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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 modern kitchen is presented with white cabinetry and a blue-tiled backsplash. Stainless steel appliances, including a refrigerator and microwave, are featured. A large flat-screen television is mounted above the counters, while a coffee maker is positioned on the countertop alongside decorative elements.
Apartment in Santa Rosa Island
5 out of 5 average rating, 78 reviews

Clean & Luxurious Beachfront ~ HotTubs+Gym+7 Pools

Destin Resort Vacations is proud to present this newly renovated, luxury 5th floor beachfront condo unit at Destin West Resort! Sleeps 4 comfortably with a queen size bed and a queen size pull out sofa sleeper. Walk in luxury tile shower, two large tv's each with cable tv & Roku streaming. Enjoy unique beautiful Gulf & bay views from your balcony. Convenient access to the parking garage and all Destin West Resort amenities which include direct beach access, 7 pools, 3 hot tubs & 700’ lazy river.

Guest favourite
A winding lazy river pool is surrounded by vibrant palm trees and lush landscaping. Large turquoise floatation devices are visible along the water's edge, while the sunny sky enhances the inviting atmosphere. The resort buildings rise gracefully in the background.
Apartment in Santa Rosa Island
4.95 out of 5 average rating, 22 reviews

Large condo@ Destin West Bayside! Lazy River & Sky

4 minute walk to the beach over the skywalk~ Bayside condo~ Lazy River~ Access to all the pools on Bayside and Gulfside~ Walking distance to many restaurants This cozy 2 bedroom/ 2 bath + bunk room condo is located on the Bayside of Destin West in Fort Walton Beach, FL! Sleeping 8, there is plenty of room for the whole family when you stay at 'Bayside Paradise'! For your convenience, the condo comes equipped two beach chairs and a beach cart to make the short walk to the beach even easier! Wi

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!!

Guest favourite
A bright living area features a light grey wall with natural lighting from large windows. Two cozy sofas, one in dark grey and the other in a mixed pattern, offer seating. A white coffee table sits in the center, complemented by a decorative rug and a fan overhead.
Apartment in Santa Rosa Island
4.91 out of 5 average rating, 122 reviews

Amazing- 2BR 2BA 3bed | Pools- GEM-Steps to Beach!

Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

Top guest favourite
A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.
Apartment in Fort Walton Beach
4.97 out of 5 average rating, 194 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

Superhost
A bright living area features large glass doors that open to a balcony with a view. A red sofa adorned with colorful cushions complements a glass coffee table on a patterned rug. A comfortable chair adds seating, while decorative lamps provide ambient light.
Apartment in Santa Rosa Island
4.92 out of 5 average rating, 12 reviews

2BR Seacrest 604-Gulf Views on Okaloosa Island

IMPORTANT NOTE: PLEASE DO NOT RENT THIS UNIT IF YOU ARE UNDER THE AGE OF 25. FOR QUESTIONS ABOUT THIS, PLEASE CLICK "CONTACT HOST" BEFORE USING INSTANT BOOK. When requesting to book you are agreeing to fill out the guest portal questions you will receive from our 3rd party partner, Autohost via Email. This will require you to provide an occupancy and ages of all guests staying, uploading your ID/Driver's License, upload a selfie, and agree to our terms and conditions. Refusal to complete this

Guest favourite
A bright living space features a cozy sofa, armchair, and a dining table. Large windows provide expansive views of the beach and ocean. Light-colored walls and neutral decor create a relaxed ambiance, while a flat-screen TV and artwork add character to the room.
Apartment in Destin
4.95 out of 5 average rating, 109 reviews

Renovated Beachfront at Pelican, Stunning Views

Pelican Beach Resort 302 - 3rd floor 1 Bedroom 2 Bathroom 873 sq.ft. condo with Wifi, Free Parking, Smart/Cable TVs, Beach Chairs and Umbrella aiming best class service is right on the beach with great views of Gulf Coast from the balcony. No road crossings, just go down and enjoy our private beach. Pelican Beach offers the dream vacation with BEST views, sand and sea in the area at 5 minute drive from heart of Destin, Harborwalk Village and across Big Kahuna Water & Adventure Park.

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, 126 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
Apartment in Santa Rosa Island
4.84 out of 5 average rating, 128 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.

Guest favourite
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.
Home in Santa Rosa Island
4.88 out of 5 average rating, 8 reviews

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

Escape to our stylish 1BR + bunk room condo at Destin West Beach & Bay Resort, boasting stunning bay views, a lazy river, pools, hot tubs, and private access to the Gulf's sugar-white beaches. Enjoy a full kitchen, Wi-Fi, and washer/dryer. Perfectly located minutes from attractions like Gulfarium, Okaloosa Pier, and HarborWalk Village for dining and entertainment. Ideal for families or couples. Book now—ready for spring break and summer 2026! Your dream beach getaway awaits!

Top guest favourite
The image showcases a private pool surrounded by a tiled deck and lounge chairs under clear blue skies. The pool offers views of the white sand beach and emerald waters beyond. Palm trees frame the scene, enhancing the beachfront atmosphere.
Apartment in Santa Rosa Island
4.98 out of 5 average rating, 100 reviews

Veranda 102 - Direct Beachfront - Gulf Side Pool

Small quaint 9 unit complex. Direct BEACHFRONT on the white sand of Okaloosa Island, FL. Completely remodeled! Breathtaking views of the emerald green waters of the Gulf of Mexico (and dolphins) right from the private patio! Gulf side pool (not heated). Contactless check-in. Walk 1 mile to the Pier & Boardwalk and restaurants. 15 minutes to Ft. Walton Airport. 2 person beach service (1 umbrella & 2 chairs) available 3/1 - 10/31

Guest favourite
A private beachfront balcony is shown with two turquoise chairs facing the ocean. The sparkling water and sandy beach extend in the background under a clear, blue sky, creating a serene space for relaxation.
Apartment in Santa Rosa Island
4.85 out of 5 average rating, 81 reviews

Direct Beach Views, Pool, Chairs & Balcony Bliss

- Wake up to stunning, direct ocean views from your private beachfront balcony - Just steps to the sand with beach service included for a relaxed day outdoors ​​​​​​​- Fully equipped kitchen, private washer/dryer, and half bath for convenience - Ideal for couples or small families looking for a peaceful beach escape - Book your beachside stay now and enjoy unbeatable Gulf views

Popular amenities for Santa Rosa Island holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Santa Rosa Island's top sights

Destin Harbor Boardwalk

423 locals recommend

Emerald Grande at HarborWalk Village

42 locals recommend

McGuire's Irish Pub and Brewery Destin

548 locals recommend

HarborWalk Village

541 locals recommend

Gulfarium Marine Adventure Park

551 locals recommend

Crab Island

344 locals recommend

Other great holiday rentals in Santa Rosa Island

Guest favourite
A light-filled living area features a comfortable sofa and two armchairs. A wooden coffee table and side tables provide functional space. Large sliding glass doors open to a beachfront patio, allowing views of the sand and ocean nearby. Curtains frame the windows, adding to the room's airy feel.
Apartment in Santa Rosa Island
4.96 out of 5 average rating, 225 reviews

The new 40 Steps to the Beach Gulf front

Top guest favourite
Home in Santa Rosa Island
4.93 out of 5 average rating, 14 reviews

2 Minute walk to Beach *Lux* Modern Townhouse

Guest favourite
Apartment in Santa Rosa Island
4.94 out of 5 average rating, 18 reviews

EscapetoWaterscape Lazy River, king bed+bunks

Guest favourite
Apartment in Santa Rosa Island
4.95 out of 5 average rating, 63 reviews

3 BR Waterfront Views! Walk to Beach | Pool | Dock

Apartment in Santa Rosa Island
4.84 out of 5 average rating, 50 reviews

Sunset & Gulf Views | Updated 2BR | Steps to Beach

Guest favourite
A balcony is showcased with two comfortable chairs facing the ocean. The expansive view highlights the sandy beach and turquoise waters, with the sun reflecting on the surface. Lush greenery is visible below, complementing the serene coastal environment.
Apartment in Santa Rosa Island
4.73 out of 5 average rating, 22 reviews

Gorgeous Beachy Condo On Okaloosa Island Gulf-Fron

Top guest favourite
Apartment in Santa Rosa Island
5 out of 5 average rating, 10 reviews

Sunset Dreamin! Come join us for some R&R

Guest favourite
Apartment in Santa Rosa Island
4.91 out of 5 average rating, 35 reviews

Remodeled 2025! Balcony Beach Service Oceanfront

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£108£113£153£157£162£197£212£150£135£131£117£117
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 £23 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