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Pensacola Vacation Rentals

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159 rentals in Pensacola.
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East Hill Bungalow #1 (4 bungalows on site, all with private entrances), vacation rental in Pensacola

East Hill Bungalow #1 (4 bungalows on site, all with private entrances)

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Luxury Downtown Townhome on the coast, vacation rental in Pensacola

Luxury Downtown Townhome on the coast

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern Cottage in Historic East Hill, vacation rental in Pensacola

Modern Cottage in Historic East Hill

1 bedroom
1 bathroom
Sleeps 2
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Florida Cottage.....A Sumptuous blend of old and new!, vacation rental in Pensacola

Florida Cottage.....A Sumptuous blend of old and new!

2 bedrooms
1 bathroom
Sleeps 4
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Rated #1(VRBO) Includes ground floor storage stocked with chairs and umbrellas., vacation rental in Pensacola

Rated #1(VRBO) Includes ground floor storage stocked with chairs and umbrellas.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor, vacation rental in Pensacola

Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy spectacular views of sugar sand beach front from huge balcony, vacation rental in Pensacola

Enjoy spectacular views of sugar sand beach front from huge balcony

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous carriage house close to everything!, vacation rental in Pensacola

Gorgeous carriage house close to everything!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL, vacation rental in Pensacola

Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The 'Jesse', a 1903 cottage in Historic District of downtown Pensacola., vacation rental in Pensacola

The 'Jesse', a 1903 cottage in Historic District of downtown Pensacola.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!, vacation rental in Pensacola

You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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HangLoose14ad Purple  Parrot  Resort Perdido Key FL, vacation rental in Pensacola

HangLoose14ad Purple Parrot Resort Perdido Key FL

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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East Hill cottage retreat, perfect for couples, newly renovated, vacation rental in Pensacola

East Hill cottage retreat, perfect for couples, newly renovated

2 bedrooms
1 bathroom
Sleeps 4
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Beach Colony Resort Gulf Paradise 10th Floor, vacation rental in Pensacola

Beach Colony Resort Gulf Paradise 10th Floor

3 bedrooms
3 bathrooms
Sleeps 8
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Vacation Paradise at Purple Parrot Resort  Relax at the Tiki Bar New on, vacation rental in Pensacola

Vacation Paradise at Purple Parrot Resort Relax at the Tiki Bar New on

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Family friendly one bedroom/one bath In Grand Caribbean East, vacation rental in Pensacola

Family friendly one bedroom/one bath In Grand Caribbean East

1 bedroom
1 bathroom
Sleeps 4
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SNOWBIRD AVAILABILITY DECEMBER 1, 2020-MARCH 2021!!! Call: *******-9579, vacation rental in Pensacola

SNOWBIRD AVAILABILITY DECEMBER 1, 2020-MARCH 2021!!! Call: *******-9579

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Pool Home w 4 Bdrms & 2 Ba So Much More  & 5 Star Reviews ⭐️, vacation rental in Pensacola

Beautiful Pool Home w 4 Bdrms & 2 Ba So Much More & 5 Star Reviews ⭐️

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Palafox Perfection Sparkling Clean in Historic Downtown, vacation rental in Pensacola

Palafox Perfection Sparkling Clean in Historic Downtown

3 bedrooms
2 bathrooms
Sleeps 8
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Spacious 3000 sf Luxury Pool Home near Perdido Beaches, Heated Swimming Pool!, vacation rental in Pensacola

Spacious 3000 sf Luxury Pool Home near Perdido Beaches, Heated Swimming Pool!

4 bedrooms
3 bathrooms
Sleeps 10
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HANDICAPPED ACCESABLE 3/2  Near Navy Base-Beaches-Shopping-Restaurants-Golf, vacation rental in Pensacola

HANDICAPPED ACCESABLE 3/2 Near Navy Base-Beaches-Shopping-Restaurants-Golf

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Fabulous East End Unit at Beach Colony Resort, vacation rental in Pensacola

Fabulous East End Unit at Beach Colony Resort

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear, vacation rental in Pensacola

Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEACH FRONT PARADISE - 4 bedroom - Gated Community - witih Opt. 30 ft Boat Slip, vacation rental in Pensacola

BEACH FRONT PARADISE - 4 bedroom - Gated Community - witih Opt. 30 ft Boat Slip

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Cute, Peaceful Home Centrally Located in Pensacola, vacation rental in Pensacola

Cute, Peaceful Home Centrally Located in Pensacola

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The RED DOOR circa 1880 - Downtown Pensacola, vacation rental in Pensacola

The RED DOOR circa 1880 - Downtown Pensacola

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Saufley House - Intracoastal Beach Cottage, Perdido Key, FL, vacation rental in Pensacola

Saufley House - Intracoastal Beach Cottage, Perdido Key, FL

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEACHES OPEN, BLUE SKIES AWAIT!!!!! COME ENJOY THE SUNSHINE!!!, vacation rental in Pensacola

BEACHES OPEN, BLUE SKIES AWAIT!!!!! COME ENJOY THE SUNSHINE!!!

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Halloween at the beach. Book now....Private dock ! Only steps to the WATER., vacation rental in Pensacola

Halloween at the beach. Book now....Private dock ! Only steps to the WATER.

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront view- 2 bedroom 2 bath, vacation rental in Pensacola

Waterfront view- 2 bedroom 2 bath

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harbour Pointe Luxury Condo-4 Bedrooms, 3 Baths..Incredible Views!, vacation rental in Pensacola

Harbour Pointe Luxury Condo-4 Bedrooms, 3 Baths..Incredible Views!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Downtown Getaway For Two!, vacation rental in Pensacola

Downtown Getaway For Two!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful home located in the heart of Downtown Pensacola! Pet Friendly!, vacation rental in Pensacola

Beautiful home located in the heart of Downtown Pensacola! Pet Friendly!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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ROMANTIC Beach Getaway for Couple!, vacation rental in Pensacola

ROMANTIC Beach Getaway for Couple!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New Retreat ,  FREE Bikes,  Walk to everything ! Enhanced Cleaning, vacation rental in Pensacola

New Retreat , FREE Bikes, Walk to everything ! Enhanced Cleaning

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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$795 Wks!PIER WATERVIEW POOL NR PRIVATE BEACHES! PET FRIENDLY!NR NAS!SNOWBIRDS!, vacation rental in Pensacola

$795 Wks!PIER WATERVIEW POOL NR PRIVATE BEACHES! PET FRIENDLY!NR NAS!SNOWBIRDS!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Family home , Large salt water pool (not heated) and tropical courtyard, vacation rental in Pensacola

Family home , Large salt water pool (not heated) and tropical courtyard

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy coastal condo with shared pool and easy beach access, vacation rental in Pensacola

Cozy coastal condo with shared pool and easy beach access

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach Colony East 7A- Beach Front unit with large terrace & amazing views!, vacation rental in Pensacola

Beach Colony East 7A- Beach Front unit with large terrace & amazing views!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Waterfront--Scenic Serenity, vacation rental in Pensacola

Private Waterfront--Scenic Serenity

2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beach Colony East 8A- Beach Front unit with large terrace & amazing views!, vacation rental in Pensacola

Beach Colony East 8A- Beach Front unit with large terrace & amazing views!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Large 2700 sf Luxury Pool Home near Perdido Beaches, Heated Pool! New Listing!, vacation rental in Pensacola

Large 2700 sf Luxury Pool Home near Perdido Beaches, Heated Pool! New Listing!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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East Hill Bungalow #2 (4 bungalows on site, all with private entrances), vacation rental in Pensacola

East Hill Bungalow #2 (4 bungalows on site, all with private entrances)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Remodeled Downtown Cottage, vacation rental in Pensacola

Remodeled Downtown Cottage

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Posh Beach Colony Penthouse- Beach Chic Decor & Direct Gulf Views!, vacation rental in Pensacola

Posh Beach Colony Penthouse- Beach Chic Decor & Direct Gulf Views!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sailmaker's Place 203- Bay Front Views with Spacious & Luxurious Interior!, vacation rental in Pensacola

Sailmaker's Place 203- Bay Front Views with Spacious & Luxurious Interior!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful... Peaceful.. Perfectly Located, vacation rental in Pensacola

Beautiful... Peaceful.. Perfectly Located

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boardwalk F3- Bay Side unit w/ Community Pool and Private Beach Access!, vacation rental in Pensacola

Boardwalk F3- Bay Side unit w/ Community Pool and Private Beach Access!

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sparkling Clean Exquisite Find on Palafox in the Heart of Historic Downtown, vacation rental in Pensacola

Sparkling Clean Exquisite Find on Palafox in the Heart of Historic Downtown

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Right on the water -enjoy our price of paradise!!, vacation rental in Pensacola

Right on the water -enjoy our price of paradise!!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Frequently Asked Questions about Pensacola





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.
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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.