Cottage vacation rentals in Santa Rosa Island

4.89 out of 5 average rating, 228 reviews

Charming Cottage, 2+BR (entire home, self checkin)

Orange Tree Cottage is your home away from home, a cozy place to unwind and relax within 30 minutes of sugar-sand shores of Pensacola Beach. This hidden gem is in the center of greater Pensacola, around the corner from Pensacola Christian Academy and a short drive from Pensacola International Airport. Whether you're on a business trip, vacation, or visiting family and friends, this clean, pristine, private house features lounging space, full kitchen, bonus room, and rustic (non-fenced) backyard.

4.98 out of 5 average rating, 222 reviews

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower!

Welcome to good vibes at Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This charming 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits. Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

4.94 out of 5 average rating, 127 reviews

Pensacola Cottage Downtown & Quick Drive to Beach

My wife and I built this cottage in late 2021 in quiet downtown Pensacola with our guest in mind. Our one bedroom one bath cottage is outfitted so you will have most everything you need. This includes a full working outfitted kitchen, cleaning & paper supplies plus more. Our cottage is located near Ever'man Coop Grocery & cafe, Joe Pattis Seafood Market , Maritime Park (Wahoo Stadium) , Pensacola's popular Palafox Street and other downtown favorites. Only 9 miles away from beautiful beaches.

4.97 out of 5 average rating, 126 reviews

The Bee Cottage-Downtown Pensacola Home Near Beach

The Bee Cottage is a cozy 2 bedroom, 2 bathroom 1150 sq foot home in downtown Pensacola that offers a fully equipped kitchen, living room, dining area, laundry room, and side yard. This private home is ideal for individuals, couples, or families of up to 4 people. Sleeping arrangements include an en-suite bedroom with a queen bed and a separate bedroom with a full bed. The cottage is just a few blocks from the heart of downtown, a 15 minute drive to the beach, and 20 minutes to NAS Pensacola!

Cottage in Santa Rosa Beach

4.96 out of 5 average rating, 131 reviews

Grayton Beach!-Best beach access, bikes, dune lake

We can’t wait to host you at Sand Reef Cottage in Grayton Beach/ Santa Rosa Beach FL! Grayton is an unspoiled florida beach town with rare coastal dune lake for safe swimming for all ages and a bohemian, small town vibe! Florida’s iconic 30A! The cottage is an easy bike ride, or free tram ride to the white sandy beaches. ♥Comfortably sleeps 8 ♥Bikes & trailers provided ♥Free Daily Tram Short Ride to Beach ♥Community pool ☒ Booking Guest must be 25. NO PARTIES, SMOKING, PETS @GoodHostCo

5 out of 5 average rating, 226 reviews

Magical Cottage * Couples & Solo * Near Airport

🌴 Your Perfect Pensacola Getaway! In the heart of Pensacola, this cozy, private cottage is perfect for solo travelers or couples. *Vacationing *Visiting family *College visit * Medical stays * Military travel * Work You’ll love the peaceful privacy Your own parking and fenced area Centrally located ~20-30 minute drive to beaches ~5 minutes - Airport ~2 minutes - Shopping mall ~2 Blocks - Best Bistro/food/drink This charming retreat is ready to welcome you with open arms!

4.98 out of 5 average rating, 489 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

4.9 out of 5 average rating, 147 reviews

1br/1ba Cozy Cottage - Downtown/Museum of Commerce

An experience you do not want to miss and a location that is close to the action but still tucked away. Less than one block from iconic Seville Square, where you will be centrally located in the heart of downtown Pensacola's historic district and within walking distance to dining, shopping, museums and other attractions. Find yourself enjoying sunsets on the back porch or take a easy 15 minute drive to enjoy the sugar white sands of Pensacola Beach.

Superhost

4.78 out of 5 average rating, 164 reviews

Plum Orchid Cottage - New Floors!

Plum Orchid Cottage is a tiny hideaway, ideal for your visit to Pensacola! After a day at the beach (20 min to Perdido or Pensacola Beach) or visiting family at NAS Pensacola (5 min) you come home to a fully equipped kitchen, private back yard, washer/dryer, and luxury amenities. Head out to the fantastic restaurants and night life of downtown Pensacola just 10 minutes away. You will feel right at home during your vacation when staying with us!

4.8 out of 5 average rating, 308 reviews

Cute Cottage Getaway Downtown!

Wonderful cottage within walking distance to enjoy everything downtown Pensacola has to offer- gallery night, festivals, concerts, market days, parades, Ice flyers games, and Pensacon are all within walking distance! Very cute 1 bedroom 1 bath, light and bright though out. Front porch for relaxing afternoons. A few blocks away from the convention center!!! We charge a pet fee of $75+tax that will be charged per pet. Collected separately.

Superhost

Cottage in Mary Esther

4.84 out of 5 average rating, 146 reviews

Nature's Nest Cottage on the Sound - Pets Welcome!

Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist traffic. Our nest is a private home with a shallow beach and small dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!