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

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Interior - Two if by Sea – Steps to the Gulf with a Private Pool! (Pensacola Beach)
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop. - Two if by Sea – Steps to the Gulf with a Private Pool! (Pensacola Beach)
Beach nearby - Two if by Sea – Steps to the Gulf with a Private Pool! (Pensacola Beach)
A spacious living room with a high ceiling, a large sofa, a television, and artwork on the walls. - Two if by Sea – Steps to the Gulf with a Private Pool! (Pensacola Beach)
Dining - Two if by Sea – Steps to the Gulf with a Private Pool! (Pensacola Beach)
Consider a stay at Two if by Sea – Steps to the Gulf with a Private Pool! and take advantage of a garden, a playground and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms2072 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

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

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • 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
  • Snorkelling 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 2,072 square feet

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  • Hot tub
  • Kitchen
  • Washing machine
8.8 out of 10, Excellent, 492 reviews
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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 allowed
Service animals are welcome, and 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Located near the beach, this holiday home is in Toilla Segunda, a neighbourhood in Pensacola Beach. The area's natural beauty can be seen at Pensacola Beach Beaches and Opal Beach, while Saenger Theatre and National Museum of Naval Aviation are cultural highlights. 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 and ecotours. Visit our Pensacola Beach travel guide
View more Holiday homes in Pensacola Beach
Map
Pensacola Beach, FL

What's nearby

  • A beach with white sand and tall grasses leading to the ocean.
    Pensacola Beach Beaches
    2 min walk - 0.1 miles
  • A coastal road with beach huts and a parking area.
    Opal Beach
    2 min walk - 0.1 miles
  • A beach with white sand, ocean waves, and a clear blue sky with clouds.
    Santa Rosa Sound
    2 min walk - 0.1 miles
  • A wooden pier extending into a body of water with a cloudy sky above.
    Pensacola Beach Boardwalk
    5 min drive - 2.4 miles
  • A pier extending into the ocean with waves crashing against it.
    Pensacola Beach Gulf Pier
    6 min drive - 2.8 miles

Getting around

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

Restaurants

  • Crabs We Got 'em!
    5 min drive
  • Flounder's Chowder House
    5 min drive
  • Circle K
    5 min drive
  • The Dock
    5 min drive
  • Hilton 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.

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

On-site 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!?

Checkout 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 holiday home is steps away from Pensacola Beach Beaches and Opal Beach. Pensacola Beach Boardwalk is 2.4 mi (3.9 km) away.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 15 out of 15 reviews
Rating 8 - Good. 0 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

9.6

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Carmen S.

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
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
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
Verified

10/10 Excellent

Ray O.

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
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
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
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!
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

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

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