visitors choose our condo at Lost Key Beach/Golf Club for their peaceful vacation getaways …see more

from $170 / night

$1,200 - $1,400 / week

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from $170 / night

(2) Very Good 

33

Vacation home in Pensacola

Florida Panhandle / Pensacola

3 9 4 nights min

  • 3 bedrooms
  • Sleeps 9
  • 4 nights min
  • Child friendly
  • Air conditioning
Have your coffee on the porch and watch the porpoises frolic. Set-up for the day on YOUR beach – umbrellas and beach chairs supplied. Walk to the nearby Marina with dining option. Enjoy sunsets off the large screened-porch, and have dinner while watching the moon rise a …see more

from $250 / night

$1,750 / week

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from $250 / night

21

Vacation home in Pensacola

Florida Panhandle / Pensacola

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
The Crab Shack is located in a quiet neighborhood. This beautiful 2BR/1BA home has been completely renovated embracing its mid century charm. Come enjoy your morning coffee on the outdoor covered patio with a view of Bayou Grande. Yours hosts live in the rear beach hous …see more

from $130 / night

$910 / week

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from $130 / night

24

Vacation apartment in Pensacola

Florida Panhandle / Pensacola

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
If you're looking for the perfect beach getaway, look no further than this 2-bedroom, 2-bathroom vacation rental condo in Pensacola. Located just steps from Johnson Beach, this recently renovated corner unit for 8 is private, peaceful, and of course beautiful. Complete …see more

from $125 / night

$875 - $1,715 / week

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Responds fast!
avg. 32 minutes

from $125 / night

(10) Very Good 

49

Vacation home in Pensacola

Florida Panhandle / Pensacola

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Location: Perdido Key Coves, Perdido Key, Florida Main North West, Florida North West, Florida, USA (Perdido Key Florida,next to Gulf Shores and Orange) View Map Accommodations: House, 3 Bedrooms + Other (See Description), 2 Baths (Sleeps 6-8) Property Name: Seaducti …see more

from $265 / night

$1,590 - $2,450 / week

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from $265 / night

26

Vacation guest house in Pensacola

Florida Panhandle / Pensacola

1 7 1 night min

  • 1 bedroom
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Pool house with water views & boat launch! Sleeps 4 adults comfortably, but can squeeze a total of 7. “Premier All Included” DirecTV package, Netflix & fast internet! The kitchen and bathroom are fully equipped. The bedroom has a king memory foam mattress. The living ro …see more

from $179 / night

$1,127 - $3,181 / week

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Responds fast!
avg. 54 minutes

from $179 / night

22

Pensacola Vacation home rental

Florida Panhandle / Pensacola

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
3 BD, 2 Ba, Sleeps 8 Beautiful Waterfront Views - Quiet, Private and Fun! This beautiful 3 bedroom, 2 bath home sits on 100 feet of gorgeous Perdido River/Bay waterfront with its own deep water dock. It is fenced on 3 sides and resides in a quiet waterfront neighborhoo …see more

from $214 / night

$1,384 - $1,494 / week

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Responds fast!
avg. 2 hours 37 minutes

from $214 / night

8

Vacation condo with shared pool in Pensacola

Florida Panhandle / Pensacola

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to the most luxurious and spacious condo in the absolute best location in Orange Beach. This condo features 3,400 square feet inside and a wrap around 1,800 square foot balcony that circles the condo. Every bedroom had balcony access. This unit can easily and c …see more

from $595 / night

$4,165 / week

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from $595 / night

43

Pensacola Vacation home rental

Florida Panhandle / Pensacola

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Clean, comfy, and modern bungalow. Great downtown location that is going through an urban transitional revival! Walk, bike or ride to Wahoo's game, dozens of restaurants and bars, theater, concerts, the weekly farmers market. Relax under 100 yr old shade trees on the pr …see more

from $139 / night

$949 / week

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Responds fast!
avg. 1 hour 12 minutes

from $139 / night

(9) Very Good 

12

Vacation home in Pensacola

Florida Panhandle / Pensacola

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Air conditioning
The De Soto house is located in beautiful, historic North Hill in downtown Pensacola. It is just about 1 mile to the start of the shopping area, Wahoo Stadium, and all downtown dining, and entertainment. There is a beautiful park right next to the house, with swings, a …see more

from $142 / night

$950 - $1,090 / week

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Responds fast!
avg. 50 minutes

from $142 / night

22

Home rental in Pensacola

Florida Panhandle / Pensacola

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
Our home is located on a quiet street in the North East Pensacola area. The theme of our home is nautical and beach related items. We have 3 bedrooms 2 baths full kitchen with coffee pot all cooking related items side by side refrigerator. We are close to Airport 2.7 mi …see more

from $89 / night

$623 / week

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Responds fast!
avg. 21 minutes

from $89 / night

18

Vacation home accommodation

Florida Panhandle / Pensacola

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Pet friendly
Have a relaxing stay two blocks off main street in a historic home in beautiful downtown Pensacola. It is convenient to everything but tucked away enough to afford privacy. Have access to everything downtown offers and be only minutes from the beautiful white sandy be …see more

from $150 / night

$1,050 / week

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Responds fast!
avg. 29 minutes

from $150 / night

16

Vacation home in Pensacola

Florida Panhandle / Pensacola

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This brand-new colorful "cottage" style 2BR/2BA home is a perfect get-away - quiet, clean and oh-so-comfortable... yet very close to every where you would want to go! 4 walkable blocks from Palafox Street, the "downtown" where all the restaurants and shops are... an or …see more

from $129 / night

$900 / week

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from $129 / night

13

Vacation home in Pensacola

Florida Panhandle / Pensacola

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Our 2 bedroom, fully renovated 1938 home in beautiful East Hill is only 7 mi to white sandy beaches, 2 miles to historic downtown with wonderful restaurants and 5 minutes to the charming home in a highly sought after neighborhood with luxury amenities, gourmet kitchen, …see more

from $125 / night

$875 / week

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from $125 / night

35

Home rental in Pensacola

Florida Panhandle / Pensacola

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Spacious and inviting, this Pensacola vacation home has everything you need to make your next vacation one you'll remember. Offering plenty of space for everyone to enjoy, a private pool, and even a soaking tub in the master bathroom relaxation and fun will be at your f …see more

from $114 / night

$798 / week

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Responds fast!
avg. 16 minutes

from $114 / night

28

Vacation home in Pensacola

Florida Panhandle / Pensacola

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Book this Perdido Key getaway and enjoy a great location and shared pool access! The patio's seating extends a tempting invitation after you've been in the sun all day, so sip a homemade cocktail and enjoy the beach breeze. Step outside and access to the public beach i …see more

from $95 / night

$665 / week

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Responds fast!
avg. 16 minutes

from $95 / night

24

Pensacola Vacation apartment rental

Florida Panhandle / Pensacola

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
*Please note that there are other rentals on-site, and the pool and laundry are shared with the main house* Perfect for a romantic Sunshine State getaway, this 2nd-floor vacation rental apartment boasts new updates and a home-away-from-home experience in the western …see more

from $45 / night

$315 / week

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Responds fast!
avg. 32 minutes

from $45 / night

39

Pensacola Vacation home rental

Florida Panhandle / Pensacola

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Treat yourself to a well-deserved beachside vacation when you book your retreat to this Pensacola getaway. Offering guests a shared pool, easy beach access, and a location that puts you in the heart of the seaside action, stress won't stand a chance during your stay! J …see more

from $95 / night

$665 / week

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Responds fast!
avg. 16 minutes

from $95 / night

8

Pensacola Vacation apartment rental

Florida Panhandle / Pensacola

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
This is a 1 bedroom 1 bath downstairs condo at the Purple Parrot Village Resort located in a secluded area of the resort. This condo comfortably sleeps a family of no more than 2 adults. The living room is equipped with a television, DVD player, and internet but does no …see more

from $111 / night

$686 - $1,267 / week

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from $111 / night

24

Vacation home in Pensacola

Florida Panhandle / Pensacola

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
  • Pet friendly
This charming 3-bedroom, 2.5-bathroom vacation rental house is the perfect home base for exploring all that Pensacola has to offer! Boasting 1,320 square feet, this property offers accommodations for 6, along with a gorgeous fenced-in backyard, comfortable furnishings, …see more

from $125 / night

$875 / week

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Responds fast!
avg. 32 minutes

from $125 / night

35

Vacation home in Pensacola

Florida Panhandle / Pensacola

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Come to Pensacola and make lasting memories with family or friends when you stay in this lovely, one-bedroom condo with a shared pool, balcony, and beautiful ocean views. You'll be within walking distance of the sugar white sand and emerald green water, so you head ou …see more

from $95 / night

$665 / week

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Responds fast!
avg. 16 minutes

from $95 / night

16

Pensacola Vacation home rental

Florida Panhandle / Pensacola

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Home is on a large private lot. There is plenty of parking in the lower culdesac and in front of the home. We also highly recommend Restaurant Iron as it is our favorite restaurants in Pensacola. Ensure to make reservations in advance. There are also several parks along …see more

from $400 / night

$2,800 / week

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Responds fast!
avg. 3 hours 17 minutes

from $400 / night