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2026-09-24
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Hotels in Jolly Sailing Pensacola Beach area of Florida

Boardwalk Unit A4

1100 Ft Pickens Rd, Pensacola Beach, United States Show map

During the stay at Boardwalk Unit A4 Villa Pensacola Beach, guests can indulge in diving, bowling, and mini golf or visit the Third Gulf Breeze, located 4.5 km away. This 2-bedroom villa hosts up to… More

From US$ 276 Book Now

Sound-Side Condo With Grill Deck & W&D And Shared Pool

1100 Fort Pickens Rd, Pensacola Beach, United States Show map

Situated about 25 minutes' walk from the Pensacola Beach, Sound-Side Condo With Grill Deck & W&D And Shared Pool Pensacola Beach villa entices guests to explore various tourist attractions in the… More

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White Sands Bay Front Pensacola Condo

Pensacola Beach, United States Show map

White Sands Bay Front Pensacola Condo Pensacola Beach villa is located within 25 minutes' walk of the Fort Pickens Area and provides fishing for active guests. More

From US$ 543 Book Now

Boardwalk E3

1100 Fort Pickens Rd, Pensacola Beach, United States Show map

Situated nearly a 25-minute walk from the Pensacola Beach, the 1-bedroom Boardwalk E3 Villa Pensacola Beach entices guests to explore various tourist attractions in the area. More

From US$ 191 Book Now

Incredible Waterfront Retreat With Beach Access Pool Dock & Amazing Gulf Views

1100 Fort Pickens Rd B12, Pensacola Beach, United States Show map

Incredible Waterfront Retreat With Beach Access Pool Dock & Amazing Gulf Views Pensacola Beach villa is located a 25-minute walk from the Fort Pickens Area and invites guests to join fishing. More

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Boardwalk F10

1100 Fort Pickens Rd, Pensacola Beach, United States Show map

Staying at Boardwalk F10 Villa Pensacola Beach, guests can easily reach the Quietwater Beach Boardwalk, located approximately a 10-minute ride away. More

From US$ 260 Book Now

Starboard Village 524

1111 Fort Pickens Rd, Pensacola Beach, United States Show map

Starboard Village 524 Pensacola Beach villa entices guests to enjoy snorkelling and fishing and offers proximity to the Pensacola Dog Beach West, located just 0.6 km away. Offering Wi-Fi, the… More

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Starboard Village 121

1111 Fort Pickens Rd, Pensacola Beach, United States Show map

The 2-bedroom Starboard Village 121 Pensacola Beach villa entices guests to enjoy snorkelling and fishing and offers proximity to the Pensacola Dog Beach West, located just 7 minutes' stroll away. More

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Starboard Village 612

Pensacola Beach, United States Show map

Starboard Village 612 Pensacola Beach apartment is located 3.6 km from Dolphin Square Shopping Mall and 25 minutes' walk from the Gulf Islands National Seashore. Active guests will enjoy having… More

From US$ 375 Book Now

Starboard Village 312

1111 Fort Pickens Road, Pensacola Beach, United States Show map

Located in a shopping district a 10-minute ride from the Quietwater Beach Boardwalk, the spacious Starboard Village 312 Pensacola Beach apartment accommodates up to 6 guests. This apartment boasts a… More

From US$ 537 Book Now

Starboard Village 225- Sandpiper Cottage

1111 Fort Pickens Rd Unit 225, Pensacola Beach, United States Show map

Situated merely 7 minutes' walk from the Pensacola Dog Beach West, the 2-bedroom Starboard Village 225- Sandpiper Cottage Pensacola Beach entices guests with snorkelling and fishing in the area. More

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Starboard Village 424- Beach Haven

1111 Fort Pickens Road Unit 424, Pensacola Beach, United States Show map

During the stay at the 2-bedroom Starboard Village 424- Beach Haven Pensacola Beach villa, guests can indulge in snorkelling and fishing or visit the Gulf Islands National Seashore, located about 25… More

From US$ 919 Book Now

Starboard Village 423

1111 Fort Pickens Road Unit 423, Pensacola Beach, United States Show map

Situated a mere 7 minutes' walk from the Pensacola Dog Beach West, the 2-bedroom Starboard Village 423 Pensacola Beach villa is ideal for up to 6 guests. The property features opportunities for… More

From US$ 569 Book Now

Starboard Village 411

1111 Fort Pickens Rd Unit 411, Pensacola Beach, United States Show map

During the stay at Starboard Village 411 Pensacola Beach villa, guests can indulge in snorkelling and fishing or visit the Fort Pickens Area, located a 25-minute walk away. More

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Starboard Village 3-321

1111 Fort Pickens Road, Pensacola Beach, United States Show map

Located just a 7-minute stroll from the Pensacola Dog Beach West, the spacious 223 m² Starboard Village 3-321 Pensacola Beach apartment accommodates up to 10 guests. It enjoys a beachfront location… More

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Starboard Village 412

1111 Fort Pickens Rd Unit 412, Pensacola Beach, United States Show map

The 3-bedroom Starboard Village 412 Pensacola Beach villa accommodates up to 8 guests and offers proximity to the Pensacola Dog Beach West, located a mere 0.6 km away. This property features… More

From US$ 500 Book Now

Lazy Urchin Seaclusion

803 Maldonado Drive, Pensacola Beach, United States Show map

The 2-bedroom Lazy Urchin Seaclusion Villa Pensacola Beach is located about a 25-minute stroll from the Quietwater Beach Boardwalk and allows guests to enjoy snorkelling and fishing. Featuring sea… More

From US$ 324 Book Now

Baywatch H3

1150 Fort Pickens Road, Pensacola Beach, United States Show map

Situated only 550 metres from the Pensacola Dog Beach West, the 2-bedroom Baywatch H3 Villa Pensacola Beach is suitable for 7 guests and provides an outdoor swimming pool to relax in. Offering Wi-Fi,… More

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523 Starboard Village

1111 Fort Pickens Rd #523, Pensacola Beach, United States Show map

Situated merely a 7-minute walk from the Pensacola Dog Beach West, 523 Starboard Village Pensacola Beach villa offers guests to relax by an outdoor swimming pool. The 2-bedroom holiday home features… More

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Stay Awhile

804 Via De Luna, Pensacola Beach, United States Show map

Located approximately a 10-minute drive from the Naval Live Oaks Nature Preserve, Stay Awhile Pensacola Beach villa provides access to a private swimming pool. Located 2.5 km from the Pensacola Beach… More

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611 Starboard Village

1111 Fort Pickens Rd. #611, Pensacola Beach, United States Show map

Located approximately a 25-minute walk from the Gulf Islands National Seashore, the 3-bedroom 611 Starboard Village Pensacola Beach villa has an outdoor swimming pool and is ideal for up to 8 guests. More

From US$ 144 Book Now

Gulf Winds 101

1199 Fort Pickens Road, Pensacola Beach, United States Show map

The spacious Gulf Winds 101 Apartment Pensacola Beach is 7 minutes' walk from the Pensacola Dog Beach West and can accommodate up to 4 guests. This apartment offers private car parking on site and… More

From US$ 172 Book Now

Chic Gulf Breeze Escape W/ Pool Access & Courtyard

201 Pensacola Beach Rd Unit #C18, Gulf Breeze, United States Show map

The 2-bedroom Chic Gulf Breeze Escape W/ Pool Access & Courtyard Villa is situated merely 5 minutes' walk from Saint Francis of Assisi Episcopal Church, featuring such comforts as Wi-Fi and a private… More

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Cozy Coastal Condo With Shared Pool Close To The Beach And Shopping

201 Pensacola Beach Rd, Gulf Breeze, United States Show map

Situated around a 5-minute stroll from Chip's 24 Hour Health & Racquet Club, Cozy Coastal Condo With Shared Pool Close To The Beach And Shopping Gulf Breeze villa offers opportunities for fishing in… More

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The Sugar Shack

807 Via De Luna Dr, Us, Pensacola Beach, United States Show map

During the stay at the 3-bedroom The Sugar Shack Villa Pensacola Beach, guests can indulge in snorkelling and fishing or visit the Naval Live Oaks Nature Preserve, located 4.1 km away. More

From US$ 467 Book Now

Dog-Friendly Beach Home With Expansive Deck Amazing Views & Outdoor Shower

805 Ariola Dr, Pensacola Beach, United States Show map

Dog-Friendly Beach Home With Expansive Deck Amazing Views & Outdoor Shower Pensacola Beach hosts up to 11 guests and is nestled 4.3 km from natural sites such as the Naval Live Oaks Nature Preserve. More

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Largo 802 By Gulf Coast Getaways

802 Largo Drive, Pensacola Beach, United States Show map

Offering entertainment facilities and a play area for guests' leisure, Largo 802 By Gulf Coast Getaways Villa Pensacola Beach is situated 4.7 km from the Third Gulf Breeze. This holiday home features… More

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Private Patio, Yard! Townhome Near Pensacola Beach

201 Pensacola Beach Rd Unit D 17, Gulf Breeze, United States Show map

Private Patio, Yard! Townhome Near Pensacola Beach Gulf Breeze villa is located approximately a 20-minute stroll from Gulf Breeze Shopping Center and provides guests with a sauna for a more relaxing… More

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Maldonado Beach House

806 Maldonado Dr, Pensacola Beach, United States Show map

Maldonado Beach House Pensacola Beach villa is located approximately 25 minutes' walk from the Quietwater Beach Boardwalk, giving access to various tourist spots nearby. Offering diving, bowling, and… More

From US$ 278 Book Now

Gulf Front Penthouse Condo

1199 Fort Pickens Road, Pensacola Beach, United States Show map

Gulf Front Penthouse Condo Pensacola Beach is located just 1.9 km from the Gulf Islands National Seashore and 25 minutes' walk from the Fort Pickens Area. More

From US$ 315 Book Now

Gulf Winds #204

1199 Fort Pickens Road, Pensacola Beach, United States Show map

Located 13 minutes' walk from the Park West, the spacious Gulf Winds #204 Apartment Pensacola Beach overlooks the sea. Guests can use Wi-Fi and private parking, which is available on site. More

From US$ 668 Book Now

Gulf Winds #302

1199 Fort Pickens Road, Pensacola Beach, United States Show map

The spacious 65 m² Gulf Winds #302 Apartment Pensacola Beach is a good choice for accommodating up to 4 guests, offering a beachfront setting within a 3-km distance of the Casino Beach. Such… More

From US$ 396 Book Now

Gulf Winds #102

1199 Fort Pickens Road, Pensacola Beach, United States Show map

Located merely a 7-minute walk from the Pensacola Dog Beach West, the 65 m² Gulf Winds #102 Apartment Pensacola Beach accommodates up to 4 guests. Wi-Fi is provided for both business and leisure… More

From US$ 253 Book Now

Gulf Winds #202

1199 Fort Pickens Road, Pensacola Beach, United States Show map

The spacious Gulf Winds #202 Apartment Pensacola Beach is a 7-minute walk from the Pensacola Dog Beach West and can accommodate up to 4 guests. Wi-Fi is provided for both business and leisure… More

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Gulf Winds #205

1199 Fort Pickens Road, Pensacola Beach, United States Show map

Located merely 7 minutes' stroll from the Pensacola Dog Beach West, the spacious 94 m² Gulf Winds #205 Apartment Pensacola Beach accommodates up to 5 guests. Enjoying a beachfront setting, the 2… More

From US$ 558 Book Now

Fathom Resort By Gulf Coast Getaways

808 Maldonado Drive, Pensacola Beach, United States Show map

Fathom Resort By Gulf Coast Getaways Pensacola Beach villa offers proximity to nearby tourist spots, such as the Casino Beach, situated nearly 25 minutes' walk away. Suitable for up to 18 guests, the… More

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Sandy Mint

807 Largo Drive, Pensacola Beach, United States Show map

Sandy Mint Pensacola Beach villa is located 3.9 km from the Naval Live Oaks Nature Preserve and provides snorkelling and fishing for active guests. More

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The Sunny Side-Pensacola Beach, 600 Feet To Gulf, Private/Heated Pool, Games, Gear

811 Maldonado Drive, Pensacola Beach, United States Show map

Nestled a 10-minute drive from the National Seashore Visitor Center, The Sunny Side-Pensacola Beach, 600 Feet To Gulf, Private/Heated Pool, Games, Gear villa entices guests to explore various tourist… More

From US$ 1320 Book Now

Baywatch F8

1150 Fort Pickens Road, Pensacola Beach, United States Show map

Situated merely a 6-minute walk from the Pensacola Dog Beach West, the welcoming Baywatch F8 Villa Pensacola Beach offers guests to relax by an outdoor swimming pool. This 2-bedroom villa features… More

From US$ 215 Book Now

Baywatch F9

1150 Fort Pickens Road, Pensacola Beach, United States Show map

The 2-bedroom Baywatch F9 Villa Pensacola Beach hosts up to 6 guests and provides proximity to the Pensacola Dog Beach West, situated just 6 minutes' stroll away. The Pensacola Beach holiday home… More

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Baywatch G1

Pensacola Beach, United States Show map

To enjoy your vacation in Pensacola Beach, stay at Baywatch G1 Apartment Pensacola Beach, which is 3.1 km from the Casino Beach and within 25 minutes' walk of the Fort Pickens Area. More

From US$ 187 Book Now

Baywatch A10

Pensacola Beach, United States Show map

The 72 m² Baywatch A10 Apartment Pensacola Beach enjoys a beachfront location only 500 m from the Pensacola Dog Beach West. The opportunity for hiking and fishing will add value to the guests'… More

From US$ 286 Book Now

Baywatch #C5

1150 Fort Pickens Road, Pensacola Beach, United States Show map

Located 25 minutes on foot from the Fort Pickens Area, Baywatch #C5 Apartment Pensacola Beach overlooks the pool. 3 km from the Quietwater Beach Boardwalk, this spacious 79 m² apartment welcomes… More

From US$ 295 Book Now

Baywatch A8

1150 Fort Pickens Rd, Pensacola Beach, United States Show map

The 1-bedroom Baywatch A8 Villa Pensacola Beach hosts up to 6 guests and provides proximity to the Pensacola Dog Beach West, situated just a 6-minute walk away. More

From US$ 269 Book Now

Baywatch #B1

1150 Fort Pickens Road, Pensacola Beach, United States Show map

To enjoy your vacation in Pensacola Beach, stay at the spacious 2-bedroom Baywatch #B1 Apartment Pensacola Beach, which is only 1 km from the Park West and nearly 20 minutes' walk from the Gulf… More

From US$ 350 Book Now

Baywatch D11

1150 Fort Pickens Rd, Pensacola Beach, United States Show map

Staying at the 1-bedroom Baywatch D11 Villa Pensacola Beach, guests can easily reach the Quietwater Beach Boardwalk, located approximately 3 km away. More

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Sea'Scape - Heated Pool, Beach Gear, Dog Friendly, Beach Views

811 Ariola Drive, Pensacola Beach, United States Show map

Situated nearly a 25-minute walk from the Casino Beach, the 5-bedroom Sea'Scape - Heated Pool, Beach Gear, Dog Friendly, Beach Views Pensacola Beach villa entices guests to explore various tourist… More

From US$ 2424 Book Now

Portside Villas Unit 17

1299 Ft Pickens Rd, Pensacola Beach, United States Show map

The 3-bedroom Portside Villas Unit 17 Pensacola Beach entices active guests with access to a fitness suite and is located approximately a 25-minute stroll from the Gulf Islands National Seashore. More

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Gulf Coast Inn

843 Gulf Breeze Pkwy, Gulf Breeze, United States Show map

Enticing active tourists with whale watching, the 2-star Gulf Coast Inn Gulf Breeze is merely a 5-minute stroll from R A Art. Boasting a seasonal outdoor pool, this Gulf Breeze hotel is nestled 3.8… More

From US$ 179 Book Now

Baywatch C10

1150 Fort Pickens Road, #C10, Pensacola Beach, United States Show map

The spacious Baywatch C10 Apartment Pensacola Beach boasts views of the sea and is located a 25-minute walk from the Fort Pickens Area. Wi-Fi is available for guests' business or leisure needs. More

From US$ 362 Book Now