Surfside Properties Vacation Rentals - Pensacola Beach, Florida

06/05/2026

The Santa Rosa Island Authority Visit Pensacola Beach have posted about the Pensacola Beach Air Show, July 15 -18,
https://visitpensacolabeach.com/whats-happening-blue-angels/

06/04/2026

06/04/2026

🌴 June Getaways Still Available at Tristan Towers on Pensacola Beach! 🌴
Looking for the perfect beach escape? We still have select vacation rentals available at the gated Tristan Towers community on beautiful Pensacola Beach!
✨ Community Amenities Include:
🏊 Large swimming pool
🎾 Tennis courts
🌅 Bay access right on the property
🏖️ Short walk to the Gulf of Mexico's sugar-white sands and emerald waters
Enjoy the peaceful, quieter end of Pensacola Beach while staying just minutes from all the action. Best of all, the FREE Pensacola Beach Trolley runs daily from 4:00 PM until midnight, making it easy to leave the car behind and explore the island's restaurants, bars, shops, and entertainment venues.
Whether you're planning a family vacation, a couples getaway, or a last-minute beach trip, now is a great time to book your June stay!
Visit our website today to view June availability at Tristan Towers and browse our other Pensacola Beach vacation rentals.
☀️ Your beach vacation is waiting!
🏖️ Book now before these remaining dates are gone!
surfsideproperties.com/search

06/03/2026

🌴☀️ JULY BEACH GETAWAY AVAILABLE! ☀️🌴
Still looking for the perfect Pensacola Beach vacation? We've got a beautiful 3-bedroom, 2-bath condo available in July — including the highly sought-after 🇺🇸 4th of July weekend! 🎆
🏖️ Sleeps up to 6 guests
🌊 Stunning 7th-floor Gulf views
🏢 Gated community
🏊 Pool & hot tub
💪 On-site fitness center
🚶 Walking distance to Peg Leg Pete's
🚋 Free Pensacola Beach Trolley service daily from 4 PM–Midnight
Skip the parking hassles and hop on the free trolley to explore the island's main hub, restaurants, nightlife, shopping, and all the summer excitement Pensacola Beach has to offer!
Whether you're planning a family vacation, couples' getaway, or a long holiday weekend by the water, this condo offers the perfect combination of comfort, convenience, and breathtaking views.
📅 July dates still available but will fill up quickly—especially the 4th of July holiday week!

Surfsideproperties.com/listing/396162

05/26/2026

🌴🎶 THIS WEEK AROUND PENSACOLA BEACH & DOWNTOWN PENSACOLA 🎶🌴
📅 May 25 – May 31, 2026

Looking for something to do this week? Here are some of the events happening around Pensacola Beach and Downtown Pensacola! ☀️🍹🎸

🇺🇸 Monday, May 25 (Memorial Day)
⚓ U.S. Coast Guard Barque Eagle public viewing downtown
🎶 Memorial Day live music and entertainment across Pensacola Beach and Downtown Pensacola

🎸 Tuesday, May 26
🎵 Bands on the Beach – Modern Eldorados
📍 Casino Beach Gulfside Pavilion
🕖 7 PM – 9 PM

🎶 Tuesday, May 26
🎤 Live music at Bamboo Willie’s on Pensacola Beach

🎹 Wednesday, May 27
🍹 Rosie O’Grady’s Dueling Piano Show
📍 Seville Quarter

✈️ Wednesday May 27-Friday May 29
💙 Blue Angels Practice Show
📍 Base
🕕 10:30-11:30

🎸 Thursday, May 28
🎶 38 Special Concert
📍 Saenger Theatre – Downtown Pensacola

🎷 Thursday, May 28
🎵 Live music at Five Sisters Blues Café

🎉 Friday, May 29
🎭 Grand Fiesta Parade celebrations & Seville Quarter after-parties downtown

🎹 Friday, May 29
🍹 Rosie O’Grady’s Dueling Piano Show
📍 Seville Quarter

🎸 Friday, May 29
🎶 Josh Strickland Trio live at Five Sisters Blues Café

🎬 Saturday, May 30
🍿 Movies in the Park – The SpongeBob Movie
📍 Hunter Amphitheater
🕕 6 PM

🍹 Saturday, May 30
🩸 Pensacola Bloody Mary Festival 2026
📍 Pensacola Beach
🕛 12 PM – 4 PM
🎶 Live music, vendors, food, raffles, games & more

🎨 Saturday, May 30
🌎 Gulf Coast Culture Fest 2026
📍 Seville Square
🕙 10 AM – 6 PM

🛍️ Saturday, May 30
🌿 Palafox Market
📍 Downtown Pensacola
🕘 Starts at 9 AM

☀️ Sunday, May 31
🎶 Waterfront dining, brunches, and live music throughout Pensacola Beach and Downtown Pensacola

🎵 Ongoing All Week:
🛥️ Pensacola Bay City Ferry rides & sunset cruises
🎤 Nightly live music at Pensacola Beach bars and restaurants

Tag someone you want to spend the week with in Pensacola! 🌊☀️

05/22/2026

Some of our favorite photos are the ones shared by guests who have become part of our extended beach family over the years ❤️🏖️
We’re feeling extra grateful looking back at memories from some of our amazing snowbirds who have stayed with us year after year. From sunrise beach walks and shell hunting to sunset views and making lifelong memories, it’s been such a joy being part of your winter traditions.
Thank you for choosing us season after season and making our little slice of paradise part of your home away from home. We love seeing your smiles, adventures, and beach memories through the years ☀️🌴
To all our returning snowbirds — we can’t wait to welcome you back again soon! 🏝️❄️➡️☀️


https://www.surfsideproperties.com/

05/15/2026

☀️ June beach dates are still available! 🌊🏖️
Escape to Pensacola Beach next month and stay in this spacious 3 bedroom, 2 bath vacation condo located in a gated community packed with amenities. Enjoy access to the pool, tennis courts, and bay access right on property — plus the beach is only steps away!
Spend your days soaking up the sun, exploring the island, or hopping aboard the FREE Pensacola Beach trolley, now running weekend service from 2PM–midnight. Even better, daily trolley service begins Memorial Day Weekend, making it easy to enjoy local restaurants, live music, shopping, and beach fun all summer long. 🚎🌴
Perfect for families, couples, or a last-minute summer getaway, this condo offers the ideal mix of relaxation and convenience in one of the best locations on the island.
Call us today for June availability and pricing before these dates are booked! ✨
surfsideproperties.com/listing/397711

05/10/2026

🚨OPENING FOR BLUE ANGELS WEEKEND ✈️🌊
A recent cancellation means this gorgeous gulf front 2 bedroom, 2 bathroom condo is now available for the Blue Angels Air Show! Don’t miss your chance to experience one of Pensacola Beach’s most exciting weekends from the perfect location.
Watch the Blue Angels soar right from one of TWO private balconies, or step out onto the sugar white sand for a front row seat by the water. When the show is over, relax by the onsite pool or take a short walk to local favorite Peg Leg Pete’s for seafood, drinks, and island vibes. ☀️🍹
Whether you’re here for the air show, the beach, or both, this is the perfect spot for an unforgettable getaway.
surfsideproperties.com/listing/242103

05/08/2026

Just another morning on Pensacola Beach… or so we thought! 😎✈️ A couple of weeks ago, the Blue Angels made a surprise flyover—and, for a rare treat, the Thunderbirds joined in too. You always hear them before you see them!

05/07/2026

🌴 June availability is calling at one of Pensacola Beach’s hidden gems! ☀️ Escape to this beautifully appointed 2 bedroom, 2 bathroom condo tucked inside a quiet bayside community — and the ONLY Signature Collection unit offered in the association.
Spend your mornings enjoying peaceful bay views, afternoons lounging by the on-site pool, and evenings taking a short stroll across the street to sugar-white sands and emerald Gulf waters. 🌊✨
Guests love the relaxing atmosphere while still being close to everything Pensacola Beach has to offer. Enjoy easy access to local favorites like Peg Leg Pete’s, waterfront dining, live music, beach bars, dolphin cruises, paddleboarding, fishing charters, and seasonal events happening all summer long. Looking for adventure? Take a scenic drive down to historic Fort Pickens National Park for bike trails, fishing spots, wildlife viewing, and some of the most beautiful untouched beaches on the Gulf Coast. 🚲🐬🏖️
Whether you’re planning a family getaway, couples trip, or peaceful beach retreat, this cozy coastal escape is the perfect place to slow down and soak up summer.
✨ Quiet community
✨ Bay access on site
✨ Community pool
✨ Short walk to beach access
✨ Signature Collection property
surfsideproperties.com/listing/391716