
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.

Beachfront Bliss! Gulf Waves at The Palms #201
Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Amazing Top-Floor Condo, Free Beach Service!
Decorated in soothing designer colors with a coastal feel, the unit has 2 bedrooms with comfortable king size beds, flat screen TVs and private bathrooms; two bunk beds in a hallway alcove; 2.5 bathroom, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa. The unit sleeps eight. Plus, you'll have access to all of Waterscape Resort's fabulous amenities! Complimentary beach service with 2 beach chairs and umbrella.

Destin West Penthouse Bay, Roof Top terrace
This fresh looking/newly remodeled Sandpiper PENTHOUSE Condo offers the best of two worlds. It offers breath taking, direct-shot views of the pristine Choctawhatchee Bay , Lazy River and Zero entry & seasonally heated Water Fall pool. The Hot tubs, New Marina and BBQ pits are right below your two balconies. This is a 1 Bedroom with Bunk Room and 2 baths Penthouse condo on the Bay side of Destin West. The views from the roof-top floor blow away the condos on the lower floors. On site Marina!

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.

Just For You In Fort Walton Beach
Free parking. elevator access, 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. NO CAMERAS ANYWHERE INSIDE THE CONDO.

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.

Majestic Sun B613*Remodeled* Gulf Views*Beach Gear
☆☆ WHAT TO LOVE ABOUT THIS HOME: ☆☆ ✹ Amazing GULF VIEWS from living room and master bedroom ✹ REMODELED - New Flooring, walk in shower ✹ Large balcony space for relaxing and dining ✹ 1 King bed + 1 Queen bed + 1 Queen sleeper sofa ✹ Pools, hot tubs, fitness center, tennis courts, golf course ✹ Numerous restaurants within walking distance (Cabana Cafe next door!) ✹ BEACH GEAR Provided - Wagon, backpack chairs, umbrella, towels, & toys ✹ Gated Community with security ✹ 65" Smart TV

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

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.

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove
***Beach service at our private beach for 2 included**** A beautifully decorated studio condo that sleeps 4 comfortably. It includes a queen size bed and queen size sleeper sofa with a memory foam mattress. Not to mention a breakfast bar and 55” TV with surround sound. You can stand on the back deck and see views of the sugary white sand beaches that are right across the street from our place. Beach service at our private beach for 2 included from March-October.

Beautiful Emerald Beach Condo
Stay with us, be our guest! Newly remodeled beach studio condo, beautifully decorated, clean, & comfortable. Fully equipped to make your stay a wonderful experience. Ideal for small families/groups, couples, single and/or business travelers. Our property offers several amenities. Beach only steps across the parking lot (approximately a 1.5-2min walk). Destin FL is about a 15min drive. Condo located on 1st floor of Building 6

"The Golden Sun" condo
"The Golden Sun." A luxury and calm stay in a 4th-floor condo only steps from the beach. Enjoy golden sunsets from the balcony that oversees the beach! Fast wifi with Alex integration(not offered by most condos). This features 1 bed and 1 sofa bed for a 4 person stay. 2 full bathrooms. A nice small kitchen so you can cook! Two TVs with Rokus for streaming. Small community grills for BBQ and a beautiful pool!
Popular amenities for Santa Rosa Island rentals with a pool
House rentals with a pool

Destin - Beach and Gulf View - 5A

Destin Retreat: Oceanview Poolside Luxury Condo

Sugar Sand Cottage at Destin Pointe

Walk to Beach · Private Heated Pool · Fenced Yard

#2 4BR HUGE PET Friendly Home Away from Snow!

30A 5 Min Walk to Beach/View/Private Pool/Family

Harbor Central Penthouse

Emerald Coast Retreat Near Destin
Apartment rentals with a pool

Bay Dreamin' at Hermitage By the Bay

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

Clean & Luxurious Beachfront ~ HotTubs+Gym+7 Pools

9 Unit Building, Private Pool, Gulf Front View

Nautilus 1203 Gulf Front 2 BR/2 BA 2nd FL. Free B

3BR Oceanfront 3rd-Floor | Balcony | Pool

Gulf Front #2002 ETW 3King /3Bath Renovated

Ocean Views at Waterscape Resort!
Other holiday rentals with a pool

314 Island Princess - Beach, Pool, Spa, Balcony!

"SeaGlass" - Oceanfront with expansive balcony.

Island Princess 608 Gulf Front w/Beach Service

Beach Service Included •Beachside Pool• Gulf Front

Gorgeous Gulf Front condo with amazing views!

Top Floor Waterfront View Studio

Gulf Front + 2 Kings + Heated Pool/Hot Tub + Grill

Sunset Dreamin! Come join us for some R&R
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £114 | £123 | £161 | £167 | £171 | £212 | £227 | £160 | £141 | £137 | £123 | £120 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about holiday rentals with a pool in Santa Rosa Island

Total holiday rentals
Explore 2,620 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 55,720 verified reviews to help you choose

Family-friendly holiday rentals
1,900 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
1,570 properties have a dedicated workspace

Wifi availability
2,610 of Santa Rosa Island holiday rentals include wifi 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
- Seminole Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Jacksonville Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Clearwater Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Family-friendly rentals Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Rentals with an accessible-height bed Santa Rosa Island
- Villa rentals Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Apartment rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Resort rentals Santa Rosa Island
- House rentals Santa Rosa Island
- Rentals with an accessible-height toilet Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Hotel rooms Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Beach apartment rentals Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Flat rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Rentals with outdoor seating Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Frank Brown Park
- Pensacola Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Pensacola Beach Boardwalk
- Point Washington State Forest
- Topsail Hill Preserve State Park
- MB Miller County Pier
- Johnson Beach




