
Holiday rentals with a pool in Santa Rosa Island, Florida
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Santa Rosa Island, Florida
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Gulf Views on private beach Nov/Dec $500/week
Nov/Dec - $500/weekly rate (minus fees) not holidays. **Jetty East is replacing the stairwell starting mid-Oct, expected to last until Spring.** Begin your vacation at this 1-bed and 1-bath that sleeps 4 guests located on 5th floor. We are located directly on the private beach with views of jetties, harbor, and the Gulf. Centrally located in the heart of Destin near restaurants, shopping and exciting events before retreating back to your condo to unwind on the balcony while enjoying the view.

Pool House, Short Drive to Beach, Grill, Smart TV
HIGHLIGHTS: - Heated Private Pool (from Mar 1 to Dec 31) - 10-15 min to Navarre Beach - Quiet residential area - Fully furnished, comfortable house - Close to grocery stores, pharmacies, restaurants This is a spacious 3 bedroom/2 full bathrooms house in a quiet area. Fully updated, has everything to make you feel at home: king and queen beds, bunk bed, fully equipped kitchen, outdoor grill (with propane tank), high speed WiFi, TV, washer/dryer, 2 car garage (additional free parking on driveway)

Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!
Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.

Direct Gulf Front Escape
Come enjoy this cozy, colorful and cheerful direct gulf front 2 bedroom 2 bath condominium located on undiscovered Navarre Beach. Decorated by the nationally acclaimed interior design firm, Susan Sargent Interiors, this fully furnished and turn-key unit features tumbled marble floors, high speed internet access, three televisions, Jacuzzi tub and a complex pool. This corner unit with south - west exposure offers full width direct gulf front balcony with the most magnificent water and sunsets.

$0 clean fee! Beachside/pool view/king bed/jacuzzi
Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

Stylish Coastal Baytowne Studio Amazing Amenities
Enjoy a stylish experience at this centrally-located studio on the Sandestin Resort right in the heart of the action of Baytowne Wharf Village. Newly renovated Welcome to paradise! Unit is located on the 5th floor of Pilot House allowing quick walking access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! The unit offers a King bed with luxury linens. Comfortable queen sofa that will fit two more guests or children.

Beachfront Bliss: Walk to Dine & Play on Sands
**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

Cozy Soundside Condo - WataView2!
Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

Tiny Home Pool View 25 Mins to Beacha
Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Okaloosa Island Gulf View Resort Studio w/ Balcony
Escape to the stunning white sand beaches of the Gulf of Mexico and stay in this charming studio condo on Okaloosa Island! Located in the popular Islander Beach Resort, this unit is newly renovated and boasts breathtaking views of the emerald green waters. Step outside onto your private balcony to watch the sunset or enjoy your morning coffee with the sound of the waves. Book your stay today and experience the best of the Florida panhandle!

Sleek & Funny @ Sandestin Golf & Beach Resort
Newly remodeled pool & hot tub are now open!! TOP RATED 6th floor oceanfront studio at Sandestin Golf & Beach Resort's Beachside Two complex. Guests can enjoy dining, retail, entertainment, golf, tennis and other activities without leaving the gates of this 2400 acre resort on Florida's Emerald Coast. Sandestin Tram pass included. This property is highly ranked amongst Airbnb's Top 10% of homes based on ratings, reviews, and reliability.

Casa Blue Jay
Walking distance from the beach facing the Gulf of Mexico or Santa Rosa Sound. The beach by the bay is great for small children. Come and enjoy our Beach Home, mins away from major shopping & tourist attractions but most importantly not all the hustle/traffic of neighboring cities; Destin & Pensacola. All essential amenities are provided. HOA does not allow any RV, ATV, golf cart, jet skis and trailer hitches in the parking lot.
Popular amenities for Santa Rosa Island, Florida rentals with a pool
House rentals with a pool

StayOn30A Renovated Beach Home-Across from Beach!

Come stay at Seas~the~Day!! 6th Floor magic!

Santa Rosa Beach Canopy House with heated pool

The Pine House Pace, FL

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

Good times & tan lines! Only 5 miles to the beach!

Blue Heaven: Wonderful Waterfront Unit with Kayaks

Christmas in Pensacola! Blue Angels Pool Oasis!
Apartment rentals with a pool

Gulf View Studio condo Fort Walton Beach

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove

Majestic Sun A1014*Gulf View*Heated Pools/Hot Tubs

Beachfront Condo With Pool & Resort Amenities

Fun Mid-Century Modern Beachside Condo on the Gulf

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool

Phoenix X 1105- 1BR Florabama Beach Luxury Suite

Beach Shuttle! Coffee, Chairs, Cooler Included!
Other holiday rentals with a pool

Heron Nest

Special Snowbird Rates | Private Beachy Bungalow

*Last Minute Christmas Deal* - 5 mi. to the Beach

Gone Coastal 2BR1BA Mins 2 emerald coast beaches!

Private Pool, Steps to the beach, Golf cart

The Purple Sunset-200ft to Beach w Pool

Sea Breeze-Private home w/dock, pool, tennis, 2

Navarre Beachfront Condo
Destinations to explore
- Seminole Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Clearwater Holiday rentals
- Birmingham Holiday rentals
- Pensacola Holiday rentals
- Rentals with a sauna Santa Rosa Island, Florida
- Waterfront rentals Santa Rosa Island, Florida
- Beach house rentals Santa Rosa Island, Florida
- Rentals with an EV charger Santa Rosa Island, Florida
- Flat rentals Santa Rosa Island, Florida
- Rentals with beach access Santa Rosa Island, Florida
- Rentals with a hot tub Santa Rosa Island, Florida
- Guest house rentals Santa Rosa Island, Florida
- Rentals with a kayak Santa Rosa Island, Florida
- Cottage rentals Santa Rosa Island, Florida
- Pet-friendly rentals Santa Rosa Island, Florida
- Rentals with a cinema Santa Rosa Island, Florida
- Family-friendly rentals Santa Rosa Island, Florida
- Rentals with an accessible-height bed Santa Rosa Island, Florida
- Rentals with a fireplace Santa Rosa Island, Florida
- Private suite rentals Santa Rosa Island, Florida
- Fitness-friendly rentals Santa Rosa Island, Florida
- Rentals with lake access Santa Rosa Island, Florida
- Rentals with a firepit Santa Rosa Island, Florida
- Rentals with breakfast Santa Rosa Island, Florida
- Townhouse rentals Santa Rosa Island, Florida
- Hotel rooms Santa Rosa Island, Florida
- Rentals with a patio Santa Rosa Island, Florida
- Rentals with an accessible-height toilet Santa Rosa Island, Florida
- Rentals with a washing machine and dryer Santa Rosa Island, Florida
- Apartment rentals Santa Rosa Island, Florida
- Rentals with outdoor seating Santa Rosa Island, Florida
- House rentals Santa Rosa Island, Florida
- Beachfront rentals Santa Rosa Island, Florida
- Rentals with pools Florida
- Rentals with pools United States
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Alabama Point Beach
- Fort Walton Beach Golf Course
- Eglin Beach Park
- Raven Golf Club
- The Track - Destin
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Gulf Breeze Zoo
- Wayside Park, Okaloosa Island




