
House holiday rentals in Jay
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Top-rated house rentals in Jay
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Large Mid-Century Home w/Bay View & Ancient Trees
Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

The Market Guesthouse
Welcome to our country retreat 1/2 mile from I-65. Stay for a night during a road trip or a little longer and enjoy the area. Visit the Poarch Creek museum or casino at Exit 57. We're close enough for day trips to FL & AL beaches (about 1.5 hours). If you're into history, it's not far to the USS Alabama battleship or Fort Mims. Across the street is The Warehouse Market & Bakery, so you can grab some cinnamon rolls and groceries. Splash pad, parks, shopping & more in the town of Atmore (6 miles).

Pensacola Lighthouse Retreat
The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

East Bay Hideaway — A Private Waterfront Escape
Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

The Pine House Pace, FL
Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Quiet, Cozy Farmhouse
Take a load off in this peaceful farmhouse from a simpler time. Get back to nature in a home surrounded by dozens of acres of farmland and Conecuh National Forest. The house is located on a farm that has been active for 4 generations. If you're looking for activities, there's no shortage here! This property is conveniently located for those with an interest: hunting, fishing,walking trails, and just 70 miles from Florida beaches! Also, 15 miles from the ATV park, Boggs and Boulders.

Blackwater Bay Mae's Cottage
Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

The Dogwood - Luxury home
A cozy & luxurious home away from home. Living room & Each bedroom with TV. Master has king bed with separate tub and shower. Spacious open floor plan with electric fireplace. Covered back porch with great privacy, fire pit area in back yard & attached carport. Guest bedrooms have queen beds. New build which opened December 20,2019. Great location for those visiting family, on business or just a relaxing getaway. 1 adult/guest must be 25 years old to book this house.

Tropical garden with bar
The perfect Adult retreat. This 2 bedroom 2 full bath home stands out with a tropical style garden, large deck and custom outdoor bar. We are located 3.3 miles from I-10. You can unwind in the European style library, watch a movie on the 65” Smart TV, or enjoy a cold drink at the outdoor bar area. Coffee on the deck in the garden is the best. If you are looking to move to the area, we have an in-house Realtor that can assist you. Not suitable for children under 12.

Waterfront with kayaks* Blackwater River Shanty
Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

The "Home Over the Bridge"
Welcome to a place of comfort and ease with style. Kick back and relax inside or enjoy a cool star-lit night with friends and family around the fire. Nestled on two acres, “The Home Over the Bridge” is only a mile from downtown shopping, dining, and farmers market. If one is looking for a little fun and excitement the Wind Creek Casino and the Atmore Dragway are only 12 minutes up the road. The local splash pad and city parks are also only about a mile away.

Cozy and centrally located home
Keep it simple at this peaceful and centrally located place. Located on a cul-de-sac, this home is in a quiet neighborhood. This home has a warm and cozy atmosphere. Located close to the mall, West Florida hospital, Sacred Heart Hospital, University of West Florida, Pensacola State College, shopping, restaurants, and it's about 20 minutes from the beaches.
Popular amenities for Jay house rentals
House rentals with a pool

Historic Pool Cottage! Dog Friendly

Poolside Family Retreat w/ Hot Tub & Game Room

Sugar Sand Cottage at Destin Pointe

Private Pool-Near NAS-Grills-Game Room FamilySetUp

Pensacola Blue Angel Pool House

Tranquil Seas: Waterfront Unit with Kayaks & More!

Casa Verde: Heated Pool +JET SKI & Pontoon rental

#1 4BR HUGE PET Friendly Home Away from Snow!
Weekly house rentals

The Furlough Home

Modern Oasis

Relaxing Retreat on Ridge Road

E-Sea Breeze

Gorgeous Home ~20 Min to Perdido Key/Johnson Beach

Newly remodeled with Shoal River access nearby

The Bayshore Hideaway - swim spa, hot tub, private

O Happy Day Oasis
Private house rentals

Osprey’s Nest at Perdido Key

Enjoy The Journey #1 & #2 - 2 Houses - 1 Listing

The Palm Oasis | Heated Pool • Hot Tub • Beach

Crystal Creek Getaway !

Cozy Ranch House/Screened in Pool/ 3BD

Work crews. Families. A place for everyone!

The Witch & Pirate | Pool | Pub | BBQ | Unwind!

Peaceful Cottage on a Shaded Lot
Destinations to explore
- Florida Panhandle Holiday rentals
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- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Pensacola Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
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- Perdido Key Beach
- Pensacola Beach
- Opal Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Gulf Breeze Zoo
- Johnson Beach
- Pensacola Beach Boardwalk
- Pensacola Bay Center
- Lost Key Golf Club
- Fort Walton Beach Landing
- Pensacola Beach Gulf Pier
- Pensacola Museum of Art
- Shaggy's Pensacola Beach
- Okaloosa Island Beach
- Pensacola Lighthouse and Museum
- Goofy Golf
- Alligator Alley
- Vince J. Whibbs Sr. Community Maritime Park
- Palafox Market
- The Graffiti Bridge
- Navarre Park
- Air Force Armament Museum Foundation




