Pet-friendly holiday rentals in Santa Rosa Island

Guesthouse in Fort Walton Beach

A spacious outdoor area features a blue umbrella over a dining table, adjacent to a clear swimming pool. Lush greenery surrounds the pool deck, with views of the tranquil water in the background. The scene is complemented by palm trees and a well-maintained lawn.

4.84 out of 5 average rating, 197 reviews

Private Guest House on the Water | Boat Docks!

You’re invited to enjoy the breathtaking panoramic views as you start your day on our private 2nd floor waterfront deck. This lovely beach house offers 1 queen bd in the bdrm, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x SmartTV

Superhost

4.85 out of 5 average rating, 220 reviews

Fort Walton Beach Top Floor | Pool & Destin Sunset

Perched above the resort, this top floor, sun-filled coastal retreat is all about views, comfort, and pure vacation joy! Days are bright, warm, and fun, with sunshine pouring in and a beautiful resort pool below. Evenings steal the show with an unbelievable sunset view from the private balcony, overlooking the Santa Rosa Sound and passing boats. Inside, sleep comes easy on a Tempur-Pedic king bed with an adjustable base, and a C&B Sleeper sofa for extra guests. Relaxed, happy, and unforgettable.

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, 151 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!

Home in Santa Rosa Island

The multi-level home features a light-colored exterior with a rooftop and covered porches. Bright red doors create a striking contrast against the white facade. A private heated pool is visible beneath the home, surrounded by palm trees and outdoor seating on the porch.

4.94 out of 5 average rating, 49 reviews

5 BR 4 BA + Private Pool + Pickleball Fun

Get ready for the ultimate beach escape with Beach Weekend! When you book our 1 Fish 2 Fish rental on beautiful Okaloosa Island, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited pickleball court access in Downtown Fort Walton. Our friendly team is here to make your dream vacation seamless from start to finish as The Beach Weekend has everything you need for an i

4.85 out of 5 average rating, 105 reviews

A wooden boardwalk leads towards the beach, framed by a pergola overhead. Soft sand and gentle blue waves can be seen ahead, with several beach umbrellas dotting the shoreline. The open sky above reveals a mix of clouds and sunlight, creating a serene coastal view.

Condo in Miramar Beach

Private Beach access POOL pets Yes No Stairs

Bring the whole family to this great Ground floor condo with lots of room for fun. King Suite with attached full bathroom plus 2nd bedroom complete with 2 Queen beds. Plenty of space to spread out in the open Livingroom Dining room. Easy access to awesome semi private back yard perfect for Fido! Super close walking distance to Private Beach entrance just across scenic Highway, beside Captain Dave's! Resort includes year round access to beach and tennis courts plus pool. Seasonally heated.

Townhouse in Santa Rosa Island

An open living space features a large flat-screen television mounted on a white wall. A comfortable sectional sofa is positioned around a coffee table, complemented by decorative elements such as a plant and books. A sleek kitchen bar with stools enhances the layout, creating a welcoming atmosphere.

4.95 out of 5 average rating, 211 reviews

Beauty & The Beach near Gulf Beaches & Bay

Relax in this calm/stylish getaway within walking distance to the gulf beaches. Our home sits next to the boardwalk only a 5 min walk to the beautiful white sands of the Gulf plus 1 min walk to the bay! Near restaurants/bars and fun family activities You’ll love the location/convenience of Okaloosa Island near beach access #1 Destin- 10 min drive Ft Walton Convention Center-5 min drive Downtown Ft Walton -10 min walk FWB Pier -10 min walk ✈️ Destin / Fort Walton Airport - 20 min drive

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.

4.9 out of 5 average rating, 331 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!

4.88 out of 5 average rating, 168 reviews

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

🌴 Beautiful studio condo, centrally located in Ft. Walton Beach! Waterfront on the Santa Rosa Sound 🌊, adjacent to the Gulf, with views overlooking a large, inviting pool 🏖️. Walking distance to restaurants 🍽️, and just 10–15 minutes to Okaloosa Island & Destin beaches, attractions, and shopping 🛍️. Navarre is only 20 minutes away! Located on the 2nd floor with elevator access 🛗, plus a private marina ⚓. Starter pack of supplies included 🧻✨

4.97 out of 5 average rating, 100 reviews

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

Superhost

A bright living area showcases a cozy couch and armchair, accompanied by a wooden coffee table. A kitchen bar with high stools and open shelving is visible in the background, featuring decorative items. Soft light is provided by a nearby lamp, contributing to a relaxed atmosphere.

Condo in Santa Rosa Island

4.79 out of 5 average rating, 154 reviews

Escape to Okaloosa Island 1BR Condo by Gulf

Discover a coastal paradise at this charming 1-bedroom condo in Sandy Pointe, nestled on Okaloosa Island. Enjoy serene beach vibes and breathtaking sunsets just steps away. This cozy retreat offers a comfortable bedroom, a well-equipped kitchen, and a cozy living area. With its prime location and beachfront access, this condo is perfect for a romantic getaway or a small family beach vacation.

Apartment in Santa Rosa Island

A comfortable living area is featured with a spacious beige sofa adorned with blue cushions. A wooden coffee table is placed at the center, complementing the room's decor. Natural light enters through the window, while a cozy armchair adds additional seating. Light-colored curtains frame the window.

4.87 out of 5 average rating, 104 reviews

Heated POOL and SPA -Bluefish #7 - OKA Island 2BR

Welcome to Bluefish #7! This beautiful 2 bedroom, 1 bath, recently renovated condo comfortably sleeps up to 7 guests. Guest will find a King Bed in the master suite and Full over Full Bunk with Twin Trundle in the guest bedroom. Enjoy easy access to the beach, only .2 miles, for family beach days, sunset strolls and more. Bluefish #7 is the perfect location to unwind!

Condo in Santa Rosa Island

A serene beach scene is presented, with soft white sand stretching across the foreground. The calm turquoise waters of the ocean gently blend with the horizon. A seagull is captured in flight, contrasting against the clear sky, enhancing the tranquil coastal atmosphere.

4.84 out of 5 average rating, 270 reviews

Okaloosa Island Beach Condo3/Pet/Pool/Grill

Beach Style excellent location on Okaloosa Island. ACROSS street from the beach, with great boardwalk to beach, within walking distance to restaurants, goofy golf , Ice cream, close to grocery stores and bars. Only minutes from Destin. WiFi. 5G 20 minutes from VPS airport Ground level, park near front door, Large Pool.

Popular amenities for Santa Rosa Island pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.98 out of 5 average rating, 118 reviews

An outdoor space features a private saltwater pool bordered by a stone patio. Lounge chairs are positioned for sunbathing, and a covered seating area is seen in the background. The sky displays a gradient of colors as the sun sets, enhancing the tranquil ambiance.

Home in Miramar Beach

Private POOL- Gated beach access-grill-backyard

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, 127 reviews

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

5 out of 5 average rating, 117 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

4.91 out of 5 average rating, 155 reviews

Home in Mary Esther

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

A well-lit bedroom features a spacious bed with a decorative blue throw blanket. Artwork depicting aquatic scenes adorns the walls, complementing the neutral color scheme. A ceiling fan circulates air, while natural light filters in through the window, providing a serene view of the outdoors.

4.96 out of 5 average rating, 112 reviews

Pets Welcome/Work Remotely/Fenced Yard

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, 124 reviews

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

4.98 out of 5 average rating, 133 reviews

A private outdoor pool area is shown, featuring multiple lounge chairs arranged around the water. The two-story home is visible in the background, with sunlight casting a warm glow over the scene. A fenced yard surrounds the space, enhancing privacy.

Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

4.91 out of 5 average rating, 147 reviews

A spacious living area is illuminated by natural light, featuring a curved sectional sofa and a glass coffee table adorned with magazines. A sleek fireplace adds a focal point, while a modern dining area and kitchen are visible in the background.

Home in Destin Harbor

Harbor Central Penthouse

Pet-friendly home rentals with a pool

4.89 out of 5 average rating, 109 reviews

Townhouse in Sandestin

CasaBonita-Sandestin® 2BR/3BA/Loft-Cart to Beach!

4.97 out of 5 average rating, 396 reviews

A comfortable living area features a cozy gray couch with decorative pillows, complemented by a blue accent chair. A wooden coffee table sits on a light rug, and wall art depicting nature is displayed above. A dining table for four is positioned nearby.

Condo in Miramar Beach

Dog Friendly, 1 Bdr 1 Bath, Private Beach & 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, 75 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

4.93 out of 5 average rating, 81 reviews

An aerial view captures the striking contrast between the vibrant turquoise waters of the ocean and the green expanse of a nearby lake. The shoreline is lined with buildings, while the urban layout showcases a mix of residential and commercial spaces.

Home in Destin

Heart of Destin with Pool + walkable Beach Access!

A circular pool is positioned at the center of a sunlit courtyard, surrounded by palm trees and well-maintained grass areas. Loungers are placed along the pool's edge, and buildings are visible in the background, providing a serene outdoor space for relaxation.

4.78 out of 5 average rating, 143 reviews

1st floor on Intercoastal Waterway close 2 beaches

Holiday home in Fort Walton Beach

A serene outdoor space features a heated pool reflecting the evening sky in shades of pink and purple. Cozy white lounge chairs are positioned nearby, and a patio area with ambient lighting is visible, enhancing the atmosphere. A hot tub and fire pit are also present.

4.92 out of 5 average rating, 168 reviews

Coastal Escape: Heated Pool, Hot Tub, Grill!

4.74 out of 5 average rating, 151 reviews

A clear view of the ocean highlights gentle waves lapping at the shore. The turquoise waters are under a bright blue sky, filled with fluffy white clouds. Sunlight streams down, creating a tranquil and inviting atmosphere.

Home in Okaloosa Island

2500sf Island Bch Retreat, Deck, Yard, MasterSuite

4.83 out of 5 average rating, 58 reviews

The open living area features a modern fireplace with a fire burning brightly. A large television is mounted above the fireplace, displaying a colorful beach scene. Adjacent to the living area, a dining table is visible, along with bar stools at the kitchen counter.

Home in Destin

Great location,Walk To Beach, Pool, fenced Yard

Private, pet-friendly home rentals

4.88 out of 5 average rating, 24 reviews

Floppsy Flipp Inn

A spacious bedroom features a wooden bed frame with a white comforter, flanked by bedside tables with lamps. A large mirror stands against the wall, and decorative wall art adds visual interest. Natural light enters through the window, illuminating the wood-like flooring.

4.93 out of 5 average rating, 89 reviews

Sandy Feet Retreat

Cottage in Fort Walton Beach

4.98 out of 5 average rating, 66 reviews

Beachside Escape: Movie Room+Private Backyard+Fun

The exterior of the home features a well-maintained front yard, lush with grass and mature trees providing shade. A paved driveway leads to a two-car garage, bordered by a fenced-in area that ensures privacy.

4.95 out of 5 average rating, 44 reviews

Boat House | Boat Ramp, Grill, 1mile to Beach!

An open living area features a cozy seating arrangement with a blue sofa and natural light filtering through bamboo blinds. A flat-screen television is mounted on the wall, and a dining area with four cushioned stools is visible, accompanied by a wooden coffee table and artwork.

4.88 out of 5 average rating, 33 reviews

The Pink Cottage

Superhost

Cottage in Fort Walton Beach

5 out of 5 average rating, 4 reviews

Downtown Pet-Friendly Studio | Cozy & Clean

A bright and airy living room features two navy blue sofas adorned with decorative pillows. A white coffee table rests on a patterned area rug, while nautical-themed artwork decorates the wall. Natural light enters through the window, enhanced by light curtains.

4.98 out of 5 average rating, 85 reviews

Sleeps 13* Arcade & Playset* No Cleaning/Pet Fee