
House vacation 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!

A+Location/Pets:)/ Snowbird Special/ Fenced Yard!
SNOWBIRD SPECIAL: 35% OFF STAYS OF 28 DAYS +. Welcome to your ultimate beachside crash pad--brand new, stylish, and built for whatever life throws your way. This newly built, 1-bed, 1-bath modern escape packs serious value into 500 sqft of smart design. It's your own private, fortress, just a short walk to the beach and downtown's best bars, restaurants, and nightlife. Everything here is brand new. The fully fenced yard makes it perfect for pets, with a patio, pergola, and an outdoor shower.

NEW! Sleeps 16! Pool! Destin Beach-Rooftop Views!
**BRAND NEW BUILT IN 2025!! BOOK TODAY!! FULLY FURNISHED!! MORE PHOTOS COMING!! *Rooftop deck with Million Dollar Views! *Swimming Pool/Hot Tub ($100 to heat/stay) *6 Bedrooms (all with ensuite bathrooms) *sleeps 16 in beds *6 Full ensuite bathrooms (Plus 3-Half Baths) *1 Poolside beach cabanas *Enjoy Insta-worthy PANORAMIC VIEWS of the BEACH. *Beach access just 3 houses down. *Walking distance to O'Steen Beach and Jetty *Original Oil Paintings *Xbox *2-car garage *Stainless Steel Appliances

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!

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, quick private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

The Blue Bungalow
Relax at this peaceful and centrally located retreat — perfect for beach lovers, families, and small groups. Walk to nearby dining and shopping, or take a quick drive to beautiful public beaches, local parks, and coastal excursions. Bring your furry friends — this home is pet-friendly and features a fully fenced backyard for peace of mind and playtime. Enjoy plenty of parking (including free boat parking!) and unwind in your private coastal escape close to everything Destin has to offer.

Touch of Madagascar-Whole House/winter heated pool
Free parking. Entire house with pool (pool heating fee $32 a day extra - heating pool not available until 4 Dec). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with art from Madagascar, where the owner Yolande is from, and where Yolande's husband Clint worked for 24 years. Clint is a native of Ft Walton Beach and a Vietnam Combat Veteran. No pets allowed (even visitors' pets). NO CAMERAS HAVE BEEN INSTALLED ANYWHERE INSIDE THE HOUSE.

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!
Step into our artsy mid-century sanctuary directly on the bay. Walk out to panoramic water views with the famous Crab Island on Choctawhatchee Bay in the distance. Swaying palm trees frame the poolside oasis & sweeping water views on over a 1/2 acre of property. Relax in one of the two hammocks, enjoy the private dock, private pool, ocean kayaks, or grill out among the lush landscape for a true tropical Florida experience. Kick your shoes off…Welcome! Must be 25 or older to stay.

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!
Find yourself in Hidden Paradise, a curated cottage home in Destin's highly sought-after Crystal Beach. Featuring a complimentary 6 seater golf cart, the 2 blocks to the sugar sand beach is a breeze. Come home to a private pool and full-sized fenced backyard for some bbq on the grill or a game of cornhole. 3 bedrooms. Sleeps 10. Provided mini-crib and highchair...bring the family! Its the little things that help make big memories, and thats what is awaiting at Hidden Paradise!

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.

#1 4BR HUGE PET Friendly Home w/ your own pool!
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!
Popular amenities for Santa Rosa Island house rentals
House rentals with a pool

Destin Retreat: Oceanview Poolside Luxury Condo

BaysideBreeze-Sandestin® 3BR/3BA-Golfcart to Beach

Book Holiday! Private Beach, Heated Pool, 2 Kings!

Waterfront ~Home~ Private ~Pool & Deep dock~ boats

Oceanview | Pool | Private Beach | Golf Cart

Evening Views at Destin Pointe Resort

Harbor Central Penthouse

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

Willow

Pet Friendly Hideaway/Near Beach/Military Friendly

Home in Fort Walton Beach

Sandy Feet Retreat

3BR Home | Backyard, Hot Tub & BBQ, 5 min to Beach

Magnolia Bloom, 5 min from the beach.

The Oasis Getaway in Fort Walton

Fisherman's Gem
Private house rentals

NEW 5BR House-Private Heated Pool & NEW Golf Cart

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

House w/ private heated pool, short walk to beach!

Blue Mountain Beach Retreat: Bikes, Pool!

Magnolia Getaway - Walk to Bay, Sleeps 6

Sleeps 12* Private POOL * Backyard * Ranch Home

Beach house 2 min from the Boat Ramp and Dog Beach

4 BR, Private Pool, Pet Friendly, 5 Miles to 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 | G$31,370 GYD | G$31,579 GYD | G$40,363 GYD | G$35,344 GYD | G$42,454 GYD | G$55,002 GYD | G$71,524 GYD | G$48,519 GYD | G$42,245 GYD | G$39,735 GYD | G$34,089 GYD | G$31,788 GYD |
| 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 vacation rentals
Explore 60 vacation rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island vacation rentals start at G$12,548 GYD per night before taxes and fees

Verified guest reviews
Over 2,190 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Santa Rosa Island vacation rentals include wi-fi 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, Crab Island, and Gulfarium Marine Adventure Park
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- Fort Walton Beach Golf Course
- Gulfarium Marine Adventure Park
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Shipwreck Island Waterpark
- Wayside Park, Okaloosa Island
- Gulf World Marine Park