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

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

Exterior
Private kitchen
Private kitchen
Private kitchen
Private kitchen

Reviews

10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 122072 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

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.)
    ‪30 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Twin Bunk Beds

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

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
Our prices include all fees. No hidden fees.

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House Rules

Check in after 5:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
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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

About the neighborhood

Pensacola Beach

Located near the beach, this vacation home is in Toilla Segunda, a neighborhood in Pensacola Beach. Shoppers can check out Pensacola Beach Boardwalk, while everyone can enjoy the natural beauty of Pensacola Beach Beaches and Opal Beach. Water Warrior and Wall South are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.
View more Vacation Homes in Pensacola BeachOpens in a new window
Map
Pensacola Beach, FL

What's nearby

  • Pensacola Beach Beaches - 2 min walk - 0.2 km
  • Opal Beach - 2 min walk - 0.2 km
  • Santa Rosa Sound - 2 min walk - 0.2 km
  • Pensacola Beach Boardwalk - 4 min drive - 3.8 km
  • Casino Beach - 5 min drive - 4.5 km

Getting around

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

Restaurants

  • ‪Flounder's Chowder House - ‬5 min drive
  • ‪Crabs We Got 'em! - ‬5 min drive
  • ‪Hilton - ‬5 min drive
  • ‪Circle K - ‬5 min drive
  • ‪Holiday Inn Resort Pensacola Beach - ‬5 min drive

Frequently asked questions

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

Yes, this property has a pool.

How much does it cost to stay at Two if by Sea – Steps to the Gulf with a Private Pool!?

As of Mar 30, 2026, prices found for a 1-night stay for 2 adults at Two if by Sea – Steps to the Gulf with a Private Pool! on Apr 29, 2026 start from $655, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Two if by Sea – Steps to the Gulf with a Private Pool! pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

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.

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

Check-out is at 10:00 AM.

Where is Two if by Sea – Steps to the Gulf with a Private Pool! located?

Located in Toilla Segunda, this vacation home is steps from Pensacola Beach Beaches and Opal Beach. Santa Rosa Sound and Park East On-Leash Dog Beach are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.2/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kelly N.

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
From a partner site

10/10 Excellent

Jennifer M.

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

Connie S.

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

Amelia D.

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!
Verified

10/10 Excellent

Elizabeth H.

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
Verified

10/10 Excellent

Mary C.

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

natisha d.

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
From a partner site

10/10 Excellent

Doug S.

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

10/10 Excellent

Hayle W.

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

10/10 Excellent

Julia R.

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

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