Five Bedroom Properties
Bringing a big group? Look into booking one of these big, beautiful, 5 bedrooms. Got a really big group? Call us for booking multiple properties.
5 bedroom vacation rental properties that sleep 15-26 guests
255 properties available
Some Beach House PP820 - Checks all the boxes! Private pool, hot tub, boardwalk to the beach, golf cart included!Some Beach House is a newly renovated 4-bedroom, 3.5 bath coastal retreat and your new home away from home. The large open living, kitchen and dining areas are an entertainer’s dream! You can whip up your favorite meal for your guests in
Introducing Bay Tree B7/8! This tastefully 2br/2ba split level condo with two balconies offers a washer and dryer! This condo is located on the second floor with no elevators access. The bedrooms are located upstairs by accessing the spiral staircase. This would be a front row seat to watch the 4th of July and New Years Eve fireworks from the top
Banyan Blue BB969 - Luxury beach home with private pool, elevator, and Gulf viewsWHY GUESTS LOVE THIS PROPERTYBanyan Blue is built for groups who want it all — Gulf views, a private pool, and high-end spaces designed for gathering. With six bedrooms, a game room, and a layout that flows seamlessly from indoors to out, this home delivers a true luxu
8 Bells SB730 - Monthly Beach Home with Deck Views, Close to Beach, Quiet In-Town LocationWHY GUESTS LOVE THIS PROPERTY8 Bells offers a peaceful extended-stay retreat just blocks from the beach, with spacious living areas, coastal views, and a quiet in-town setting. Ideal for longer stays, this home provides the comfort and convenience needed to fu
HypNautic MV3A is a 3 bedroom, 2.5 bath, free-standing townhome offering all the high-end features you want at affordable rates.Top-quality, furniture awaits you in every room of the home. The pool and party pavilion are just a few steps from the front door. There’s a cozy front porch with outdoor seating perfect for taking in the beautiful Port Ar
Bay Tree C2 is a spacious studio condo located on the 3rd floor with no elevator access. This condo has the best views in Old Town! Comfortably sleeps 4 with queen size bed and full size sofa sleeper. Enjoy unobstructed coastal sunsets, views of the city marina, and the intercoastal ship channel. Bay Tree offers a community swimming pool, private l
Introducing My Taigh RP15! A Charming & Cozy Port A Beach House. Get ready to be on island time. This cottage is ready for your family or small group! Perfect for 2 families...This house comes with two primary king suites! One primary down, the other up! That's right, no one will have to flip for the primary. There is also a queen room, a bunk
It is Fine LCV26 is a 3br/3ba beach house with a spacious second floor deck to enjoy breezes off the Gulf of Mexico! Observation deck offers views of the water. Fully furnished to enjoy a weekend on the beach. The ground floor is a great family space! There is one queen bedroom, and two sets of twin over twin bunk beds in the living room. It also o
Redneck Riviera MR118 is a beautiful 3 bedroom, pet friendly home that has a private pool! The family room and open kitchen are upstairs covered by tall ceilings and balconies both in front and in back. The kitchen is fully stocked and offers granite counter tops with stainless steel appliances. Enjoy dining for 6 with additional 3 at the breakfast
Gulf view beach retreat with multiple decks, community pool, and beach access!Beach Blessing LCV31 is a 3 bedroom 3 full bath home with multiple relaxing outdoor deck spaces and gorgeous Gulf views & afternoon shade! Stunning kitchen & bath remodels! Tile floors throughout! Meticulously maintained beach retreat! Ground level has a covered p
Serenity by the Sea SL615 - Pet-friendly home with private pool, king beds, and open-concept livingWHY GUESTS LOVE THIS PROPERTYSerenity by the Sea is a beautifully designed single-story home in the Safe Harbor subdivision with a private pool, two king bedrooms, and a bright open-concept layout that makes gathering feel effortless. With large windo
Picture Perfect View BH308 - Beachfront condo with panoramic Gulf views from every roomWHY GUESTS LOVE THIS PROPERTYPicture Perfect View BH308 earns its name — Gulf views stretch across the living room, dining area, kitchen, primary bedroom, and private balcony, making every moment inside the condo feel connected to the coast. Perched on the third
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