House vacation rentals in Santa Rosa Island

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Top-rated house rentals in Santa Rosa Island

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Guest favorite

Home in Pensacola

4.95 out of 5 average rating, 112 reviews

Renovated Bungalow near Downtown with King Bed!

Completely renovated historic 1940s shotgun-style home with 2 bedrooms and 2 baths. Located just 1 mile from downtown Pensacola, this home is the perfect balance of original character and modern amenities. Walking distance to the Pensacola Yacht Club, several bars and restaurants, and the world-famous Joe Patti's fishmarket. 15 minute drive to Pensacola Beach. This home includes 2 smart TV, wifi, covered porches, firepit, fenced-in yard, and plenty of additional parking. Well-stocked kitchen.

Jan 18 – 25

G$25,450 GYD per night

Guest favorite

Home in Pensacola

4.97 out of 5 average rating, 507 reviews

Ms Di's Place. Price Inclusive.

Newly renovated, spotlessly clean 2 bdrm, 1 bath house conveniently located in the heart of East Hill. Carport, bathtub/shower, oven, microwave, frig with icemaker, hardwood floors, Kuerig, WIFI and TV. 5 minutes from downtown Pensacola and Baptist Hospital, 8 minutes from Sacred Heart, 10 minutes from West Florida Hospital, and 15 minutes from beautiful Pensacola Beach.This property belongs to St. Mark UMC and all proceeds are used to fund local missions. Price is inclusive- no added fees.

Aug 7 – 14

G$26,827 GYD per night

Guest favorite

Home in Pensacola

4.92 out of 5 average rating, 152 reviews

Walk to downtown + seafood market. *Bay views*

Bright & spacious home located in thriving downtown Pensacola Enjoy 3 master suits each with private full bathroom and luxury Tuft & Needle mattresses Easy 10-20 min walk to downtown shops, breweries, and entertainment 15-20 min drive to the white sand beaches or catch the seasonal ferry that leaves from downtown Double balcony with partial bay views. Catch the fireworks from the Blue Wahoos stadium or enjoy bay views as we are directly across from world famous Joe Patti’s Seafood

Feb 4 – 11

G$27,501 GYD per night

Guest favorite

Home in Pensacola

5.0 out of 5 average rating, 136 reviews

✨Olivia Downtown✨ Industrial chic/ Sleeps 4

Welcome to Olivia Downtown, your new home away from home! This gem is an 860 sq ft one bedroom one bathroom home equipped with a full kitchen and laundry room. Whether you’re working from the designated office space, snuggled up on the comfiest couch watching some Netflix or cozied up around the fire pit on a chilly night Olivia will make you never want to leave! However, if you do decide to venture out we are minutes away from Pensacola’s best of the best!

Aug 5 – 12

G$32,614 GYD per night

Guest favorite

Home in Pensacola

4.97 out of 5 average rating, 117 reviews

Casa Catrina-North Downtown with unique art theme!

Beautiful, themed artist home located just 7 minutes from Downtown Palafox. 20 minutes from NAS Pensacola, quick access to the route to Pensacola Beach. This property is located in an old, diverse downtown neighborhood that is rapidly changing with new homes and remodeled ones appearing everywhere. This is a clean and comfortable, pet friendly house with fully equipped kitchen, WIFI, smart TVs with Netflix, Amazon, and commercial free YouTube, and more.

Apr 10 – 17

G$24,478 GYD per night

Superhost

Home in Milton

4.79 out of 5 average rating, 151 reviews

*Waterfront Home w/Boat Dock, & Kayaks!

Read full description before booking! 25-30 minutes to the beach depending on traffic. Bring your boat and dock it in your back yard!! Sit on the porch and enjoy coffee in the morning listening to the birds and frogs nearby. The home is nestled in the quiet community of Escambia Shores. Surrounded by tall pines this relaxing home is perfect for a family vacation or honeymoon. Great fishing in the canal or off the dock! Or Kayak into the bay to fish!

Nov 14 – 21

G$20,570 GYD per night

Guest favorite

Home in Pensacola

4.94 out of 5 average rating, 271 reviews

The Orange Bayview 🍊 Pet Friendly 🐬Studio Suite 🌴

Orange You Glad You Found This Place? Steps from Bayview Park including small and large dog parks, dog beach, tennis courts, workout area, boat ramp, Bayview Center & more. 5 minutes to downtown, 15 minutes to Pensacola Beach. While attached to the main house, the guest suite is its own private space, with a separate entrance, temperature control, driveway parking for 2 and room for a 40’ boat. We’ll do anything to make your stay great!

Aug 11 – 18

G$25,760 GYD per night

Guest favorite

Home in Pensacola

4.87 out of 5 average rating, 114 reviews

Fun, Quirky, Get-a-Way for Singles or Couples.

Great place for couples or singles within just a few blocks of thriving downtown Pensacola. Only a short drive to our famous sugar white beaches. This cottage is small, but the whole place is yours, and the two original rooms, which were built in 1940, have 9 1/2 foot ceilings with magnificent crown moldings. New flooring, paint, kitchen and bath upgrades have come together to make this cottage a jewel of style, comfort, and grace.

Sep 2 – 9

G$19,369 GYD per night

Guest favorite

Home in Pensacola

4.96 out of 5 average rating, 196 reviews

Casey's Corner

Our home features a large master suite and two guest bedrooms. The master suite includes a desk (for when work is absolutely necessary), and all bedrooms have their own tv with cable. Wireless, high-speed internet is available throughout the home. The kitchen is fully stocked with all the tools you need to cook your own delicious meals and is open to the dining and living areas. A washer and dryer are available in the garage.

Jan 6 – 13

G$20,441 GYD per night

Guest favorite

Home in Pensacola

4.9 out of 5 average rating, 212 reviews

"The Blue Heron" Perfect Beach Getaway!

Newly renovated, spotlessly clean 2bdrm 1 bath house conveniently located 2 minuets from Perdido Key beach and Johnson's Beach. Free parking, Front Porch, Back Deck, bathtub/shower, oven, microwave, refrigerator, dishwasher, washer & dryer, Coffee Maker, toaster, WIFI, Flat Screen TV. Public access to a boat ramp, one street over on Galvez Landing. Conveniently located near restaurants, grocery stores, and parks

Feb 9 – 16

G$22,475 GYD per night

Guest favorite

Home in Pensacola

4.97 out of 5 average rating, 105 reviews

Blue Bayou Cottage -1 mile from Boat Ramp.

Our Cottage is nestled in a quiet lovely neighborhood that shares a scenic Bayou view, with swimming,boat ramp and access to Pensacola bay closest access by boat to the Gulf Of Mexico. Our neighborhood has a scenic 2.5 mile sidewalk walkway winding around the Bayou for guests to enjoy. Once back to the cottage, you can enjoy our large outside patio, outdoor shower, or barbecue grill outback.

Jan 15 – 22

G$26,003 GYD per night

Guest favorite

Home in Gulf Breeze

4.89 out of 5 average rating, 176 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

Your family will be close to everything when you stay at this centrally-located home. Private unit in a duplex located about 15 minutes to Pensacola beach, and 20 minutes to Navarre beach! Large fenced in back yard with table and chairs on patio. Wifi is available along with fire sticks to watch movies and TV shows. Full kitchen and coffee maker at your disposal!

Oct 15 – 22

G$18,738 GYD per night