
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.

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.
Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills!

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

La Playa Esmeralda - Panoramic Sunset Views
Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

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"!

Pool House, Short Drive to Beach, Grill, Smart TV
HIGHLIGHTS: - Heated Private Pool (from Mar 1 to Nov 30) - 9 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)

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.

Beachfront Panoramic Views Balcony Heated Pool
Beachfront Corner Condo in Destin - Panoramic Gulf Views Summer dates just released! Experience luxury in our Destin beachfront condo! This 3-bedroom, 2-bath unit offers panoramic Gulf views from the living area, kitchen, and master bedroom. Enjoy a renovated balcony, heated pool, tennis, basketball, pickleball, gym, and sauna. Beach chairs and umbrella included March-October. Convenient elevator and steps access. Book your Destin vacation rental now for an unforgettable beach getaway!

Regency end unit, discounted fall/winter rates!
We've gone to great lengths with extensive recent renovations to make our condo feel like a full 5-star experience - just read the reviews! There are several things that set our unit apart from others, most notably the incredible views in two directions! Add in beach chair service (March through October), along with new appliances and other renovations that are too numerous to list fully, and you have one of the best beach vacation experiences imaginable without spending a small fortune!

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.

Oceanfront in Seagrove w/private beach!
Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

The Purple Sunset-200ft to Beach w Pool
Relax with the whole family at this peaceful beach house on Navarre Beach, FL. 200 feet from the Santa Rosa Sound and 500 feet from the beautiful Gulf of Mexico. A community pool is located literally in your backyard! This Airbnb is 1,320 square feet with 3 beds, 2 baths and a bonus room. Whether it's at the beach, pool, or with friends/family, you will absolutely love it here! We look forward to you creating memories at this heavenly escape. See you soon!

Islander Resort Okaloosa IsIand Beach Condo
Escape to Okaloosa Island and stay at this cozy studio condominium at the Islander Resort. This 6th-floor unit is perfect for couples or small families looking for a beach getaway. Wake up to stunning views of the Gulf of Mexico from the private balcony, relax on the pristine white sand beach, or take a dip in the Gulf-front pool. Take advantage of the resort's amenities, including a fitness center, shuffleboard, and barbecue grills.
Popular amenities for Santa Rosa Island, Florida rentals with a pool
House rentals with a pool

Perry Cottage * POOL*Historic Charm*Dog Friendly

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

The Pine House Pace, FL

Waterview Villa-Steps to the Sand-Pool-King Bed

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

Poolside Retreat, Hot Tub, 5 min to beach

Blue Heaven: Wonderful Waterfront Unit with Kayaks

Good times & tan lines! Only 5 miles to the beach!
Apartment rentals with a pool

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

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

Direct Gulf Front Escape

Majestic Ocean Views, Oceanfront Condo, Renovated!

Sunrise Destination-Hot Tub&Heated Pool-Beach View

Clean cozy Beachside Condo Snowbirds we want YOU!

Steps from Sand - Fort Walton Beach

The Sandy Secret
Other holiday rentals with a pool

Bora Bora Beach House

Salt & Serenity | 3BR Coastal Island Escape

Snowbirds welcome | Winter discounts | Beachfront

Beachfront - "Weekend At Benny's"

Destin West Villa PH04~ Hot Tub,on Rooftop Terrace

1002 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

Navarre Beachfront Condo

The Shell Shack - Navarre Beach
Destinations to explore
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- Point Washington State Forest
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pensacola Beach
- Navarre Beach Fishing Pier
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Alabama Point Beach
- The Track - Destin
- Gulfarium Marine Adventure Park
- Camp Helen State Park
- Gulf Breeze Zoo
- Tarkiln Bayou Preserve State Park
- Henderson Beach State Park
- Pensacola Museum of Art
- Pensacola Bay Center
- Village of Baytowne Wharf
- Jade East Towers
- Lost Key Golf Club
- Topsail Hill Preserve State Park




