House vacation rentals in Santa Rosa Island

A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.

4.99 out of 5 average rating, 102 reviews

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

Luxurious home 4 miles to Beach! -Salt Water Pool(heat fee)&Hot tub -Lanai w/seating and 75"TV -Fast WI-FI -Fully equipped kitchen -Dedicated workstation -Coffee bar -Cali King Bed w/ensuite(soaking tub) -Smart TV's & Fans every room -Blackout curtains & Sound machines -Hair Dryer,Steamer -Grill w/propane -Games -Pacn'Play, high chair, baby monitor -4.2 Miles>Beach -9.2 Miles>Crab Island, Destin -4.6 Miles>Eglin AF Base -2.3 Miles>Walmart -0.8 Miles>Publix -7.4 Miles>Airport -2.5 Miles>Hospital

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, 162 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!

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.

4.84 out of 5 average rating, 134 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 three-story Tuscan-style villa is showcased with a stucco exterior and custom tile roof. Lush palm trees and well-maintained shrubs surround the entrance, and a cobblestone driveway leads to the double garage. Expansive windows add architectural interest and allow for natural light.

4.96 out of 5 average rating, 178 reviews

Italian villa 200 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

4.96 out of 5 average rating, 148 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.

4.89 out of 5 average rating, 102 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, 140 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.

4.96 out of 5 average rating, 159 reviews

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

Home in Santa Rosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

5 out of 5 average rating, 19 reviews

Its 5 o'clock here

Welcome to your perfect getaway in Fort Walton Beach! This beautifully designed 4-bedroom, 2-bathroom home offers the ideal blend of comfort, space, and fun—perfect for families, groups, or anyone looking to relax and recharge near the Emerald Coast. The highlight of this home is the huge backyard—your own private oasis, private pool, HOT TUB AVAILABLE DURING COLD SEAZON!!!(OCTOBER-FEBRUARY), volleyball court for fun and friendly competitions

4.96 out of 5 average rating, 69 reviews

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Step into this artsy mid-century bayfront home where dolphins play in Choctawhatchee Bay! One story, all tile, sleeps 10 on half an acre of lush tropical landscaping with sweeping bay views from nearly every room. Gourmet kitchen, private pool, bayfront swim & fishing platform, 3 kayaks, 2 paddleboards, 2 bikes & hammocks. Circular drive — bring your boat or jet skis! Dog friendly! Just 6 min to beach. Pool unheated. Guests 25+ to book

4.96 out of 5 average rating, 52 reviews

Angelfish, Private Home-Pool with Hot Tub, Dogs OK

Spacious 8-bedroom/6.5-bath beach home in Fort Walton Beach, Florida, located just across the street from the beach. Designed for large families and groups, this modern retreat features a private pool, hot tub, open-concept living areas, and a fully equipped kitchen ideal for gathering together. Enjoy easy beach access, comfortable accommodations, and exceptional outdoor amenities for the ultimate coastal getaway.

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, 150 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

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

4.73 out of 5 average rating, 37 reviews

The Happy Angler

4.96 out of 5 average rating, 76 reviews

CASA BELLA, 4 bed/ 2 bath 8 min from Beach w/ POOL

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, 81 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

5 out of 5 average rating, 123 reviews

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

Home in Destin

Pool - Block to Beach - Golf Cart - Beach Service

An aerial view showcases a private pool surrounded by tropical vegetation and landscaped stone pathways. A dining table with six chairs occupies one side, while a lounge area is furnished with a white wooden bench. A colorful inflatable pool toy is visible in the water.

4.78 out of 5 average rating, 59 reviews

Family-Friendly Beach Retreat

4.87 out of 5 average rating, 15 reviews

Aloha Pool House- Stay Local, Live Aloha

A lazy river winds through lush tropical landscaping, with palm trees lining the banks. A float is visible in the water, and the exterior of a multi-story building can be seen in the background, suggesting proximity to other resort amenities.

4.93 out of 5 average rating, 15 reviews

Lazy River Bliss @ Destin West — 1 BR + Bunk Room

An aerial view of a bright blue two-story home, surrounded by palm trees and a secure wooden fence. A private pool is situated in the spacious patio area, accompanied by a seating arrangement of blue chairs. The neatly paved surroundings complement the home's inviting exterior.

4.98 out of 5 average rating, 114 reviews

Surf Song Beach Retreat - Heated Pool, Beach!

House rentals with free parking

4.84 out of 5 average rating, 31 reviews

Floppsy Flipp Inn

5 out of 5 average rating, 19 reviews

Coastal Rose – Beach Access, 2 Pools & Golf Carts

A clear blue pool is framed by tropical palm trees and lounge chairs, providing a relaxing outdoor space. The surrounding patio is paved, and the building features balconies above, contributing to a tranquil atmosphere. Fluffy clouds are visible in the bright blue sky.

4.82 out of 5 average rating, 60 reviews

Bay and Beach Relaxation

4.91 out of 5 average rating, 23 reviews

The Reign of Alee

5 out of 5 average rating, 74 reviews

Magnolia Holiday House

Two green beach chairs with the name 'Sea Dunes' printed on them are positioned under a large umbrella. The sandy beach extends towards the turquoise waters of the Gulf, creating a serene coastal scene. Gentle waves can be seen lapping at the shore.

4.92 out of 5 average rating, 65 reviews

Beach Dreams!

5 out of 5 average rating, 15 reviews

Sky Breeze

A serene waterfront scene is presented at sunset, showcasing a wooden dock extending into calm waters. Six chairs are arranged on the dock, while a boat is docked nearby. The sky is filled with soft hues of purple and pink, reflected on the water.

5 out of 5 average rating, 21 reviews

Boater/fisherman’s paradise with on-site launch!

Weekly house rentals

Superhost

4.67 out of 5 average rating, 3 reviews

Resort Style Home w Heated Pool & Hot Tub

4.97 out of 5 average rating, 31 reviews

Home in Santa Rosa Beach

Bayside Bungalow

4.93 out of 5 average rating, 59 reviews

* NEW * 3BR Pool & Hot Tub l 10 min to Beach

A charming single-family home is presented with vibrant blue exterior walls and a welcoming overhanging roof. Surrounding greenery includes various plants and trees, contributing to the natural setting. Large windows allow light to enter, and a front pathway leads to the entrance of the home.

4.98 out of 5 average rating, 58 reviews

Cozy Cottage (entire house) with Beach Access

5 out of 5 average rating, 25 reviews

The Coastal Cowboy Getaway-3BR | Fenced Yard-Pets

5 out of 5 average rating, 22 reviews

Pool + Hot Tub Retreat · Sleeps 18 · Near Destin

The image displays a collage featuring four areas of the home: a cozy bedroom with soft bedding, a spacious living area with comfortable seating and ceiling fan, a relaxing bathroom with a soaking tub, and a modern kitchen with a large island and ample cabinetry.

4.86 out of 5 average rating, 57 reviews

SeaBreeze On David