Holiday Rentals in Pensacola Beach, FL

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Pensacola Beach, FL holiday rentals
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5681 Holiday rentals and Airbnb in Pensacola Beach, FL

Best family friendly Pensacola Beach, FL holiday rentals

Among the 5681 accommodations in Pensacola Beach, FL, here are the 4 best family friendly rentals

Gulf Brz-beaches, Canal, Dwntwn Pns, Pet Friendly - Pensacola Beach, FL
10 22 reviews
Pensacola Beach, FL
28/06 – 30/06
262 €/nightTotal: 524 € (2 )

Gulf Brz-beaches, Canal, Dwntwn Pns, Pet Friendly

1 2
apartment , Midway
This Midway holiday home, situated in a Pensacola neighbourhood, is 24km from Navarre Beach, 15km from Pensacola Beach, and 10km from Tiger Point Golf Course.
Sleeping six guests across three bedrooms with smart TVs and memory foam mattresses, this self-catering property boasts a spacious open-plan layout, a screened-in porch, a dock, kayaks, a fire pit, and a charcoal grill, plus a fully equipped kitchen with dishwasher.
Best Of Condos On Beach - Pensacola Beach, FL
9.5 337 reviews
Pensacola Beach, FL
17/07 – 20/07
487 €/nightTotal: 1461 € (3 )

Best Of Condos On Beach

1 4
apartment , Gulf Breeze
This yacht is located at the Sabine Yacht and Racquet Club on Fort Pickens Road in Pensacola Beach, just 0.8 kilometres from the beach, pier, restaurants, and shops. The property has received excellent ratings for location, cleanliness, and overall user experience.
The boat has one bathroom and can accommodate up to four guests. The yacht is equipped with a kitchen, air conditioning, a swimming pool, a garden, a fitness centre, and parking, as well as access to the club's amenities, including tennis courts and bikes.
Luxury Townhome At Regency Cabanas A2 With 2 Pools And Gorgeous Gulf Views! - Pensacola Beach, FL
9.8 16 reviews
Pensacola Beach, FL
03/07 – 10/07
432 €/nightTotal: 3024 € (7 )

Luxury Townhome At Regency Cabanas A2 With 2 Pools And Gorgeous Gulf Views!

2 2
apartment , Oriole Beach
This Oriole Beach property is conveniently located just a 10-minute walk from Pensacola Beach Beaches and Opal Beach, with other popular beaches within a 3-mile radius. It has received excellent user ratings, making it a popular choice for travellers.
The house has 4 bedrooms and can accommodate up to 10 guests, offering plenty of space for families or groups. It features a fully equipped kitchen, a private swimming pool, a terrace, and a garden, as well as free Wi-Fi and a DVD player for entertainment.
Free Beach Service! Gulf-front 17th Floor Penthouse At Emerald Isle! - Pensacola Beach, FL
9.0 24 reviews
Pensacola Beach, FL
06/07 – 10/07
626 €/nightTotal: 2504 € (4 )

Free Beach Service! Gulf-front 17th Floor Penthouse At Emerald Isle!

2 5
apartment , Gulf Breeze
This Gulf Breeze beachfront condo offers direct beach access and is within 1.6km of Pensacola Beach and Santa Rosa Sound, placing you near Quietwater Beach and Casino Beach (under 2.4km).
The 102-square-metre property boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, swimming pool, jacuzzi, fitness centre, free Wi-Fi, and parking.

Best Pensacola Beach, FL holiday rentals with a pool

Among the 5681 accommodations in Pensacola Beach, FL, here are the 4 best rentals with a pool

10th Floor Sweeping Views Of The Gulf. Steps From Beach Access. - Pensacola Beach, FL
9.4 44 reviews
Pensacola Beach, FL
01/08 – 07/08
499 €/nightTotal: 2994 € (6 )

10th Floor Sweeping Views Of The Gulf. Steps From Beach Access.

2 9
apartment , Gulf Breeze
This Pensacola Beach condo, near Peg Leg Pete's restaurant and a Tom Thumb convenience store, offers easy access to the Pensacola Beach trolley and is conveniently located for exploring Fort Pickens.
This two-bedroom, two-bathroom apartment sleeps up to 10 guests, boasts a 29 square metre balcony with stunning Gulf of Mexico views, and includes access to a gated community with a swimming pool, hot tub, and fitness centre.
𝔾𝕦𝕝𝕗𝔽𝕣𝕠𝕟𝕥 𝑬𝒎𝒆𝒓𝒂𝒍𝒅 𝑰𝒔𝒍𝒆 9th Floor Stocked & Stellar Reviews! - Pensacola Beach, FL
9.8 274 reviews
Pensacola Beach, FL
02/07 – 06/07
728 €/nightTotal: 2912 € (4 )

𝔾𝕦𝕝𝕗𝔽𝕣𝕠𝕟𝕥 𝑬𝒎𝒆𝒓𝒂𝒍𝒅 𝑰𝒔𝒍𝒆 9th Floor Stocked & Stellar Reviews!

2 5
apartment , Gulf Breeze
This Gulf Breeze beachfront apartment offers direct access to Pensacola Beach, lying within 1.6km of Pensacola Beach Beaches and Pier and a 15-minute drive from Casino Beach and the Portofino Boardwalk.
This 102-square-metre flat boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, swimming pool, jacuzzi, sauna, spa, fitness centre, and free Wi-Fi.
Beautiful, Pet Friendly, Gulf View, Saltwater Pool Home Sleeping 15! - Pensacola Beach, FL
10 1 review
Pensacola Beach, FL
09/07 – 12/07
1321 €/nightTotal: 3963 € (3 )

Beautiful, Pet Friendly, Gulf View, Saltwater Pool Home Sleeping 15!

4 9
apartment , Gulf Breeze
This Pensacola Beach flat is situated in the Toilla Segunda district, offering convenient access to the Pensacola Beach Boardwalk, Pensacola Beach Beaches, and Opal Beach, all within 2 kilometres.
This 242 square metre residence accommodates up to 15 guests with four bedrooms and four bathrooms, featuring a separate family-friendly guest space, a spacious great room with island seating for six, two Queen Murphy beds, a covered deck, and outdoor amenities including a sun deck and tiki bar, with pets welcome for a fee.
Beautiful Bay View Townhome With Amenities Minutes From The Beach + Restaurants! - Pensacola Beach, FL
9.4 36 reviews
Pensacola Beach, FL
22/07 – 23/07
601 €/nightfor 1 night

Beautiful Bay View Townhome With Amenities Minutes From The Beach + Restaurants!

5 2
apartment , Navarre Beach
This five-bedroom, three-bathroom Navarre Beach townhome, a four-minute walk (approximately 0.64 km) from public beach access, is ideally located near Juana's Pagodas & Sailors' Grill.
Sleeping up to twelve guests, this property boasts a renovated kitchen, LVP flooring, two-story deck overlooking tennis courts, and access to a private neighbourhood pool, tennis courts, and boat dock with boat lift.

Frequently asked questions about holiday rentals in Pensacola Beach, FL

  • When is the best time to book a vacation rental in Pensacola Beach, FL?

    The best time to book a vacation rental in Pensacola Beach is during the shoulder seasons, from April to May or September to October. The weather is still good during these months, but the crowds are smaller and the prices are lower.
  • What are the best Airbnb and holiday rentals in Pensacola Beach, FL?

  • What events or festivals should visitors check out in and around Pensacola Beach, FL?

    The annual Pensacola Beach Air Show is a popular event, it features a variety of military aircraft, including fighter jets and helicopters. The Pensacola Beach Seafood Festival is another great event, it features a variety of seafood vendors and live music.
  • What are the most popular Airbnbs in Pensacola Beach, FL?

  • What are the best budget-friendly activities in Pensacola Beach, FL?

    You can enjoy a free walk along the beach or visit the Pensacola Beach Gulf Pier. There's also the free Pensacola Beach Historical Society Museum, which tells the story of the area's history. There are also numerous free concerts and events throughout the year.
  • What are the best holiday rentals with a pool in Pensacola Beach, FL?

  • What are the best restaurants with local dishes in Pensacola Beach, FL?

    The best place to get fresh seafood is at The Flounders Chowder House, it's a popular spot for locals and visitors alike. Another great option is The Grand Marlin, it's known for its fresh oysters and its beautiful views of the Gulf of Mexico.
  • What are the best rentals for families and kids in Pensacola Beach, FL?

  • What are the best walking or cycling routes in Pensacola Beach, FL?

    The Pensacola Beach Boardwalk is a great place for a walk or bike ride, it runs along the beach and offers stunning views of the Gulf of Mexico. There are also numerous trails in the surrounding area, including the Fort Pickens State Park, which offers a variety of trails for all levels of hikers and bikers.
  • What are the best rentals or Airbnbs with a jacuzzi in Pensacola Beach, FL?

    The best vacation rentals or Airbnb with a jacuzzi in Pensacola Beach, FL are Portofino Tower 3 Unit 1601, Sans Souci Unit 706 and Spectacular Beach Front Views Free Lazy Days Beach Chairs & Umbrella Included.

  • Are there pet-friendly attractions in Pensacola Beach, FL?

    Yes, there are several pet-friendly attractions in Pensacola Beach. You can take your furry friend for a walk on the Pensacola Beach Boardwalk or visit the Pensacola Beach Gulf Pier. There are also several pet-friendly restaurants and shops in the area.
  • What are the benefits of choosing a vacation rental in Pensacola Beach, FL?

    Vacation rentals offer more space and privacy than a hotel room. They also often come with amenities that are not typically found in hotels, such as a private pool or a hot tub. They can also be more affordable than a hotel, especially if you are travelling with a large group.
  • What are the top sports attractions and facilities in Pensacola Beach, FL?

    Pensacola Beach has a number of sports facilities, including the Pensacola Beach Community Center, which offers a variety of fitness classes and activities. There are also a number of public and private golf courses in the area, as well as several tennis courts.

Destinations nearby

Best Pensacola Beach, FL holiday rentals with a balcony

Pensacola Beach Condos - Pensacola Beach, FL
9.0 135 reviews
Pensacola Beach, FL
24/07 – 26/07
347 €/nightTotal: 694 € (2 )

Pensacola Beach Condos

1 5
house , Oriole Beach
This Pensacola Beach Condo is located just 3.3 miles from the Pensacola Beach Gulf Pier, offering a prime spot for exploring the area's attractions and enjoying the beautiful beaches. It has received very good user ratings for cleanliness and a fantastic location rating, ensuring a comfortable and enjoyable stay.
The two-bedroom property spans 118 square metres and comfortably accommodates up to six guests. This spacious holiday home provides air conditioning, a fully equipped kitchen with a fridge, microwave, and dishwasher, Wi-Fi, a swimming pool, and a garden with a terrace, offering a relaxing and enjoyable experience.
Beach Club 1004 - 𝑨𝒎𝒃𝒆𝒓 𝑺𝒖𝒏𝒓𝒊𝒔𝒆 - Pensacola Beach, FL
9.6 38 reviews
Pensacola Beach, FL
23/06 – 26/06
955 €/nightTotal: 2865 € (3 )

Beach Club 1004 - 𝑨𝒎𝒃𝒆𝒓 𝑺𝒖𝒏𝒓𝒊𝒔𝒆

3 5
apartment , Gulf Breeze
This Gulf Breeze beachfront condo offers direct access to Pensacola Beach, a short 2.4km walk from Pensacola Beach Beaches, Casino Beach, and the Portofino Boardwalk.
The 184 square metre property boasts three bedrooms, three bathrooms, a fully equipped kitchen, private balcony, and access to a swimming pool, jacuzzi, fitness centre, and tennis court; sleeping up to six guests comfortably.
Gorgeous Waterfront Home W/ Saltwater Private Pool & Pier On Pensacola Beach! - Pensacola Beach, FL
9.0 9 reviews
Pensacola Beach, FL
09/07 – 12/07
1558 €/nightTotal: 4674 € (3 )

Gorgeous Waterfront Home W/ Saltwater Private Pool & Pier On Pensacola Beach!

5 9
apartment , Oriole Beach
This five-bedroom, four-bathroom holiday home in Oriole Beach boasts a waterfront location, within a 1.6km stroll of Santa Rosa Sound, Opal Beach, and Pensacola Beach, and under 5km from Park East On-Leash Dog Beach and the Pensacola Beach Boardwalk.
The 245 square metre property offers a private pool, tennis court, and extensive garden, sleeping up to 14 guests and including a fully equipped kitchen, free Wi-Fi, and parking; barbecue facilities are also available for outdoor entertaining.
Nicely Appointed Sound Front Town Home At San De Luna #12! - Pensacola Beach, FL
9.4 41 reviews
Pensacola Beach, FL
04/07 – 11/07
433 €/nightTotal: 3031 € (7 )

Nicely Appointed Sound Front Town Home At San De Luna #12!

2 2
apartment , Gulf Breeze
This Pensacola Beach waterfront townhome, near Pensacola Bay Centre and offering easy access to Fort Pickens and the Museum of Commerce, provides a convenient base for exploring the area.
The 104-square-metre (1120 sq ft) property features two bedrooms, three bathrooms, sleeps six, and includes a private balcony overlooking tennis courts and the Sound, a swimming pool, and covered parking; nearby activities include jet skiing, scuba diving, and cycling/hiking trails.

Best Pensacola Beach, FL holiday rentals with parking

Charming 3 Bedroom Water Front Bungalow - Pensacola Beach, FL
9.6 20 reviews
Pensacola Beach, FL
10/10 – 15/10
453 €/nightTotal: 2265 € (5 )

Charming 3 Bedroom Water Front Bungalow

3 8
apartment , Gulf Breeze
This Villa Primera holiday home in Gulf Breeze is a 5-minute walk from Santa Rosa Sound and Pensacola Beach, with Opal Beach and the Pensacola Beach Boardwalk under 1.6km away.
The 219 square metre property boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, terrace, garden, tennis court, free Wi-Fi, and parking.
Contemporary Gulf Front Home With Privacy And Solitude-perfect For Families - Pensacola Beach, FL
9.2 92 reviews
Pensacola Beach, FL
02/07 – 07/07
1953 €/nightTotal: 9765 € (5 )

Contemporary Gulf Front Home With Privacy And Solitude-perfect For Families

5 11
apartment , Oriole Beach
This five-bedroom apartment is situated in Pensacola Beach, a short distance from Tiger Point Golf and Country Club and Pensacola Children's Museum. It has received excellent user ratings and is ideal for families or large groups.
The apartment spans 288 square metres and can comfortably accommodate up to 20 guests. It boasts a well-equipped kitchen, a spacious deck with an arbor, a master suite with a luxurious bathroom, and direct beach access, making it perfect for a relaxing beach holiday.
Private (Optional) Heated Pool King Beds-nearbeach - Pensacola Beach, FL
9.7 128 reviews
Pensacola Beach, FL
18/07 – 24/07
377 €/nightTotal: 2262 € (6 )

Private (Optional) Heated Pool King Beds-nearbeach

4 2
apartment , Oriole Beach
This Gulf Breeze property, a four-bedroom, two-bathroom house, is ideally situated 11 and 19 kilometres from Pensacola Beach and Navarre Beach respectively, offering easy access to both.
Sleeping up to nine guests, this self-catering holiday home boasts a private pool (heating optional, extra charge), spacious living areas including a large kitchen, and keyless entry; gas BBQ and fire pit are also available (propane refill charges apply).
Family-friendly Townhome With Easy Gulf Access & Beautiful Sound Views - Pensacola Beach, FL
8.8 45 reviews
Pensacola Beach, FL
04/07 – 11/07
499 €/nightTotal: 3493 € (7 )

Family-friendly Townhome With Easy Gulf Access & Beautiful Sound Views

2 2
apartment , Gulf Breeze
This two-bedroom townhouse is located in Pensacola Beach, just across Fort Pickens Road from the sound, offering direct access to the beach. It has been rated very good by previous guests.
This spacious apartment provides 104 square metres of living space and can accommodate up to 6 guests. It offers a range of amenities including a swimming pool, tennis courts, covered parking, and a balcony with stunning views of the sound.
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