
House holiday rentals in Santa Rosa Island
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Top-rated house rentals in Santa Rosa Island
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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!

Magnolia Cottage Couples Retreat-Sleeps 4-Pets
Magnolia Cottage is a secret gem off the beaten path, close to the bay side of life. Decorated with a beach & boho cottage feel, it’s the perfect place to relax and unwind. Not on 30A but close to everything. 1 King Bed Soaking Tub Twin Daybed w/ Twin Trundle 6 min drive - 3.3 miles to the closest public beach - ED WALLINE .4 Miles Chas E Cesna Landing Boat Ramp Perfect Couples Retreat Pet Friendly with Pet Fee Professionally Cleaned Whole home UV & Water Filter Beach Chairs 4 MAX GUESTS

Casa By La Playa! A Blue Mountain Beach Getaway
Welcome to Casa By La Playa! A coastal treasure sitting just off 30A in Blue Mountain Beach with two nearby beach accesses and amenities galore. This 2-bedroom and 2.5-bathroom home sleeps 8 guests comfortably and features a one car garage, stainless steal appliances and flat-screen TVs in every bedroom! An open living and upgraded kitchen area greets guests upon entry plus a side door access leading to a premium fenced back yard with artificial turf, a furniture set, plus umbrella for shade!

House 5 min to Beach, Fire Pit, Deck, Pickleball
Welcome to your perfect getaway, just 5 minutes from the beach, with shopping and waterfront dining at your doorstep. Unwind in this charming beach town rental that is perfect for entertaining with an outside deck equipped with a grill, TV and a fire pit. Explore Fort Walton Beach’s vibrant shopping scene, indulge in local flavors at nearby restaurants, nightlife after dark and return to relax in style. Everything you need is at your fingertips. Book now for an unforgettable coastal escape!

Italian villa 200 steps from beach • Free cruise!
• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

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.

Your Vacation House-TV in rooms Free Wi-Fi & Grill
Discover quiet living at this cozy 2br, 2ba Fort Walton Beach vacation rental home! Centrally located with 3 Roku TVs: in living room and each bedroom. Comfortable accommodations for up to five guests. With a nice park on one end of the street. Set in between Santa Rosa Island Beach/ Walmart, FWB Landing Park, and other popular attractions. Ideal for Business Trips, single, or family seeking relaxing stay in the sunshine. Close to both military bases, Hurlburt Field AFB, & Eglin AFB.

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.

Pool Retreat Near Destin Beach
Welcome to Our Happy Place! Just 5 miles (about a 10-minute drive) to the beach, this recently renovated, single-story home is your perfect getaway. Thoughtfully designed for comfort and convenience, it offers a spacious, relaxing retreat for families, couples, or small groups looking to unwind and enjoy the area. Whether you’re planning beach days, quiet evenings by the pool, or simply a comfortable place to recharge, this home has everything you need for a memorable stay.

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!

Luxury 30A Cottage w/ Private Pool and Golf Cart
A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.
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

Waterview Villa-Steps to the Sand-Pool-King Bed

Destin Miramar Walk To Beach Pet Friendly

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

2700sf Island Beach Retreat, 3BR/2B w/Master Ste

The Charleston Experience-Free PoolHeat N GolfCart

All you need! Location | Golf Cart | Walk to Beach
Weekly house rentals

Island Blue at Destin Pointe Resort

Tropical Oasis - Near Water & Beach, Pet-Friendly

2 Minute walk to Beach *Lux* Modern Townhouse

Coconut Beach House B

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

SeaBreeze On David

Sleeps 12* Private POOL * Backyard * Ranch Home

Mahi Bay * Beach Boat Slip Fishing Dock 1st Floor
Private house rentals

Willow

Heated Pool Oasis: Near Emerald Coast Beaches!

Floppsy Flipp Inn

Silvia's Serenity Beach Home (with pool)

Magnolia Bloom, 5 min from the beach.

Modern Glass-Front Retreat l Stunning Nature Views

Private Heated Pool + Hot Tub + Mins. from Beach

Charming Beach House Retreat| 5 mins to the beach
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $191 SGD | $192 SGD | $245 SGD | $215 SGD | $258 SGD | $334 SGD | $349 SGD | $241 SGD | $217 SGD | $203 SGD | $197 SGD | $197 SGD |
| 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 $102 SGD 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 an accessible-height bed Santa Rosa Island
- Rentals with outdoor seating Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Flat rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Apartment rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Villa rentals Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Hotel rooms Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Rentals with an accessible-height toilet Santa Rosa Island
- Resort rentals Santa Rosa Island
- Rentals with pools Santa Rosa Island
- Beach apartment rentals Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- House rentals Okaloosa County
- House rentals Florida
- House rentals United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Aqua Resort
- Pensacola Beach
- Opal Beach
- Frank Brown Park
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Village of Baytowne Wharf
- Gulf Breeze Zoo
- Henderson Beach State Park
- Shipwreck Island Waterpark
- Camp Helen State Park
- HarborWalk Village
- Gulfarium Marine Adventure Park
- The Track - Destin
- Gulf World Marine Park
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Pier Park
- Destiny East




