Holiday Rentals in Pensacola Beach, FL

5681 available vacation rental offers

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Pensacola Beach, FL holiday rentals
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Best Holiday rentals and Airbnb offers 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

Spacious Townhome For Families W/ Beach+bay Access - Pensacola Beach, FL
10 125 reviews
Pensacola Beach, FL
09/08 – 15/08
SG$402/nighttotal: SG$2412 (6 )

Spacious Townhome For Families W/ Beach+bay Access

1 2
apartment , Gulf Breeze
This Boardwalk townhome offers direct beach access to both the Gulf of Mexico and a calmer bayside beach, ideal for families, situated on a quiet stretch of Gulf Breeze beach.
This three-level property boasts an open-plan layout, sleeping six guests comfortably, and includes a fully equipped kitchen, high-speed WiFi, a private washer/dryer, and community pool access; beach chairs, towels, a cooler, toys, and a wagon are provided.
Beach Getaway  Steps To Beach W/ Pool + Sleeps 22 + Gulf Views - Pensacola Beach, FL
9.4 41 reviews
Pensacola Beach, FL
28/08 – 31/08
SG$1451/nighttotal: SG$4353 (3 )

Beach Getaway Steps To Beach W/ Pool + Sleeps 22 + Gulf Views

6 17
apartment , Oriole Beach
This six-bedroom, five-bathroom beachfront property in Villa Segunda, Pensacola Beach, offers unrestricted beach access and is a short distance from local attractions.
This expansive 297-square-metre holiday home boasts a spacious layout, sleeping up to 22 guests, and features a large wrap-around deck with a propane grill, two screened porches, a private swimming pool (optional heating available), and a fully equipped kitchen including a dishwasher.
Bay Views & Breezes  ~ Beach & Bay! - Pensacola Beach, FL
Pensacola Beach, FL
06/07 – 09/07
SG$631/nighttotal: SG$1893 (3 )

Bay Views & Breezes ~ Beach & Bay!

1 3
apartment , Gulf Breeze
This second-floor flat in Pensacola Beach, Florida, offers tranquil water views of Little Sabine Bay and is a short 5-minute walk from the Gulf of Mexico beaches, with convenient access to the Pensacola Beach Boardwalk.
This family-friendly apartment, covering 1376 square meters, accommodates four guests and features air conditioning, complimentary WiFi, a well-equipped kitchen, and includes the use of a paddle boat, paddle board, cooler, beach chairs, and two bicycles.
Luxury 6-bedroom, 6.5-bath Gulf Front Home W/ Private Pool! - Pensacola Beach, FL
10 62 reviews
Pensacola Beach, FL
27/06 – 04/07
SG$4981/nighttotal: SG$34867 (7 )

Luxury 6-bedroom, 6.5-bath Gulf Front Home W/ Private Pool!

6 2
apartment , Gulf Breeze
This six-bedroom luxury home is situated in Villa Primera on Pensacola Beach, just a short distance from shops, restaurants, and nightlife. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This spacious home offers 397 square metres of living space, comfortably accommodating up to 16 guests. Amenities include a private pool, a fully equipped outdoor kitchen, an elevator for medical use, and a range of activities such as shuffleboard, ping pong, and kayaking.

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

79 M² Condo ∙ 1 Bedroom ∙ 5 Guests - Pensacola Beach, FL
Pensacola Beach, FL
02/07 – 05/07
SG$524/nighttotal: SG$1572 (3 )

79 M² Condo ∙ 1 Bedroom ∙ 5 Guests

1 2
apartment , Gulf Breeze
This ground-floor condo in Santa Rosa Dunes, Pensacola Beach, offers direct beach access and is a short walk from Pensacola Beach's Gulf Pier and Boardwalk, and close to Peg Leg Pete's restaurant.
The 79 square metre (850 square foot) apartment features a king-size bed, a queen sleeper sofa and a twin Murphy bed, sleeping up to five guests, and includes a fully equipped kitchen, Wi-Fi, a washer/dryer, and beach service (March-October).
P2-1809 2b Island View -Indoor Heated Pool - Pensacola Beach, FL
9.3 27 reviews
Pensacola Beach, FL
25/06 – 30/06
SG$998/nighttotal: SG$4990 (5 )

P2-1809 2b Island View -Indoor Heated Pool

2 4
apartment , Oriole Beach
This apartment is situated on the waterfront in Pensacola Beach, just 0.8 kilometres from Park East On-Leash Dog Beach, offering easy access to both Pensacola Beach Beaches and Opal Beach, both within a 5-minute walk. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a comfortable 124 square metre space, with two bedrooms and three bathrooms, accommodating up to six guests. The property boasts a range of amenities, including a swimming pool, jacuzzi, sauna, fitness centre, and a terrace with a garden, making it ideal for a relaxing getaway.
South Harbour 2d | Sunset Views | Pensacola Beach | My Beach Getaways - Pensacola Beach, FL
9.6 17 reviews
Pensacola Beach, FL
05/07 – 09/07
SG$429/nighttotal: SG$1716 (4 )

South Harbour 2d | Sunset Views | Pensacola Beach | My Beach Getaways

2 4
apartment , Gulf Breeze
This Pensacola Beach apartment is located a short 0.8-kilometre walk from Santa Rosa Sound, Pensacola Beach Boardwalk, and Pensacola Beach, with Quietwater Beach and Casino Beach also nearby, offering easy access to the Gulf Breeze area's attractions.
The 124-square-metre condo boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, private balcony, in-unit laundry, and access to a swimming pool, spa, and fitness centre.
Your Family Friendly Vacation Awaits! Olympic Size Pool! Short Walk To Beach - Pensacola Beach, FL
10 4 reviews
Pensacola Beach, FL
28/06 – 02/07
SG$712/nighttotal: SG$2848 (4 )

Your Family Friendly Vacation Awaits! Olympic Size Pool! Short Walk To Beach

2 1
apartment , Gulf Breeze
This Gulf Breeze apartment, a short 0.8km stroll from Pensacola Beach and Santa Rosa Sound, boasts direct waterfront access with stunning views.
The 119 square metre property sleeps six, offering three bedrooms, three bathrooms, a fully equipped kitchen, free Wi-Fi, on-site parking, and a shared swimming pool; Pensacola Dog Beach West and Park West On-Leash Dog Beach are within 1.6km.

Frequently asked questions about holiday rentals in Pensacola Beach, FL

  • What should a first-time visitor not miss in Pensacola Beach, FL?

    You absolutely must visit the Pensacola Beach Gulf Pier, it's a local favourite. It's a great spot to watch the sunset, go fishing, or just enjoy the views of the Gulf of Mexico. Another must-do is to take a walk or cycle along the beach, it's a beautiful way to take in the scenery. And if you're looking for some history, be sure to check out Fort Pickens, a historic fort that played a key role in the defence of the area.
  • What are the best Airbnb and vacation rentals in Pensacola Beach, FL?

    Portofino Tower 3 Unit 1601, Sans Souci Unit 705 and Spectacular Beach Front Views Free Lazy Days Beach Chairs & Umbrella Included are the most popular Airbnb and vacation rentals in Pensacola Beach, FL among travelers.

  • Which neighborhood in Pensacola Beach, FL should you consider for a vacation rental?

    For a beachside vacation, you can't go wrong with the neighbourhoods of Santa Rosa Island or Perdido Key. They both offer a range of vacation rentals, from beachfront condos to charming cottages. Santa Rosa Island is home to the main part of Pensacola Beach, while Perdido Key is a bit quieter and more secluded. Both offer great access to the beach and other attractions.
  • What are the most popular Airbnbs in Pensacola Beach, FL?

  • What are the top family-friendly attractions in Pensacola Beach, FL?

    Pensacola Beach is a great place for families. The Gulf Breeze Zoo is a great place to spend a few hours, and the National Naval Aviation Museum is a great place to learn about the history of aviation. If the kids need to burn off some energy, the Pensacola Beach Boardwalk is a great place to run around, and the Pensacola Beach Gulf Pier is a great place to go fishing.
  • What are the best vacation rentals with a pool 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 season, from April to May or September to October. The weather is still pleasant, but the crowds are smaller and the prices are lower. If you're looking for a quieter experience, you can also consider visiting during the winter months, from November to March. The weather is still mild, and you'll have the beach practically to yourself.
  • What are the best rentals for families and kids in Pensacola Beach, FL?

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

    The Pensacola Beach Air Show is a popular event that takes place every year in July, and the National Shrimp Festival is a fun and lively event that takes place every year in October. If you're looking for something a bit more low-key, the Pensacola Beach Wine and Food Festival is a great option.
  • 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 705 and Spectacular Beach Front Views Free Lazy Days Beach Chairs & Umbrella Included.

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

    There are plenty of free and budget-friendly things to do in Pensacola Beach. Take a walk or cycle along the beach, visit the Pensacola Beach Gulf Pier, or explore the Pensacola Beach Boardwalk. You can also pack a picnic and enjoy a meal on the beach.
  • What are the best restaurants with local dishes in Pensacola Beach, FL?

    For authentic local dishes, you can't beat the Peg Leg Pete's, a popular seafood restaurant that serves up fresh catches. The Grand Marlin is another great option, serving up a variety of seafood dishes with a modern twist. If you're looking for something a bit more casual, the Flounders Chowder House is a great choice, known for its delicious seafood chowder.
  • What are the best walking or cycling routes in Pensacola Beach, FL?

    The Pensacola Beach Boardwalk is a great place to go for a walk or cycle, and it offers stunning views of the Gulf of Mexico. For a more challenging ride, you can try the Pensacola Beach Bike Trail, which winds its way through the dunes and offers beautiful views of the beach.
  • Are there pet-friendly attractions in Pensacola Beach, FL?

    Yes, there are plenty of pet-friendly attractions in Pensacola Beach. Many of the beaches are dog-friendly, and there are a number of restaurants and shops that welcome furry friends. The Pensacola Beach Gulf Pier is also pet-friendly, so you can enjoy the views with your canine companion.
  • What are the benefits of choosing a vacation rental in Pensacola Beach, FL?

    Vacation rentals offer a number of benefits over hotels, including more space, privacy, and the ability to cook your own meals. They are also often more affordable, especially if you are travelling with a large group.
  • What are the top sports attractions and facilities in Pensacola Beach, FL?

    Pensacola Beach offers a variety of sports activities, including swimming, fishing, boating, and kayaking. The Pensacola Beach Gulf Pier is a popular spot for fishing, and there are a number of boat rentals available. For those who prefer to stay on land, there are a number of tennis courts and golf courses in the area.

Destinations nearby

Best Pensacola Beach, FL holiday rentals with a balcony

Baywatch F-3 - Pensacola Beach, FL
Pensacola Beach, FL
27/06 – 04/07
SG$528/nighttotal: SG$3696 (7 )

Baywatch F-3

1 2
apartment , Gulf Breeze
This apartment offers prime beachfront proximity, just steps from Santa Rosa Sound and the main Pensacola Beach, with dog-friendly beaches such as Pensacola Dog Beach West and Park West On-Leash Dog Beach within a 1.3 kilometre walk.
Guests can enjoy an outdoor swimming pool, complimentary parking, a fully equipped kitchen with a fridge, oven, hob and microwave, two bathrooms, and an in-unit washer/dryer, all within a smoke-free environment.
Cloud Nine |  Pet Friendly + Private Elevator + Near Beach And Pool Access - Pensacola Beach, FL
8.6 32 reviews
Pensacola Beach, FL
11/07 – 14/07
SG$2381/nighttotal: SG$7143 (3 )

Cloud Nine | Pet Friendly + Private Elevator + Near Beach And Pool Access

4 12
apartment , Navarre Beach
This four-bedroom apartment is situated on the western end of Navarre Beach, just across the street from the beach and within easy reach of the Gulf Breeze National Seashore.
The 275 square metre property features a fully equipped kitchen, four bathrooms, a private balcony, and a garden, comfortably accommodating up to 18 guests.
71 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Pensacola Beach, FL
Pensacola Beach, FL
27/06 – 30/06
SG$619/nighttotal: SG$1857 (3 )

71 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

2 2
apartment , Gulf Breeze
Baywatch A8, a third-floor condo on Pensacola Beach, offers spectacular bay and sunset views, being minutes from Fort Pickens State Park and directly across the street from the Gulf of Mexico.
This 71-square-metre (764 sq ft) Gulf Breeze apartment sleeps six comfortably, boasting two bedrooms (one with a king-size bed and private balcony, the other with a bunk bed), two bathrooms, a fully equipped kitchen with granite countertops, and access to a community pool, private beach, and dock.
Bayfront Pensacola Beach Condo W/ Pool & Elevator - Pensacola Beach, FL
8.8 32 reviews
Pensacola Beach, FL
21/08 – 23/08
SG$436/nighttotal: SG$872 (2 )

Bayfront Pensacola Beach Condo W/ Pool & Elevator

2 2
house , Gulf Breeze
This Pensacola Beach flat is situated 1.8km from the Gulf Islands National Seashore and 3.9km from the Pensacola Beach Gulf Pier, offering easy access to beach activities.
This 71 square metre condo sleeps up to 11 guests, boasting two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, in-unit laundry, private balcony, free Wi-Fi, and access to a swimming pool and elevator.

Best Pensacola Beach, FL holiday rentals with parking

Palm Beach Club #236 - Pensacola Beach, FL
8.8 181 reviews
Pensacola Beach, FL
20/07 – 24/07
SG$722/nighttotal: SG$2888 (4 )

Palm Beach Club #236

2 5
apartment , Gulf Breeze
This Gulf Breeze apartment is located just a stone's throw from Pensacola Beach and Park West On-Leash Dog Beach, with Water Warrior and Pensacola Beach Pier within easy reach. The apartment has received very good user ratings, an excellent location rating, and a good cleanliness rating.
The apartment is comfortably furnished and offers a fully equipped kitchen, a balcony, and a sofa bed. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, spa, and parking.
Pet Friendly  1st Floor Beachview 102 - Flaming Sunrise - Pensacola Beach, FL
10 87 reviews
Pensacola Beach, FL
17/07 – 20/07
SG$812/nighttotal: SG$2436 (3 )

Pet Friendly 1st Floor Beachview 102 - Flaming Sunrise

2 4
apartment , Navarre Beach
This Navarre Beach condo is located steps from the Gulf of Mexico, a short drive from the Navarre Beach Fishing Pier, and close to other area attractions.
This 95 square metre self-catering apartment sleeps six, boasting two king-size beds, a queen-size sofa bed, two bathrooms, a fully equipped kitchen, a terrace, free Wi-Fi, and access to an on-site pool, tennis court, and pickleball court.
Gulf & Bay Views: Sleeps 6 In 3br, 2ba Condo-tt3f - Pensacola Beach, FL
9.2 36 reviews
Pensacola Beach, FL
04/08 – 09/08
SG$559/nighttotal: SG$2795 (5 )

Gulf & Bay Views: Sleeps 6 In 3br, 2ba Condo-tt3f

3 2
apartment , Gulf Breeze
This three-bedroom Gulf Breeze apartment, part of the Tristan Towers community on Pensacola Beach, offers direct access to both the Gulf of Mexico and Pensacola Bay, a short trolley ride from Fort Pickens and Pensacola's attractions.
The 139 square metre condo sleeps six, boasting a balcony with stunning water views, a fully equipped kitchen including a dishwasher, and access to a swimming pool, spa, and parking; king, queen and twin beds are provided.
Beach Barn - 5min To Pcola Beach , Full Kitchen - Pensacola Beach, FL
9.6 10 reviews
Pensacola Beach, FL
17/07 – 19/07
SG$918/nighttotal: SG$1836 (2 )

Beach Barn - 5min To Pcola Beach , Full Kitchen

1 2
house , Gulf Breeze
This Gulf Breeze beach house, a five-minute drive (3.2km) from Pensacola Beach, offers convenient access to Pensacola Beach Gulf Pier, Wayside Park, Historic Pensacola Village, and the Pensacola Historical Museum.
The 84-square-metre property features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, air conditioning, Wi-Fi, in-unit laundry, and a private patio.
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