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

Spacious Townhome for Families w/ Beach+Bay Access
Come enjoy the very best of beach life! This Boardwalk townhome is steps from the famous white sand of the Gulf while also offering community pool access & a private, sandy beach on the calmer waters of the bay that is perfect for children to enjoy. This spacious 2 bed/2.5 bath unit (King in master!) has an open layout with beautiful furnishings & outdoor living space on all 3 levels. Plenty of natural light & some Gulf views from each of the balconies you can access from every room in the home.

Phoenix X 1105- 1BR Florabama Beach Luxury Suite
This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Sip your morning coffee on your private balcony overlooking the beach and Gulf of Mexico. Situated directly on the beach! Parking available for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

Beachfront Condo With Pool & Resort Amenities
Welcome to Pensacola Perch, an 8th floor beachfront condo where you will enjoy expansive views of Pensacola Beach–– a perfect vantage point for dolphin sightings & the Blue Angels Air Show. This 2BR/2BA condo is in the sought after Emerald Isle gated resort where guests can enjoy resort amenities such as direct beach access, 2 swimming pools, a hot tub, sauna, & beachfront fitness center. There’s also complimentary use of 2 chairs & an umbrella from La Dolce Vita all through March to October.

$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!

Pelican's Perch @ Villas on the Gulf
This renovated 2 bed/1.5 bathroom condo is stocked and ready to go--Just bring your groceries and swimsuits! This quaint little beach condo is the perfect, affordable getaway you are looking for. In less than a two-minute walk from the front door, you can have your toes in the sand, soaking up the sun on the Gulf. It features a carport for private parking, two bedrooms, w/ a King bed in one room, two full beds in the other, a couch in the living area, and a queen air mattress.

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
Relax with family or friends at our cozy condo with amazing views of the bay and the Gulf of Mexico. You are mere steps from the gulf's famous sugar white sandy beaches. Enjoy the complex's amenities- sun at the private beach, swim in the pool (unheated), grill on the BBQ and chill at the fire pit. Rent bikes and explore the miles of beach paths and the Fort at Pickens. You're a short drive to the core of the beach where there's shopping, restaurants, bars and family activities.

The Lazy Luna | Family Friendly
Nestled in a prime location just a stone's throw away from the beach, our recently renovated 2 bedroom, 1.5 bath condo offers you modern comfort and affordability. With easy access to the beach and pool, you can indulge in endless days of sun, sand, and surf, while the condo provides a peaceful haven to recharge and rejuvenate. Whether you’re here for the Blue Angels, a festival, or just to relax- this charming space has everything you need for a memorable beach getaway!

307 Beach Front Views ~ Book Mar 11th Spring Break
Come experience this Beautiful 5 Star Gulf Front Condo, Heated Gulf Side Pool & Hot tub, This Newly Renovated unit offers a Private, Gulf Front Balcony with Amazing Gulf Views, watch Dolphins, Swim in 2 Gulf Side pools, 1 heated, Hot tub on the Gulf. Sleeps 6, Gulf Front Balcony Master on Gulf, 2 BDRM, 2 BA, Master Suite has a luxurious King Size Cloud Lux Tempur-Pedic Bed. Guest Rm 2 has a Euro Top Plush Queen Mattress, LR has a Memory Foam Queen sleeper sofa.

Stunning Gulf Views, Relaxing Family Beach Retreat
TWO Gulf-View Balconies • Heated Pool • Gulf & Sound Access • King Suite • Family-Friendly Escape to our spacious 3-level Pensacola Beach condo for 8! Enjoy Gulf views from two private balconies, direct beachfront access, and a heated community pool. This waterfront retreat features a chef's kitchen, a primary suite with a Jacuzzi, and a fun bunk room. Perfect for families seeking a serene coastal getaway with modern comforts and a prime location near Fort Pickens.

Heated Salt Water Pool | 5 miles to Beach!
Beautiful salt water heated pool home 5 Miles from Navarre Beach, and 18 miles from Pensacola Beach, this centrally located escape is a great destination for your emerald coast vacation. This is a 3 bedroom 2 bath home and perfect for friends or family to enjoy each others company. The backyard boast enough chairs and lounges to enjoy the sunny Florida weather and our Kitchen is fully equipped to tackle any home cooking you might want to enjoy while on vacation.

Waterfront Studio 109 / Ground Floor / Renovated
**NEWLY RENOVATED** Waterfront, ground floor studio with comfy King bed and couch that converts to a bed. Easy access for paddle boarding, fishing (private pier only steps from patio) or enjoying your private Santa Rosa Sound access just steps from the unit. Only an 8 minute walk to Gulf beach access point 37A (parking available) and .2 miles to Navarre Beach State Park! The necessities for fun on the beach (or Sound) is provided.

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade
Complimentary Daily Beach Service: (SEASONAL) Includes two chairs, one umbrella. Available 7 days a week, March 1st–Oct 31st (244 days annually) 9: 00 am – 5: 00 pm; Peak Season (Weather Permitting). Heated Pool: Yes, this condo provides a heated pool! Summerwinds Condo Complex heat’s one of the 3 pools every winter beginning the first day of Thanksgiving and turns off the first day of April.
Popular amenities for Gulf Breeze rentals with a pool
House rentals with a pool

Beautiful Paradise Home - 1 Mile From Beach - POOL

Fun, sun, sand, and rest. Enjoy your stay with us.

Beachie-Private Pool!

East Bay Hideaway — A Private Waterfront Escape

Historic Downtown Bayfront Home Pool Mins to Beach

Quiet With views and a Gulf breeze

Poolside Retreat, Hot Tub, 5 min to beach

Good times & tan lines! Only 5 miles to the beach!
Apartment rentals with a pool

Gorgeous Updates! Hot tub/Grill on balcony!

Soul Shine - a Water Front Condo

Palm Beach Oasis - Waterfront and Quiet

Beautiful beach views on ground floor

Beautiful Gulf View Waterfront Condo

Stay at Sunshine Daydream on Pensacola Beach

Pensacola Beach, Florida 1BR Amazing View

Pensacola Beach Condo w/ Great Views (F12)
Other holiday rentals with a pool

Beach Club 406 - 𝑺𝒖𝒏𝒔𝒆𝒕 𝑻𝒆𝒓𝒓𝒂𝒄𝒆

Sandy Toes and Tiki Flows

A Peace of Paradise | 2 Primary Suites + Wet Bar

Private Pool, Steps to the beach, Golf cart

Heated Private Pool, Hot tub, Close to beach

Gulf Breeze Oasis-Pool, Hot tub, BBQ, nearby beach

Pensacola Beach Waterfront Condo

Adventures at Gypsy Mermaid
When is the best time to visit Gulf Breeze?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $279 SGD | $283 SGD | $329 SGD | $268 SGD | $285 SGD | $288 SGD | $298 SGD | $299 SGD | $252 SGD | $265 SGD | $298 SGD | $279 SGD |
| 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 Gulf Breeze

Total holiday rentals
Explore 90 holiday rentals in Gulf Breeze

Nightly prices starting at
Gulf Breeze holiday rentals start at $114 SGD per night before taxes and fees

Verified guest reviews
Over 2,450 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Gulf Breeze holiday rentals include wifi access

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

4.8 Average rating
Gulf Breeze stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Gulf Breeze’s top spots include Pensacola Museum of Art, Palafox Market and Bruce Beach
Destinations to explore
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Birmingham Holiday rentals
- Pensacola Holiday rentals
- Gainesville Holiday rentals
- Townhouse rentals Gulf Breeze
- Apartment rentals Gulf Breeze
- Fitness-friendly rentals Gulf Breeze
- Waterfront rentals Gulf Breeze
- Beachfront rentals Gulf Breeze
- Rentals with outdoor seating Gulf Breeze
- Rentals with a washing machine and dryer Gulf Breeze
- Cottage rentals Gulf Breeze
- Pet-friendly rentals Gulf Breeze
- Rentals with a firepit Gulf Breeze
- Rentals with a patio Gulf Breeze
- Beach apartment rentals Gulf Breeze
- Rentals with an EV charger Gulf Breeze
- Rentals with beach access Gulf Breeze
- Rentals with a hot tub Gulf Breeze
- Flat rentals Gulf Breeze
- Rentals with a fireplace Gulf Breeze
- House rentals Gulf Breeze
- Family-friendly rentals Gulf Breeze
- Rentals with pools Santa Rosa County
- Rentals with pools Florida
- Rentals with pools United States
- Gulf Shores Public Beach
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- OWA Parks & Resort
- Opal Beach
- Pensacola Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Waterville USA/Escape House
- Gulf Breeze Zoo
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Adventure Island
- Henderson Beach State Park
- The Hangout
- Flora-Bama Lounge
- The Boardwalk on Okaloosa Island
- Alabama Gulf Coast Zoo
- The Track
- Pensacola Beach Boardwalk




