Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Top guest favourite
A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.
Apartment in Fort Walton Beach
4.95 out of 5 average rating, 208 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

Top guest favourite
Apartment in Santa Rosa Island
4.98 out of 5 average rating, 120 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Top guest favourite
A spacious and inviting living area showcases a large sectional sofa adorned with blue and white accents. Natural light fills the space through expansive sliding glass doors that offer a view of the Gulf. A ceiling fan provides a refreshing breeze while a coffee table and a patterned armchair complete the seating arrangement.
Apartment in Santa Rosa Island
4.97 out of 5 average rating, 94 reviews

Serene Panoramic Views of the Gulf

This newly renovated 2nd floor condominium provides panoramic views in a serene atmosphere directly on the Gulf. This unit features a corner wraparound balcony with master and living room views of the emerald waters gently lapping at the white sand beach. This condo is on the quieter, more secluded end of Okaloosa Island just steps to a private beach. Two reserved beach chairs and service are included in your stay (March-October). Relax with the whole family at this peaceful place to stay.

Top guest favourite
A bright living area is filled with natural light, featuring coastal decor and a comfortable sofa. Large windows offer unobstructed views of the Gulf of Mexico, while access to the private balcony is visible. The space is accented with a fan and a coffee table.
Apartment in Santa Rosa Island
4.95 out of 5 average rating, 76 reviews

Beachfront 2 Bedroom, 2 story with Loft

2-bed, 2-bath, 2 story, top floor condo in a private 9-unit complex right on the beach of Gulf of Mexico. Enjoy coastal luxury and convenience while indulging in the breathtaking views and refreshing sea breeze from your own private balcony. You'll have exclusive access to a beachfront pool, perfect for a refreshing dip after beach. This condo comes with deeded beach access, the Gulf of Mexico is your private backyard where you can enjoy direct and convenient entry to the pristine shoreline.

Top guest favourite
A light blue bedroom features a spacious bed dressed in a colorfully patterned quilt. Accents include two bedside tables with lamps, a stylish chair, and a window that allows natural light to brighten the space. Decorative beach-themed art complements the serene atmosphere.
Apartment in Santa Rosa Island
4.96 out of 5 average rating, 127 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

Guest favourite
A modern kitchen space features light wood countertops and open shelving. Cooking utensils, glassware, and decorative plants are displayed on the shelves. A sleek sink and microwave are also visible, complemented by under-cabinet lighting that illuminates the area.
Apartment in Santa Rosa Island
4.85 out of 5 average rating, 176 reviews

Sandy Pointe 106 Condo STEPS to White Sandy Beach!

Stylishly 1 Bedroom Condo on Okaloosa Island! A Little Gem of a place! Enjoy a stylish experience at this centrally located place. A short walk to the Beach Restaurant, Bars, Entertainments. Super cute and comfy, 1 bedroom 1 Bath, across street, behind the condo, to the white sandy beaches of Santa Rosa Blvd beach (access 1), near everything you’d need to have fun. This space will definitely give you all the feels during your relaxing vacay! Don’t miss out on this beautiful gem.

Guest favourite
Apartment in Santa Rosa Island
4.84 out of 5 average rating, 130 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

Newly updated modern beach-side unit. Luxurious renovated bathroom. This Gulfside unit is steps away from the white sandy beach, 7 different pools, and many restaurants. Located on the 4th-floor with one of the best views in the Florida panhandle. A 180-degree view of the emerald waters of the Gulf of Mexico, Choctawhatchee Bay, the Okaloosa Island sand dunes, and the Destin city-scape. Relax in the lazy river pool, sunbathe at the beach, or spend your day being adventurous.

Superhost
A large, winding pool is surrounded by palm trees and lounge chairs. The pool area offers views of the ocean in the distance, with white clouds in a clear blue sky above. Two modern buildings are visible alongside the pool, contributing to a relaxed resort atmosphere.
Apartment in Santa Rosa Island
4.69 out of 5 average rating, 39 reviews

Remodeled 2025! Beachfront Destin West -Lazy River

REMODELED COMPLETED JANUARY 2025 New paint throughout New living room furniture New kitchen table and chairs New TV's living room and in both bedrooms New oven and microwave New artwork New ceiling fans throughout Destin West BEACHFRONT - Best of BOTH worlds...Beachfront with access to the lazy river at the other part of Destin West on the Bay! One of the most requested units in Destin West and has been for years (even when it wasn't on our program)

Top guest favourite
A wide expanse of pristine white sand stretches along the tranquil shoreline of Okaloosa Island. The sun reflects off the calm waters, creating a gentle shimmer. Soft clouds drift across the sky, adding a serene backdrop to the beachside scene.
Apartment in Santa Rosa Island
4.91 out of 5 average rating, 230 reviews

Sunny Happy Place by the Beach, Pool, Ocean View

A few feet from the beautiful beaches of Okaloosa Island! 1 Bedroom condo, sleeps 6, Ocean View from the front balcony. Heated pool. Private access to the beach. 2 chairs and 1 umbrella reserved at the beach, plus 4 chairs in the condo. Beach service offers kayak, paddleboard and chair rentals (March 1 to Oct 31). Close to Conference center, Ft Walton Bch and Destin. Special rates offered to military on TDY (must show orders), and snowbirds.

Superhost
An open living space is presented with neutral tones and natural textures. A cozy seating area features soft cushions and a stylish area rug. A large piece of abstract art adorns the wall, while a dining area with a wooden table and chairs is visible in the background.
Home in Santa Rosa Island
4.9 out of 5 average rating, 161 reviews

Beautiful Okaloosa Island 2BR Beach House Retreat

Welcome to our charming and cozy beach house on Okaloosa Island! This lovely 2-bedroom, 1-bathroom unit is perfect for couples or small families looking for a relaxing beach vacation. The house is just a short 2-3 minute walk to the beautiful white sand beach, and is located in a quiet residential area on the island.

Guest favourite
A spacious balcony offers a stunning view of the ocean and sandy beach. Outdoor seating is provided, featuring a lounge chair and decorative cushions. The horizon displays soft waves, and people can be seen enjoying the beach along the shoreline.
Apartment in Santa Rosa Island
4.95 out of 5 average rating, 81 reviews

"SeaGlass" - Oceanfront with expansive balcony.

**Oceanfront Condo with an EXPANSIVE balcony to enjoy the picturesque view. Private beach access to the SUGAR WHITE sands. The condo has all the comforts of HOME with two bedrooms, two full baths, and a fully equipped kitchen. Enjoy OCEANFRONT VIEWS from the king bedroom.

Top guest favourite
Apartment in Santa Rosa Island
5 out of 5 average rating, 12 reviews

Gorgeous 2BR With Panoramic Water Views

Sunset Dreamin - Ocean and Sound views at the West End of Okaloosa Island, beautiful beach, nestled within the peaceful Sea Crest community. Here, beaches are with fewer crowds, to set the tone for a truly relaxing getaway.

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

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Avg. price£108£113£152£157£161£196£211£149£135£130£117£116
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Frequently Asked Questions

  • What are the best places to stay in Okaloosa Island?

    Okaloosa Island has a range of beachfront rentals, family homes, and cozy condos for travelers. Many stays sit near beaches, local parks, and dining, creating easy access to outdoor activities and Gulf Coast sunsets.

  • What are the best things to do in Okaloosa Island with kids?

    Families often explore the beaches, watch sea life at Gulfarium Marine Adventure Park, or play in waterfront parks. Interactive exhibits and open spaces around the island invite curious kids to learn and have fun.

  • What are some of the best things to do in Okaloosa Island?

    Swim or relax on the soft Gulf beaches, discover marine life at Gulfarium Marine Adventure Park, and stroll along Okaloosa Island Boardwalk for dining and shops. Outdoor enthusiasts frequently enjoy fishing, kayaking, and paddleboarding nearby.

  • How is the weather in Okaloosa Island?

    Okaloosa Island has mild winters around 44–63°F (7–17°C) and warm, humid summers reaching 75–92°F (24–33°C), with frequent rainfall in summer months. Lightweight clothes, sun protection, and rain gear work well for a visit.

  • What are the best places to visit in Okaloosa Island?

    Explore Okaloosa Island Boardwalk for dining and shops, walk sandy stretches along public beaches, and discover marine life at Gulfarium Marine Adventure Park. Locally rooted festivals sometimes highlight arts and Gulf Coast traditions.

  • What are some hiking trails in Okaloosa Island?

    Okaloosa Island has nature paths winding through local parks and beachside areas, where visitors enjoy birdwatching and coastal walks. Nearby reserves and waterfront boardwalks often feature gentle trails suitable for many activity levels.

  • What are some family activities we can do in Okaloosa Island?

    Pack a picnic for the beach, explore interactive exhibits at Gulfarium Marine Adventure Park, or try mini-golf near the Boardwalk. Families often enjoy paddleboarding and beach games on stretches of open sand.

  • What are some of the best day trip ideas from Okaloosa Island?

    Explore nearby nature reserves for hiking or birdwatching, visit vibrant markets in local coastal towns, or enjoy art galleries and seafood restaurants just outside the island. Beach parks and water activities are frequently suggested in the region.

  • Are there any pet friendly accommodations available in Okaloosa Island?

    Many places to stay on Okaloosa Island welcome pets. You can explore stays around local parks and neighborhoods that prioritize pet-friendly policies; be sure to check individual property guidelines for details.

  • What are some local tips for visiting Okaloosa Island?

    Bring reef-safe sunscreen, light layers, and comfortable shoes for beach walks and boardwalk exploring. Many visitors pack reusable water bottles and plan indoor activities in case of rain during humid months.

  • What is Okaloosa Island known for?

    Okaloosa Island is known for its white sand beaches, locally rooted marine wildlife experiences, and casual waterfront dining. Visitors frequently enjoy its family-friendly atmosphere, scenic boardwalk, and access to Gulf Coast nature.

  • What are the best hidden gems to explore in Okaloosa Island?

    Seek out quiet stretches of beach, local art installations around the Boardwalk, and smaller parks where pelicans and local birds can be spotted. Some visitors explore seasonal pop-up markets for regional crafts and flavors.

  • What are the best foods to try in Okaloosa Island?

    Fresh Gulf seafood is frequently suggested, including shrimp, oysters, and grouper. Locally inspired treats such as key lime pie and classic po' boy sandwiches are popular meal options at beachfront eateries.

  • What should I bring for a trip to Okaloosa Island?

    Pack lightweight clothing, swimsuits, reef-safe sunscreen, and a hat for sun protection. Beach towels, water shoes, and rain jackets are useful, especially in summer months when showers are frequent.

  • What is the nightlife in Okaloosa Island like?

    Okaloosa Island has laid-back nightlife, with casual bars, waterside restaurants, and seasonal events near the Boardwalk. Live music and relaxed patios often attract both locals and visitors for evening gatherings.

  • What are the most popular events or festivals in Okaloosa Island?

    Seasonal festivals around Okaloosa Island Boardwalk often feature local music, seafood, and art, while summer beach events bring communities together. Late spring and holiday weekends are common anchors for gatherings and entertainment.

  • Are there family friendly vacation rentals in Okaloosa Island?

    Many homes and condos on Okaloosa Island are set up for families, with easy access to beaches, parks, and local attractions. Features such as full kitchens and outdoor spaces are frequently available for group stays.

  • When is the best time to visit Okaloosa Island?

    Spring and early fall are often recommended for pleasant temperatures and slightly fewer crowds. Summers are popular for beach days, though humidity and rainfall increase, while winters are cooler but still inviting for outdoor walks.

Quick stats about holiday rentals in Santa Rosa Island

  • Total holiday rentals

    Explore 2,830 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 65,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,010 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    2,620 properties feature pools

  • Rentals with dedicated workspaces

    1,640 properties have a dedicated workspace

  • Wifi availability

    2,810 of Santa Rosa Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Free parking on premises, Beachfront and Self check-in across Santa Rosa Island rentals

  • 4.7 Average rating

    Santa Rosa Island stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Santa Rosa Island’s top spots include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park and Crab Island

Destinations to explore