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Two if by Sea – Steps to the Gulf with a Private Pool!

Vacation home near Pensacola Beach Boardwalk in Pensacola Beach

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Photo gallery for Two if by Sea – Steps to the Gulf with a Private Pool!

A spacious loft with high ceilings, wooden floors, and large windows offering views of the outside.
An aerial view of a coastal residential area with houses along the beach, a clear view of the ocean, and a distant shoreline.
A spacious living room with a high ceiling, a large sofa, a television, and artwork on the walls.
A room with a sloped ceiling, large windows, a table, two chairs, and a chandelier.
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms2072 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Pensacola Beach, FL
  • Place, Pensacola Beach Beaches
    ‪2 min walk‬
  • Place, Opal Beach
    ‪2 min walk‬
  • Place, Santa Rosa Sound
    ‪2 min walk‬
  • Airport, Pensacola, FL (PNS-Pensacola Intl.)
    ‪34 min drive‬

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About the neighborhood

Pensacola Beach

Seaside stay .At this Toilla Segunda vacation home, you'll be within a 5-minute walk of Pensacola Beach Beaches and Santa Rosa Sound. Also, Opal Beach is within half a mile (1 km) and Park East On-Leash Dog Beach is within 3 miles (5 km).
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What's nearby

  • Pensacola Beach Beaches - 2 min walk - 0.1 miles
  • Opal Beach - 2 min walk - 0.1 miles
  • Santa Rosa Sound - 2 min walk - 0.1 miles
  • Pensacola Beach Boardwalk - 5 min drive - 2.4 miles
  • Pensacola Beach Gulf Pier - 6 min drive - 2.8 miles

Getting around

  • Pensacola Station - 26 min drive
  • Pensacola Intl. Airport (PNS) - 31 min drive

Restaurants

  • ‪Crabs We Got 'em! - ‬5 min drive
  • ‪Flounder's Chowder House - ‬5 min drive
  • ‪The Dock - ‬5 min drive
  • ‪Casino Beach Bar - ‬6 min drive
  • ‪Hilton Pensacola Beach - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Two if by Sea – Steps to the Gulf with a Private Pool!

Welcome to Two if by Sea, a stunning 4-bedroom, 3.5-bath home just steps from the sugar-white sands of Pensacola Beach. With plenty of space to sleep 12, a private fenced-in pool, and pet-friendly accommodations (with a fee), this home is perfect for your next beach getaway.

Situated on a large corner lot, this home offers easy access to the Gulf. Enjoy gorgeous views of both the Gulf and Santa Rosa Sound from the expansive deck, or relax in the backyard, which has room for the whole family to play games or for your pet to run freely.

Inside, the open-concept design provides plenty of space to gather, while the fully equipped kitchen makes mealtime a breeze. The primary suite features a King bed, a spa-like ensuite with a double shower, and a private balcony to take in the coastal breeze. Additional sleeping arrangements include:
• Second bedroom: Queen bed
• Third bedroom: Queen bed
• Fourth bedroom: Two twin bunk beds (sleeps 4)
• Living room: Queen sleeper sofa

Whether you’re splashing in the pool, taking a short stroll to the beach, or unwinding on the deck, Two if by Sea is the perfect place to create unforgettable memories on Pensacola Beach. Book your stay today!

Complimentary WiFi, Pet Friendly ($250 pet fee per pet).

Bedding:
Master: 1 King
Bedroom 2: 1 Queen
Bedroom 3: 1 Queen
Bedroom 4: 2 Twin over Twin Bunk Beds
Livingroom: 1 Queen Sleeper Sofa

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  • Pool
  • Hot tub
  • Breakfast included
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The price is $155
Nov 1 - Nov 2
Total with taxes and fees
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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,072 square feet

Policies

Check-in

Check-in time starts at 5:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

1785-272284

Frequently asked questions

How close is Two if by Sea – Steps to the Gulf with a Private Pool! to the airport?

This vacation home is 15.4 mi (31-min drive) away from the Pensacola Intl. Airport (PNS) airport, the closest popular airport to the property.

Does Two if by Sea – Steps to the Gulf with a Private Pool! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Two if by Sea – Steps to the Gulf with a Private Pool! to the beach?

This vacation home is a short 2-minute walk from Pensacola Beach Beaches and 2-minute walk from Opal Beach. Don't forget your sunscreen!

Does Two if by Sea – Steps to the Gulf with a Private Pool! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Two if by Sea – Steps to the Gulf with a Private Pool!?

No, there is no casino at this vacation home.

What time is check-in at Two if by Sea – Steps to the Gulf with a Private Pool!?

Check-in begins at 5:00 PM.

Is there free parking at Two if by Sea – Steps to the Gulf with a Private Pool!?

Free parking is not available at this vacation home.

Does Two if by Sea – Steps to the Gulf with a Private Pool! have a pool?

Yes, there's a private pool.

Does Two if by Sea – Steps to the Gulf with a Private Pool! have a spa?

There are no spa services available at this vacation home.

How close is Two if by Sea – Steps to the Gulf with a Private Pool! to downtown Pensacola Beach?

This vacation home is 2.9 mi away from Pensacola Beach.

Two if by Sea – Steps to the Gulf with a Private Pool! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 19 out of 19 reviews
Rating 8 - Good. 0 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. House well equipped with kitchen supplies, laundry and beach items. We plan to stay again next year!
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, excellent yard for pets, nicely decorated, well-stocked kitchen supplies.
Stayed 10 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely the best place we’ve ever stayed on vacation. Five star service..five star communication… five star everything. They also connected us with golf cart rentals and beach chair rentals through La Dolce Vita. Fantastic vacation!!
Stayed 6 nights in Mar 2026
From a partner site

10/10 Excellent

Guillory family trip

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was very nice. Couldn’t believe how equipped it was. Downstairs fridge was great. We loved the baby gates. Came in very handy. Really nice furniture and plenty of seating. We will seriously think of renting next year
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mrs.

Well maintained, well furnished, thoughtful supply of kitchen items & kitchenware. Very pleasant stay thanks to amenities, furnishings, location & home design. Only drawback was kids bunks linens had not been changed from previous guests.
Stayed 5 nights in May 2025
From a partner site

10/10 Excellent

Great house

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The stay over all was great except for the pool wasn’t very clean but we called the manager and they had the pool people come clean it. The only thing that the house didn’t have was a big pot for a shrimp boil. Great location! Would stay here again!
From a partner site

10/10 Excellent

July 4

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House was great! Just a short walk to the beach. Great back yard with lots of seating. The house is decorated so cute! Kitchen stocked with everything you would need. We had a great time!
From a partner site

10/10 Excellent

Our new favorite!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I can’t say enough good things about this rental. We stayed over the week of Thanksgiving and even though it was chilly, the kids got great use out of the heated pool. The yard is huge and our dogs loved it. There is turf, real grass and sand. It is awesome. The kitchen is stocked with plenty of utensils, dishes, cooking essentials, and more. The toiletries provided were a nice touch. And best of all, the location to the beach was PERFECT. Can’t recommend this place enough.
From a partner site

10/10 Excellent

Daughters mini vay cay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall the experience was amazing i ws able to keepAn eye on the teenagers and not be overbearing the masters was on the top floor overlooking the property the alarm system made it so ypu knew when a door was opened in case a child wandered outside it was absolutely a gorgeous home my relatives loved the short walk to the beach nd my teen lobed the downstairs apt
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Near perfect place. Location was amazing, great parking, clean, communication was quick and easy. Check in and out was easy. Maybe i missed it in all the information (was in town for a funeral so mind was on other things) but we didnt know what to do with used towels so I just washed and folded them before we left. Only 3 things that weren't above average. The shower on the terrace level did not get very hot, if you go when the weather is super cold (we went when there were snow flurries) the pool doesn't get to the 90-100 that they normally heat it to. It hovered at 80-85 during our stay.This is probably the first time this has ever been an issue for a guest. The pull out bed on terrace level was not quite what one of our teens was hoping for they ended sleeping in the room with their small cousins. Not a big deal we had a group of 9 and the house was the perfect size. We would definitely return to this property.
Stayed 4 nights in Jan 2026
From a partner site

10/10 Excellent

Bowling Group Trip

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We are a group that come down every year for a bowling tournament. This is our third year booking a house with a private pool. Everyone stated this was the best house yet. Most rentals don't seem to care too much about quality, but you can tell the owners of this house didn't just put the cheapest furniture in the house. Downstairs was great for a group of adult singles. While not a huge deal, the driveway being able to fit more than a handful of vehicles was extremely nice! The turf is an extremely nice touch as cornhole boards were set up for easy use.One wish is the pool was a touch bigger for the size of the lot. Of course, that is not easily changed and it was fine for our needs.One easy change would be providing codes for the locks. I have no issue checking in with the management company and receiving keys, but there are electronic locks on the doors. 2 keys can be difficult to manage with so many people that may go in different directions.Overall, would definitely consider staying at the house next year and/or using the same management company!! Thanks for a great trip!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to beach made access for older folks possible. Clean. Parking accommodated 4 vehicles easily and possibly 5 small cars. Pool was excellent. Only issue was excessive trash present when we arrived. I was able to catch the garbage truck in time to get the loose bags picked up. Other than the trash thing, everything else was excellent. I would recommend this home.
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect vacation spot for our family!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Oct 2025

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