Home Vacation Home Rentals By Owner In Pensacola Beach, FL

Showing 160 Of 386 Vacation Rentals
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Exceptional(92)

$2014.85

/ Nightly
Private Vacation Home

Incredible Gulf View Home W/ Pool-Sleeps 30 people! Bring the whole family!

Pensacola Beach, Florida, United States

Bring the entire family or 30 friends and stay at 1003 Ariola Drive. Bring your four-legged family member too because The Starfish House is also pet friendly! This home offers 11 bedrooms, 8.5 baths, private pool. Would you like the pool heated before you arrive Contact a Vacation Specialist to add this to your reservation when booking! Only $100 a day! brbrThe beach access is just 100' to the west of the home and offers delightful views of the sand and surf. There are large covered porches on the south side of the home facing the Gulf and on the north side of the home overlooking the pool. brbrThere are four king bedrooms all of which have private bath. There are four double queen bedrooms three of which have private baths. The 4th double queen bedroom shares a hall bath with the three double twin bedrooms. There are two living areas both of which have large flat screen televisions. All 11 bedrooms have flat screen televisions. brbrThe back yard features a private pool with lots of deck space. The back yard also has a tiki bar ideal for pool side entertaining with two gas grills. If frozen drinks are your thing the commercial ice machine in the laundry room will keep you in ice for your entire stay. brbrThis home was built for vacation rentals with terrific attention to detail. Call early if you are interested in this home as it books up quickly!!!brbrEvent Friendly - Weddings and Family Reunions! Call for more information. (Event Fee Required)brbrComplimentary WiFi, Gas Grill, and Pet Friendly ($250 pet fee per pet).brbrBedding:brMain Level:brBedroom 1: 2 queens, TV, private bath w/large shower, door to front deckbrBedroom 2: 1 king, TV, private bath with tub/shower combo, door to back deckbrBedroom 3: 2 queens, TV, private bath w/shower, door to back deckbrBedroom 4: 1 king, TV, private bath w/tub/shower combobrHalf bath: accessible from hallway and the back deckbrbrUpper Level:brBedroom 5: 2 queens, TV, private bath w/tub/shower combobrBedroom 6: 1 king, TV, private bath w/showerbrBedroom 7: 2 queens, TVbrHall bath: tub/shower combobrBedroom 8: 1 king, TV, private bath w/showerbr3 cubby bedrooms each with a 2 twin beds and TVs
Bed 11

Bed

Bath 8

Bath

Sleep 30

Sleeps

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Exceptional(73)

$1994.38

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Private Vacation Home

Contemporary Gulf Front Home with a Sparkling Private Pool!

Pensacola Beach, Florida, United States

Private Pool! Can be heated for only $200 per stay! (The pool is geothermal - guest needs to put cover in place overnight for pool to properly heat).brbrThis contemporary Gulf front home has incredible Gulf views from every room and an elevator to all floors. The house is ADA compliant. brbrThe first floor has a huge living/dining and kitchen area. The gourmet kitchen has granite counter tops, and stainless steel appliances, including two dishwashers, a wine cooler and an additional full-size refrigerator in the utility room, adjacent to the kitchen. The dining table seats up to 14 people and there is room for four more at an additional table. The kitchen/ breakfast bar seats six. The living area is open and airy, has plenty of comfortable seating, a sleeper sofa, a wet bar, large TV and opens onto the 15 x 55 foot Gulf front deck. This beautiful covered deck has two full-size dining tables and plenty of seating. brbrThere are two bedrooms on this floor. The master suite with doors opening to the Gulf front deck has a king bed, wall mounted TV, a sleeper sofa, large mirror, and a huge master bath with double vanity, jetted garden tub, and walk-in double head shower. Bedroom 2 has a queen bed, sleeper sofa and opens to a street side balcony. There is a second full bath with double-head shower which serves this bedroom and the main living area.brbrThe upper level of the house features a second, large living area with a 14' tall window wall which opens to the 11 x 55 Gulf front deck. It has a queen sleeper sofa, comfortable arm chairs, large TV, and a kitchenette/bar with refrigerator, microwave, dishwasher, sink and bar stool seating for six. To the left of the living area is the second master suite. It has a king bed, sleeper sofa, private bath with double head shower and doors leading to the Gulf front deck. Next to this, another bedroom with a queen bed, a twin bed, private bath, and a door to a private balcony with views of the Sound. On the opposite side of the living area is yet another master suite, with a king bed and a sleeper sofa, wall mounted TV, private bath with double vanity, double head shower and doors opening to the Gulf front deck. The ADA compliant bedroom is also on this side with a queen bed and a twin bed. There is a door opening to a private balcony with views of the sound. Adjacent to this bedroom is a fully ADA compliant bathroom/shower that also services the upper living area.brbrUnder the house there is covered parking for up to 7 cars and room for an additional three on the driveways. There is also an outdoor H/C shower. On the west side of the house is a private garden with a large patio with pavers and a gazebo! The garden is landscaped with palm trees, bushes and native grasses. This beautiful home even has a 55' x 48' open covered space under the house. brbrComplimentary WiFi. Elevator for any use (no fee). Event Friendly w/ fee.brbrBedding:brMaster 1: kingbrBedroom 2: queen + sleeper sofabrMaster 3: king + sleeper sofabrBedroom 4: queen + twinbrMaster 5: king + sleeper sofabrBedroom 6: queen + twinbrLiving area (upstairs): sleeper sofabrLiving area (downstairs): sleeper sofa
Bed 6

Bed

Bath 6

Bath

Sleep 25

Sleeps

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Exceptional(79)

$1711.46

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Private Vacation Home

Gorgeous Gulf Front Pool Home - 1214 Ariola Dr! Sleeps up to 21!

Pensacola Beach, Florida, United States

BRAND NEW (HEATED) SALTWATER POOL!! Would you like the pool heated before you arrive Contact a Vacation Specialist to add this to your reservation when booking! Only $100 a day! brbrThis luxury, Gulf front pool home is picture perfect, inside and out. With five-bedrooms, five-baths, and 3608 square feet, 1214 Ariola Drive can sleep up to 21 people very comfortably.brbrThe ground level entry-way is light and bright, with stairs leading up to a large, open great room with main level living, kitchen and dining area. The spacious living area has lots of comfortable seating. The modern kitchen features granite counter tops, stainless steel appliances and prep island with two bar seats. The large dining table is great for family style meals.brbrBedroom 1 is located off the living room and offers a king bed and a full-size sleeper sofa. This room opens to the gulf side deck and has a huge, private bath with walk-in closet, double vanity, separate tub and over-sized shower. Bedrooms 2 and 3 are located on the opposite side of the house. Bedroom 2 has two full beds, flat screen TV, private bath and opens to the street side balcony. Bedroom 3 has one full over full bunk beds with a twin trundle and opens to the street side balcony. This room shares the hallway guest bathroom. Bedroom 4 is off the kitchen, has a king bed, private bathroom and opens to the gulf side deck.brbrThe upper level offers another nice living area with a full sleeper sofa and access to a second Gulf side deck. There is an additional master bedroom on this level, also opening to the upper deck. This beautiful master suite has a king bed with a huge bathroom including a walk-in shower and jacuzzi tub. The bath of this suite has a door opening to service the upper level living area. The outside amenities of this house cannot be matched. brbrThe main level covered deck area has a fabulous outdoor sink by the grill, two full-sized dining tables, and leads down to a private boardwalk with access straight to the beach. Under the house is more outdoor living space, a private outdoor shower, gas grill, and covered parking and garage. The lower level also has a bonus room (not air conditioned) with Foosball table, ping pong and game table and sliding glass doors that open right to the beach.brbrComplimentary WiFi. Event Friendly (w/Event Fee) br brBedding:brTop level:br• 1 Kingbr• 1 Full sleeperbrMain level:brNorthwest bunk roombr• 1 Full over full bunk bed with twin trundlebrNortheastbr• 2 Full BedsbrSoutheastbr• 1 KingbrSouthwestbr• 1 Kingbr• 1 Full sleeper sofabrMain level Living Roombr• 1 Full sleeper sofa
Bed 5

Bed

Bath 5

Bath

Sleep 21

Sleeps

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Exceptional(104)

$1380.73

/ Nightly
Private Vacation Home

Gorgeous Gulf Front Home - Perfect for Families and Weddings!

Pensacola Beach, Florida, United States

Situated directly on the pristine white sands of Pensacola Beach, this beautiful Gulf-front home offers over 3,000 square feet of comfortable living space and features 6 bedrooms and 3.5 baths, that accommodate up to 18, offering plenty of space for your entire extended family. Pet friendly and event friendly too!brbrThe main level features an open floor plan that brings everyone together, with a well-equipped kitchen, cozy living and dining areas, and stunning double-level windows that showcase breathtaking, unobstructed views of the Gulf.brbrThe kitchen is designed with functionality and style in mind, boasting stainless steel appliances, a prep island, and an oversized banquette-style table nestled in a charming bay window. Additional seating is available at the granite bar-style counter, complete with a bar fridge, ice maker, and sink. Flat-screen TVs are found in the living room and all bedrooms, ensuring entertainment options for everyone.brbrConveniently located within walking distance of dining, shopping, and nightlife, it offers easy access to local attractions. brbrWhether you’re lounging indoors or exploring the vibrant area, this beautiful and well-situated home has everything you need for a memorable vacation.brbrEvent Friendly - Weddings and Family Reunions! Call for more information. (Event Fee Required)brbrComplimentary WiFi. Outdoor shower. Gas grill. Pet Friendly ($250 pet fee per pet).brbrBeddingbr4 Kingsbr2 Queensbr1 Queen over Twin Bunk Bedbr1 Sleeper Sofabr2 Futons
Bed 6

Bed

Bath 3

Bath

Sleep 18

Sleeps

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Exceptional(81)

$1016.41

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Private Vacation Home

Fishing, Crabbing, Boating, Kayaking-Sound Front Home w/ Pier & (heated) Pool

Pensacola Beach, Florida, United States

Located directly on Santa Rosa Sound, this elevated home with private (heated) saltwater pool offers outstanding views of beautiful Santa Rosa Sound, and a large covered balcony on which to enjoy your morning coffee or afternoon beverage and soak in the scenery. Barbecue gas grill on deck. A large backyard leads to steps into the gently lapping waters of the sound, which are ideal for swimming, boating, kayaking and so much more. 2 adult kayaks and 2 child kayaks provided for guests use! Would you like the pool heated before you arrive Contact a Vacation Specialist to add this to your reservation when booking! Only $75 a day! brbrEntry into the home is upstairs. The kitchen is a nice size with plenty of space for food preparation and a bar area for those wishing to socialize with the chef. The master bedroom offers a king bed and private bath. There is an additional bedroom with one full bed, one twin bed, and a bunk bed with a full on the bottom and a twin on the top. There are two additional bedrooms with one full bed and the other bedroom has one queen bed and there is one additional bedroom with two full beds. These four bedrooms have access to the two common area bathrooms. brbrThe white sands of beautiful Pensacola Beach are a short three to four block walk across the island, about 10 minutes at a leisurely pace. Event friendly for up to 35 people.brbrComplimentary WiFi (Pet Friendly $250 pet fee per pet). Event Friendly w/ fee.brbrBedding:brMaster: king brBedroom 2: 1 full, 1 twin+ twin over full bunk bedbrBedroom 3: fullbrBedroom 4: queenbrBedroom 5: 2 full bedsbrLiving area: sleeper sofa
Bed 5

Bed

Bath 3

Bath

Sleep 16

Sleeps

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Exceptional(45)

$417.37

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Private Vacation Home

Family-Friendly Townhome with Easy Gulf Access & Beautiful Sound Views

Pensacola Beach, Florida, United States

BRAND NEW (HEATED) POOL AND HOT TUB AT SAN DE LUNA! brbrWelcome to San De Luna #30, a charming townhome nestled between the tranquil Santa Rosa Sound and the beautiful Gulf of Mexico. Situated just steps away from the Gulf's sugar-white sands and emerald waters, this two-bedroom, 2.5-bath retreat offers the ideal setting for your family's beach vacation.brbrInside, you'll discover a bright and open living space designed for relaxation. The main level features a spacious living area with comfortable seating, a flat-screen TV, and a sleeper sofa that accommodates additional guests. Large sliding doors lead to a private balcony overlooking the Sound—perfect for morning coffee or a sunset cocktail. The fully equipped kitchen makes meal prep a breeze, whether you're whipping up breakfast before a beach day or enjoying a family dinner together.brbrUpstairs, the primary suite offers a peaceful retreat with a plush king bed, private en-suite bath, and beautiful water views. The second bedroom is thoughtfully furnished with a cozy queen bed and its own private bath—ideal for kids, grandparents, or another couple.brbrFamilies will love the San De Luna community amenities, including a sparkling outdoor (heated) pool, hot tub, tennis courts, and a grilling area for easy cookouts. With covered parking and complimentary WiFi, everything you need for a stress-free vacation is right at your fingertips.brbrWhen you're ready to explore the area, you'll find dining, shopping, and local attractions just minutes away. Whether you're splashing in the Gulf, kayaking on the Sound, or simply soaking in the laid-back island vibes, San De Luna #30 is the perfect place to make lasting family memories.brbrBook your stay today and start counting down to beachside bliss!brbrBedding:brMaster: kingbrBedroom 2: queenbrLiving area: sleeper sofa
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(57)

$852.61

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Private Vacation Home

Florida style Beach Cottage directly on the Gulf of Mexico!

Pensacola Beach, Florida, United States

This spacious ground floor house is hidden among the sand dunes on the Gulf of Mexico at 402 Avenida 14. This home is the only remaining original beach cottage situated directly on the Gulf at Pensacola Beach. This beautiful 4 bedroom, 3 full bath, 1 half bath home awaits your arrival!brbrYou walk directly from the rear of the home to the beach. The house has four good size bedrooms and 3 1/2 baths. The kitchen is open to the dining room and the large living room, with views of the sea oat covered dunes. The deck on the ground floor gives relief from the sun on hot summer days and has a spacious table for outdoor dining or relaxing. A large fenced yard gives plenty of enclosed space.brbrThe house sleeps 10. Bedroom 1 has a king bed with a private bath - comes complete with a soaking tub and a never seen before stand-alone shower connected to an outside rinsing shower. Bedroom 2 has a King and two twin built in murphy bunk beds. These two rooms each have their own bath. Bedroom 3 has a queen bed. Bedroom 4 has a queen bed. These two bedrooms share the third bath. The additional half bath off the kitchen, and a separate utility room with washer and dryer.brbrThere is off-street parking for at least eight cars! Bring the whole family and relax in this beautifully designed beach cottage on Pensacola Beach!brbr(Event Friendly w/ fee)brbrComplimentary WiFibrBedding:brBedroom 1: King brBedroom 2: King + 2 twins (Twin over twin built in bunk bed)brBedroom 3: Queen brBedroom 4: Queen
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

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Exceptional(93)

$987.5

/ Nightly
Private Vacation Home

Bright & sunny Gulf front home with spacious deck for dolphin watching!

Pensacola Beach, Florida, United States

Freshly painted outside and beautifully redone underneath the home! brbrWelcome to this charming, pet friendly, Gulf-front home, beautifully updated to enhance your vacation experience. Located directly on the pristine white sands of Pensacola Beach, this home offers uninterrupted views of the Gulf, effortless beach access, and is within walking distance to dining, shopping, and entertainment, making it an ideal spot for your getaway.brbrThe expansive deck spans the entire Gulf-facing side of the home, providing ample space for outdoor relaxation and breathtaking sunsets. Just a few steps down from the deck, you’re less than 100 feet from the soothing waves.brbrInside, the living area and kitchen are thoughtfully positioned on the south side of the home, offering stunning Gulf views to enjoy while cooking, dining, or lounging.brbrThe master bedroom features a comfortable queen bed and a flat-screen TV, creating a cozy retreat. One guest bedroom includes two full beds and a flat-screen TV, perfect for added space and relaxation. The second guest bedroom is ideal for children, offering two sets of twin bunk beds for a total of four twin beds.brbrFrom the moment you step inside, the vibrant, cheerful ambiance sets the tone for a memorable getaway.brbrPerfect for intimate weddings or small family gatherings, this home is a true coastal gem. Call a Vacation Specialist today for more information or to book your next stay! Don't leave your four-legged family member behind! Pet Friendly (with fee). brbrComplimentary WiFi. Outdoor shower. Gas grill. Pet Friendly ($250 per pet, 2 dogs max, and must be 50 lbs or less). Event Friendly w/ fee.brbrBedding:brMaster Bdrm - queen bedbr2nd Bdrm - 2 fullsbr3nd Bdrm - 2 sets of twin bunks (4 twins)
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps

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Exceptional(90)

$946.1

/ Nightly
Private Vacation Home

Gulf View Home with Private Pool; Gulf and Bay Views

Pensacola Beach, Florida, United States

A one-block walk directly south from the driveway of 500 Maldonado brings you to the pristine white sands of Pensacola Beach. This home has decks on both the main level and top floor offering views of both the beach and the Sound. brbrThe main level of this home includes the living room, dining room, kitchen and half bath; king master suite and master bath. This level of the home has a wrap around deck on the south and west facing sides of the home. The top floor of the home has an second king master suite with master bath, two additional queen bedrooms with Jack-and-Jill bath, a secondary living area with sleep sofa, and a large sun deck off of the west end of the home. brbrThere is a ground level private pool located on the west side of the home. The driveway and area under the home offers parking for eight plus vehicles. This home also provides a gas grill. brbrIf you're thinking of having an intimate, small wedding or a family reunion this home is event friendly (event fee required!) 500 Maldonado Drive is a fantastic home and perfect for creating memories that will last a lifetime! Call a Vacation Specialist today to find out more or to book this incredible home. brbrComplimentary WiFi. Event Friendly w/ fee.brbrBedding:brMaster 1: kingbrMaster 2: kingbrBedroom 3: queenbrBedroom 4: queenbrLiving area: sleeper sofa
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

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Exceptional(92)

$2061.88

/ Nightly
Private Vacation Home

Contemporary Gulf Front Home with Privacy and Solitude-Perfect for Families

Pensacola Beach, Florida, United States

NEWLY RENOVATED! brbrNamed Casa Solana for its bright exterior, this contemporary gulf front beach home is located in a cul-de-sac providing privacy and solitude for the perfect family vacation. brbrStairs from the open carport lead up to the front entrance and into the home’s bright, open concept floor plan. The living room has beautiful couches for lots of seating. The kitchen is large with ample work space and breakfast bar, has a Keurig and a regular Mr. Coffee Maker. The dining table is situated in front of Gulf side picture windows for breath taking views during family meals. Doors from the living area lead to a spacious deck with unique arbor for shaded outdoor dining. The rest of the deck area has plenty of sunshine and stairs leading straight to the sand. brbrA hallway to the left of the front entrance leads to two bedrooms and the laundry room. Bedroom 1 has two queen beds and a private bath. Bedroom 2 is waterfront with king bed and private bath. Bedroom 3 is upstairs and is a large master suite with double doors opening to a private Gulf side balcony. This bedroom has a king bed as well as a twin daybed with twin trundle. The huge master bath has a double vanity, garden tub, separate toilet with bidet, over-sized double head glassed in shower and a large walk-in closet. Bedrooms 4 and 5 are also located upstairs. Bedroom 4 has 2 bunk beds that are Twin over Fulls and a large closet and private bath. Bedroom 5 is waterfront, has a king bed and convertible twin to queen pullout in addition to a private bath. brbrThis home is the classic beach house offering everyone a perfect spot for rest and relaxation. Recent upgrades include a 60 flat screen television in the living area and the owners have replaced all carpet with beautiful tile. They've also added a volleyball net and a game of cornhole for extra beach fun!brbrComplimentary WiFi. Gas grill. Event Friendly w/ fee.brbrBedding:brBedroom 1: 2 queensbrBedroom 2: kingbrBedroom 3/Master: king + twin daybed with twin trundlebrBedroom 4: 2 Bunk Beds - Twin over FullsbrBedroom 5: king and convertible twin to queen pullout
Bed 5

Bed

Bath 5

Bath

Sleep 20

Sleeps

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Exceptional(59)

$1199.22

/ Nightly
Private Vacation Home

This Beautiful Gulf Front Home is a Tropical Paradise!

Pensacola Beach, Florida, United States

Welcome to 1736 Ensenada Cinco, a Gulf-front getaway designed for making memories on beautiful Pensacola Beach. This five-bedroom, three-bath home is your perfect tropical escape, combining comfort and stunning views for an unforgettable stay.brbrThe Gulf-facing side of the home is nearly all windows, providing breathtaking views of the sugar-white sands and emerald waters right from your living space. The open-concept kitchen, dining, and living areas are made for gathering, offering plenty of room for everyone to relax, dine, and enjoy the scenery together.brbrThis home features three king bedrooms, two with private baths, making it easy for families or friends to spread out and unwind. The fourth bedroom includes two twin beds, while the fifth is perfect for kids or additional guests with two sets of bunk beds. Each bedroom is equipped with a TV and ceiling fan for added comfort and convenience.brbrStep outside to lush, tropical landscaping that feels like your own private resort. The peaceful surroundings and gulf breezes create a relaxing vibe that’s hard to leave behind.brbrWhether you’re here to soak up the sun, enjoy quality time with loved ones, or simply take in the natural beauty of Pensacola Beach, 1736 Ensenada Cinco is the perfect place to call home during your stay.brbrComplimentary WiFibrbrBedding:brBedroom 1: kingbrBedroom 2: kingbrBedroom 3: kingbrBedroom 4: 2 twinsbrBedroom 5: 2 sets of bunk beds (single over single & single over double)
Bed 5

Bed

Bath 3

Bath

Sleep 13

Sleeps

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Exceptional(80)

$1167.42

/ Nightly
Private Vacation Home

Beautiful 4/4.5 Home w/ Great Gulf Views and Pool. Large Deck, Pet-Friendly.

Pensacola Beach, Florida, United States

Whether you are looking for amazing views, a beautiful kitchen or a wonderful master suite this home has it all. brbrThe main level of the home has a large gourmet kitchen, sunken dining room and over-sized living area. This level of the home also offers three-bedrooms and three-baths. There is a king suite on this level with a twin over queen bunk bed and a queen sleeper sofa. This bedroom offers a private bath. There is also a bedroom with a king bed and twin bunks which has a private bath and private balcony. The third bedroom on this level has a king bed and shares a bath with the living area. The top floor of the home has a large master bedroom with king bed, daybed with trundle and a queen sleeper sofa with a Gulf facing sun deck. The master bath has an over-sized shower, soaking tub, two vanities, private toilet area and small private balcony.brbrAll the decking has been completely replaced and adds even more luxury and style to this amazing home!brbrThe owner has also provided a ping pong table, foosball, basketball game, and cornhole! Enjoy cooking out on the gas grill too. A new pergola and outdoor living space have been added. This includes an outdoor shower as well. The home also has all new paint! Both garages are available and provide the perfect protection for your vehicles from the elements. brbrThis home offers almost 3,000 square feet of deck space overlooking the fenced back yard and private gunite pool. Pet friendly too! You should expect to have a difficult time leaving this home at the end of your vacation!!!brbrIf you're thinking about having a family reunion or a small intimate wedding this home is event friendly (event fee required!) brbrComplimentary WiFi (Pet Friendly $250 pet fee per pet. 35 pound weight limit strictly enforced). Event Friendly w/ fee.brbrBedding:brBedroom 1: king + twin over queen bunk + queen sleeper sofabrBedroom 2: king + twin bunksbrBedroom 3: kingbrBedroom 4/Master: king + daybed with trundle + queen sleeper sofa
Bed 4

Bed

Bath 4

Bath

Sleep 19

Sleeps

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Exceptional(135)

$1634.38

/ Nightly
Private Vacation Home

Host an event or large family gathering at this relaxing Gulf front home!

Pensacola Beach, Florida, United States

This beautiful home is ideal for hosting events or large family gatherings, this beautiful Gulf side home is 2,634 square feet, six bedrooms, six baths, and comfortably sleeps up to 18 people. brbrFront doors lead into a bright entryway with stairs leading up to the main level. This open concept living area has a huge kitchen with long breakfast bar, tons of counter space, and an over-sized refrigerator/freezer combo. The living area has lots of comfortable seating, wall mounted flat screen TV and a wet bar. The dining table, with its bench style seating, can accommodate the whole family at meal times. brbrThree bedrooms are to the right of the kitchen, all with deck access. Bedroom 1 has a king bed and private bath. Bedroom 2 has two queen beds and private bath. Bedroom 3 also has two queen beds and a private bath. Another three bedrooms are on the opposite side of the house. Bedroom 4 has two queen beds and a private bath. Bedroom 5 has a king bed and uses a hall bath that also services the living area. Bedroom 6 is a master suite with deck access, a king bed, and large private bath with jetted garden tub, and glassed in shower. brbrThe main level deck is incredible with shaded and open seating areas, full sized dining table, and clear acrylic railings for unobstructed views of the Gulf. Stairs from the deck lead straight down to the sugar white sand and emerald water. The carport area under the house is large and open for plenty of covered parking and additional entertaining space.brbrComplimentary WiFi (Pet Friendly $250 pet fee per pet). Event Friendly w/ fee.brbrBedding:brMaster: kingbrBedroom 2: 2 queensbrBedroom 3: 2 queensbrBedroom 4: 2 queensbrBedroom 5: kingbrBedroom 5: king
Bed 6

Bed

Bath 6

Bath

Sleep 18

Sleeps

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Exceptional(39)

$464.38

/ Nightly
Private Vacation Home

Idyllic Sound Front Condo; Perfect for Upscale Vacationing!

Pensacola Beach, Florida, United States

BRAND NEW (HEATED) POOL AND HOT TUB AT SAN DE LUNA! brbrSpectacular Sound front views and well-situated beach access are available when vacationing at San De Luna #24. This beautiful sound front three-bedroom, 2.5-bath town home is idyllic for upscale vacationing. brbrThis contemporary property offers a spacious tiled open floor plan for living, dining and meal preparation. The living area is furnished with a sectional sofa, sitting chair and flat screen television. Spacious dining is available for up to six. The bright and airy kitchen is furnished with modern appliances with stainless steel finishes and is topped off with granite counter tops. Living space is easily extended to the outdoor balcony accessed off the living area. The second level continues your vacation experience after meandering up the wooden spiral staircase. The master bedroom offers a comfortable Queen bed with stylish bedding and the en-suite bath for privacy. Guest bedroom #1 offers the extension of comfort with a Full bed and modern bedding. And Bedroom #2 completes the experience with 2 Twins and soothing bedding. brbrTownhome amenities include covered parking, outdoor grill and complimentary high speed internet. San De Luna amenities include an onsite (heated) pool, hot tub, and tennis courts. San De Luna #24 gives you a unique beach experience with close proximity to shopping dining and nightlife. brbrbrBedding:br1 Queenbr1 full/double br2 twins
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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$1150.63

/ Nightly
Private Vacation Home

Spacious kitchen and living area. Enjoy Gulf front dining on outside deck.

Pensacola Beach, Florida, United States

An ideal house for small events, this 2,920 square foot home sleeps up to 16 people and is directly on the Gulf of Mexico. brbrThe front entrance at 1004 Ariola Drive, with its grand double staircase and wrap around porch, leads into the open and spacious kitchen, living, and dining area. The kitchen, furnished with stainless appliances, lots of prep area, and a large breakfast bar, opens up into the living/dining space. This space includes three comfy couches, an arm chair, and a dining table seating up to 10 people. brbrThe master bedroom is located off the living area. This bedroom opens to the Gulf side deck, and the huge master bath features two pedestal sinks, separate shower and garden tub, and an oversized walk-in closet. A short hallway past this bedroom leads to a large laundry room. Across the living room, bedroom 2 has a queen bed and large private bath. Bedroom 3 has two sets of twin over twin bunk beds. Here there is a large hall bath that also services the living area. Bedroom 4, also known as “kid paradise,” is located up the stairs on its own upper level. This bedroom has two bunk beds with twins on top and Fulls on the bottom, and an additional Full bed. The windows in this bedroom overlook the great room downstairs. The large hall bath has a double vanity and the arched windows on this level make it a very unique space. brbrThe Gulf side deck offers a full sized dining table, a gas grill, and lots of seating. There is an outdoor shower and the covered area below the house is large and open for lots of parking or event space.brbrEvent Friendly - Weddings and Family Reunions! Call for more information. (Event Fee Required)brbrNote: Please be aware of ongoing construction of a new home next to the property. Some noise may be present. brbrComplimentary WiFi. (Pet Friendly $250 pet fee per pet) brbrBedding:brMaster: kingbrBedroom 2: FullbrBedroom 3: 2 sets of twin over twin bunk bedsbrBedroom 4: 2 sets of twin on Full bunk beds + 1 Full bed
Bed 4

Bed

Bath 4

Bath

Sleep 16

Sleeps

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Exceptional(104)

$1550.78

/ Nightly
Private Vacation Home

Great Gulf Front Family Home! Perfect for intimate weddings too!

Pensacola Beach, Florida, United States

116 Ariola Drive is light and bright on the inside, breath taking views on the outside, this 2,300 square foot home sleeps up to 19 people and has the perfect layout for a large family. brbrThe lower level entryway has an open, sunny stairwell leading to the main level. Up the stairwell is the main living/dining area. The galley style kitchen has plenty of prep space, stainless steel appliances and a great breakfast bar with lots of seating. brbrThe living area has a large, family style sectional couch, dining/game table, and flat screen TV. The main level master bedroom is on the left side of the house, has a king bed, private bath, and opens to the deck. Across the living room are two more bedrooms, one with a king bed and the other with one queen bed. These two bedrooms share a hall bath that also services the living/dining area. brbrNext to the kitchen is a unique spiral staircase leading up to two separate bedrooms. The first bedroom has 1 king bed with a queen sleeper sofa just on the outside of this bedroom. The other bedroom has a twin over twin bunk bed and a twin over full bunk bed. These rooms share a spacious bath with a tub/shower combo and doors opening onto an upper level deck with amazing views. This upper level deck has stairs leading down to the main level deck, with another staircase leading straight down to the sugar white sands. brbrThe two-car garage and large drive offer plenty of parking. Gas barbeque grill. brbrComplimentary WiFi. (Pet Friendly $250 pet fee per pet). Event Friendly w/ fee.brbrBedding:br1 Queen and 1 Sleeper SofabrMain Level: 2 King Bedrooms and 1 Queen BedroombrUpper Level: 1 King Bedroom with a Queen Sleeper Sofa just outside of itbr 2 Sets of Bunk Beds - Twin over Twin and a Twin over Full
Bed 6

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Bath 3

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Sleep 19

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Exceptional(47)

$1444.76

/ Nightly
Private Vacation Home

Great for Families! Spacious Open Floor Plan, Private Pool-Easy Beach Access!

Pensacola Beach, Florida, United States

Four-bedroom, gulf view home with sparkling private saltwater pool! Beautifully designed luxury home with gorgeous hardscape and backyard landscaping. Home sits directly across the street from the Gulf with pedestrian access to the beach. brbrThis home has an incredible first impression as you climb the stairs and open the front door. Its upscale decor' is complimented by quality furnishings. The first floor has an open spacious floor plan. A 22' ceiling living and dining area connects to a large gourmet kitchen. The kitchen has designer appliances and ample granite counter tops for meal preparation. brbrThe main living area, bathrooms, porches and balconies have travertine flooring. Upscale furniture with beautiful accessories flow throughout the home. Bedrooms are large and comfortable with a TV and private bath. Each is very inviting after a long day at the beach or by the pool. Covered porches and balconies make this home extra special. Porches wrap around the home on three sides affording a Gulf or bay view. Sit on the front porch in one of the rocking chairs listening to the sound of the waves. All four bedrooms have outdoor access. Walk out your bedroom door onto a porch to catch the breeze coming from the Gulf. brbrOff the living and kitchen area in the back of the home is a large covered porch for those BBQ dinners or shrimp boils. Sit by the pool, enjoy a delicious meal with your favorite cocktail and soak up Paradise!brbrComplimentary WiFibrbrBedding:brMaster: kingbrBedroom 2: kingbrBedroom 3: 2 queens + small sleeper sofabrBedroom 4: queen + twinbrLiving area: queen sleeper sofa
Bed 4

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Bath 4

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Sleep 12

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Exceptional(62)

$3248.67

/ Nightly
Private Vacation Home

Luxury 6-Bedroom, 6.5-Bath Gulf Front Home w/ Private Pool!

Pensacola Beach, Florida, United States

Welcome to 308 Ariola Drive, a stunning 6-bedroom, 6.5-bath luxury Gulf-front home on Pensacola Beach. Offering a private saltwater pool, elegant design, and spectacular Gulf views, this home is the ultimate retreat for your next vacation. Would you like the pool heated before you arrive Contact a Vacation Specialist to add this to your reservation when booking! Only $75 a day! brbrThis home comfortably accommodates up to 16 guests with six king beds, two daybeds, and twin bunk beds. The main level features an open floor plan, combining the kitchen, dining, and living areas, along with two bedrooms. The upper level includes four additional bedrooms, a second living area, and a second kitchen, offering added space and convenience for larger groups.brbrTake in panoramic views from the Crow’s Nest, where you can see both the Gulf of Mexico and the Santa Rosa Sound. Relax on the spacious covered deck on the main level, soak up the sun on the upper-level deck, or marvel at the scenery from the observation deck. The outdoor kitchen, complete with hot water and a gas grill, is sheltered by a glass wall for year-round enjoyment. Both kitchens feature Keurig coffee makers for your convenience.brbrThis home comes equipped with incredible amenities, including shuffleboard, a ping pong table, a paddleboard, a kayak, four adult bicycles, two children’s bicycles, Corn Hole boards, horseshoes, children’s toys, floats, and beach chairs and tents. brbrFor added ease, the property includes two laundry rooms, covered parking for multiple vehicles, and an elevator available for medical use. Located just a few blocks from shopping, dining, and Pensacola Beach nightlife, this home offers a perfect blend of relaxation and entertainment.brbrIdeal for small weddings, family reunions, or other special events, this home is event-friendly and ready to host unforgettable gatherings. Contact a Vacation Specialist today to book your stay at this one-of-a-kind luxury home!brbrComplimentary WiFi, Event Friendly (w/ Event Fee)brbrBedding:brBedroom 1: kingbrBedroom 2: kingbrBedroom 3: king + twin daybedbrBedroom 4: kingbrBedroom 5: kingbrBedroom 6 king + twin daybedbrLiving area: twin over twin bunk bed
Bed 6

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Bath 6

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Sleep 16

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Exceptional(41)

$1169.08

/ Nightly
Private Vacation Home

Surf and City ️ Modern Luxury with Beach Access + Balcony Pool + Rooftop Deck

Pensacola Beach, Florida, United States

Signature Amenities of Surf and City:brbr* Sleek Modern Design with Gulf and Island Viewsbrbr* Balcony Pool Overlooking Beach and Commercial Districtbrbr* Elevator Access to All Levelsbrbr* Game Room with Pool Table and Built-In Bunksbrbr* High-End Kitchen with Stainless Steel Appliancesbrbr* Walkable Location Near Dining, Shopping, and Boardwalkbrbr* Private Beach Access Just Steps Awaybrbr* Pet-Friendly with Approvalbrbr* Professionally Managedbrbr* This property is not available to adults under the age of 25. *brbrWelcome to Surf and City, a one-of-a-kind luxury vacation rental on Pensacola Beach. Built with steel and concrete for lasting quality, this sleek architectural stunner rises above its neighbors to deliver panoramic Gulf and Sound views, stylish interiors, and an unbeatable location. From the stunning private balcony pool to the rooftop game room, this home blends modern design with coastal flair for an unforgettable beach escape.brbrThe open concept living area features a designer kitchen with high-end appliances and island seating, an elegant dining space, and a spacious living room that opens to the elevated pool deck. An elevator connects all floors, making access easy for all guests. Each bedroom offers a thoughtfully curated sleeping experience with plush bedding and beautiful views, perfect for multi-family groups or upscale retreats. Just steps from the beach and within walking distance of restaurants, shops, and the boardwalk, Surf and City delivers on location, luxury, and lifestyle.brHome Layout + Bedding Setup:brbrSecond Floor brPrimary Suite: King Bed + Twin Bed + Ensuite Bath + Deck AccessbrBedroom 2: Queen Bed + Deck AccessbrBedroom 3: Twin over Queen Bunk BedbrFull Hallway Bathroom brbrThird Floor (Main Level)brLiving Room + Kitchen + Dining Room brBedroom 4: King Bed + Ensuite Bath + Pool Deck AccessbrbrFourth FloorbrBedroom 5: Queen BedbrBilliard Room: Twin over Twin Bunk Bed + Rooftop Deck AccessbrFull BathroombrbrBooking Detailsbr* Pool Heat Option: $55.00 per day (optional)brPool heating is available seasonally for $80 per day and must be added for the entire duration of your stay.brPlease note that pool heaters depend on ambient (outdoor) temperatures. When outdoor temperatures are 50°F or below, the heater may be unable to maintain the desired water temperature. By requesting pool heating, you acknowledge that pool heat is not guaranteed.brRefunds will be considered only in the event of a verified mechanical or compressor failure of the heating equipment. Reduced heating performance due to low outdoor temperatures is a known limitation of electric pool heaters and is beyond our control. As such, no refunds or rate adjustments will be provided for weather-related heating limitations.br* Pet-Friendly with Approval: Non-shedding dogs only ($200 per pet, max 2). Unauthorized pets incur a $500 penalty per pet.br* Elevator Access: $150 Fee-Optional (Waived for Elderly or Mobility-Impaired Guests)brKey Features of Pensacola Beach:br* Walkable, Quiet Neighborhood with Unobstructed Gulf Viewsbr* Steps to County-Managed Beach Accessbr* Perfect Viewing Spot for Blue Angels Air Showbr* Minutes from Boardwalk Dining, Gulf Islands National Seashore + Fort Pickens
Bed 5

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Bath 5

Bath

Sleep 14

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