HP 23W Calypso Crossing @ High Pointe | Lagoon Pool | Tennis & Pickleball Courts

Top rated by guests
Welcome to 'HP 23W Calypso Crossing'!
Spacious & Fully Equipped Kitchen
Cozy Living Area with Ample Seating
Well Appointed Kitchen with Stainless Steel Appliances
Bar Seating for 4!
review stars
9.6Outstanding
(49 Ratings)
"Phenomenal view from a very bright and comfortable condominium. Everything in the building is beautiful and very well maintained. The pictures don’t really capture the beauty and feeling of the plac..."
tom s.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(49 Ratings)

Apartment in Rosemary Beach, FL

6 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

30A Escapes presents… “HP 23W Calypso Crossing” at High Pointe Resort, located in Seacrest Beach. Wake up to stunning ocean views, stroll to your private beach, or unwind by the resort-style pool. Tucked between Rosemary and Alys Beach, this 2-suite condo puts you steps away from incredible dining, boutique shopping, and endless adventure. Whether you're here to relax or explore, this is the perfect home base for your 30A getaway. Ready for the ultimate escape? Learn more below...👇

★☆ HIGHLIGHTS ☆★

✔ Gulf-Front Condo with Stunning Views - Wake up to breathtaking ocean views and let the sound of the waves set the tone for your perfect getaway.
✔ Resort-Style Pool with Waterfalls and Hot Tub - Relax in a tropical paradise with a luxurious pool, soothing waterfalls, and a hot tub to melt your stress away.
✔ Exclusive Private Beach Access for Guests - Enjoy the serenity of a secluded beach experience, with pristine sands and crystal-clear waters reserved just for you.
✔ Seasonal Beach Chair Set-Up - Enjoy stress-free beach days with chairs ready and waiting for you, so you can sink into relaxation without lifting a finger.
✔ Walkable to Rosemary Beach, Alys Beach, Dining, and Shops - Immerse yourself in the charm of coastal living, exploring boutique shops, delicious dining, and picturesque surroundings—all just steps away.

Eager to Read More?
Here Are A Few Kind Words from Our Previous Guests:

⭐ "The condo was spotless, incredibly spacious, and the Gulf views were absolutely stunning. The perfect location for a relaxing getaway!" – Julie
⭐ "The pool, private beach access, and a variety of nearby restaurants made this the ultimate spot for our family vacation. Truly unforgettable!" – Kristen
⭐ "Breathtaking Gulf views, effortless access to Rosemary Beach, and a gorgeous pool. This place has it all—we can’t wait to return!" – Alexandra

★☆ LIVING AREA ☆★

Step into a stunning open-concept living and dining area, adorned with elegant coastal decor and offering breathtaking panoramic views of the Gulf. Whether you’re looking to unwind or entertain, this space is designed to impress and inspire.

✔ Luxurious, plush seating positioned by Gulf-facing windows for breathtaking views
✔ Oversized flat-screen TV, perfect for cozy movie nights
✔ Expansive private balcony featuring comfortable sun loungers and a stylish dining table for 4, offering the perfect setting to relax and soak in breathtaking sunsets.

★☆ KITCHEN AND DINING ☆★

The state-of-the-art kitchen is thoughtfully designed for creating everything from quick, effortless snacks to indulgent, restaurant-quality gourmet meals—all while soaking in the stunning, panoramic Gulf views.

✔ Sleek stainless-steel appliances paired with generous counter space for all your cooking needs
✔ Stylish breakfast bar featuring comfortable stool seating for 4, perfect for casual meals or entertaining
✔ Spacious dining area with a beautifully set table for 4, ideal for family gatherings or dinner parties

★☆ BEDROOMS AND BATHROOMS ☆★

The bedrooms and bathrooms are designed for comfort and relaxation. Bedrooms feature cozy bedding, chic décor, and large windows for natural light. Ensuite bathrooms include modern fixtures and spa-like details, perfect for unwinding.

✔ Luxurious Primary Suite: Indulge in a King-sized bed with stunning Gulf views, direct private balcony access, and an opulent En-suite bathroom. Relax in the soaking tub, enjoy the double vanity, and refresh in the walk-in shower for a spa-like experience.
✔ Elegant Queen Guest Suite: Unwind in style with 2 plush Queen beds and convenient access to a shared full bathroom featuring a versatile shower/tub combination, perfect for ultimate comfort.

★☆ HIGH POINTE RESORT OVERVIEW ☆★

High Pointe Resort delivers everything you need for seaside serenity and luxurious living. You are steps away from countless amenities that enhance the ultimate vacation experience.

✔ Exclusive gulf side resort in a gated community in Seacrest Beach
✔ Expansive pool deck featuring a 6,000 sq. ft. lagoon pool with waterfalls, kiddie pool, and relaxing hot tub
✔ Beachfront Bar and Grill – Crabby Steve’s, serving delicious meals with stunning Gulf views
✔ Exclusive private beach boardwalk for convenience and privacy
✔ Amenity-rich 15-acre tropical paradise, perfect for families and beach enthusiasts
✔ Well-maintained tennis court and four pickleball courts for sports lovers
✔ Children's playground for the little ones
✔ Shuffleboard court for family fun
✔ Charcoal BBQ grills for outdoor dining

★☆ LOCATION ☆★

Perfectly located in Seacrest Beach, this condo is part of a tranquil, gated community while remaining within walking distance of everything you need. Enjoy prime access to award-winning restaurants, chic boutiques, and family activities nearby.

✔ Peddlers Pavilion (5 min walk) – A lively gathering, offering a diverse selection of vendors that appeal to both locals and tourists, complemented by live music on most summer evenings.
✔ Rosemary Beach (6 min walk) – Cobblestone streets, boutique shops, and a relaxed vibe.
✔ Alys Beach (0.9 mile) – Elegant architecture and serene atmosphere.
✔ Carillon Downtown and Market Street (8-minute drive) – a vibrant hub for shopping and dining.

★☆ OTHER THINGS TO KNOW ☆★

✔ High Pointe is undeniably beautiful and ideal for travelers seeking a picturesque 30A Escape. However, guests should be aware that construction is ongoing, which may impact your vacation experience.
✔ To ensure a smooth and secure stay, guests are required to complete the 30A Escapes Rental Agreement after booking. This agreement outlines important house rules and helps us provide the best experience possible. Once your reservation is confirmed, you will receive a link via the booking platform to sign the agreement. After it is completed, we will send your official booking confirmation email with all the details you need. If you have any questions, feel free to reach out to us directly – we are always happy to help!
✔ Travel insurance is NOT included in your quote. It can be purchased upon booking, added to your reservation by the final payment date, or obtained independently.
✔ We do NOT accept wire transfers for payment. (AMEX, Visa, and MasterCard ONLY)
✔ Bicycle rentals are available for an additional fee and managed by La Dolce Vita.
✔ LSVs are not allowed in Rosemary Beach, Seacrest (including High Pointe), or Alys Beach.
✔ High Pointe HOA does not allow unregistered guests or visitors on-site.
✔ This property has 1 included beach set-up available 3/6 to 10/31, featuring 2 beach chairs and 1 umbrella.

☆★ YOUR STAY - OUR PRIORITY ☆★

At 30A Escapes, we are committed to providing a luxurious, safe, and stress-free vacation experience. Enjoy 24/7 support and an immaculate home designed for comfort and relaxation.

★☆ BOOK TODAY AND START YOUR 30A ESCAPE! ☆★

TDT #: 204348

Amenities at HP 23W Calypso Crossing @ High Pointe | Lagoon Pool | Tennis & Pickleball Courts

Non-smoking
No pets allowed
Family friendly

Map of Rosemary Beach, FL


Ratings and reviews

9.6 / 10
Outstanding(49 Ratings)
10 / 10Outstanding·Nov 2025
Phenomenal view from a very bright and comfortable condominium. Everything in the building is beautiful and very well maintained. The pictures don’t really capture the beauty and feeling of the place.
10 / 10Outstanding·Oct 2025
The host was great and very quick response time, took care of everything we needed and was exceptional communication. Not to mention how great the view is, and how nice the patio chairs are. Beds and pillows were comfortable. It was also a very clean unit compared to some of the others we have stayed in at High Point in the past. My only recommendation is to do laminate flooring instead of the tile. We had two free beach chairs/ service for the week as well. Highly recommend and we will be back next year!
10 / 10Outstanding·Oct 2025
Perfect location overlooking the gulf. Amazing sunsets, beach chairs and umbrella was provided . On the same property as Crabby Steve’s. Walking distance to Rosemary & Alys beach. Live entertainment nightly across the street at Peddlers Pavillon. Everything you need in one location. Pickleball courts, pool and hottub. The condo was a perfect fit for our family. Great memories made. We will be back!
6 / 10Average·Oct 2021
Unit has numerous area rugs throughout that look really worn with edges turned upwards and very easy to slip and fall on. Housekeeping had not done a very thorough job of cleaning prior to our arrival (especially in kitchen area) and internet was down and was not repaired for four days during our stay. Mattresses in second bedroom were very uncomfortable.

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at HP 23W Calypso Crossing @ High Pointe | Lagoon Pool | Tennis & Pickleball Courts. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is HP 23W Calypso Crossing @ High Pointe | Lagoon Pool | Tennis & Pickleball Courts pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at HP 23W Calypso Crossing @ High Pointe | Lagoon Pool | Tennis & Pickleball Courts?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.