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

Luxurious Beachfront Suite
Escape to this NEWLY renovated 1BR, 1BA beachfront condo in the heart of Destin’s Crystal Beach! Enjoy direct beach access from your 1st-floor unit—just 27 steps to the sand! This elegant space features a luxurious King bed, pull-out Queen, and a brand-new designer kitchen. Panoramic ocean views, a quiet low-rise building, and proximity to shops and restaurants make this the ultimate coastal retreat. Perfect for couples or small families. Book now and let the Emerald Coast be your paradise!

1 BR Comfortable Central Location Emerald Elm
Sit back and relax at our hidden gem. This airy 1 bedroom, 1 bath property is peaceful and centrally-located in Fort Walton Beach. Only 7 minutes away from the Beach of Okaloosa island and 15 minutes from Destin. With neutral creams and blues throughout the space, it makes you escape from the busyness of life and has you step into Vacation Mode! Want to stay in after a long day at the beach? Kick on the tv and play a few games, or even sit on the back porch under the mood changing lights.

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.

Small Waves-30A beachhouse w golf cart/neighb pool
Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

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.

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.

Beautiful Bluewater Bay Home Minutes From Destin
*Please note before booking-we CANNOT have parties and there is a max of 10 people (adults+children) If you have more people than listed, you WILL get evicted* *must be 25+ to book* Nestled just 10 minutes from Destin! Discover a backyard oasis complete with a dining deck, fire pit, and grill. Inside, find an equipped kitchen and spacious, comfortable bedrooms. Whether you're seeking adventure in Destin or simply a peaceful getaway, our home is your ideal destination.

Clancy's Celtic Clouds-home near Destin, FL
Beautiful 1100 Sqft 2-bedroom guest house originally intended as Mother-in-law quarters. The all-brick home is conveniently located in Fort Walton Beach, Florida. It is a 10-Minute drive to either Eglin Air Force Base or Hurlburt Field--and you can be at the beach in less than 10 minutes! Destin is only a 15-minute drive! Publix Grocery Store/Pharmacy is 1-mile away, and our local Walmart for any extras that you might need is only 2 miles from the property.

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

SweetNSalty-Priv Beach-Pickleball & 2 Pools
Sweet 'N Salty is a quaint home tucked away in the Emerald Shores gated community in Miramar Beach! Our 3 bedroom 2 bath home can accommodate up to 12 guests. Our guests can enjoy our 2 community pools (1 seasonally heated), basketball, pickleball & tennis courts, seasonal tram service to our private gated beach access, and peace of mind with community security. Come enjoy some sweet memories & the salty air at our cozy home!
Popular amenities for house rentals in Santa Rosa Island
House rentals with a pool

62 Blue View Lakefront Private Pool 5 Min to Beach

Private POOL- Gated beach access-grill-backyard

Private Beach, Water Views, Lazy River | VIP Perks

Summer Specials *Fully Loaded* Pool & Hot Tub

#2 4BR HUGE PET Friendly Home Away from Snow!

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Emerald Gulf Bliss | 5-Min Walk ·Pool ·Yard ·Pets

30A 5 Min Walk to Beach/View/Private Pool/Family
Weekly house rentals

Island Blue at Destin Pointe Resort

2 Minute walk to Beach, Huge Stylish Townhouse!

3BR Miramar Beach Stunner Just Steps to the Beach!

Sea Breeze Retreat

Golf Cart+Hot Tub+Beach Essentials 2BR/2BA

Incredible Ocean Views & Beach-Walk 2 Beach

Modern Glass-Front Retreat l Stunning Nature Views

Sky Breeze
Private house rentals

Willow

3 bed 3 bath beach and bay escape - Free golf cart

Modern Design Relaxing Atmosphere: Unwind and Play

Green Reef 1 • Beachfront • 2026 Remodel • Arcade

Liahona: Steps to beach | Golfcart | Heated pool

The Pink Cottage

Downtown Dragonfly

pet friendly mid-century cottage/3 miles to beachs
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 | $195 SGD | $187 SGD | $240 SGD | $217 SGD | $260 SGD | $337 SGD | $353 SGD | $244 SGD | $219 SGD | $205 SGD | $199 SGD | $199 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 $103 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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- Family-friendly rentals Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Apartment rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Rentals with an accessible-height bed Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Beach apartment rentals Santa Rosa Island
- Rentals with pools Santa Rosa Island
- Rentals with an accessible-height toilet Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Villa rentals Santa Rosa Island
- Flat rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Townhouse 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
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Topsail Hill Preserve State Park
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Pier Park
- Gulf World Marine Park
- Jade East Towers





