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!

A two-story house with a balcony, a swimming pool, and a view of the ocean.
A modern kitchen with white cabinetry, a central island, and a large window offering a view.
A modern kitchen with white cabinetry, stainless steel appliances, and a large island.
A modern kitchen with white cabinetry, granite countertops, and stainless steel appliances. There are wooden shelves with glassware and a window with a view of the outdoors.
A modern kitchen with white cabinets, granite countertops, and a large island.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Pensacola Beach Beaches

Popular amenities

  • Balcony
  • Private pool
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

View 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

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single 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

Add dates for prices

Similar properties

Exterior
Luxury Gulf View Home | Private (heated) Pool | Pet Friendly | Event Friendly
Pensacola Beach
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
9.8 out of 10, Exceptional, (74 reviews)
Luxury Gulf View Home | Private (heated) Pool | Pet Friendly | Event Friendly

About the area

Pensacola Beach

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. Pensacola Children's Museum and Gulf Breeze Zoo are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and hiking/biking trails.
View more Holiday 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 - 5 min drive - 3.8 km
  • Pensacola Beach Gulf Pier - 6 min drive - 4.5 km

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
  • ‪The Dock - ‬5 min drive
  • ‪Casino Beach Bar - ‬6 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.

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

As of 30 October 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 1 March 2027 start from NZ$5,093, 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.
Learn moreOpens in a new window
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

9.6/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Modern, clean, and comfortable interior. Nice outdoor area w small pool, outdoor furniture and turf area. Short walk to the beach w easy access. Had a few maintenance issues, but were handled by property management well. Would recommend.
Stayed 7 nights in Sep 2026
From a partner site

10/10 Excellent

Great stay!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent stay our second time at this home. There are some minor repairs needed but nothing crazy. We enjoyed our stay.
Response from VrboOwner on 26 August 2026
Thank you so much for your repeat business! We're glad you had another great stay and appreciate you choosing this home for a second time. We also appreciate your feedback and I will share this with the property manager for review. We hope to welcome you back for round three! Paradise Beach Homes
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
Our family celebrated August birthday week with a Florida Beach vacation. The location of the house can't be beat as you walk out the gate and one street over is the beach access. The property had a beach wagon which helped with getting back and forth with our stuff. The surrounding area was very quiet and it was easy to take a morning stroll. The pool is user friendly and it has a small platform for just lounging in the water. We did have a pet and the enclosed yard was ideal. The house had everything we needed and would not hesitate to rent it again.
Stayed 7 nights in Aug 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
Response from VrboOwner on 20 May 2026
We are so glad the home worked out so well for your stay and that some of the extra touches made things even more comfortable for your family. It is wonderful to hear you are already thinking about returning next year. We hope you will! We would love to welcome you back again. Paradise Beach Homes
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!
Response from VrboOwner on 12 August 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

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!
Response from VrboOwner on 26 August 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

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.
Response from VrboOwner on 2 December 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
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
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
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!
Response from VrboOwner on 28 August 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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The photos don’t do justice for how close you are to the (private) beach. The outdoor space is perfect for large groups. Property management was incredibly responsive - both requests were acknowledged & taken care of within an hour each. Great space to take a group!
Stayed 3 nights in Aug 2026
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
Tell us how we can improve our siteShare feedback