Apartment holiday rentals in Santa Rosa Island, Florida

Downtown Intimate Light-Filled Getaway

Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

Ocean Tranquility label by guest“Heaven on Earth”.

Relax with the family at this restful retreat “Heaven on Earth” as one reviewer described. This is our home away from home and is owner managed. Owner management. We offer more personal touches. (hand picked towels bedding and a coffee bar), but more importantly is our exceptional housekeeper. She has over 20 years of experience and over 100 5 star reviews for cleanliness. Memorial Day thru Labor Day we offer free umbrella and two beach chairs. The booker must list names of guests & ages.

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

The Kelley House | Suite 3 w/Balcony

Step into the past with a stay in our beautifully restored suite, located in the historic Kelley House, 1 of 4, located on the 2nd floor. This unique property blends the timeless charm of its original architecture with modern comforts and stylish updates, is perfect for those looking to relax and unwind in a space full of character and elegance. Whether you're here for a romantic getaway or a quiet solo retreat, the Kelley House is an unforgettable place to relax, recharge, and experience the c

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Spacious Downtown Flat w/ free parking

You will not soon forget your stay in this beautiful, historic home in downtown Pensacola where you can enjoy all the comforts of home with the charm of the past. This charming 3 bedroom home is has everything you need for your stay, featuring an outdoor patio and garden space, a cozy living room, full kitchen and dining room. We also provide beach accessories, coffee and tea, as well as a Roku smart tv. Just a few blocks away you’ll find cafes, popular restaurants and Pensacola nightlife.

Serenity on the Bay-Waterfront attached studio

If you're looking for a quiet, get-away directly on the water, and convenient to everything, this is your place! Enjoy beautiful sunrises and gorgeous evening colors in this lovely waterfront studio. You will have a private hot tub steps from your room looking out over the bay. Direct access to a private dock along with two fishing poles and paddle boards upon request. Minutes to historic downtown and 20 minutes to the Gulf of Mexico and Pensacola NAS. this is an adult only property, 21+

Private entrance /hotel Vacation unit

Swimming pool build 2025 !You have your own entrance. Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don't forget Pensacola Beach is about 25 mins to the west! This room is setup just like a hotel room with a bedrooms a queen beds, microwave, toaster oven coffee maker refrigerator weber grill is available in the back porch a WiFi tv.

The secret spot!

Simple, very clean, and 2 minute walk to all destin night life and all best restaurants.right across to harbor walk village.4 minute drive to the beach! this place is for couple ONLY and small family of 3!absolutely NO SMOKING, VAPING INSIDE .you are next to the Main Street so you will ear some light traffic at night! All the water activity are in front of you to choose! 1 parking for 1 car only! Read my review or text me for any questions!small dog (1) are welcome whit pet free!

Navarre Beachfront Condo

The VIEWS!! With no high-rises for 1/2 a mile to the west and none for miles to the east, Sundunes literally has the best views in Navarre. Our 5th floor east-corner unit offers unobstructed views of the Sound and the Gulf all from the private balcony. Enjoy all the benefits of a low-density condo with private pool, picnic tables, and barbecue grills. Best of all, relax on the snow-white sand and crystal-clear turquoise waters with NO crowds! Ask about SNOWBIRD discounts!!

Dog Friendly* Comfy King *Walk to Beach*Navarre

This laid-back Navarre Beach studio is ideal for guests seeking a quiet, relaxed coastal stay. Enjoy a peaceful neighborhood near both the Gulf and the Sound, perfect for biking, walking, and sunsets. The private studio is simple, comfortable, and thoughtfully set up with a king bed and washer and dryer access. One small dog (30 lbs or less) is welcome with approval and fee. No smoking. Shared carport and laundry areas. Minimum booking age is 21.

Entire studio space is private, clean & relaxing.

This is an attached apartment connected to the garage’s ours house with three exit/entrances. One is the main entry with your specific code. The second door is dead bolted from your side that leads to the garage you see in the picture. The third is dead bolted on your side and gives you access to the back yard. The security and privacy is much like a hotel room. Note we rarely meet or interact with our guests.