
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.

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!

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

Private POOL- Gated beach access-grill-backyard
Welcome to our beautiful vacation home in Destin by the Gulf of Mexico! Just steps away from the sandy beach, our cozy retreat offers the perfect getaway for beach lovers. With private saltwater pool and a comfortable interior,you'll feel right at home. Whether you're looking to relax on the sand, take a dip in the sparkling waters, or explore the nearby attractions, our convenient location has it all. Immerse yourself in the tranquility and beauty of the Gulf of Mexico during your stay with us

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

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.

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.

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

Pets Welcome/Work Remotely/Fenced Yard
Your family and friends will be close to everything when staying at this centrally-located townhouse. This property is loaded with amenities. This townhouse is loaded with quartz counter tops, new appliances, washer/dryer, dedicated workspace and bbq area, a coffee bar, 3 smart TVs and even a PACMAN arcade game! Walk to Publix, Beach liquors, the beach, and downtown Fort Walton Beach and explore the many restaurants, bars, and shops.
Popular amenities for house rentals in Santa Rosa Island
House rentals with a pool

Heated Pool Oasis: Near Emerald Coast Beaches!

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

3BR Miramar Beach Stunner Just Steps to the Beach!

Beach Paradise Manor | Sun, Sand & Pools Await

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

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Harbor Central Penthouse

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

Willow

Destin West Gulfside 612 - Beachfront Condo

Sandy Feet Retreat

Coconut Beach House B

Downtown Dragonfly

Incredible Ocean Views & Beach-Walk 2 Beach

Modern Glass-Front Retreat l Stunning Nature Views

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

Private Coastal Oasis | Pool+Spa | Walk to Beaches

$Early June special! PM me for a great rate$

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

Floppsy Flipp Inn

Price Meets Comfort

Sandbarr - Bayfront home with a Golf Cart!

3 Bedroom Penthouse: Pool & Private Beach Access

3-BR Family Oasis | Hot Tub & Fire Pit, Niceville
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 | $194 SGD | $186 SGD | $239 SGD | $216 SGD | $259 SGD | $336 SGD | $351 SGD | $243 SGD | $218 SGD | $204 SGD | $198 SGD | $198 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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- Apartment rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Beach apartment rentals Santa Rosa Island
- Villa rentals Santa Rosa Island
- Rentals with an accessible-height bed Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Hotel rooms Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Rentals with outdoor seating Santa Rosa Island
- Rentals with pools Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Rentals with an accessible-height toilet Santa Rosa Island
- Townhouse rentals 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
- Johnson's Beach, Gulf Islands National Seashore
- Village of Baytowne Wharf
- 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
- 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





