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2026-11-10
2026-11-11
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Holiday Homes in Pensacola

Romana Hideaway & Juliet Haven -Family Friendly, Downtown Pensacola!

1121 West Romana Street, Pensacola, United States Show map

Situated 9 minutes' walk from Legion Field, Romana Hideaway & Juliet Haven -Family Friendly, Downtown Pensacola! villa is ideal for up to 12 guests. More

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Villagio C246

13700 Perdido Key Dr., Us, Pensacola, United States Show map

The 3-bedroom Villagio C246 Pensacola villa entices active guests with access to a fitness area and is located about a 10-minute stroll from Perdido Key Beach. This Pensacola holiday home can host up… More

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Perdido Sun Unit 914

13753 Perdido Key Dr, Pensacola, United States Show map

Providing guests with an aqua park and spa therapy to ensure a memorable stay, Perdido Sun Unit 914 Villa Pensacola is 9 minutes' walk from Escambia Public Beach Access #1. Located within reach of… More

From US$ 549 Book Now

Modern Pensacola Vacation Home W/ Private Pool!

414 W Jackson St, Pensacola, United States Show map

Offering a terrace and a patio for guests' leisure, the welcoming Modern Pensacola Vacation Home W/ Private Pool! is situated a 17-minute walk from Blue Morning Gallery. Located 2.5 km from the… More

From US$ 246 Book Now

The East Hill Escape, A Bay View Beachy Cottage

1811 East De Soto Street, Pensacola, United States Show map

With a capacity for up to 6 guests, the 3-bedroom The East Hill Escape, A Bay View Beachy Cottage Pensacola boasts a convenient location, 2.3 km from places of historical importance such as the… More

From US$ 340 Book Now

The Dory F 3Br By Pkrm

14391 Perdido Key Drive / Unit F, Pensacola, United States Show map

Offering a golf course, a living area, and a dining table to ensure a memorable stay, the 3-bedroom The Dory F 3Br By Pkrm Villa Pensacola is located merely a 7-minute stroll from Perdido Key Beach. More

From US$ 300 Book Now

Boardwalk F3

1100 Fort Pickens Road, Us, Pensacola, United States Show map

During the stay at the welcoming Boardwalk F3 Villa Pensacola, guests can indulge in fisheries or visit Third Gulf Breeze, located 10 minutes away by car. Located 2.8 km from Quietwater Beach… More

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Southern Breeze #6

14530 Perdido Key Drive, #6, Pensacola, United States Show map

The 1-bedroom Southern Breeze #6 Pensacola villa entices guests to enjoy windsurfing, snorkelling, and fisheries and offers proximity to Perdido Beach Public Access 3, located just 9 minutes' stroll… More

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Still Waters, Pool, Great For Families!

10913 Trellis Lane, Pensacola, United States Show map

Nestled 3.6 km from Beulah Church, the 3-bedroom Still Waters, Pool, Great For Families! Pensacola villa entices guests to explore various tourist destinations nearby. The holiday home features an… More

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Lone Oak House

324 S N St, Pensacola, United States Show map

Staying at the 3-bedroom Lone Oak House Villa Pensacola, guests can easily reach the kid-friendly Pensacola Children's Museum, located 2.7 km away. This villa hosts up to 8 guests and provides them… More

From US$ 194 Book Now

Kooky Coconuts

6592 Carlinga Dr, Pensacola, United States Show map

The 1-bedroom Kooky Coconuts Villa Pensacola is located only 1.5 km from Escambia Public Beach Access #1 and provides guests with a Jacuzzi for a more relaxing stay. Offering a heated pool, this… More

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Arborgate Sunkissed Seahorse At 13987 Hanging Branch Way By Pkrm

Arborgate Oasis 13987 By Perdido Key Resort Management / 13987 Hanging Branch Way, Pensacola, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Arborgate Sunkissed Seahorse At 13987 Hanging Branch Way By Pkrm Pensacola villa is suitable for up to 16 people and is located within 10 minutes'… More

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Tequila Sunrise

16538 Perdido Key Drive, Pensacola, United States Show map

Situated within 25 minutes' walk of Flora-Bama, the 4-bedroom Tequila Sunrise Villa Pensacola offers guests to enjoy an aqua park, a picnic area, and a golf course. This Pensacola villa features… More

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Ola Tranquila

13622 Canal Drive, Pensacola, United States Show map

Featuring a swimming pool, the 2-bedroom Ola Tranquila Villa Pensacola is suitable for up to 7 people and is located nearly 25 minutes' walk from Perdido Key Beach. Providing guests with Wi-Fi and… More

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Foosball Games & Al Fresco Dining: Pensacola Home!

2675 Brooklyn St, Pensacola, United States Show map

Featuring an outdoor swimming pool, Foosball Games & Al Fresco Dining: Pensacola Home! is suitable for up to 8 people and is located 5 km from Tippin Park. Providing guests with Wi-Fi and private… More

From US$ 195 Book Now

Family House Cowboy Pool Hot Tub Yard Games

17 Glynquist Avenue, Pensacola, United States Show map

The 3-bedroom Family House Cowboy Pool Hot Tub Yard Games Villa Pensacola is located around 6 km from Sam's Fun City Amusement Park and provides mini golf for active guests. Featuring a Jacuzzi, this… More

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Lil' Piece Of Pensacola I Large Vacation Home I Gulf Coast I Florida

Gulf Breeze Avenue 2521, Pensacola, United States Show map

Situated 2.8 km from Hangar Bay One Museum, the 2-room Lil' Piece Of Pensacola I Large Vacation Home I Gulf Coast I Florida provides access to numerous tourist attractions in the area. More

From US$ 245 Book Now

The Fishing Retreat

9499 Darlene Cir, Pensacola, United States Show map

The Fishing Retreat Villa Pensacola offers proximity to nearby tourist spots, such as Beulah Church, situated approximately 10 minutes away by car. More

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Goin' Coastal

8114 Sedgefield Dr, Pensacola, United States Show map

Situated 4.1 km from Naval Aviation Museum, Goin' Coastal Villa Pensacola provides access to numerous tourist attractions in the area. More

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Moreno Street Loft

112 W Moreno St, Pensacola, United States Show map

Situated nearly 5 minutes' walk from Palafox Shopping Center, Moreno Street Loft Pensacola villa offers quick access to numerous city landmarks nearby. More

From US$ 214 Book Now

Be Our Guest

Pensacola, United States Show map

Be Our Guest Villa Pensacola offers proximity to nearby tourist spots, such as Pintado Park, situated about 4 km away. More

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N. Lost Key Landing 2B

14590 Perdido Key Dr, Pensacola, United States Show map

The 2-bedroom N. Lost Key Landing 2B Pensacola villa accommodates up to 6 guests and offers proximity to Perdido Beach Public Access 3, located only 5 minutes' walk away. More

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Oceanfront Condo With Pools Hot Tub Tennis & Gym - Easy Beach Access

13661 Perdido Key Dr, Pensacola, United States Show map

Located about 10 minutes' walk from Perdido Key Snorkeling Reef, the 2-bedroom Oceanfront Condo With Pools Hot Tub Tennis & Gym - Easy Beach Access Pensacola villa offers fitness classes, as well as… More

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Downtown Duplex W/ Fire Pit: 1 Mi To Waterfront

501 W Wright Street, Pensacola, United States Show map

Situated around 20 minutes' walk from Quayside, the 3-bedroom Downtown Duplex W/ Fire Pit: 1 Mi To Waterfront Villa Pensacola entices guests to explore various tourist attractions in the area. With a… More

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5 Mi To Dtwn: Bright Home W/ Yard In Pensacola!

220 S Navy Blvd, Pensacola, United States Show map

The 2-bedroom 5 Mi To Dtwn: Bright Home W/ Yard In Pensacola! can host up to 6 guests, boasting a convenient location approximately a 15-minute drive from iconic cultural attractions such as the… More

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Private Beach Plus Pool And Hot Tub-Perfect For Families

14289 Beach Heather Court, Pensacola, United States Show map

Offering access to entertainment venues such as Holiday Harbor Marina, situated approximately a 25-minute walk away, the 3-bedroom Private Beach Plus Pool And Hot Tub-Perfect For Families Pensacola… More

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Sheer Bliss Pensacola

3425 Keating Road, Pensacola, United States Show map

The 3-bedroom Sheer Bliss Pensacola Villa hosts up to 5 guests and is nestled around 10 minutes by car from natural sites such as Pintado Park. Located 4.3 km from the 32-acre Bay Bluffs Park, this… More

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Gulf Side Villa 1B

14259 Perdido Key Drive, Pensacola, United States Show map

Offering an aqua park and a golf course for guests' leisure, Gulf Side Villa 1B Pensacola is situated about a 20-minute walk from Escambia Public Beach Access #1. This 1-bedroom holiday home features… More

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Southern Breeze #4

14530 Perdido Key Drive, #4, Pensacola, United States Show map

The 1-bedroom Southern Breeze #4 Pensacola villa is located just 1.6 km from Holiday Harbor Marina and allows guests to enjoy windsurfing, snorkelling, and cycling. This Pensacola holiday home can… More

From US$ 73 Book Now

Palacio Unit 101

13661 Perdido Key Dr, Pensacola, United States Show map

The 3-bedroom Palacio Unit 101 Pensacola villa is nestled nearly 5 minutes' walk from Artworks Studio & Gallery and entices guests with a Jacuzzi. Featuring an outdoor swimming pool, this Pensacola… More

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Palacio Unit 1806

13661 Perdido Key Dr, Pensacola, United States Show map

Accommodating up to 8 guests, the 3-bedroom Palacio Unit 1806 Pensacola villa is situated only 1.4 km from renowned cultural sites such as Artworks Studio & Gallery. Offering a Jacuzzi, this… More

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Pensacola Home W/ Private Yard: 7 Mi To Downtown!

7813 Hearthstone Cir, Pensacola, United States Show map

Offering a location 10 minutes' drive from Bayou Marcus Birding Trail, the welcoming Pensacola Home W/ Private Yard: 7 Mi To Downtown! gives access to various tourist spots in the area. Offering… More

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A Poolside Paradise

200 North Stillman Street, Pensacola, United States Show map

Located about 25 minutes' walk from the 200000-acre park "Blackwater River State Recreation Area", the 3-bedroom A Poolside Paradise Pensacola villa has a swimming pool and is ideal for up to 8… More

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The Puddleduck

13817 Perdido Key Dr, Pensacola, United States Show map

Situated just moments from Perdido Beach Public Access 3, the 1-bedroom The Puddleduck Villa Pensacola is suitable for 8 guests and provides a swimming pool to relax in. The Pensacola holiday home is… More

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Lost Key 14254 Beach Heather Court By Pkrm

14254 Beach Heather Court, Pensacola, United States Show map

Welcoming guests with a Jacuzzi, the 2-bedroom 14254 Beach Heather Court By Pkrm Pensacola villa is located about a 5-minute walk from Perdido Key Beach and can host up to 6 guests. This property… More

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Perdido Sun 708

13753 Perdido Key Dr, Pensacola, United States Show map

Situated just a 7-minute stroll from Perdido Key Beach, the 1-bedroom Perdido Sun 708 Villa Pensacola can welcome up to 4 guests and boasts a Jacuzzi for a relaxing retreat. Offering a heated pool… More

From US$ 352 Book Now

Unit 13 Cute Small Studio Near Downtown

3801 Mobile Highway 13, Pensacola, United States Show map

Welcoming a maximum of 2 guests, the cosy Unit 13 Cute Small Studio Near Downtown Pensacola villa enjoys a convenient location 4.5 km from iconic historical sites such as Fort George. Located… More

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Indoor Pirate Retreat With Elevator Gameroom Close To Beach

14375 Arborgate Drive, Pensacola, United States Show map

Along with access to such natural sites as the swimming Johnson Beach National Seashore, 2.8 km away, the 4-bedroom Indoor Pirate Retreat With Elevator Gameroom Close To Beach Pensacola villa offers… More

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Downtown Oasis

520 W Romana St, Pensacola, United States Show map

The 3-bedroom Downtown Oasis Villa Pensacola offers quick access to such city attractions as John Sunday House, located just a 5-minute walk away. Providing guests with Wi-Fi and a private parking… More

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Spanish Key Unit 506

17287 Perdido Key Dr, Pensacola, United States Show map

The 3-bedroom Spanish Key Unit 506 Pensacola villa is nestled around a 5-minute walk from Flora-Bama and can accommodate up to 6 guests. This property features opportunities for diving, bowling, and… More

From US$ 975 Book Now

Florida Vacation House - Pensacola East Hill

2217 North 17Th Avenue, Pensacola, United States Show map

The 3-bedroom Florida Vacation House - Pensacola East Hill villa accommodates up to 5 guests and offers a convenient location approximately a 10-minute drive from such places of worship as Old Christ… More

From US$ 165 Book Now

Urban Vista & Flat - Family Friendly, Downtown Pensacola

1141 West Romana Street, Pensacola, United States Show map

Located nearly 5 minutes' walk from Saint Steven Roman Catholic Church, the 4-bedroom Urban Vista & Flat - Family Friendly, Downtown Pensacola Villa offers quick access to various city attractions in… More

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Kokomo Joe'S

14398 Beach Heather Ct, Pensacola, United States Show map

During the stay at the 1-bedroom Kokomo Joe'S Pensacola villa, guests can indulge in a Jacuzzi or visit Escambia Public Beach Access #1, located 3.7 km away. Located 10 minutes by car from the… More

From US$ 633 Book Now

8 Mi To Dtwn Pensacola: Modern Escape W/ Patio!

714-B Giese Ln, Pensacola, United States Show map

The 3-bedroom 8 Mi To Dtwn Pensacola: Modern Escape W/ Patio! Villa offers proximity to nearby tourist spots, such as Naval Hospital, situated 3.5 km away. This property hosts up to 6 guests and… More

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Unit 6 Chill Studio Pensacola Getaway

3801 Mobile Highway Apt 6, Pensacola, United States Show map

Welcoming a maximum of 4 guests, the 1-bedroom Unit 6 Chill Studio Pensacola Getaway villa enjoys a convenient location nearly a 10-minute ride from iconic historical sites such as Fort George. More

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Island Escape In Perdido Key

14581 Salt Meadow Drive, Pensacola, United States Show map

The 1-bedroom Island Escape In Perdido Key Villa Pensacola is located nearly a 25-minute walk from Lost Key Beach Club and provides a swimming pool, ensuring a relaxing stay. With a maximum capacity… More

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Cozy 2Bd-1Ba Cottage Minutes To Downtown And Nas

504 Rue Max Street, Pensacola, United States Show map

The 2-bedroom Cozy 2Bd-1Ba Cottage Minutes To Downtown And Nas Pensacola offers proximity to nearby tourist spots, such as Legion Field, situated 3.3 km away. With a maximum capacity of 6 guests, the… More

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Bayfront Paradise-Steps To Sand Pool Kayaking

15946 Innerarity Point Road, Pensacola, United States Show map

Featuring a swimming pool for guests' relaxation, the 2-bedroom Bayfront Paradise-Steps To Sand Pool Kayaking Pensacola villa is located within 5 km of Escambia Public Beach Access #1. More

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Sea'S Today Getaway

4629 Tradewinds Circle, Pensacola, United States Show map

The 1-bedroom Sea'S Today Getaway Pensacola villa hosts up to 10 guests and provides proximity to Regency Park, situated nearly a 5-minute ride away. Providing guests with Wi-Fi and a private parking… More

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Docks 12C

16310 Perdido Key Dr., 12C, Pensacola, United States Show map

The 2-bedroom Docks 12C Villa Pensacola is located about 25 minutes' walk from Perdido Key State Park and provides an outdoor swimming pool, ensuring a relaxing stay. Along with a lift and a tour… More

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