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Vacation rentals with a pool in Okaloosa Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Okaloosa Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Condo in Fort Walton Beach

4.88 out of 5 average rating, 185 reviews

Amazing Top Floor Waterfront Studio B403

**NO PETS** NO PETS** All violators will be asked to vacate premises immediately. A small portion of our marina are still under repairs. This studio unit offers amazing views of the Santa Rosa Sound, marina, and swimming pool from your private balcony. Walking distance to many restaurants/eateries. We're two miles away from the beaches. Come on down, relax and watch the amazing sunsets. just minutes away from entertainments, boat and jet skis rental. Conveniently located to both military bases.

Condo in Fort Walton Beach

4.95 out of 5 average rating, 101 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This newly remodeled studio at Seacrest Condominium on Okaloosa Island, Fort Walton Beach. The spacious studio offers all the things you will need for a perfect beach getaway. Relax on the balcony and enjoy the beautiful views of the Gulf and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, refrigerator and private laundry.

Condo in Fort Walton Beach

4.89 out of 5 average rating, 113 reviews

Sunset Sands: Best view in Ft. Walton Beach/Destin

Welcome to Sunset Sands, a very clean, modern, and luxurious stay awaits you here. First off who wants to go on vacation and not sleep well? No one! We have a NEW, Tempurpedic Pro Adapt King mattress on an adjustable base! Raise your head and legs in bed. One of our best features is our 65 inch OLED Tv - wait till you watch it in this bed! Our balcony overlooks a Resort style pool which lights up at night, the Santa Rosa Sound where boats and jet skis zoom by and the ocean in the distance :)

Condo in Fort Walton Beach

4.97 out of 5 average rating, 273 reviews

Just For You In Fort Walton Beach

Aquamarine w/white décor. tile floors. studio with 1 queen bed, 2 smart TVs, intercoastal waterway view, off-street parking, 24-hour security, swimming pool, picnic/bbq area, cable TV, wifi, full bath, fully-equipped kitchen, microwave, convection oven. Balcony for viewing waterfront. Viewing area for sunset. No pets allowed. No service animals allowed due to guests' allergies which can cause physical reactions. MANAGEMENT HAS NOT INSTALLED ANY CAMERAS ANYWHERE INSIDE THE CONDO.

Condo in Fort Walton Beach

4.8 out of 5 average rating, 121 reviews

Cheery Condo-Free Beach Service-Direct Ocean View!

Let your cares literally drift away in this relaxing, kid-friendly, beautifully decorated condo with a King bed w/bath + twin/twin bunk area w/bath - Queen LR sleeper sofa. Enjoy stunning views of the Gulf of Mexico and pool area from your private balcony. We invite you to enjoy your special vacation at this perfect Emerald Coast paradise. Free beach service (2 chairs and umbrella) is INCLUDED! (March 1-Oct 31). *Note - Okaloosa County Tourist Tax of 6% will be applied to this booking.

Condo in Fort Walton Beach

4.86 out of 5 average rating, 253 reviews

Ocean Front #2002ETW 3Bed/3Bath Renovated

Ocean Front & Beach Front Condo!! Remodeled New Kitchen, flooring, bathrooms & Bedrooms! Please: NO SMOKERS! NO Parties! Family Friendly! We welcome guests over age 27 & families. Second floor unit with a stunning view of the Gulf. Master bedr and living room both gulfront. 3 Bedrooms, each with its own bath-2 King Bedrooms, 1 Bedroom w/ 2 Twin Beds. Sheets & bath towels provided TV’s in all bedrooms Free WIFI Free Beach Service Setup: Umbrella 2 Loungers from 1Mar-31Oct

Condo in Fort Walton Beach

4.89 out of 5 average rating, 132 reviews

Clean and Affordable Beach Condo

Relaxing condo close to beaches, restaurants, and shopping. Coastal sunsets are amazing. Enjoy your morning coffee walking on the beach! My condo is perfect for couples, solo adventurers, business travelers, and families (with kids). Beach access is only steps from the back door. It is a first floor unit with convenient front and rear access. A convenience store is next door with ice, food, drinks, supplies, etc. Swimming pool is available also!

Condo in Fort Walton Beach

4.97 out of 5 average rating, 101 reviews

Mellow at Yellow Umbrellow on the Emerald Coast!

Come Mellow at the Yellow Umbrellow. A bright and cozy condo on the beach! The Yellow Umbrellow sleeps six, features a short walk to the beach, beach chair service (just let the guys know you are with Sunset Cottages 7B and you will have 2 nice chairs and 1 umbrella!), a heated pool for winter guests, WIFI and a short drive to dining and night life. We've been renting our 'home away from home' for 14 years!

Condo in Fort Walton Beach

4.98 out of 5 average rating, 166 reviews

Perfect View! Waterfront, Marina, and 2 Pools!

Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures.

Condo in Destin

4.93 out of 5 average rating, 166 reviews

2 BR Gulf View on private beach w heated pool

Begin your vacation at this 2-bed and 1-bath that sleeps 6 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 join exciting events before retreating back to your recently renovated condo to unwind on the balcony while enjoying the view.

Condo in Fort Walton Beach

4.9 out of 5 average rating, 153 reviews

2nd floor beachfront with amazing views

Quiet, clean, and recently redecorated, this 2BR condo is right on Fort Walton's unique soft, white, sugar sand. Located in a quiet section of the much-desired Island Echos, this is the perfect place for your relaxing and fun beach vacation! You just can't beat this one for your getaway - we loved it so much we bought it! Guarantee you will love it too!

Condo in Fort Walton Beach

4.91 out of 5 average rating, 383 reviews

Relaxing Soundside Condo - WataView!

Spend a magical vacation at our comfortable waterfront 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 small beachfront! We strive to keep our unit spotless and well supplied for our cherished guests.

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Popular amenities for Okaloosa Island rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Destin

4.91 out of 5 average rating, 185 reviews

Blue Marlin Free Golf Cart & Bikes Hot Tub Private

Home in Destin

4.98 out of 5 average rating, 157 reviews

Private Heated Pool! Walk 2 Beach!

Home in Destin

4.94 out of 5 average rating, 124 reviews

FREEGolfCart!/PrivateHEATEDpool!/walk2beach!

Home in Miramar Beach

4.96 out of 5 average rating, 226 reviews

Destin Miramar Walk To Beach Pet Friendly

Home in Miramar Beach

4.95 out of 5 average rating, 117 reviews

Oceanview | Pool | Private Beach | Golf Cart

Home in Destin

4.83 out of 5 average rating, 126 reviews

Cap’s Cottage14B • Beachwalk • Pool • Beach Setups

Home in Fort Walton Beach

4.95 out of 5 average rating, 129 reviews

Home away from Snow - pets OK! Beautiful 4BR home!

Home in Destin

4.85 out of 5 average rating, 107 reviews

Beach View Cottage - Walk to the Beach!

Condo rentals with a pool

Condo in Fort Walton Beach

5 out of 5 average rating, 14 reviews

Bay Dreamin' at Hermitage By the Bay

Condo in Fort Walton Beach

4.92 out of 5 average rating, 228 reviews

Oceanfront Condo 3 Bedrooms, 3 Baths & Easy Access

Condo in Fort Walton Beach

4.96 out of 5 average rating, 51 reviews

"SeaGlass" - Oceanfront with expansive balcony.

Condo in Okaloosa Island

4.91 out of 5 average rating, 66 reviews

Sun and Sand on Okaloosa *beach service included*

Condo in Fort Walton Beach

4.82 out of 5 average rating, 502 reviews

Tropical Isle 101

Condo in Miramar Beach

4.9 out of 5 average rating, 124 reviews

Miramar Beach Ocean View with Large Balcony

Condo in Fort Walton Beach

4.95 out of 5 average rating, 101 reviews

Lovely beach-front condo with free beach setup.

Condo in Fort Walton Beach

4.94 out of 5 average rating, 108 reviews

Penthouse-Private Hot Tub-Waterfront-Lazy River!

Quick stats about vacation rentals with a pool in Okaloosa Island

Total rentals
2.4K properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
47K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace

Destinations to explore