House holiday rentals in Santa Rosa Island

A game room features a vibrant red pool table, positioned centrally under recessed lighting. Surrounding walls display decorative accents, including a mirror and wall art. A window provides natural light, while a television is mounted on an adjacent wall.

4.92 out of 5 average rating, 164 reviews

Three Forty Eight The Great Escape! (Pet Friendly)

The perfect location for a Florida getaway. Spacious house on a quiet street, in close proximity to; Choctawhatchee Bay, a public access beach (2 miles), Uptown Station and downtown Fort Walton Beach for shopping, dining, and libations. Destin is just a $15 Uber/Lyft ride across beautiful Okaloosa Island where you can enjoy all the festivities the famous HarborWalk has to offer. Kids and pets welcome, please inquire regarding long-term off-season rental. Thanks for looking, hope to see you soon!

A comfortable living area features a sectional sofa with a light throw draped over it. A coffee table sits in the center, accompanied by a large TV mounted on a wooden stand. Natural light pours in through two windows adorned with white blinds.

4.86 out of 5 average rating, 137 reviews

The Oasis! Charming 3BR Near All The Best Beaches!

We open our doors to our guests! Our home is filled with love, joy, and passion. You'll feel as if you were at an enchanted five-star resort, where all your stresses just magically melt away. Not to mention, Okaloosa Island and Destin are just under 10 miles away! Also perfectly centralized inbetween both Eglin and Hurlburt field. Perfect for families, travelers, couples, events, or anyone who loves the crystal blue waters & white sands of the Emerald Coast Your home away from home awaits!

The living area features a comfortable sofa facing a large television mounted against a light-colored wall. An open kitchen with modern appliances is visible, complemented by a wooden island with seating for four. Warm wooden tones and elegant flooring enhance the space.

4.85 out of 5 average rating, 136 reviews

House 5 min to Beach, Fire Pit, Deck, Pickleball

Welcome to your perfect getaway, just 5 minutes from the beach, with shopping and waterfront dining at your doorstep. Unwind in this charming beach town rental that is perfect for entertaining with an outside deck equipped with a grill, TV and a fire pit. Explore Fort Walton Beach’s vibrant shopping scene, indulge in local flavors at nearby restaurants, nightlife after dark and return to relax in style. Everything you need is at your fingertips. Book now for an unforgettable coastal escape!

A spacious living room features two dark leather sofas and a modern coffee table placed atop a large area rug. Natural light streams in through sliding glass doors, leading to an outdoor seating area with chairs. Neutral wall art complements the inviting space.

4.97 out of 5 average rating, 116 reviews

Home with King Bed, Backyard, 15 min from Beach

Welcome to Your Fort Walton Beach Oasis! Discover modern luxury just 15 minutes from the beach! Our recently remodeled home is in a safe neighborhood away from all the hectic traffic and perfect for families, friends, or a romantic retreat. Challenge your group to a round of mini-golf or cornhole, or simply unwind by the outdoor fire pit. When you need a break from the sun, cool off with the AC and enjoy board games or streaming apps on every TV—everything you need for a perfect stay!

4.96 out of 5 average rating, 151 reviews

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

Home in Destin

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

An aerial view displays the gated community and its proximity to the coastline. The layout includes a mix of residential homes and palm trees, with a clear path marked for the gated beach access leading to the expansive sandy beach and ocean.

4.9 out of 5 average rating, 108 reviews

5 Min Walk to Private Beach | Luxury Remodel

✦ NEW LUXURY REMODEL ✦ PRIVATE BEACH + POOL ACCESS ✦ 2 PRIMARY SUITES Nestled in the heart of Miramar Beach, Villa Hermosa was intently designed to embody Mediterranean architecture and elegance. Tucked into a renowned gated community, this distinctly designed retreat is an easy stroll to private beach access along the Emerald Coast and 2 community pools. Nearby shops, restaurants, and local attractions from Destin to 30A make Villa Hermosa a centrally-located, idyllic destination.

A spacious living area features a sectional couch complemented by a round coffee table. Warm wood accents are highlighted by overhead pendant lighting. The adjoining kitchen showcases a large island with bar seating, while a dining area in the background is arranged with a large table.

4.98 out of 5 average rating, 145 reviews

Stunning updated 4 bedroom home. 8 mins from beach

Escape with family or friends to this stunning, fully renovated coastal home. Only a short drive from the Gulf Coast's pristine beaches, this cozy home offers all the comforts of home and conveniently located near downtown FWB. Walk up the street for public water access to view the bay. Ample parking in the driveway for your boat, trailer or RV. Enjoy the large fenced-in backyard, perfect for outdoor entertaining. Book now and experience the best of Florida's Emerald Coast.

The outdoor area features a non-heated swimming pool surrounded by a concrete patio. A small table with chairs is positioned nearby, offering a space for relaxation. Lush greenery provides shade, and a seating area with chairs is visible on the lawn.

4.89 out of 5 average rating, 341 reviews

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

Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

A private pool is enclosed by a screened-in structure, allowing for a comfortable swimming experience. Colorful pool floats and lounge items are placed nearby, with a bright blue water surface reflecting light. Lush greenery is visible beyond the pool area, offering a sense of privacy.

4.92 out of 5 average rating, 302 reviews

Touch of Madagascar-Whole House

Free off-street parking. Entire house with pool (heating pool is no longer available). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with original art from Madagascar, where the owner Yolande is from, and where Yolande's husband Clint worked for 24 years. Clint is a native of Ft Walton Beach and a Vietnam Combat Veteran. No pets allowed (even visitors' pets). NO CAMERAS HAVE BEEN INSTALLED ANYWHERE INSIDE THE HOUSE.

The exterior of a single-family home is presented, featuring a well-maintained lawn and a driveway capable of accommodating multiple vehicles. The house showcases a brick facade, a blue garage door, and decorative landscaping with neatly trimmed bushes. A wooden fence surrounds the front yard.

4.95 out of 5 average rating, 219 reviews

Arcade Escape: Ping Pong, Grill, 6 Miles to Beach

The Verb House, the perfect getaway includes tons of amenities and only 6miles to the beach and 4 miles from downtown! Most of the baby items and cooking amenities are provided with TVs in every room. Verb includes 2 arcades, home gym, piano, office space, ping pong, put-put, fire pit and grill! Beach equipment and toys are located in the garage! Beaches, crab island, waterparks, zoo, etc - right at your fingertips! Book with Ronin Stays LLC, you won't be disappointed!

A collage of the townhome is presented, showcasing a stylish dining area with a wooden table and plush seating, a modern living room featuring a wall-mounted TV, a uniquely designed bunk area with colorful wallpaper, and the exterior highlighting the driveway and garage area.

4.86 out of 5 average rating, 119 reviews

House in Ft Walton Beach near Okaloosa Island *TVs

Bring your boat! You'll fall in love with this spacious townhome in FWB. Centrally located near shops & food. Close to Liza Jackson Park and a short 10 min drive from Okaloosa Island. Boat launch available at Liza Jackson. - 3 bedrooms & 2.5 baths, sleeps 7 - Queen beds and TVs in each bedroom - Wifi throughout - On a quiet street with large driveway - Dedicated office space - Outdoor patio with grill * No smoking or fires permitted on the property

A spacious outdoor area features a large swimming pool, surrounded by a concrete deck. Lush greenery provides a natural backdrop, and a few lounge chairs are positioned nearby for relaxation.

4.91 out of 5 average rating, 153 reviews

Relaxing Pool Retreat Near Beaches & Destin!

Welcome to Our Happy Place! Whether you're planning a girls getaway, family beach vacation, couples retreat, or celebration weekend, Our Happy Place was designed to help you slow down, reconnect, and make lasting memories together. Perfect For: ✔ Girls Trips ✔ Family Vacations ✔ Couples Getaways ✔ Birthday Celebrations ✔ Parents Traveling with Teens ✔ Long Weekend Escapes ✔ Remote Work + Vacation Stays

Popular amenities for Santa Rosa Island house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor living area is highlighted by a pool and spa, surrounded by sun loungers and a large covered patio. Colorful umbrellas provide shade over seating areas and a dining table, creating a welcoming space for relaxation and gatherings.

4.97 out of 5 average rating, 274 reviews

Destin Miramar Walk To Beach Pet Friendly

A two-story white house is depicted with a paver driveway leading to the entrance. A 6-seater golf cart is parked in front, surrounded by green landscaping including palm trees. The home presents a welcoming facade, featuring a covered porch and multiple windows.

4.95 out of 5 average rating, 140 reviews

All you need! Location | Golf Cart | Walk to Beach

4.92 out of 5 average rating, 171 reviews

Home in Mary Esther

Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill

A spacious backyard features a heated pool surrounded by a stone deck. A shaded pergola offers seating, while blue Adirondack chairs are arranged near a fire pit. The area is well-lit with string lights, adding a welcoming touch to outdoor gatherings.

4.91 out of 5 average rating, 114 reviews

The Memory Maker - Heated Pool! 4BR Vacation Home

4.97 out of 5 average rating, 118 reviews

The outdoor pool area features clear blue water surrounded by lush palm trees. Comfortable lounge chairs line the pool deck, with a rock waterfall creating a tranquil ambiance. In the background, views of the ocean can be seen under a bright, partially cloudy sky.

Home in Destin

Jade East 1250 Corner Condo, Spectacular View~Deal

A spacious living area features light-toned furnishings, including a soft sofa with patterned cushions. A glass-top coffee table is centered on a textured rug. Bright lighting is provided by pendant fixtures above, while large windows bring in natural light, with sheer curtains partially drawn.

5.0 out of 5 average rating, 108 reviews

Isle Be Back! Miramar Beach Villa! STEPS TO BEACH!

4.91 out of 5 average rating, 242 reviews

A light blue golf cart is parked on gravel in the foreground of the house. The two-story white structure features a large front porch and green chairs. Palm trees stand nearby, and a clear blue sky fills the background.

Home in Destin

BlueMarlin-Free Golf Cart n Bikes-Hot Tub

Home in Santa Rosa Island

The exterior of a two-story beach house is displayed, featuring a white facade with a gabled roof and multiple balconies. The house is elevated above the sandy ground on stilts, and the surrounding area includes beach vegetation, creating a relaxed coastal vibe.

4.93 out of 5 average rating, 54 reviews

B-Fish, Private Pool, Across from Beach, Dogs OK

Weekly house rentals

4.83 out of 5 average rating, 127 reviews

1 BR Comfortable Central Location Emerald Elm

5.0 out of 5 average rating, 22 reviews

Sky Breeze

4.79 out of 5 average rating, 19 reviews

Emerald Coast Escape

4.97 out of 5 average rating, 32 reviews

Perfect coastal retreat with private beach access

A waterfront property featuring a private pool surrounded by a spacious yard. A large dock extends into the water, offering areas for seating and easy access for fishing or boating. Lush greenery and palm trees frame the picturesque setting, enhancing the overall outdoor appeal.

4.95 out of 5 average rating, 83 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

Home in Santa Rosa Island

4.71 out of 5 average rating, 17 reviews

Coconut Beach House B

4.89 out of 5 average rating, 19 reviews

Aloha Pool House- Stay Local, Live Aloha

Home in Santa Rosa Island

A private balcony is furnished with two high-backed chairs and a round table, offering an unobstructed view of the beach and ocean. The space features a clear blue sky and calm waters, with beach grasses visible in the foreground.

4.88 out of 5 average rating, 48 reviews

Rennovated 1st Floor - Beach Access & Ocean View!

Private house rentals

A brick two-story building with a welcoming pathway made of pavers leads to the entrance. The front yard is landscaped with pebbles and bordered by greenery, providing a relaxed outdoor space. The entrance features a bright door complemented by a small seating area.

5.0 out of 5 average rating, 25 reviews

Sherm-Inn

4.93 out of 5 average rating, 29 reviews

The Reign of Alee

5.0 out of 5 average rating, 79 reviews

Magnolia Holiday House

5.0 out of 5 average rating, 29 reviews

Pool + Hot Tub Retreat · Sleeps 18 · Near Destin

4.67 out of 5 average rating, 43 reviews

The Happy Angler

5.0 out of 5 average rating, 11 reviews

Home in Mary Esther

Sunshine Retreat

5.0 out of 5 average rating, 26 reviews

Luxury Retreat•Private Heated Pool•Destin Area

A cozy living room features a black leather sofa and a patterned armchair beside a coffee table. A brick fireplace is framed by a wooden mantel adorned with greenery. A striped area rug adds color to the tile floor, while ambient light is provided by two lamps.