
Holiday rentals with a pool in Santa Rosa Island
Find and book unique homes with a pool on Airbnb
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.

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.

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 Cute & Cozy FIRST FLOOR condo
Welcome to Sea Turtle Cove! As a teacher and Veteran, we are local owners & take pride in our clean, cozy condo. Our sweet, non-smoking, first floor beach condo sleeps 4 & has 2 full bathrooms. We want you to feel at home & value your time so there is KEYLESS entry. The condo is equipped w/ everything you need for cooking and relaxing at the beach! Check out our Youtube video! Go to Broadville Beginnings (our channel) to see video! There are also some videos of Navarre Beach to check out!

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"!

$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!

Sunny Side: Awesome Waterfront Unit with 4 Kayaks
Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more! Continue for more Details

One Block to Crystal Beach + Pool + King Bed + Convenient Location
- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - 1.0 mile to Publix - This is the UPSTAIRS UNIT (downstairs rents separately through same host.) Each unit is fully separate. The Destin Doublemint, a bright and airy one-bedroom cottage, is the perfect spot for your beach vacation. It's less than a 2-minute walk to the sand, making it easy to pop back for a dip in the pool or a movie in the AC before walking back over for sunset.

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.

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA
Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the beach. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

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.

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!
Popular amenities for Santa Rosa Island rentals with a pool
House rentals with a pool

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

Perry Cottage * POOL*Historic Charm*Dog Friendly

White Pearl

Stunning Home with Heated Private Pool! Hot tub! C

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

Heated Pool included- Golf Cart- Bikes!

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Sea Breeze-Private home w/dock, pool, tennis, 2
Condo rentals with a pool

Sugar Beach Studio 208 Condo - Beachfront Property

Welcome To Florida's Hidden Gem!

Beach front 2/2 with gulf view.

Majestic Ocean Views, Oceanfront Condo, Renovated!

Relaxing Soundside Condo - WataView!

Sunrise Destin-ation -Heated Pool-Beach View

Upgraded 7th Flr Pelican Beach Resort-on the beach

Emerald Coast Penthouse
Other holiday rentals with a pool

Cozy Bay Front | Fire Pit, Kayaks, Sunsets

Luxury Beach Home Private Pool Golf Cart and Bikes

Sandy Toes and Tiki Flows

Heated Pool, Gazebo & Fire Pit. 3 Miles to Beach!

Studio Condo Navarre

Private Pool, Steps to the beach, Golf cart

P3-0509 Sunrise Views @ Portofino

Beachfront - “Weekend At Benny’s”
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- Rentals with pools United States
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Alabama Point Beach
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- Fred Gannon Rocky Bayou State Park
- Camp Helen State Park
- The Track - Destin
- Pensacola Dog Beach West
- Wayside Park, Okaloosa Island
- Seacrest Beach




