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Pensacola

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Pensacola Holiday Rentals with Pools

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  • Established history of renting online
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  • Flexible dates & rates
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Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Pensacola Vacation Rentals

Looking for white sand beaches, golf, fishing, birding, and family-friendly activities within an hour of Alabama on Florida’s Gulf Coast? Pensacola Beach and Perdido Key are among the USA’s top white sand beaches, and home to the U.S. Navy’s Blue Angels. Your Pensacola money-saving vacation rental home, condo, or apartment can even include a boat dock or be beachfront. With 52 miles of ocean, river and bay coastlines, family-friendly Pensacola is ideal for boating, canoeing, kayaking, jet skiing, snorkeling, seashell collecting, and scuba diving.

Pensacola Beach

Pensacola Beach is on Santa Rosa Island, a 40-mile long barrier island buffering Florida’s mainland from tropical storms. Bridges from Historic Pensacola Village cross Pensacola Bay and Santa Rosa Sound to reach Quietwater Beach Road and Pensacola Beach. Rub elbows with locals hanging out at island staples such as Hemingway’s Island Grill and Peg Leg Pete’s. Stroll Portofino Boardwalk and Pensacola Beach Pier. Explore Gulf Islands National Seashore, the cannon batteries of Fort Pickens, sand dunes, and watch birds along quiet stretches of white sand beach.

Perdido Key

Cross the Theo Baars Bridge from the mainland to Perdido Key, the barrier island just west of Santa Rosa Island. Escape the condo-lined beaches for Perdido Key State Park or Johnson Beach in the Gulf Islands National Seashore. Play a round of golf at Lost Key Golf Club, which almost doubles as a bird sanctuary. Have a family picnic in Big Lagoon State Park’s open pine woodlands, or go crabbing along the beaches and shallow bays. Almost 300 bird species and migrating monarch butterflies frequent Gulf Islands National Seashore. Be watchful for great blue herons, osprey, woodpeckers, flycatchers, warblers, tanagers and myriad shorebirds and songbirds.

Fishing

The Pensacola Beach Fishing Pier doubles as a bird watching venue for migratory ducks, loons and gannets. Deep-sea fishing charters are numerous. Go bottom fishing for grouper and snapper, or troll for amberjack and king mackerel. Redfish, speckled trout, jack crevalle, false albacore, pompano, and tarpon are also common. Several area restaurants will prepare your fresh catch, or cook it yourself in the comfort of your money-saving Pensacola vacation rental. Take the kids out dolphin watching, or snorkel for starfish and sand dollars.

Museums & Festivities

Bands on the Beach is a popular feature at the Gulfside Pavilion. Pensacola Bay’s National Naval Aviation Museum has 150 vintage aircraft that may whet your appetite for the aerial acrobatics of the U.S. Navy’s Blue Angels and the Pensacola Beach Air Show. Let the kids climb to the top of the Pensacola Lighthouse and Museum, conveniently located next to the Naval Aviation Museum. Take a free tour of the T.T. Wentworth, Jr. Florida State Museum and Pensacola Historical Museum in Historic Pensacola Village.

 
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Florida, Florida Panhandle, Pensacola Holiday Rentals
Gulf Front Cottage
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Week:
1,539 AUD - 2,053 AUD
Minimum rental - 1 week
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Florida, Florida Panhandle, Pensacola Holiday Rentals
Beach Colony T-16A
Slideshow
4 of 5 stars 3 reviews
  • Condo/Apartment
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
225 AUD - 308 AUD
Week:
1,437 AUD - 2,104 AUD
Minimum rental - 1 night
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Florida, Florida Panhandle, Pensacola Holiday Rentals
Molokai Villa B-7 right on the Gulf!  Wi-Fi, Pool
Slideshow
4 of 5 stars 4 reviews
  • Villa
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
97 AUD - 200 AUD
Week:
821 AUD - 1,334 AUD
Month:
1,642 AUD - 1,847 AUD
Minimum rental - 3 nights
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Florida, Florida Panhandle, Pensacola Holiday Rentals
BAYOU GRANDE VILLAS  Near Perdido Key Pensacola
Slideshow
4.5 of 5 stars 6 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
508 AUD - 1,180 AUD
Month:
1,026 AUD - 1,488 AUD
Minimum rental - 1 night
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Florida, Florida Panhandle, Pensacola Holiday Rentals
Luxury~Beach Colony Resort, 2 bdrm~Perdido Key, FL
Slideshow
4.5 of 5 stars 5 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
144 AUD - 262 AUD
Week:
898 AUD - 1,693 AUD
Minimum rental - 2 nights
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Florida, Florida Panhandle, Pensacola Holiday Rentals
Perdido Bay Beach House
Slideshow
4.5 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
102 AUD - 173 AUD
Week:
610 AUD - 1,041 AUD
Minimum rental - 1 night
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Florida, Florida Panhandle, Pensacola Holiday Rentals
Luxury~Beach Colony Resort, 3 bdrm~Perdido Key, FL
Slideshow
4.5 of 5 stars 4 reviews
  • Condo/Apartment
  • 3 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
154 AUD - 308 AUD
Week:
975 AUD - 2,001 AUD
Minimum rental - 1 night
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The Golf House - JUST ADDED
Florida, Florida Panhandle, Pensacola Holiday Rentals
The Golf House
Slideshow
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
102 AUD - 153 AUD
Week:
610 AUD - 917 AUD
Minimum rental - 2 nights
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Florida, Florida Panhandle, Pensacola Holiday Rentals
Innerarity Island Townhome right on Perdido Bay
Slideshow
  • Speciality Holiday Rental
  • 2 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Special offer details »
Night:
97 AUD - 174 AUD
Week:
585 AUD - 1,047 AUD
Month:
1,232 AUD - 1,847 AUD
Minimum rental - 3 nights
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Lands End 602 - JUST ADDED
Florida, Florida Panhandle, Pensacola Holiday Rentals
Lands End 602
Slideshow
  • Condo/Apartment
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
136 AUD
Month:
4,105 AUD
Minimum rental - 30 nights
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Parasol West - JUST ADDED
Florida, Florida Panhandle, Pensacola Holiday Rentals
Parasol West
Slideshow
  • Condo/Apartment
  • 5 Bedrooms, sleeps 10
  • 5 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
308 AUD
Week:
2,001 AUD - 2,694 AUD
Month:
3,592 AUD
Minimum rental - 2 nights
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Sandy Key 612 - JUST ADDED
Florida, Florida Panhandle, Pensacola Holiday Rentals
Sandy Key 612
Slideshow
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
132 AUD - 225 AUD
Week:
847 AUD - 1,411 AUD
Minimum rental - 2 nights
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Florida, Florida Panhandle, Pensacola Holiday Rentals
3br at Purple Parrot Resort /on Perdido Key, FL
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
231 AUD
Week:
1,539 AUD
Month:
5,131 AUD
Minimum rental - 3 nights
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Advice about Holiday Rentals with Pools

Pensacola vs Ft Walton Beaches
Posted by Wishingonastar, 3 Feb 2012
... more laid back, less busy. But, for your children, if you want like kiddie pool areas, lazy river, etc, you might want to look into Waterscape or Destin West, which are there at FWB. You will LOVE the beaches! You can't go wrong with the Pensacola, FWB, Destin areas ... more
Posted by Wishingonastar, 5 Feb 2012
... or Food and drinks onsite Pools and amenities Etc... The thing about Condo's, Many of these complexes are individual condo owners, and are operated by a rental association. One condo might be well furnished and super nice, but the one right across the hall, with a different owner, may ... more
Posted by Wishingonastar, 6 Feb 2012
... Blue Mountain Beach area. At Fort walton beach, Waterscape and Destin West come to mind for waterpark style pool areas (Could be pricey in high season) Or, for just hotel rooms with nice pool and amenities, I think it is the Ramada at FWB that I am remembering. Happy Planning ... more
Perdido Key or Pensacola Beach
Posted by zaz04, 14 Feb 2012
Check out the portofino in gulf breeze. Great resort- huge condos (3 bedrooms are around 2500 sq ft!). Mulitple pools, restaurant, beach and bay both there to play in. ONe of our best family vacations yet. Great restaurants on the island as well. ... more
Posted by pcolamom, 15 Feb 2012
... there's a heated indoor pool, outdoor pool with gorgeous water features and waterfalls, a poolside cafe, and they have Wi-Fi inside and out, so if you want to take your laptop and sit by the pool, you'll be connected. Right now, Perdido Key Visitor Center is giving ... more
Margaritaville Hilton or Holiday Inn Resort
Posted by LoriB263, 21 Feb 2011
... a nicer hotel, with nice pool...cocktail service would be good outdoors poolside, too - don't know if that is something offered. Do these hotels have chairs on the beach? Can anyone compare these hotels mentioned in the subject line? We want 4 star accomodations with the best view/closest ... more
Posted by bestsis, 2 Mar 2011
... torn between Pensacola or Panama Beach or any nice waters on the Gulf, we will be driving from Wadley AB, . I am new to Florida and will be vacationing from Canada ( minus 29's this whole week). I also want a nice hotel on beach with a nicer pool. Thanks ... more
Posted by vabbey, 3 Mar 2011
... in dire need of an overhaul. The pools are great though... and it does have a bar. I am planning a trip in July and this time plan to stay at the Holiday Inn Resort that just opened up.... the pictures of the pool alone are enough to entice me ... more
Beach Club or Pools in Pensacola?
Posted by dtherese83, 17 Jul 2011
... our 6 month old. Their pool won't be ready yet so I was hoping to find a beach club or pool located near or on the beach that we could use. We are open to membership style clubs as long as they are year round and reasonably priced. Any ... more
Posted by target32, 18 Jul 2011
... Gulf Front and use their pools and hot tub. We do not stay there but have never had an issue with swimming in their pool etc. They ... ... and what not. It's right on the beach and their is a boardwalk that goes to the beach from the pool area ... more