Gulf Pines holiday rentals

We found 2,359 holiday rentals — enter your dates for availability
Discover a selection of 18 homes and other holiday rentals in Gulf Pines that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Gulf Pines

Showing deals for:20 Nov - 27 Nov

Kitchen
Exterior
Oversized heated pool & yard for kids to play!
Kitchen & Dining
Wonderful
(138 reviews)

No Road To Cross! Private Pool and Private Beach, 3 Bedroom & 3 Bathroom

Miramar Beach

7% off
AU$8,328
for 7 nights, 1 home
AU$1,190 per night
includes taxes & fees
No Road To Cross! Private Pool and Private Beach, 3 Bedroom & 3 Bathroom
Dining
2 pools for your stay- upper pool exclusive to Tides guests
 beach directly to the east.  You can walk for miles with no crowds-
Relax on completely private balcony- you may never want to go down to beach!
Exceptional
(169 reviews)

Direct Gulf Front Penthouse 2 king Suites Private Balcony- Rest Evercool Sleep

Miramar Beach

8% off
AU$6,600
for 7 nights, 1 apartment
AU$943 per night
includes taxes & fees
Direct Gulf Front Penthouse 2 king Suites Private Balcony- Rest Evercool Sleep
Bayside at Sandestin
Golf
Heated Pool
Sandestin Golf Beside the Bay
Exceptional
(106 reviews)

Sandestin Resort - Your Second Home with Golf Cart

Miramar Beach

8% off
AU$4,227
for 7 nights, 1 home
AU$604 per night
includes taxes & fees
Sandestin Resort - Your Second Home with Golf Cart
Kitchen area with everything you need to cook if you choose!
Living room area
Pool with kiddie pool area and hot tub.
King size bed in front bedroom
Exceptional
(47 reviews)

Condo on the beach in Destin!

Miramar Beach

6% off
AU$2,423
for 7 nights, 1 apartment
AU$346 per night
includes taxes & fees
Condo on the beach in Destin!
Room
Interior
Exterior
Living area
Wonderful
(49 reviews)

Mas Colada's is the perfect private little beach house!!!!

Miramar Beach

7% off
AU$4,343
for 7 nights, 1 home
AU$620 per night
includes taxes & fees
Mas Colada's is the perfect private little beach house!!!!
Open concept space with living room, dining area, kitchen - all views of beach!
Resort style pool area with hot tub, pool with tanning shelf, sun deck and more
Kitchen with bar stool seating
Dining area on main balcony looking over the gulf
Exceptional
(38 reviews)

Luxury Oceanfront Retreat in Sandestin, completely remodeled w/ great amenities

Miramar Beach

8% off
AU$10,479
for 7 nights, 1 apartment
AU$1,497 per night
includes taxes & fees
Luxury Oceanfront Retreat in Sandestin, completely remodeled w/ great amenities
Luau on the beach side
Pool
Freshly painted and newly decorated and furnished in 2020!!
Living area
Exceptional
(111 reviews)

Luau beachside at Sandestin

Miramar Beach

8% off
AU$1,708
for 7 nights, 1 apartment
AU$244 per night
includes taxes & fees
Luau beachside at Sandestin
Beachside One in Sandestin
View from the Snack Bar
Beachside One's Newly Renovated Hot Tub
Master Bedroom
Exceptional
(23 reviews)

Beachfront Condo in Sandestin

Miramar Beach

8% off
AU$3,518
for 7 nights, 1 apartment
AU$503 per night
includes taxes & fees
Beachfront Condo in Sandestin
Kitchen Bar with seating and gulf views
Pool
Living room with Gulf Views
Exterior
Exceptional
(34 reviews)

Edgewater 606 2 bedroom beach front condo with complimentary peak summer beach service!

Miramar Beach

6% off
AU$2,251
for 7 nights, 1 apartment
AU$322 per night
includes taxes & fees
Edgewater 606 2 bedroom beach front condo with complimentary peak summer beach service!
Living room with queen sofa and recliner.
Living room
Pool
Island seating
Exceptional
(55 reviews)

Mainsail 353 2BR, 2BA Miramar Beach Oceanfront! Come make memories!

Miramar Beach

7% off
AU$3,404
for 7 nights, 1 apartment
AU$486 per night
includes taxes & fees
Mainsail 353 2BR, 2BA Miramar Beach Oceanfront! Come make memories!
Enjoy the convenience of 40 second walk back to the condo to grab a snack or beverage for the Pool!
Perfect Private End Unit 1st Floor Patio ~ Entertain or Simply Relax Amongst the Lush Manicured Grounds
Summit Complex Overlooking the Swimming Pool
Cozy Living Room filled with Natural Sunshine from the Sliding Doors
Exceptional
(42 reviews)

Beach Resort - Private 1st Fl Walkout, Walk 2 Beach, Pool, PuttPuttGolf, Pickleball - Tops'l Resort

Miramar Beach

16% off
AU$2,209
for 7 nights, 1 apartment
AU$316 per night
includes taxes & fees
Beach Resort - Private 1st Fl Walkout, Walk 2 Beach, Pool, PuttPuttGolf, Pickleball - Tops'l Resort
Living area
Exterior
Room
Dining
Exceptional
(9 reviews)

Fully Renovated- 10th Floor Condo With Breathtaking Beach and Bay Views

Miramar Beach

11% off
AU$4,027
for 7 nights, 1 apartment
AU$575 per night
includes taxes & fees
Fully Renovated- 10th Floor Condo With Breathtaking Beach and Bay Views
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Gulf Pines for a holiday rental?
The best time to book a holiday rental in Gulf Pines is during the peak season from May to July, with July being particularly popular. This vibrant period attracts sun-seekers and families eager to enjoy the beautiful beaches and warm weather, great for swimming and sunbathing.During the summer months, Gulf Pines experiences pleasant temperatures, typically ranging from 24 to 32 degrees Celsius. This climate is ideal for outdoor activities, allowing visitors to partake in water sports, beach volleyball, or simply relax by the shore. The lively option enhances the experience, as you'll find a variety of events and activities catered to all ages.If you're looking for a more budget-friendly option, consider visiting in November. This month offers a quieter retreat, where you can enjoy the stunning coastal scenery without the bustling crowds. With mild temperatures and fewer tourists, it's an excellent time for peaceful beach strolls and exploring the local nature trails.Ultimately, the best time to visit Gulf Pines hinges on your preferences—whether you crave the lively summer vibe filled with activities or the tranquil charm of the off-peak season.
What are the top attractions in Gulf Pines, Florida, United States of America?
In Gulf Pines, Florida, visitors can enjoy a range of attractions that highlight the area's natural beauty and coastal charm. The nearby beaches, such as those along the Gulf of Mexico, are a major draw, superb for sunbathing, swimming, and water sports. The tranquil atmosphere and soft sandy shores make it an ideal spot for relaxation.Just a short drive away, the St. Joseph Peninsula State Park offers opportunities for hiking, fishing, and wildlife observation, with stunning views of both the bay and the Gulf. The park's pristine environment is a haven for nature enthusiasts and families looking to explore the outdoors.Additionally, the charming town of Port St. Joe is nearby, featuring quaint shops, local restaurants, and a vibrant marina. Here, visitors can experience the local culture and enjoy fresh seafood, with options for boat rentals and fishing charters for those looking to venture out onto the water.
Are all fees included in the Gulf Pines holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Gulf Pines holiday homes with parking?
Stayz offers a wide selection of holiday homes in Gulf Pines with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Gulf Pines holiday homes?
You can find great discounts on holiday homes in Gulf Pines on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Gulf Pines holiday home booking on Stayz?
To find Gulf Pines holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Gulf Pines?
A long-stay holiday home in Gulf Pines is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Gulf Pines holiday home?
Book your Gulf Pines holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Gulf Pines?
Prices for holiday homes in Gulf Pines vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Gulf Pines to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.