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).
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
About the area
Pensacola Beach
Located near the beach, this holiday home is in Toilla Segunda, a neighbourhood in Pensacola Beach. Fort Pickens is a notable landmark, and the area's natural beauty can be seen at Pensacola Beach Beaches and Opal Beach. Water Warrior and Wall South are also worth visiting.
Pensacola, FL (PNS-Pensacola Intl.) - 31 min drive
Restaurants
Crabs We Got 'em! - 5 min drive
Flounder's Chowder House - 5 min drive
Hilton - 5 min drive
Circle K - 5 min drive
The Dock - 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 8 May 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 19 May 2026 start from AU$990, 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 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. Santa Rosa Sound and Park East On-Leash Dog Beach are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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!!
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.
Elizabeth H.
Stayed 5 nights in May 2025
From a partner site
10/10 Excellent
Amelia D.
10 Aug 2025
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!
Amelia D.
Response from VrboOwner on 12 Aug 2025
Thank you for your feedback. We’re glad the pool issue was quickly resolved and you enjoyed the location. We appreciate the note about the pot and will be sure to add one to the home. We look forward to hosting you again.
Paradise Beach Homes
From a partner site
10/10 Excellent
Connie S.
22 Aug 2025
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!
Connie S.
Response from VrboOwner on 26 Aug 2025
Thank you for sharing your experience. We are glad you enjoyed the home, the easy beach access, and the well-stocked kitchen. It is wonderful to hear you had such a great time and we look forward to welcoming you back!
Paradise Beach Homes.
From a partner site
10/10 Excellent
Jennifer M.
30 Nov 2025
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.
Jennifer M.
Response from VrboOwner on 2 Dec 2025
Thank you so much for your wonderful review. We're really glad your Thanksgiving stay was such a great experience for your family. We would love to welcome you back anytime.
Paradise Beach Homes
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.
Mary C.
Stayed 4 nights in Jan 2026
From a partner site
10/10 Excellent
natisha d.
1 May 2025
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
natisha d.
Response from VrboOwner on 6 May 2025
Thank you for the kind words! We're so glad the layout worked well for your family and that everyone—from the teens to the adults—had a great stay. We’d love to have you back for another memorable visit!
Paradise Beach Homes
From a partner site
10/10 Excellent
Doug S.
26 Aug 2025
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!
Doug S.
Response from VrboOwner on 28 Aug 2025
Thank you for continuing to choose us for your annual trip. We’re thrilled to hear this home was your favorite yet and that the thoughtful details like the furniture, turf, and driveway made your stay more enjoyable. We appreciate your feedback about the pool size and the locks and will share those notes with the team and owners. It means a lot that you would consider booking with us again, and we look forward to welcoming your group back next year.
Paradise Beach Homes