
Vacation rentals with a pool in Sunnyside
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sunnyside
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary
The largest house in the upscale gated Sunset Beach Community with private beach. This 3 Bedroom/3 Bath home is located on the south (beach) side of 30A and a short walk to restaurants and shops at Rosemary, Seacrest Beach, and Alys Beach. Reverse floor plan with living area on second floor and abundant natural sunlight. Just a 90-second walk to the beach access + heated, gulf-front pool overlooking the ocean, reserved exclusively for Sunset guests! Includes 4 bikes + new outdoor tv + daybed!

4 Pools*OCEAN Views~30A area~5-7 min walk to Beach
Gorgeous CORNER Unit~4th Floor! Stunning views of Lake Carillon & the GULF w/private wrap-around balcony! This cozy & beautifully decorated Cottage Condo will WOW You! AMAZING Location~2 Miles to *30A* ~ Rosemary~Seagrove~Seaside~Upscale Shopping ~ Local Eateries. This Lovely Private Beach Community offers 4 Pools, 2 Hot Tubs, On-Site Restaurants, Wine Bar, Spa, Gift Shop, Bicycle/Golf Cart/Beach Chair Rentals & MORE! 5 to 6 minute walk to the soft white sands of the BREATHTAKING Emerald Coast!

Pool - Pets - Beach - Balcony
Welcome to our fun family getaway! Our home is equipped with everything you need to make great vacation memories: private pool, ample balconies, game room and fire pit. We provide super-fast wifi, a chef’s kitchen, and sleeping arrangements for 13 guests. Just a 10 minute drive to Pier Park and just 7 minutes to Rosemary Beach & 30A. We are dog-friendly with payment of a $170 pet fee. Three dogs maximum. We offer pool heating and a golf cart rental; each for an additional fee. Details below.

Heated Pool included- Golf Cart- Bikes!
Palms by the Beach has a luxurious homey feel with pool, outdoor shower, private yard, 7 mins walk/3 mins drive to the beach. Great for a family or friends getaway! Perfect location! Less than 10 mins drive to Pier park, 8 minutes to Rosemary Beach & 30A. Destin is a short drive too! Feel at home with a fully stocked kitchen. Comfortable bedrooms and outdoor space with dining and grill area. 2 Adult Tricycles and 3 Kid scooters included! 4-seater Golf Cart available for rent $85 a day!

Pet Friendly 30A Heated Pool Ocean View Beach 0.10
SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

BeachFront - Ocean View- Majestic Beach Resort 709
As of February, 2025, the unit has been updated with an earthy, neutral Bohemian style for a serene and cozy stay. Enjoy a new memory foam mattress, a Led Light magnifying mirror, a dedicated workspace, and a coffee station. Majestic Beach Resort Tower 1, Studio, 7th Floor! Welcome to your Gulf-Front paradise! With outdoor and indoor pools, hot tubs, and 650 ft of shoreline! So much to enjoy, all within the resort! Starbucks, Bar & Grill, Market & Gift Shop, a movie theater and so much more!

Gulf Views-Spa-Heated Pool-3min Walk to Beach
Your Dream Gulf Getaway! "HIDDEN PEARL B" is tailored for families. It is a short 3-min walk to the beach. The rooftop deck features gulf views, spa, outdoor kitchen, fire pit, and tv. Sleeps 11. Large saltwater pool that can be heated for a fee (details below) with pool slides. Pirate ship playset, adorable bunk room, well equipped game room, king beds for adults! We provide super fast wifi. The house sleeps 11. It's just a 10 min drive to Pier Park & 7 min to Rosemary Beach & 30A.

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access
Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

"Islandia 316" waterfront one bedroom with a pool
One spectacular suite by the water’s edge, specially designed to bring the natural beauty of one of our largest coastal dune lakes into a room full of comfort and leisure featuring coastal-designed furnishings, indulgent fabrics, and timeless colors. This third-floor suite has a relaxing living room, kitchen with dining area, and modernized bathroom with shower. An intimate veranda offers astounding panoramic views of Lake Powell. Multiple rental units available - please visit my profile.

Pool - Pets - Walk to Beach!
Welcome to our upscale beach retreat! You'll fall in love with our charming home, private pool, and the 3-minute walk to the beach! We also provide lightning-fast wifi, a quiet workspace, an exceptionally well-equipped kitchen and sleeping arrangements for 14 guests. This home is an 8-minute drive to Pier Park and just 10 minutes to Rosemary Beach and 30A. We are dog-friendly with payment of a $170 pet fee. Three dogs maximum. Pool heating is available for $40/day. Details below.

1st flr lakeview near 30A/Pets & Snowbirds welcome
Welcome to Fins Up @Carillon. Far West end next to Rosemary Beach. Seaside, Pier Park, St Andrew’s Park within 15 mins. Newly renovated studio with full kitchen,king bed, pullout sofa & twin air mattress. 5 pools onsite (1 heated), hot tub, playground, tennis/pickleball/basketball courts, 8 beach access points. General store onsite with bike rentals. Condo backs to Lake with a 5-7 minute walk to beach. No traffic here, private beach. Snowbirds welcome. Golf courses closeby

Sleek & Sexy @ Sandestin Golf & Beach Resort
Newly remodeled pool & hot tub are now open!! TOP RATED 6th floor oceanfront studio at Sandestin Golf & Beach Resort's Beachside Two complex. Guests can enjoy dining, retail, entertainment, golf, tennis and other activities without leaving the gates of this 2400 acre resort on Florida's Emerald Coast. Sandestin Tram pass included. This property is highly ranked amongst Airbnb's Top 10% of homes based on ratings, reviews, and reliability.
Popular amenities for Sunnyside rentals with a pool
House rentals with a pool

The Juander Inn, cottage + saltwater pool on 30A!

BaysideBreeze-Sandestin® 3BR/3BA-Golfcart to Beach

Beachfront Paradise

Sea La Vie

West End PCB • Private Pool • Baby • Near Beach

SuperHost Beachfront Condo ~ Fontainebleau Terrace

The Hidden Gem ~Luxurious Beachfront Home Near 30A

4BR Private Pool • West PCB • Free Pool Heat
Condo rentals with a pool

StunningViews*Pickleball

Beach-front Condo with Amazing Pool

Fall dates open| Near Rosemary Beach| Pool

★Spyglass Blù★ Modern | Sunrise Beach | Oceanfront

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

Gulf-front Condo w/direct beach access in PCB, FL

Emerald View~Huge Oceanfront Balcony & Heated Pool
Other vacation rentals with a pool

Barefoot Bungalow Beachfront

Beachfront Condo with Stunning Ocean View!

Beachfront Escape - West End, Inlet Beach, 30A

Shore Thing. Top Floor Corner Condo.

Oceanfront-FULLY renovated-Gated community near30A

Soak up the Sun, Sand, Sea at a Beachfront Studio

Modern Lakeview Condo near Rosemary Beach & 30A

Insta-Worthy Luxury for 2 Coastal Charm @ Carillon
When is the best time to visit Sunnyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 167 | € 161 | € 199 | € 193 | € 224 | € 303 | € 304 | € 211 | € 189 | € 196 | € 175 | € 181 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about vacation rentals with a pool in Sunnyside

Total vacation rentals
Explore 670 vacation rentals in Sunnyside

Verified guest reviews
Over 13,760 verified reviews to help you choose

Family-friendly vacation rentals
520 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
670 of Sunnyside vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sunnyside rentals

4.8 Average rating
Sunnyside stays are highly rated by guests—averaging 4.8 out of 5!
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- Crab Island
- Destin Harbor Boardwalk
- Princess Beach
- Frank Brown Park
- St. Andrews State Park
- James Lee Beach
- Windmark Public Beach access
- Blue Mountain Beach
- Grayton Beach State Park
- Shell Island Beach
- St. Andrew State Park Pier
- Crooked Island Beach
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- St. Joe Beach
- Fred Gannon Rocky Bayou State Park
- Camp Helen State Park
- The Track - Destin
- Wayside Park, Okaloosa Island
- Seacrest Beach
- Shipwreck Island Waterpark




