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Featured Holiday Homes in Pensacola

Gulf Front Condo w/ Beach Setup - Close to Entertainment
790 Santa Rosa Blvd #26008, Fort Walton Beach, FL
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Situated on the beach, this holiday home is 0.2 mi (0.3 km) from Okaloosa Island Beach and within 3 miles (5 km) of Emerald Coast Convention Center and Gulfarium ...

4.5/5Wonderful! (4 reviews)
Best Spot!!

"We had so much fun. The property was right on the beach and the view was amazing. It has everything you need to cook and they give you some stuff to clean with. The Master bed does have a bent bed frame but we still slept like babies. We will definitely use this place as our go to down here. Also ..."…"

Reviewed on 31 Oct 2020

Gulf Front Condo w/ Beach Setup - Close to Entertainment
Waterfront Townhome w/ Shared Pool, Beach Access, & Bikes - Boat-friendly!
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Situated on the waterfront, this holiday home is 1.1 mi (1.8 km) from Park West On-Leash Dog Beach and 1.4 mi (2.3 km) from Pensacola Beach Pier. Casino Beach ...

Waterfront Townhome w/ Shared Pool, Beach Access, & Bikes - Boat-friendly!
Pet Friendly Studio Guest House on Pensacola Beach
1706 1/2 Via De Luna Dr, Pensacola Beach, FL
The price is £288 per night from 24 Jan to 25 Jan

Located in Plaza Primera, this holiday home is within a 10-minute walk of Portofino Boardwalk and Pensacola Beach Pier. Casino Beach and Opal Beach are also ...

4.3/5Excellent! (11 reviews)

"Beautiful place, clean and nice on the ocean. We even had a late check out with no charge. Owner was very friendly"…"

Reviewed on 28 Sep 2020

Pet Friendly Studio Guest House on Pensacola Beach
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NEW LISTING! Spacious home with Water Views & Large Wrap-Around Deck!
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Situated on the waterfront, this holiday home is 0.5 mi (0.9 km) from Opal Beach and 2.3 mi (3.6 km) from Pensacola Beach Pier. Casino Beach and Portofino Boardwalk ...

5/5Exceptional! (2 reviews)
Very spacious and restful. High quality property.

"Welcoming, clean, well appointed, roomy, airy, breezy and quiet. Would return. I wanted a place that seemed safe from Covid exposure and this property situation fit the bill. It only took a few minutes to get to the beach by walking or driving. The customer assistance was done very well."…"

Reviewed on 5 Aug 2020

NEW LISTING! Spacious home with Water Views & Large Wrap-Around Deck!
Canal-front Home w/ Fishing Dock, Balcony, sun Deck, & Easy Beach Access!
The price is £217 per night from 24 Jan to 25 Jan

Situated on the waterfront, this holiday home is 0.5 mi (0.9 km) from Park West On-Leash Dog Beach and 2.1 mi (3.4 km) from Pensacola Beach Pier. Casino Beach ...

4.8/5Exceptional! (13 reviews)
Great Clean Place! Everything Was Nice!

"None"…"

Reviewed on 30 Nov 2020

Canal-front Home w/ Fishing Dock, Balcony, sun Deck, & Easy Beach Access!
Private Vacation Home in Pensacola Beach. Easy Access to the Beach & Boardwalks!
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Located in Toilla Segunda, this holiday home is 0.1 mi (0.1 km) from Opal Beach and 1.5 mi (2.5 km) from Pensacola Beach Pier. Casino Beach and Portofino Boardwalk ...

4.1/5Very Good! (7 reviews)
Fantastic

"Very good., however the early departure time was not convenient because of a medical condition. Maybe in the near future this can be corrected as a drawing for elderly persons."…"

Reviewed on 4 Sep 2020

Private Vacation Home in Pensacola Beach. Easy Access to the Beach & Boardwalks!
*New Listing* Beautiful Santa Rosa Dunes Townhome with DIRECT water views
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Situated in Pensacola Beach, this romantic holiday home is 1.1 mi (1.8 km) from Park West On-Leash Dog Beach and 1.5 mi (2.5 km) from Pensacola Beach Pier. Casino ...

4.9/5Exceptional! (14 reviews)
Girls Weekend

"There were 7 of us. We were celebrating my daughter’s 30th birthday. Property was perfect and very comfortable. Rachel, the manager, was very nice and always very prompt when responding to our questions. Only drawback was too far to walk to most of eating places We WILL stay here again."…"

Reviewed on 6 Jul 2020

*New Listing* Beautiful Santa Rosa Dunes Townhome with DIRECT water views
Cozy, Modern House-quick walk to the beach!
205 Via De Luna Dr, Pensacola Beach, FL
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Located in Villa Primera, this holiday home is within 1 mi (2 km) of Opal Beach and Pensacola Beach Pier. Casino Beach and Portofino Boardwalk are also within ...

4.8/5Exceptional! (27 reviews)
Great location- nice owner- cozy- good beds- just needs better cleaning.

"The best thing about this property is the location. Right across the rd from beach and the walk was very short to get there. Perfect to keep the sand out of your car!! Owner also has a nice beach wagon you can pull there. And the outside shower is so nice to have available in the back before you ..."…"

Reviewed on 22 Oct 2020

Cozy, Modern House-quick walk to the beach!
7th Floor Gulf-front Condo On Pensacola Beach, On-site Pool, Full-kitchen
The price is £213 per night from 24 Jan to 25 Jan

Situated on the beach, this holiday home is 0.1 mi (0.1 km) from Opal Beach and 3.1 mi (5 km) from Pensacola Beach Pier. Park East On-Leash Dog Beach and Casino ...

4.8/5Exceptional! (37 reviews)
Amazing stay with a great view

"The vacation was perfect, the location is amazing with little traffic. My family loved the area and the condo was very big. The only thing I didn’t like was the manager of the property was slow to respond to questions and the fridge had not been cleaned, besides that everything was amazing."…"

Reviewed on 14 Nov 2020

7th Floor Gulf-front Condo On Pensacola Beach, On-site Pool, Full-kitchen
2BR Gulf Front Complex/pet Friendly/heated Pool/private Patio
The price is £227 per night from 7 Feb to 8 Feb

Located in Navarre Beach, this holiday home is 2.6 mi (4.2 km) from Opal Beach and within 12 miles (20 km) of Gulf Breeze Zoo and Hurlburt Field Visitor Center. ...

4.5/5Wonderful! (42 reviews)
NIce condo, nice trip

"Nice property. We had everything we needed for a nice, restful vacation, and our dog was welcome, too. The owner was very helpful and responsive. We will be back!"…"

Reviewed on 14 Dec 2020

2BR Gulf Front Complex/pet Friendly/heated Pool/private Patio
Gorgeous Home in Gulf Breeze
3.5 out of 5
211 Palmetto Road, Gulf Breeze, FL
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Situated in Gulf Breeze, this holiday home is within 1 mile (2 km) of Woodland Park and Shoreline Park. Naval Live Oaks Nature Preserve and Baptist Hospital ...

Gorgeous Home in Gulf Breeze
Luxury Airstream "Glamping" Vacations
8315 Navarre Pkwy, Navarre, FL
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This Navarre resort is on the beach, 5.2 mi (8.3 km) from Opal Beach, and within 12 mi (20 km) of Gulf Breeze Zoo and Hurlburt Field Visitor Center. Tiger Point ...

5/5Exceptional! (11 reviews)
Florida

"We booked this at the last moment and couldn't have been happier. Great host who made us feel like family and who also went out of their way to make our experience great. The campsite was wonderful and in a great location. Will book again"…"

Reviewed on 14 Dec 2020

Luxury Airstream "Glamping" Vacations
Beautiful Beach Home with a pool and boat  to Seas The Day!!!
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Located in Navarre Beach, this holiday home is 2.7 mi (4.4 km) from Opal Beach and within 12 miles (20 km) of Gulf Breeze Zoo and Hurlburt Field Visitor Center. ...

4.6/5Wonderful! (19 reviews)
Great location with short walk to beach.

"My family booked this house on a complete whim and loved it. We decided the night before that a trip to FL was needed and set off for Navarre The next morning. The house is in a very quiet community with less than a 2 min walk to the boardwalk. The house was clean and felt safe to live in during ..."…"

Reviewed on 26 Aug 2020

Beautiful Beach Home with a pool and boat to Seas The Day!!!
Gulf Winds 101 by Surfside VR
3.5 out of 5
1199 Ft. Pickens Road, 101, Pensacola Beach, FL
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Situated in Pensacola Beach, this holiday home is 0.5 mi (0.8 km) from Park West On-Leash Dog Beach and 1.9 mi (3.1 km) from Pensacola Beach Pier. Casino Beach ...

5/5Exceptional! (1 review)
Great property and staff

"Hard to beat waking up (on a very comfortable bed) to a view of sand and ocean with only a few short steps out to the water. Add to that some great decorations and a fully furnished kitchen and I think I'm hooked. The reservation and cleaning staff were more attentive than anything I've experienced ..."…"

Reviewed on 12 Sep 2020

Gulf Winds 101 by Surfside VR
Waterfront Beach Home - Sleeps 30 - Private Pool - Volleyball Court
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Situated on the beach, this historic holiday home is 0.2 mi (0.4 km) from Opal Beach and 2.1 mi (3.3 km) from Pensacola Beach Pier. Casino Beach and Portofino ...

4.7/5Exceptional! (34 reviews)
Great Covid Retreat-Social Distance at its finest.

"We had 18 people. Family and Friends. My daughter was getting married in Navarre. It was a great house and location. A few minor issues. But considering hurricane Sally had hit the area just weeks before our stay. No complaints and property manager was just a phone call away. Would definitely stay ..."…"

Reviewed on 1 Nov 2020

Waterfront Beach Home - Sleeps 30 - Private Pool - Volleyball Court
Large 3 Bedroom Home in the Heart of Gulf Breeze - Huge Lot - Minutes to the Beach - Budget Friendly
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Situated in Gulf Breeze, this holiday home is 1.8 mi (2.8 km) from Tiger Point Golf and Country Club and 2.4 mi (3.8 km) from Naval Live Oaks Nature Preserve. ...

5/5Exceptional! (2 reviews)
Great staycation

"We rented the house for a business trip and thoroughly enjoyed our stay."…"

Reviewed on 28 Nov 2020

Large 3 Bedroom Home in the Heart of Gulf Breeze - Huge Lot - Minutes to the Beach - Budget Friendly
Comfy and Cozy Beach Condo with Bay Views and white sand beach
1150 Ft. Pickens Road, C7, Pensacola Beach, FL
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Situated by the ocean, this holiday home is 0.5 mi (0.9 km) from Park West On-Leash Dog Beach and 2.1 mi (3.4 km) from Pensacola Beach Pier. Casino Beach and ...

5/5Exceptional! (2 reviews)
Close to the beach

"Steve was very nice, very accommodating, and the property was in the perfect location."…"

Reviewed on 22 Jan 2021

Comfy and Cozy Beach Condo with Bay Views and white sand beach
Cute And Cozy Beach House, Perfect for a Beach Getaway!
1208 Via De Luna Dr, Pensacola Beach, FL
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This family-friendly Pensacola Beach holiday home is located on the waterfront, within 3 mi (5 km) of Opal Beach and Pensacola Beach Pier. Portofino Boardwalk ...

4.8/5Exceptional! (35 reviews)
Great X-Mass Vacation

"My family, (wife, son and his wife and our grand children had a wonderful Christmas Vacation. Your home met all our needs. Thank you. We would like to stay here again."…"

Reviewed on 27 Dec 2020

Cute And Cozy Beach House, Perfect for a Beach Getaway!
Gulf Front Condo on Pensacola Beach
999 Fort Pickens Rd, 204, Pensacola Beach, FL
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Situated in Pensacola Beach, this holiday home is 1 mi (1.5 km) from Park West On-Leash Dog Beach and 1.5 mi (2.5 km) from Pensacola Beach Pier. Casino Beach ...

4.5/5Wonderful! (77 reviews)
Very comfortable and clean. Had everything we need. Walk to the beach was close! Lots of shops and!

"Very easy to rent."…"

Reviewed on 27 Jul 2020

Gulf Front Condo on Pensacola Beach
Wonderful 5 Bedroom Private Home. Great Rate Through the end of the Year
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This family-friendly Pensacola Beach holiday home is located on the waterfront, within 2 mi (3 km) of Opal Beach and Pensacola Beach Pier. Casino Beach and Portofino ...

4.9/5Exceptional! (76 reviews)
Nice vacation

"Very good"…"

Reviewed on 11 Jan 2021

Wonderful 5 Bedroom Private Home. Great Rate Through the end of the Year
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Pensacola

Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
The price is £57 per night from 3 Feb to 4 Feb
3.7/5Good! (1,544 reviews)

"Washer and dryer on site Clean rooms great location"…"

Reviewed on 21 Jan 2021

Surf & Sand Hotel
Margaritaville Beach Hotel

Margaritaville Beach Hotel

4 out of 5
165 Fort Pickens Road, Pensacola Beach, FL
The price is £156 per night from 25 Jan to 26 Jan
4.7/5Exceptional! (1,000 reviews)

"Cleanliness, social distancing measures. We enjoyed the experience overall."…"

Reviewed on 12 Dec 2020

Margaritaville Beach Hotel
Luxury Suites Pensacola

Luxury Suites Pensacola

2.5 out of 5
6703 Pensacola Blvd, Pensacola, FL
The price is £52 per night from 25 Jan to 26 Jan
4.1/5Very Good! (568 reviews)

"Ok, quiet, clean, and economical. On outskirts of town."…"

Reviewed on 3 Jan 2021

Luxury Suites Pensacola
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pensacola Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Pensacola?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Pensacola?

Choose from 1376 beautiful holiday homes in Pensacola for your getaway.


How much is a holiday home in Pensacola?

You can find perfect holiday homes in Pensacola for as low as £52 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Pensacola?

Find the best deals on Pensacola holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Pensacola?

There’s no better way to spend your well-earned holiday than in a private, cosy Pensacola holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Pensacola.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Pensacola holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Pensacola—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Pensacola car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

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