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.

Family · Value · Accuracy

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.

Family · Value · Hospitality

The Kelley House | Suite 4 w/Balcony Access

This is 1 of 4 beautiful apartments located on the 2nd floor in the Historic Kelley House in Downtown Pensacola. This unique property combines the charm and character of a historic landmark with all the modern amenities you need for a comfortable, relaxing stay. We’re excited to welcome you to this one-of-a-kind historic home and provide you with an unforgettable stay in the heart of Pensacola! Note: The property is designed for adult guests, offering a peaceful and serene environment for those

Family · Location · TV

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

The Crow’s Nest is part of the Manor on the Bay, a large home transformed into multiple rental units. The full property is also avail for rent. This pvte 2nd story space bosts nautical design elements. Sip coffee on your balcony while watching the dolphins play. With options to cook in the well appointed galley kitchen or check out our local sea food spots, you wont leave here hungry. What I love: ✔ stunning views ✔ pvte space ✔ HUGE luxury spa w/pool & beach ✔ Dolphins! ✔ Book what you need

Value · Family · Cleanliness

Comfy 1 Bedroom with Pool at Sunset Harbor Condos

Cozy 1 bedroom, 2 bath unit on the 1st floor offers a view of the Santa Rosa Sound from the balcony. Your vacation starts the moment you walk in the door The sugar white sands of the beach and emerald waters of the Gulf are a short walk or 1 minute drive away. The pool is just outside the building near the outdoor grills. The kitchen is well equipped for cooking. The bedroom features a king size bed and TV. The primary bath has a tub/shower combo. You will love this quiet private community.

Family · Value · Laundry

Redfish Loft, private waterfront Apt. on East Bay

Boat lift available-extra daily fee- 12k lb " pet friendly with fee " loft 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 private grill or visit a local seafood restaurant. Secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Location · Value · Wi-Fi

On 30A! New 1BR Apt. w/ KING 10min walk to beach!

Welcome to Boho Bleu! Our newly renovated 1BR apartment ON 30A w/ a private entrance just a 10min. walk to the beach. Enjoy the luxurious king bed, fully stocked kitchen, TV w/ Amazon Firestick, washer/dryer access & private patio. Serene Stallworth Beach (AKA Beach Highlands) just .4mi. away. Walk to 30A favorites such as Stinky's Fish Camp and Elmo's Grill. Enjoy the natural beauty and activities at nearby Topsail Hill Preserve State Park. Book “Boho Bleu” now for your perfect getaway!

Location · Family · Decor

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+

Value · Family · Barbecue

1 Block to Crystal Beach, Patio, Full Kitchen, W/D

Beach Daze- If you need lazy beach days, you've found it! Beach Daze is an elegant, one-level beach condo that sits just one block from the white sand shore. Located in the private neighborhood of Destin's Crystal Beach, the condo is perfect for a lowkey getaway. The unit features a patio overlooking a shared backyard, cozy and spacious interiors, and a easy stroll to the soft white sands. It has one bedroom and can host up to 2 guests-great for a honeymoon or snowbirds.

Value · Family · Laundry

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!!

Family · Location · Parking

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(400 sq ft), 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.

Family · Location · Laundry

Eastside🌟10 min to Downtown🌟20 min to Beach

Experience the perfect blend of historic charm and modern convenience in this cozy 1918 East Side cottage (duplex). Located in a walkable neighborhood, you’re just steps from local restaurants and a short drive to downtown Pensacola, shopping, nightlife, NAS Pensacola, and the beautiful white sands of Pensacola Beach (20 minutes away). Inside, enjoy fast WiFi, YouTube TV, a Keurig coffee maker, and a fully stocked kitchen with dishware, pots, and pans.

Value · Family · TV