
House holiday rentals in Santa Rosa Island
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Top-rated house rentals in Santa Rosa Island
Guests agree: these houses are highly rated for location, cleanliness and more.

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

Waterview Villa, Steps to the Sand, King Bed, Pool
Located in the heart of Destin, FL, this stunning top-floor beach villa duplex offers 2 bedrooms and 2 baths, perfect for families or friends. The master suite features a king bed, while the second bedroom includes full bunk beds and a twin trundle. Enjoy breathtaking private lake views and easy access to the white sand beach only steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this serene beach getaway

On the water! 7 minutes to the beach!
Bring your boat and your RV. Relax with the whole family in this private water front cottage. 7 minutes to the white sands of Okaloosa Island and 6 miles by boat to Crab Island or just walk out back and paddle the bay. There are 3 public boat ramps with in 2 miles of the property. The waterway will accommodate a draft of 24”. Ferry Street Park and Uptown Station are just minutes away. Everything in the house is brand new and kept perfectly clean and organized so you and yours can relax .

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.

BRAND NEW! Spacious Coastal Getaway #4
Spacious Coastal Getaway #4 is the perfect home for you and your loved ones. Bring the whole family to this just completed brand new home with lots of room for fun. Newly built, it's bound to be your coastal sanctuary during your stay at the beach. Why stay in an older worn or renovated property if you can be one of the 1st to enjoy this beautiful custom home? Brand new luxury furniture, Full kitchen, Spacious living room, washer & dryer BBQ grill and more! You won't be disappointed!

Serenity on the Water-Dock/Water -No cleaning Fee
NEW DOCK AND WATERFRONT COMMON AREAS Peaceful, quiet retreat away from the condos and traffic. Beautiful views of the Santa Rosa Sound. Bring your boat. Water and dock access (only shared with the owners). Short boat ride from Crab or Spectre Islands. Close to shopping, food, Santa Rosa Island and Destin. This beautiful 2BR/2.5BA with great water views and water access. One street from a public boat launch. Convenient Boat parking Enjoy crabbing or fishing night or day.

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.

#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!

House in Ft Walton Beach near Okaloosa Island *TVs
Bring your boat! You'll fall in love with this spacious townhome in FWB. Centrally located near shops & food. Close to Liza Jackson Park and a short 10 min drive from Okaloosa Island. Boat launch available at Liza Jackson. - 3 bedrooms & 2.5 baths, sleeps 7 - Queen beds and TVs in each bedroom - Wifi throughout - On a quiet street with large driveway - Dedicated office space - Outdoor patio with grill * No smoking or fires permitted on the property

Private Beach, Water Views, Lazy River | VIP Perks
⭐ Exclusive VIP Experience Package – Enjoy FREE Golf, Sunset Dolphin Cruises, and More Activities EVERY DAY of Your Stay! (Full Details Below) ⭐ Pelican 403 is a newly updated condo on Okaloosa Island featuring bayfront pools, a lazy river, multiple spas, an updated kitchen, spacious bathrooms, & stunning Choctawhatchee Bay views, all just a breezeway walk from Emerald Coast's white sandy beaches, making it the perfect coastal luxury condo.

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

Emerald Coast Escape
Comfortable 3-bedroom home in Pensacola, ideal for families, friends, or business stays. It features a bright living area with smart TV, fast Wi-Fi, a fully equipped kitchen, and cozy bedrooms designed for rest. Guests can enjoy a quiet outdoor space and easy access to downtown, restaurants, shops, and nearby Gulf Coast beaches. Perfect blend of comfort, convenience, and coastal charm for a relaxing stay.
Popular amenities for house rentals in Santa Rosa Island
House rentals with a pool

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

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

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

Pool - Block to Beach - Golf Cart - Beach Service

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

Miramar Home with Golf Cart & Cowboy Pool

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Sandbarr - Bayfront home with a Golf Cart!
Weekly house rentals

Destin West Gulfside 612 - Beachfront Condo

Sandy Feet Retreat

The Pink Cottage

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

Mahi Bay * Beach Boat Slip Fishing Dock 1st Floor

3 miles to Beach cooler includ'd

2500sf Island Bch Retreat, Deck, Yard, MasterSuite

Cozy Coastal Retreat |Hot Tub & Outdoor Cinema
Private house rentals

Heated Pool Oasis: Near Emerald Coast Beaches!

62 Blue View Lakefront Private Pool 5 Min to Beach

Price Meets Comfort

Destin Beach House• Sleep24•Hot Tub•Pool •RoofDeck

Beachfront Corner Lobby Unit/Pool/Smart TV/King/WD

3-BR Family Oasis | Hot Tub & Fire Pit, Niceville

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

Luxury Retreat•Private Heated Pool•Destin Area
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £114 | £109 | £140 | £126 | £152 | £197 | £206 | £142 | £128 | £120 | £116 | £116 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about house rentals in Santa Rosa Island

Total holiday rentals
Explore 60 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Santa Rosa Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Santa Rosa Island rentals

4.8 Average rating
Santa Rosa Island stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Santa Rosa Island’s top spots include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park and Crab Island
Destinations to explore
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- Rentals with pools Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Hotel rooms Santa Rosa Island
- Flat rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Rentals with an accessible-height bed Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Rentals with outdoor seating Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Beach apartment rentals Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Apartment rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Rentals with an accessible-height toilet Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Villa rentals Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Resort rentals Santa Rosa Island
- House rentals Okaloosa County
- House rentals Florida
- House rentals United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Aqua Resort
- Seacrest Beach
- Opal Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Henderson Beach State Park
- Topsail Hill Preserve State Park
- Shipwreck Island Waterpark
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Pier Park
- Gulf World Marine Park
- Jade East Towers





