Title: Two if by Sea – Steps to the Gulf with a Private Pool! - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Two if by Sea – Steps to the Gulf with a Private Pool! ![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114107600/114107556/d46c6caf.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114110000/114107600/114107556/438e1b57.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby](https://images.trvl-media.com/lodging/115000000/114110000/114107600/114107556/c8a09516.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/115000000/114110000/114107600/114107556/9c048169.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, DVD player](https://images.trvl-media.com/lodging/115000000/114110000/114107600/114107556/fe31b908.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Consider a stay at Two if by Sea – Steps to the Gulf with a Private Pool! and take advantage of golfing on site, a garden, and a playground. Stay connected with free in-room WiFi, and guests can find other amenities such as laundry facilities. 10 Exceptional ### Entire home 4 bedrooms4 bathrooms2072 sq ft ## Popular amenities - Parking available - Beach view - Pet-friendly - Air conditioning - Dryer - Washer ## Add dates for prices Check-in Check-out Travellers ## 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! NEW ON OUR RENTAL PROGRAM! 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 For added privacy, the home also includes a separate downstairs apartment with its own entrance, kitchenette, and bathroom—perfect for extra guests or extended family. 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 (Downstairs): 1 Queen Sleeper Sofa ## 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 - Golf - Tennis - 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 - Spelunking 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 ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/100000000/99740000/99734600/99734543/52041330.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 bed/3 Bath sleeps 19 Guests! 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Pet friendly too! Toilla Segunda - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 43 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=21661241&PinnedHotelID=21661241&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105770000/105769400/105769326/a4bf8115.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sunshine Oasis | Private Pool | Dog-Friendly | My Beach Getaways Gulf Breeze - Ocean view - Pool - Kitchen - Washer 8.0 Very good 30 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=105769326&PinnedHotelID=105769326&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97050000/97043100/97043037/4e46857c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 8 bedroom, 4 bath Home/Sleeps up to 22! Private Pool! 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Toilla Segunda - Pool - Kitchen - Washer - Dryer 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=104041315&PinnedHotelID=104041315&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### Pets Pets 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 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 ### Property is also known as 1785-272284 ## About the area Located near the beach, this vacation home is in Toilla Segunda, a neighborhood in Pensacola Beach. The Old Quina House Museum and Museum of Commerce are cultural highlights, and some of the area's attractions include Water Warrior and Wall South. Looking to enjoy an event or a game while in town? See what's happening at Pensacola Bay Center or Pensacola Bayfront Stadium. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. [Visit our Pensacola Beach travel guide](https://www.expedia.ca/Pensacola-Beach.dx6677) [View more Vacation homes in Pensacola Beach](https://www.expedia.ca/Pensacola-Beach-Private-Vacation-Homes.d6677-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C30.33994%2C-87.10124&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=z_JtWPXI4WgLr0nRuxLBLo0o32A=) Pensacola Beach, FL ### What's nearby - Park East On-Leash Dog Beach - 4 min drive - 3.5 km - Pensacola Beach Boardwalk - 5 min drive - 3.8 km - Quietwater Beach - 6 min drive - 4.2 km - Pensacola Beach Gulf Pier - 6 min drive - 4.5 km - Casino Beach - 6 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 - ‪Sidelines Sports Bar & Restaurant - ‬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. ### Is Two if by Sea – Steps to the Gulf with a Private Pool! pet-friendly? > Yes, pets are allowed at this 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 Santa Rosa Sound and Opal Beach. Park East On-Leash Dog Beach and Pensacola Beach Boardwalk are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Two if by Sea – Steps to the Gulf with a Private Pool! Reviews 10 ### 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 information](https://www.expedia.ca/lp/b/content-guidelines) ### 8.0 Cleanliness ### 10 Location 10 - Excellent 5 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Elizabeth H. May 28, 2025 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. ##### Elizabeth H. Stayed 5 nights in May 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### natisha d. May 1, 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. ## Expedia's Latest Trends ### Hotels > [Mondrian South Beach](https://www.expedia.ca/Miami-Hotels-Mondrian-South-Beach.h2190271.Hotel-Information) > > [W South Beach](https://www.expedia.ca/Miami-Hotels-W-South-Beach.h11881.Hotel-Information) > > [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) > > [Universal's Hard Rock Hotel](https://www.expedia.ca/Orlando-Hotels-Universals-Hard-Rock-Hotel.h485506.Hotel-Information) > > [Reunion Resort & Golf Club](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.Hotel-Information) > > [Embassy Suites by Hilton Fort Lauderdale 17th Street](https://www.expedia.ca/Fort-Lauderdale-Hotels-Embassy-Suites-Ft-Lauderdale17th-Street.h11909.Hotel-Information) > > [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) > > [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) > > [Universal's Endless Summer Resort - Surfside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Resort-Surfside-Inn-And-Suites.h27522522.Hotel-Information) > > [DoubleTree by Hilton at the Entrance to Universal Orlando](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) > > [B Ocean Resort Fort Lauderdale Beach](https://www.expedia.ca/Fort-Lauderdale-Hotels-B-Ocean-Resort.h5404.Hotel-Information) > > [Universal’s Loews Royal Pacific Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Loews-Royal-Pacific-Resort.h856706.Hotel-Information) > > [Universal's Cabana Bay Beach Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) > > [Beach House Fort Lauderdale, a Hilton Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hilton-Fort-Lauderdale-Beach-Resort.h28591.Hotel-Information) > > [The Tides on Hollywood](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Tides-On-Hollywood.h44524455.Hotel-Information) > > [Loews Miami Beach Hotel – South Beach](https://www.expedia.ca/Miami-Hotels-Loews-Miami-Beach-Hotel-South-Beach.h81223.Hotel-Information) > > [Fontainebleau Miami Beach](https://www.expedia.ca/Miami-Hotels-Fontainebleau-Miami-Beach.h1190549.Hotel-Information) > > [Hotel Riu Plaza Miami Beach](https://www.expedia.ca/Miami-Hotels-Hotel-Riu-Plaza-Miami-Beach.h74574.Hotel-Information) > > [Four Points by Sheraton Orlando International Drive](https://www.expedia.ca/Orlando-Hotels-Four-Points-By-Sheraton-Orlando-International-Drive.h4262.Hotel-Information) > > [1 Hotel South Beach](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) > > [Margaritaville Hollywood Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Margaritaville-Hollywood-Beach-Resort.h10005147.Hotel-Information) > > [Diplomat Beach Resort Hollywood, Curio Collection by Hilton](https://www.expedia.ca/Miami-Hotels-Diplomat-Beach-Resort-Hollywood.h857779.Hotel-Information) > > [Moxy Miami South Beach](https://www.expedia.ca/Miami-Hotels-Moxy-Miami-South-Beach.h55553829.Hotel-Information) > > [Walt Disney World Dolphin](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) > > [The Westin Fort Lauderdale Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Westin-Fort-Lauderdale-Beach-Resort.h17159.Hotel-Information) > > [W Fort Lauderdale](https://www.expedia.ca/Fort-Lauderdale-Hotels-W-Fort-Lauderdale.h2335216.Hotel-Information) > > [Fort Lauderdale Marriott Harbor Beach Resort & Spa](https://www.expedia.ca/Fort-Lauderdale-Hotels-Fort-Lauderdale-Marriott-Harbor-Beach-Resort-Spa.h21880.Hotel-Information) > > [Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) > > [Bahama Bay Resort](https://www.expedia.ca/Orlando-Hotels-Bahama-Bay-Resort.h1056615.Hotel-Information)