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Vacation 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.

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Top guest favorite
A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.
Condo in Fort Walton Beach
4.96 out of 5 average rating, 227 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

Top guest favorite
A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.
Condo in Santa Rosa Island
4.93 out of 5 average rating, 278 reviews

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, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Top guest favorite
A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.
Condo in Fort Walton Beach
4.97 out of 5 average rating, 206 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

Top guest favorite
Condo in Santa Rosa Island
4.95 out of 5 average rating, 154 reviews

Beachside-Top Floor-Pools-Gym-Destinwest Gulf 604

BEACHSIDE CONDO ON OKALOOSA ISLAND on Florida's Emerald Coast. Named as one of the top 10 “Best beaches in the US” and a great location for vacation. Surrounded by crystal clear emerald waters and sugar white beaches, this top floor (6) condominium offers spectacular views of the gulf and the night lights of Okaloosa Island with breathtaking sunrises and sunsets over the gulf. This is your Best Beach Retreat! Imagine your "toes in the sand" all within a stones throw from your front door.

Superhost
A lazy river meanders through lush landscaping, featuring two yellow inflatable tubes floating on the water. Colorful umbrellas provide shade for nearby seating areas. The view reveals the condo buildings in the background, surrounded by palm trees and greenery.
Condo in Santa Rosa Island
4.78 out of 5 average rating, 166 reviews

Destin West Resort, Lazy River & Free Beach setup

This is a 3-bedroom, 2-bath condo that sleeps 8 people plus a baby. Destin West Resort offers great amenities: 700-foot long Lazy River, 7 Pools (some heated seasonally), 4 Hot tubs, State-of-the-art-Fitness Center and beautiful beach! You also have access to a Marina(bring your boat), picnic areas, water sports/boating rental (next door). The skybridge gives you easy access to both sides of the resort. Walking distance to Adventure Zone, the Gulfarium, the Boardwalk and fishing pier.

Top guest favorite
A spacious living area features a large sofa and a mounted television, along with soft blue lighting that creates a calming atmosphere. The decor includes a decorative wall unit and stylish accents, contributing to a welcoming environment for relaxation.
Condo in Santa Rosa Island
4.96 out of 5 average rating, 112 reviews

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach

Newly renovated! - Welcome to The Oasis, a luxury beach studio at El Matador Condos on Okaloosa Island, Fort Walton Beach, FL. Be our guest at this beautifully decorated, clean, comfortable studio, ideal for small families, small groups, couples, singles, & business travelers. You'll have direct access to the private beach & all the amenities including a seasonally heated outdoor pool, Gulf view pool, hot tub, sauna, gym, tennis/pickleball & basketball court, BBQ areas, & a laundry room.

Superhost
A view showcasing a lazy river surrounded by lush palm trees and a spacious pool area. The ocean is visible in the background, with several lounge chairs scattered throughout the landscape. Modern resort buildings are positioned in a welcoming arrangement, enhancing the tropical atmosphere.
Condo in Fort Walton Beach
4.81 out of 5 average rating, 113 reviews

DestinWest Pelican Bayside, Lazy River, Hot Tub.

Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun

Top guest favorite
A balcony features a dining table set with two glasses and a bottle, overlooking the beach. Lounge chairs and umbrellas are visible on the sandy shore, with the Gulf of Mexico's turquoise waters in the background, highlighting direct beach access.
Condo in Santa Rosa Island
4.95 out of 5 average rating, 159 reviews

Lovely beach-front condo with free beach setup.

As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

Guest favorite
The living area features soft blue walls and large windows providing natural light. A comfortable sofa is complemented by decorative pillows, while a wooden coffee table creates a focal point. A flat-screen TV and light blue curtains enhance the serene atmosphere.
Condo in Santa Rosa Island
4.95 out of 5 average rating, 183 reviews

Waterscape A207/Free BCH SVC/2 Kings/75' TV

Waterscape Resort A207 (just steps to the beach & pools) ~ Ocean view from kitchen/Master BRs/living room/patio ~ FREE beach service (2 CHRs+umbrella) during 3/1-10/31 ~ 2 King BRs with their own en suite + 1 half bath in the living area ~ One bunk room with a DOOR for privacy (two twin beds) ~ Q pullout sleeper ~ Pack 'n Play ~ Highchair ~ 4 smart TVs (1x75’’, 2x50’’, and 1x32’’) ~ Upgraded appliances & quartzite countertops ~ Tiles throughout ~ Washer/dryer in unit

Guest favorite
A bright and airy living area features a spacious light blue sofa and a decorative armchair, positioned near expansive glass doors offering views of the ocean. A round coffee table sits in the center, surrounded by a dining table for four, with soft hues enhancing the coastal ambiance.
Condo in Destin
4.9 out of 5 average rating, 266 reviews

Fully Remodeled Beach Condo with Amazing Views

Welcome to your premium vacation rental at the Pelican Beach Resort!!! This 16th-floor condo is decorated in a beach theme, serving both modern and traditional coastal styles. Located directly on the white sands of Destin, it offers unobstructed and boundless views of the beach and the ocean. The initial remodeling process has been completed in 2020, and lots of new upgrades have been completed by the end of 2022. It is a perfectly refreshing getaway for your family!

Superhost
Condo in Santa Rosa Island
4.78 out of 5 average rating, 129 reviews

Kid-friendly! Lazy River~Skywalk over to beach!

This is a beautiful one bedroom condo plus bunk area located on Bayside of Destin West! The unit comes equipped with a beach cart to make the short walk to the beach even easier! You will love the location of this unit! Freshly painted, with beautifully decor, plus beach towels (2) - you will feel right at home at our 'Salty sandpiper'. With a fully stocked kitchen, washer and dryer, and a lazy river pool - this condo is the perfect place for your beach getaway!

Superhost
A cozy studio room features a spacious bed adorned with decorative pillows, complemented by a wooden bench. A flat-screen TV is positioned near a seating area, and large windows provide natural light and views of palm trees outside.
Condo in Fort Walton Beach
4.75 out of 5 average rating, 455 reviews

Simple Fort Walton Beach Waterfront Studio Condo

Relax and unwind in this stylish and cozy studio in the heart of Fort Walton Beach! Surrounded by delicious restaurants and bars, this studio is perfect for a romantic getaway or a solo trip. You'll love the breathtaking views of the bay from the sun-drenched balcony, where you can enjoy your morning coffee or a glass of wine at sunset. With all the amenities and stunning views, this studio is the perfect place to make memories and create a home away from home.

Popular amenities for Santa Rosa Island rentals with a pool

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,891 GYDG$38,284 GYDG$46,861 GYDG$47,070 GYDG$48,116 GYDG$59,622 GYDG$63,806 GYDG$44,978 GYDG$39,748 GYDG$38,493 GYDG$34,518 GYDG$33,681 GYD
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Quick stats about vacation rentals with a pool in Santa Rosa Island

  • Total vacation rentals

    Explore 2,670 vacation rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island vacation rentals start at G$14,644 GYD per night before taxes and fees

  • Verified guest reviews

    Over 52,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,020 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,560 properties have a dedicated workspace

  • Wi-Fi availability

    2,660 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

  • 4.7 Average rating

    Santa Rosa Island stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Santa Rosa Island's top spots, include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park, and Crab Island

Destinations to explore