Book Direct & Save - No Service Fees

Pensacola Beach Vacation Rentals with Private Pool

(36 rentals)
Pensacola Beach House
Sleeps 30, 8 bedrooms, 10 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This stunning home is one of Pensacola Beach's premier luxury rentals, offering ample space for multi-generational gatherings. With eight full bedrooms, each with an ensuite bathroom, plus two half baths, this home provides exceptional comfort. It features two laundry rooms, a gourmet kitchen, two ...

View all property information

$1,963
avg per night
Pensacola Beach House
Sleeps 22, 7 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Location, location, location! Beach Dreams boasts a fantastic location on the coveted Ariola Drive! Exterior newly painted – Interior upgrades completed in 2023! This home is well-loved by guests—reserve your preferred dates early, as this property sells out during peak seasons and holidays! Check ...

View all property information

Featured review

"911 Ariola on Pensacola Beach"

This 7br was prefect for our family of 14 over Thanksgiving. The 2 refrigerators and 2 dishwashers in the kitchen helped me feed our group. The kitchen is well stocked with ample pots, pans, dishes, cups, ...

See all reviews

$1,296
avg per night
Pensacola Beach House
Sleeps 26, 7 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

New update to Pensacola Beach's most requested home – a 7th bedroom has been added upstairs with two queen beds – Gulf-front facing bedroom with access to the upstairs deck.Welcome to one of Pensacola Beach's most luxurious vacation homes. This is the second custom home built ...

View all property information

Featured review

"Great place to stay"

This house was clean and equipped with everything you need in the kitchen. The community was very friendly. It was a short walk to the beach. It has taken us longer to get to the beach staying in a condo ...

See all reviews

$1,581
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Castle de Playa - a 6 bed/6 bath home that sleeps 25 and has spectacular Gulf views!This is a one-of-a-kind build on Pensacola Beach and is certain to please the most discriminating vacationers! This incredible custom home is in a great spot on Pensacola Beach, only a mile from the main hub but firmly ...

View all property information

Featured review

"Family vacation"

This house was AWESOME! Debbie was great. We got lost in find the house and she came out and helped find it, helped us in and let me know to contact her if we needed anything else. The house had everything ...

See all reviews

$1,443
avg per night
Pensacola Beach House
Sleeps 12, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

ATTENTION Winter Guests! Call us today for reduced monthly "snowbird" rates!Discover your dream getaway at "Sunny Daze" our stunning multi-story home that perfectly combines sophistication, relaxation, and coastal charm. Nestled just steps away from Avenida 17, a pristine public ...

View all property information

$512
avg per night

Why Choose FloridaRentals.com?

No booking or service fees

No Booking or Service Fees

Save up to 20% compared to other websites - no hidden costs.

Connect Directly with Hosts

Connect Directly with Hosts

Book with confidence and get the best rates.

Florida's #1 vacation rental listings site

Florida's #1 Vacation Rental Site

Trusted by millions - your go-to for the perfect Florida getaway.

Pensacola Beach House
Sleeps 20, 6 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

If you’re searching for the ultimate Pensacola Beach vacation home, look no further. Destination Perfection is a stunning, newly built beach house that offers everything you could dream of—spacious living areas, high-end decor, top-tier amenities, and an incredible location just two blocks ...

View all property information

$1,385
avg per night
Pensacola Beach Condo
Sleeps 8, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

* One of Portofino's very best 3br units, with the best viewIntroducing Seventh Heaven, a beautiful Gulf Front facing 3br/3.5ba 2050 sq ft elite status Portofino condo. This beautiful condo has had a full renovation, from the kitchen to full decor this is as updated as they come. This is Unit ...

View all property information

$640
avg per night
Pensacola Beach House
Sleeps 25, 7 bedrooms, 5.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located on the highly sought-after Ariola Drive, this fully renovated seven-bedroom beach house is the perfect retreat for families and large groups. Professionally designed to reflect the colors and textures of the Gulf Coast, the home blends modern updates with the charm of a classic beach bungalow. ...

View all property information

Featured review

"Beautiful and Spacious for our family!"

We love the decor! We have enough room for the whole family and we where right across the beach! The concierge text was always at our service! My favorite vacation home!

See all reviews

$1,252
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This is a beautiful updated Ariola Drive house with unrestricted gulf views and beach access just steps from the driveway.   Very well suited for large groups!This vacation home has a gorgeous living, dining and kitchen area decorated in traditional coastal colors.  The blues and greens ...

View all property information

Featured review

"Turkey Trip 2021"

This whole process was easy and stress free, the house was beautiful and spacious a short walk to the beach me and my family took advantage of every inch the property and the area we will definitely be ...

See all reviews

$1,285
avg per night
Pensacola Beach House
Sleeps 15, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

New Updates for 2025: New pool loungers, new balcony furniture off primary bedroom, outdoor dining table off kitchen, top floor balcony sectional, and rooftop area with new chairs!!Welcome to your dream beach getaway at Paradise Palms! Nestled in the heart of Pensacola Beach, our stunning 5 BD | 6 ...

View all property information

$991
avg per night
Pensacola Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

Includes Beach Chair Service! Enjoy 2 chairs and an umbrella provided by a beach service provider from March 1 - October 31, plus 4 additional chairs and 2 umbrellas available in the unit for guest use. ***Beach service that is included does not guarantee any position/location of chairs-the service provider ...

View all property information

Featured review

"Dunes"

The condo and location were beautiful. We chose Sabine Bay as opposed to the gulf and were pleased with our selection. Several items could have been better: Outside lock information was poorly explained ...

See all reviews

$402
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Check out this fantastic large Pensacola Beach Home! This house is newer to Gulf Coast Getaway's excellent choices of large Beach Homes and this house fits the bill. It is a 3-story home (bottom level garage) with 6 very large bedrooms and 5 full bathrooms. The house is equipped with an elevator ...

View all property information

$1,125
avg per night
Pensacola Beach House
Sleeps 16, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This family- and kid-friendly beach home is a fantastic choice for your next vacation! It features a beautiful pool with a spacious lounging area. The charm and character of this home are rarely found on Pensacola Beach. So much thought was put into the details that you would never guess it wasn't ...

View all property information

Featured review

"Great group vacation home"

This house was perfect! I came here for spring break. A minute walk to the beach, 5 minute drive to the boardwalk, and the house was so comfortable! Not cramped at all, even with 14 adults. If I plan on ...

See all reviews

$965
avg per night
Pensacola Beach House
Sleeps 16, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Luxury 5-Bedroom Home with Gulf Views, Private Salt Water Pool and Rooftop Hot TubGulf Coast Getaways is thrilled to offer this stunning five-bedroom, four-bathroom Pensacola Beach home, newly updated and ready for guests. Designed for both relaxation and entertaining, this property boasts breathtaking ...

View all property information

$1,281
avg per night
Pensacola Beach House
Sleeps 20, 7 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

** New Addition! The owners have added an awesome new ground floor living space, bathroom, game area, and sleeping area as of March 2025. Please take a look at the pictures. This common space has 2 couch sitting areas, 2 large smart flat screen TV's, ping pong table, foosball table, kitchenette, ...

View all property information

$1,038
avg per night
Pensacola Beach House
Sleeps 30, 6 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

Gulf Coast Getaways is proud to present this stunning beachfront retreat, designed for those who expect the best. If you’re searching for one of the most requested and well-loved beachfront vacation rentals in Pensacola Beach, look no further than the Dixie Queen. With a long list of returning guests ...

View all property information

$2,303
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Anne's Island Girl is perfectly situated on one of the best lots in Pensacola Beach. Located at 1301 Ariola, the home faces south-southwest with unobstructed beach views. With no house in front and a county-deeded beach access point just steps away, reaching the sand is effortless. This prime location, ...

View all property information

Featured review

"Anne's Island Girl"

The location was great. Beach right across the street. The house was beautiful and had everything you needed. We loved hanging out in the pool. We enjoyed the house. we'll visit again. Thank you for a ...

See all reviews

$1,411
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Everything about this house is outstanding. Located on the coveted Ariola Drive in Pensacola Beach, "The Great Escape" is in one of the most sought-after areas.The Great Escape is perfectly situated across from the Gulf of Mexico. Guests can enjoy beautiful water views from the front deck ...

View all property information

Featured review

"Great Location"

This house was perfect for our multi-family beach vacation. We had plenty of room and privacy. The beach was just across the street and a decent size pool in the backyard. The kitchen had all the basics ...

See all reviews

$1,562
avg per night
Pensacola Beach House
Sleeps 23, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

New photos in! The complete renovation, upgrades, and professional decor are done! Such a gorgeous house, with so many great entertainment features!Any events (including weddings, parties, reunions, etc.) must be authorized by Gulf Coast Getaways as well as the Island Authority. Please message us ...

View all property information

$1,141
avg per night
Pensacola Beach House
Sleeps 14, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Surf and City is one of the most distinctive vacation rentals on Pensacola Beach, offering a sleek modern design and an unparalleled experience for the discerning traveler. Built with concrete and steel pillars, this architectural gem rises above its surroundings to deliver stunning beach and city views ...

View all property information

$1,152
avg per night
Pensacola Beach House
Sleeps 24, 7 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This home is bright, airy, and spacious, making it perfect for large groups. Beautifully decorated in coastal colors, it includes everything you need for a fantastic beach vacation.The main floor's great room features an open-concept living, dining, and kitchen area that is both stylish and comfortable. ...

View all property information

$1,195
avg per night
Pensacola Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Gulf Coast Getaways is pleased to offer one of Pensacola Beach’s most luxurious Gulf-front townhome properties, Sandcastle! You will enjoy amazing views of our sandy white beaches and pristine gulf waters. Please read through the incredible features of this unique upscale property.*4 bedroom, ...

View all property information

Featured review

"Beautiful"

This townhouse was outstanding. Huge kitchen, double balconies. The layout was perfect, the garage leading out to the beach was so handy.

See all reviews

$1,035
avg per night
Pensacola Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Extra Amenities - 6 Beach Chairs, 2 Umbrellas, Wagon, 2 Skim boards!Gulf Coast Getaways is very pleased to add this beautiful Palm Beach Club vacation rental condo to our premier Pensacola Beach rental collection.The Palm Beach Club is well-loved and a favorite with return guests every year! ...

View all property information

$359
avg per night
Pensacola Beach House
Sleeps 18, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Incredible! Tuscan Sun is an ultra-luxury beach home that has raised the bar for vacation rentals. Located at 301 Ariola Drive, Pensacola Beach, this stunning new home debuted in the summer of 2023 and has already received nothing but 5-star reviews! Gulf Coast Getaways is proud to present this breathtaking ...

View all property information

$1,549
avg per night
Pensacola Beach House
Sleeps 17, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.A favorite of Pensacola Beach vacationers, Sandy Crab Horizon (formerly known as Crow's Nest Cottage - located at 5 Calle Juela) offers four bedrooms, 3.5 baths, a cul de sac location, ...

View all property information

$1,075
avg per night
Pensacola Beach House
Sleeps 18, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesIntroducing an exquisite coastal residence nestled along the shores of Ariola Drive, this newly constructed beach-view haven invites large families, guests, and intimate gatherings to experience ...

View all property information

$1,646
avg per night
Pensacola Beach House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesBRIGHT AND AIRY BEACH HOME JUST ONE BLOCK FROM BEACH ACCESS WITH A PRIVATE POOL!This adorable three-bedroom, two-bath home is the perfect family getaway for everyone. This pet-friendly ...

View all property information

Featured review

"Perfect!"

This condo has it all! Absolutely beautiful place and perfect location. The condo was well stocked with everything we needed. We will definitely stay here again.

See all reviews

$661
avg per night
Pensacola Beach House
Sleeps 25, 6 bedrooms, 6 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesWelcome to your dream vacation retreat! This brand new Gulf View home is a true gem, offering an exquisite blend of comfort, functionality, and stunning panoramic views. With 6 bedrooms, 6 bathrooms, ...

View all property information

Featured review

"Family Reunion"

This home was an excellent place for us to gather together for a week. We met up with most of our kids and grandkids. The home was very well stocked for our group of nineteen. Each family had their own ...

See all reviews

$1,692
avg per night
Pensacola Beach House
Sleeps 12, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.WATER ABOUNDS: Located directly on Lafitte Cove, a protected waterway, this fun and relaxing home has a private boat slip and private pool. The beautiful emerald waters and white sand of Pensacola ...

View all property information

$636
avg per night
Pensacola Beach House
Sleeps 21, 5 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesBe prepared to be blown away by this stunning, professionally decorated, immaculately maintained, home built directly on the water with sparkling pool! NEW Tiki Bar just added too! Make memories ...

View all property information

$939
avg per night
Pensacola Beach House
Sleeps 17, 6 bedrooms, 4.5 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

WOW !!! NEW CONSTRUCTION and what a view of the Gulf. 703 Ariola Dr is a 6 BR, 4.5 BA beach house with private courtyard, pool (extra fee for heated), grill located on Pensacola Beach - a 40 mile barrier island on the Gulf Coast, known for its pristine white sand and also home to famed U.S Blue Angels. ...

View all property information

Featured review

"Very pretty house"

It was a little longer of a walk to the beach than I expected, but the house was spacious and pretty. Everyone had a great time. The elevator was a game changer. Highly recommend

See all reviews

$1,533
avg per night
Pensacola Beach House
Sleeps 18, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesLuxury Gulf View home located at 307 Maldonado Drive is a dream come true! This incredible vacation home is located just steps to the white sandy beaches and emerald green waters of Pensacola ...

View all property information

$1,235
avg per night
Pensacola Beach House
Sleeps 29, 7 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.Luxury Gulf front seven-bedroom, six-bath home was completely renovated and offers a sparkling (heated) POOL. Would you like the pool heated before you arrive? Contact a Vacation Specialist ...

View all property information

$2,801
avg per night
Pensacola Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes10% OFF for all Military at 1704 Ensenada Uno! Call a Vacation Specialist to activate this discount. Only one special valid at a time. (Military discount is not valid during holidays or special ...

View all property information

$779
avg per night
Pensacola Beach House
Sleeps 20, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.This 3,200 square foot, six-bedroom, 6.5-bath, premier Gulf front property offers bright coastal décor and large living area making this home a guest favorite!!Entryway stairs lead ...

View all property information

$2,288
avg per night
Pensacola Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 40 yards to Pensacola Beach - Gulf of Mexico

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our PENSACOLA BEACH FRONT 'Home Away From Home'. Come enjoy a week at the beach, in our BEAUTIFUL PROFESSIONALLY DECORATED Home. 3 BR's, 2 BA's (sleeps 8 comfortably). Private and gated parking lot. Master BR(King), 2nd BR (Queen), 3rd BR(Queen, 1 Bunk),ON THE BEACH, END ...

View all property information

Featured review

"Great beach-front condo."

We're experienced beach people who used to live in this area. This condo is in a great location on Pensacola Beach, near the Boardwalk. Beach, access to restaurants, pools (2 + hot tub), it's got it all. ...

See all reviews

$644
avg per night
Full map
Map