Villa holiday rentals in Santa Rosa Island

4.79 out of 5 average rating, 63 reviews

Villa in Okaloosa Island

2 BR 2 BA Cottage Near Beach + Pickleball Fun

Get ready for the ultimate beach escape with Beach Weekend! When you book our Quaint Florida Cottage 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 nee

An aerial view of Sunset Villa 22B is presented, showcasing a row of charming villas along a serene lakeside with lush palm trees. The emerald ocean can be seen in the distance, emphasizing the coastal setting.

4.98 out of 5 average rating, 40 reviews

Beach Service~Waterfront Villa~Pool~King Beds

***COMPLIMENTARY BEACH SERVICE for 2 is included for all stays from March 15th through October 31st!*** 🌊 Discover Your Ultimate Vacation Oasis at Sunset Villa 🌊 Sunset Villa 22B offers a serene retreat in the desirable Crystal Beach area of Destin, where you will be greeted by tranquil lakefront views and lush palms, all while being just across the street from the ocean. Delight in beach life being just steps to the emerald gulf waters, a short walk or drive to local restaurants, and a hop,

A serene coastal view is captured at sunset, showcasing a gradient sky of orange and blue hues. Tall beach grasses sway gently, framing the scene, while the calm ocean reflects the vibrant colors. The soft waves are visible along the sandy shore.

5 out of 5 average rating, 47 reviews

Destin Comfort-Walk2Beach-Scenic 98 w/beach access

5 star rated, classy 2-bedroom condo on Scenic Highway 98 in Destin with private beach access. This family-friendly area features a bike path, nearby dining, and Destin beach just across the road. Enjoy updated amenities, a fully stocked kitchen, tennis courts, pickleball, a private heated pool (seasonal), and a secure boom gate entrance for private parking. The master bedroom has a king bed and en-suite bath, while the second bedroom offers a twin and full bed with a bathroom across the hall.

An aerial view captures a beachside community with a blend of buildings and green spaces. The soft, white sand stretches along the shoreline, dotted with colorful umbrellas and beach chairs, providing a visual representation of the beach access available for guests.

4.95 out of 5 average rating, 76 reviews

VERY RARE! 1 Bed/ 1 Bathroom: Sandpiper Cove 8140

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

A wooden staircase leads down to a vibrant beach scene featuring colorful umbrellas and sunbathers scattered across soft, white sand. The blue ocean stretches into the horizon under a clear sky dotted with wispy clouds.

4.91 out of 5 average rating, 47 reviews

Resort Villa-Steps to beach-Chair rentals on site

Welcome to Echo’s of the Gulf- a coastal and simply designed lakefront villa. Just a short walk away from Seascape’s very own beach! Seascape is a premier resort community located on the Emerald Coast offering golf cart and bike rentals, pickle-ball, tennis, BBQ grills, catch and release fishing on Stewart Lake, and dining options all within walking distance of the villa. The pool is steps away! Kick back and relax at Echo’s of the Gulf- your lakefront villa in a beachfront resort!

4.67 out of 5 average rating, 21 reviews

Bay View, Golf Cart, Pet Friendly, Linkside 434

Experience the ultimate getaway at our stunning three-bedroom, two-bathroom villa in the peaceful Linkside community of Sandestin. With panoramic views of the golf course and Choctawhatchee Bay, this pet-friendly retreat sleeps six and includes a complimentary 6-seater golf cart for easy exploration. Enjoy Free Activities Seasonal Fun Pass, Free Wifi, and the comfort of home in a family-friendly setting. Don't miss out—book your unforgettable vacation today! $100 Pet fee. No Cats.

A serene bedroom showcases a spacious bed adorned with a neutral blanket and decorative pillows. Two nightstands flank the bed, each topped with lamps. A large mirror reflects the warm tones of the custom wall treatment. Natural light enters through the partially covered window.

4.69 out of 5 average rating, 55 reviews

The Beach Cottage @ Seascape | Summer Specials

🐬 Welcome to The Beach Cottage at Seascape! Our beautiful Villa features updates in every room, with immaculate details you are sure to love! The Beach Cottage offers 2 bedrooms, 2 bathrooms and can accommodate up to 8 people! Plus, you get our FREE FUN PASS 🐬 ⭐⭐ You will absolutely love the location of our Villa, we are right on the golf course and just a short walk away from the Beach! ⭐⭐ Please click the ❤️ in the upper right-hand corner so you can easily refer back.

4.86 out of 5 average rating, 28 reviews

Beatles Retreat WALK to Beach, Golf Cart, Arcade!

Step into Octopus’s Garden — a Beatles-themed 4BR/4BA retreat just a 5-min WALK to the beach & Pompano Joe’s! Cruise in your complimentary 6-seater golf cart, enjoy beach toys, or unwind with our NEW retro-style arcade console (Polycade Sente) & giant wall Scrabble. Features 3 King suites, Yellow Submarine bunk room, luxe kitchen w/ new lighting, HD TVs, Rokus, Alexas, 2 W/D sets, pull-out bed, heated pool. Dog-friendly. Book your unforgettable beach + Beatles getaway today!

A bright and airy living area is furnished with comfortable seating and colorful cushions. Large windows provide a view of the golf course and bay, creating an open and welcoming atmosphere. A modern kitchen showcases stainless steel appliances and quartz countertops, while a golf cart is parked outside.

5 out of 5 average rating, 33 reviews

"Hidden Gem" - Book 2026 with Early Bird Discounts

"Hidden Gem" is a 2 bedroom, 2 bathroom single-level, detached home in Sandestin® Golf and Beach Resort with all the amenities desired for a great time, including a new 6-seater golf cart and TRAM PASSES! Ideal for a large family or two couples, "Hidden Gem" sleeps 4 comfortably in proper bedrooms - no sofa sleeper here! Lovely views are enjoyed from almost every space in the house & guests are able to cart, walk, or bike to EVERYTHING in Sandestin® Golf and Beach Resort!

The living area features a light-filled space with large sliding glass doors leading to the patio. A comfortable gray sofa and a striped armchair are arranged around a wooden coffee table. Decorative curtains frame the windows, and a textured area rug adds warmth to the room.

4.86 out of 5 average rating, 14 reviews

Adorable ground floor villa!

From the tasteful beach decor and peaceful golf course views, this adorable villa is perfect for your next vacation. This villa stands out from the rest with an updated interior, ground floor location and walking distance to local favorites at Seascape Towne Centre. The Seascape amenities include beach access, multiple pools, golf and several restuarants onsite. Everyting about this space is creates a peaceful atmosphere perfect for relaxation and making lasting memories.

A private patio features a heated pool with gentle lighting and a hot tub nearby. Comfortable lounge chairs are positioned along the pool's edge, accompanied by a red and white striped blanket. A serene sunset sky adds a tranquil backdrop to the outdoor space.

4.89 out of 5 average rating, 61 reviews

Work-From-Beach Winter Stay | Heated Pool, Hot Tub

✨ Top Reasons to Book: • FREE golf cart • Private heated pool + hot tub • Short walk to beach • Dedicated workstation for working remotely • Perfect for families & pets • Full kitchen + outdoor grill • Safe gated community • Close to dining, shops, golf • New larger couch in living room to accommodate bigger groups NOTE: Please be informed that the golf cart is temporarily unavailable for maintenance. It is estimated to be available again from January 8 onwards.

4.96 out of 5 average rating, 24 reviews

Sleeps36, Salt spa/pool, Beach@3min walk, GolfCart

Full remodel completed by March 2026. Pictures of the home are hyper-realistic/dimensional renderings and will be updated to photos after completion of renovations. PLEASE SEND AN INQUIRY WITH ANY QUESTIONS! “destinpearl” – Find your pearl in the heart of crystal beach. A private saltwater pool & jetted spa, set in a secluded deck and porch with a large outdoor dining, lounging and grilling area ideal for large gatherings and events.

Popular amenities for Santa Rosa Island villa rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Private villa rentals

Crystal Village 15A

3.33 out of 5 average rating, 3 reviews

Unit 045 SD

A spacious living area is furnished with two sofas and a coffee table, creating a relaxed atmosphere. Large sliding glass doors provide a view of the outdoors, revealing a balcony with glimpses of the emerald waters. A television is positioned on a media cabinet, with decorative plants enhancing the space.

Unit 047 SD

Unit 048 SD

4.68 out of 5 average rating, 92 reviews

Costa Vista No5 Villa

The living area features a comfortable gray sofa, complemented by two accent chairs with a floral design and stripes. A light wood coffee table is positioned at the center, with natural light streaming in through sliding glass doors that provide a view of the lake.

New Rental, Beautiful villa with relaxing views! 9

A living and dining area is depicted, showcasing high ceilings and a mix of seating options. A wooden dining table is centrally placed, while a red sofa complements the space. Light streams through a window, and a television is mounted on the wall.

5 out of 5 average rating, 5 reviews

Seascape Tennis Villa 82-A *Remote and quiet villa

A spacious living area features a light-colored sofa paired with green armchairs, creating a comfortable seating arrangement. A dining table is visible in the background, along with a well-equipped kitchen. Natural light fills the room through large windows, highlighting the soft color palette.

4.33 out of 5 average rating, 9 reviews

Pet-friendly Fenced Yard, Linkside Village 476!

Luxury villa rentals

A bright living area is furnished with sleek gray sofas and a small coffee table. Soft natural light enters through the window, highlighting the floral arrangement and framed artwork on the walls. A doorway leads to other spaces within the house.

Villa in Fort Walton Beach

4.54 out of 5 average rating, 13 reviews

Spacious 5BR Home | Minutes to the Beach

New place to stay

The Lazy Flip Flop

A spacious and airy living area features a comfortable sectional sofa, accompanied by a round coffee table. A dining table with woven placemats is set for six. The well-equipped kitchen, visible in the background, showcases modern appliances and light cabinetry, with ample natural light streaming in through large windows.

4.86 out of 5 average rating, 7 reviews

Updated Villa|Private Beach|Pool|Tennis&Pickleball

4.71 out of 5 average rating, 7 reviews

Golf Cart! Pool on Lake! Linkside Village 466!

The living area features vaulted ceilings and large windows, allowing natural light to fill the space. A beige sofa and armchair are positioned around a coffee table, complemented by a flat-screen TV and decorative wall art. Access to the balcony is through sliding glass doors.

3.67 out of 5 average rating, 3 reviews

Sunny 3BR 2nd-Floor Condo | Deck | Pool

A panoramic view showcases the waterfront homes of the Destiny Beach Villas community, lining the serene Four Prong Lake. The backdrop features the expansive ocean, while palm trees and well-maintained landscaping create a tranquil atmosphere along the property.

5 out of 5 average rating, 45 reviews

Waterfront Villa~Heated Pool~Beach-King Beds

An aerial view displays a charming beach villa surrounded by lush greenery, with proximity to the shoreline visible in the distance. The coastline stretches along the horizon, offering a glimpse of sandy beaches and tranquil waters, while residential homes are seen interspersed throughout the area.

Villa in Santa Rosa Beach

4.73 out of 5 average rating, 37 reviews

WEST END 30A Beach Villa

A golf cart is parked on a paved path in front of a villa. The cart features comfortable seating for multiple passengers and a vibrant red colour with black accents. Lush green grass and palm trees frame the entrance of the villa.

5 out of 5 average rating, 14 reviews

Luxury Sandestin Upscale Beach Villa

Villa rentals with a pool

A light-filled living area features a comfortable sectional sofa positioned in front of a wall-mounted Smart TV. Two accent chairs offer additional seating, while a coffee table sits centrally on a textured rug. Sliding glass doors open to an outdoor space, enhancing accessibility.

5 out of 5 average rating, 3 reviews

Golf Cart Provided: Beach/Bay Access, Golf, Fishi

A modern living area features a large couch complemented by decorative cushions. A wooden coffee table sits in the center, while a flat-screen TV is positioned near a large window showcasing lake views. Soft lighting creates a cozy ambiance in the space.

4.76 out of 5 average rating, 17 reviews

Seascape Lakefront Villa 110*3minute walk to beach

A large pool is framed by a brick patio, featuring several lounge chairs. Lush greenery surrounds the area, and a charming building is visible in the background, adding to the outdoor space. The sky is bright with a few scattered clouds.

4.74 out of 5 average rating, 70 reviews

Waterside Villa with Award Winning Design and Pool

The exterior of a two-story home is displayed, featuring large windows that allow natural light to illuminate the interior. A spacious deck is furnished with a turquoise umbrella and chairs, set among well-maintained landscaping, creating an inviting outdoor space.

4.8 out of 5 average rating, 5 reviews

Sandestin - updated, equipped includes golf cart

A balcony setting features two blue chairs and a small table, offering a vantage point overlooking a serene lake. Lush green grass and palm trees frame the view, while a blue sky with scattered clouds adds a bright touch to the inviting atmosphere.

New Rental, Cozy condo, budget friendly! 914HP

New place to stay

Beautiful ground floor 2 BR villa golf course vill

A two-story villa is set amidst lush landscaping, featuring palm trees and flowering shrubs. Large windows are visible, offering natural light. The structure showcases a combination of light-colored exterior walls and a dark roof. The surrounding area includes manicured lawns leading towards a serene lake.

Deja View: Seaside Villa on Lake *NEW*

A comfortable living area is furnished with a dark blue sectional sofa and armchair, inviting relaxation. A glass table centers the space, while large sliding doors reveal a scenic balcony view. Soft lighting is provided by two table lamps, enhancing the light-colored walls.