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

The Merry Whale on The Emerald Coast
Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Phoenix X 1105- 1BR Florabama Beach Luxury Suite
This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Sip your morning coffee on your private balcony overlooking the beach and Gulf of Mexico. Situated directly on the beach! Parking available in Association lobby for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided)

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.

1004 Oceanfront Pelican Beach Fab Loc Pools/HTubs
1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

Navarre Beach Gulf front luxury
Newly Updated 2 bedroom GULF FRONT condo on Navarre Beach. Enjoy breathtaking views of the Gulf & white sand beaches as this End Unit boasts views from all directions. Sliding glass doors from floor to ceiling & side windows from kitchen, living & dining area. Living room & master bedroom walk out to a spacious balcony overlooking the pool & ocean while the 2nd bedroom looks out at the inter coastal waterway & Navarre Beach Bridge. Walking distance to fishing pier, water sports & restaurants

The Pine House Pace, FL
Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Waterfront, beach, dock - your Salty Air Retreat!
Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront
Enjoy the art, nature, and adventure of Miramar Beach in our lovely condo with beach access, on-site heated swimming pools, a fitness center with sauna, golf, tennis, pickle ball, basketball, dining and nightlife without leaving the complex! When you venture out, shopping at Silver Sands Outlet Center is a mile away, and Grand Boulevard and Sandestin Beach Resort are 3 miles away. End your relaxing day taking in the spectacular sunset with a glass of wine and loved ones on the balcony.

Large Island Townhouse w/ View of Santa Rosa Sound
This 1500 sq. ft. townhouse is home away from home! On an island, it has access to Santa Rosa Sound & is across the street from Gulf of Mexico. Very comfortable w/ 2 bedrooms & 2.5 baths. It has a fully furnished kitchen & 3 balconies. Enjoy water views from main floor & master bedroom. An on-site swimming pool, pier w/ boat slips & beach frontage will meet water recreation needs. Has Direct TV. If you plan to be messy or not clean up after yourself, please don't rent my beach house.

Surf Shack Island Retreat
SNOWBIRD SPECIALS! Welcome to the Surf Shack Island Retreat. This home offers Santa Rosa Island Living, Sound views, short walking distance to pier, beach & sound. Completely remodeled and well equipped three story town home with multiple sleeping arrangements to accommodate groups up to 8. Ideal spot to getaway or space to work remotely, Plenty of space at 2,425 sqft. Private Master, en-suite and sitting balcony. PLEASE DO NOT BOOK IF YOUR GROUP IS LARGER THAN EIGHT

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 Santa Rosa Island rentals with a pool
House rentals with a pool

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Poolside Family Retreat w/ Hot Tub & Game Room

Perry Cottage * POOL*Historic Charm*Dog Friendly

Santa Rosa Beach Canopy House with pool

Fun, sun, sand, and rest. Enjoy your stay with us.

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Kokomo Key on Navarre Beach - Private Pool
Apartment rentals with a pool

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!

305 | Sublime Luxe Retreat + Heated Pool + Sunsets

Beachfront Bliss: Walk to Dine & Play on Sands

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Beach front 2/2 with gulf view.

Beachfront Renovated Condo, Spectacular Gulf Views

Escape to 30A & the beach! Heated pool! Gulf view!

Island Princess 618 | Gulf Views & Beach Service
Other holiday rentals with a pool

Luxury Beach Home Private Pool Golf Cart and Bikes

White Pearl

Herons Nest

Private Pool, Steps to the beach, Golf cart

Tide Together on the Gulf at Beach Colony East

Beachfront - “Weekend At Benny’s”

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

Hart’s Landing-Canal Front Home
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Alabama Point Beach
- Eglin Beach Park
- Pensacola Beach Crosswalk
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- Fred Gannon Rocky Bayou State Park
- The Track - Destin
- Pensacola Dog Beach West
- Seacrest Beach
- Wayside Park, Okaloosa Island




