Surfside Properties Vacation Rentals - Pensacola Beach, Florida

06/14/2026

🚨 LAST-MINUTE OPENING for the Blue Angels Air Show! 🚨
Due to a recent cancellation, we now have a rare opportunity available for one of the most highly anticipated weeks of the summer — and someone’s loss is your gain!
✨ Baywatch First-Level 2 Bed / 2 Bath Unit
👨‍👩‍👧‍👦 Sleeps up to 6 guests comfortably
This beautifully located unit puts you right in the heart of the action. Just a short walk to the beach, you’ll have front-row access to watch the incredible Blue Angels air show right over the water.
🌊 Highlights include:
2 bedroom / 2 bathroom first-floor unit at Baywatch
Sleeps 6 guests
Easy walk to the beach for air show viewing
On-site pool for relaxing between events
Convenient trolley service running 4 PM – midnight
Golf cart taxis available daily around the island
No need to deal with the stress of traffic or parking during this busy event weekend
This is one of the most exciting weeks of the year, and availability like this does not last long.
surfsideproperties.com/listing/329871

06/08/2026

☀️ June 2026 Events Downtown Pensacola & Pensacola Beach 🌴

Every Saturday in June

🛍️ Palafox Market
📍 Martin Luther King Jr. Plaza – Downtown Pensacola
🕘 Local vendors, artists, handmade goods, fresh food & live entertainment.

June 2–7
⚾ Pensacola Blue Wahoos vs. Chattanooga Lookouts
📍 Blue Wahoos Stadium

June 5
🎨 Pensacola Arts Market
📍 Gary’s Brewery & Biergarten
🕓 4PM–9PM
🛍️ Handmade goods, food trucks, live music & local vendors

June 6
🐢Sea Turtle Baby Shower
📍 Pensacola Beach Gulfside Pavilion
🕚 9 am to noon
🔎 Learn about sea turtles and how to protect them.

June 10–14
🎣 Pensacola International Billfish Tournament
📍 Pensacola Yacht Club

June 12–21
🎭 The Cottage
📍 Pensacola Little Theatre
😂 A hilarious comedy filled with secrets, scandal & nonstop laughs

June 13
🎬 Movies in the Park
📍 Hancock Whitney Plaza – Downtown Pensacola
🕕 Pre-show activities begin around 6:00 PM
🎥 Feature Movie: Lilo & Stitch (live-action)

June 16–21
⚾ Pensacola Blue Wahoos vs. Birmingham Barons
📍 Blue Wahoos Stadium
🎆 Father’s Day Weekend & Juneteenth homestand

June 19
🎨 Gallery Night – Journey to Juneteenth
📍 Downtown Pensacola – Palafox Street
🕔 5PM–9PM
🎶 Food, vendors, artists, music & one of downtown Pensacola’s largest monthly events

June 19–22
🎣 Busch Light Pensacola Fishing Rodeo
📍 Pensacola Beach

June 20
🛍️ Makers on Tap Market
📍 Warrior Beer Company
🕛 12PM–7PM
🍺 Local makers, handmade crafts, food & cold beer

June 27
🍹 Pensacola Beach Summer Kick Off Pub Crawl
📍 Participating stops include:
📍 Holiday Inn Tiki Bar
📍 Island Culture Tiki Bar
📍 Red Fish Blue Fish
📍 Flounder’s Chowder House
📍 All In Sports Club
🕑 2:00 PM – 6:00 PM

June 29
👑 The Princess Concert
📍 Saenger Theatre
✨ Family-friendly concert inspired by Frozen, Wicked, Moana, Aladdin & more

Recurring June Favorites 🌊

✈️ Blue Angels Practice Flights
📍 Pensacola Beach & NAS Pensacola area
💙 Weekly practice flights continue throughout June (weather permitting)

June Blue Wahoos Home Games ⚾
📅 June 2–7 — Chattanooga Lookouts
📅 June 16–21 — Birmingham Barons

06/08/2026

😢 We just received a cancellation for one of our favorite beach getaways... but that means great news for anyone still searching for a place to stay during Blue Angels week! ✈️🏖️
🌊 Newly Available! 🌊
This spacious 2-bedroom, 2.5-bath townhouse-style condo at Boardwalk Condominiums is now open for the week of the Blue Angels Air Show.
🏠 Three levels of comfortable living
🌴 Plenty of space for family and friends
❄️ Easy access to air-conditioned comfort between show events
🚶 Just a short walk from one of the area's prime air show viewing locations
🏖️ Perfect home base for an unforgettable week at the beach
Whether you're planning to spend your days watching the Blue Angels soar overhead, relaxing on the sugar-white sand, or enjoying all that Pensacola Beach has to offer, this condo puts you right in the middle of the action.
📅 Availability won't last long during Blue Angels week! Message us today for rates and booking information.
✈️ Sun, sand, and the Blue Angels—what more could you ask for?

https://surfsideproperties.com/listing/400144

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/