Villa holiday rentals in Pensacola Beach

4.78 out of 5 average rating, 58 reviews

Villa in Okaloosa Island

1 BR 1 BA Cottage Near Beach + Pickleball Fun

Get ready for the ultimate beach escape with Beach Weekend! When you book our Quaint Florida Cottage rental on beautiful Okaloosa Island, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited pickleball court access in downtown Fort Walton . Our friendly team is here to make your dream vacation seamless from start to finish as The Beach Weekend has everything you nee

4.76 out of 5 average rating, 38 reviews

4 br villa with hot tub, pool, gym, golf, shuttle

4-Bd Villa near Perdido Key Beach ➤ Prime Pensacola Location: ★ Close to Perdido Key Beach and Gulf Shores, perfect for beach lovers. ➤ Spacious and Luxurious: ★ 4 Bedrooms: 1 King, 2 Queens, 2 Twin Bunk Beds. ★ 5 Smart TVs, screened porch, and a fully-equipped kitchen. ➤ Full Access to Resort Amenities: ★ 2 Pools, fitness center, golf, tennis & pickleball. ★ Complimentary shuttle service, high-speed WiFi, and parking for 3 vehicles. ★ Optional extra 4BR property available for larger groups.

4.93 out of 5 average rating, 57 reviews

Villa in Destin

Sandpiper Cove 8140: Huge Snowbird Discounts!

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

4.82 out of 5 average rating, 38 reviews

Villa in Pensacola

Cozy New Villa + Pet Friendly

Modern pet friendly villa, open living space, bathed in natural light. - Perfect for the busy professional or a cozy gateway. - Modern amenities, new appliances. - Electric vehicle charger. -Less than 15 minutes from Downtown 5 min to Corry Station and NAS Pensacola 20 minutes from Pensacola Beach and the Pensacola Airport Multiple water access points ***Please note recent city construction near the home. We truly apologize for any inconvenience this may cause***

4.92 out of 5 average rating, 26 reviews

Lux Beach House: Perfect Location, Golf Cart, Pets

Shore To Satisfy is a luxury villa ideal for multi family vacations, located in the exclusive Lost Key Resorts, a 24-hour gated community on the Emerald Coast. This property offers a private, peaceful setting with direct nature views, embodying the perfect retreat for families and friends. Its proximity to white sandy beaches and clear blue waters makes it an exceptional choice for your vacation. The 6-passenger golf cart rental is a convenient optional amenity available for $80 per night.

4.94 out of 5 average rating, 31 reviews

Villa in Pensacola Beach

Epics Views | Pools | Spa | Closest Tower to Beach

Welcome to our luxurious condo at Portofino Island Resort. Stunning water views & sunsets are a daily masterpiece here in the most coveted tower: Tower 3. This elite property offers exclusive amenities, including direct beach access, multiple pools, a rejuvenating spa, & fitness center. Indulge in the ultimate vacation experience. Voted one of the most family-friendly resorts in Florida, Portofino ensures a memorable getaway for everyone. It is the perfect blend of serenity & excitement!

4.97 out of 5 average rating, 35 reviews

Emerald Escape 4BR/4BA Villa, Lost Key Beach Club

Looking to stay in paradise? Plan your trip to Emerald Escape today! This amazing 4BR/4BA Lost Key Villa is located close to the beautiful beaches of Perdido Key, FL, sleeps 10-12 adults. This lovely, 2200 SF Villa is a tranquil coastal retreat! Escape to this spacious home for quality time together and amazing views. From the well-equipped kitchen to the spacious four bedrooms, you'll find everything you're looking for in this beach-themed decorated family-friendly home!

4.94 out of 5 average rating, 32 reviews

Villa in East Hill

Luxurious East Hill Guest House w/ King Bed!

Experience luxury in our fully furnished 1-bedroom, 1-bathroom guest house in East Hill, Pensacola. Featuring a king-sized bed, modern amenities, and a spacious patio, this cozy retreat is just minutes from downtown and the beautiful Gulf Coast beaches. Unlike corporate rentals now on the market, our guest house is designed with comfort in mind. House rules are simple—respect our home and neighbors, and enjoy your stay with no lengthy list of restrictions.

4.91 out of 5 average rating, 34 reviews

Feelin’ Tip-Sea, Golf Cart included-Sleeps 11

Welcome to Feelin’ Tip-Sea! A family friendly townhome located in Lost Key Beach and Golf Club. Our little slice of paradise in the heart of Perdido Key! We self-manage, that means you will always be dealing with us-not a 3rd party management company! We are always a phone call or text away! ***New for 2024 season-6 Seater Electric Golf Cart included in your rental***(only after waiver is signed and driver’s license and insurance are uploaded)

4.95 out of 5 average rating, 264 reviews

Villa in Pensacola

Top Gulf Coast Perdido Key Getaway Island Vaca

Relax & enjoy a tropical island paradise! Luxury at the Purple Parrot Resort on Perdido Key. Kick it at the trendy Tiki Bar & Bistro, live the white sands, surf, sun, and sunsets at the public beach access just minutes away. Enjoy the 5,000 sq ft indoor/outdoor pools & hot tubs, and gym. Experience the iconic Blue Angels minutes away in Pensacola. Your guide: https://abnb.me/0ZYbnu1XVFb

4.96 out of 5 average rating, 27 reviews

Snowbird Friendly |Golf Cart Included| Dogs Okay

Looking for a great deal? Discounts are automatically applied based on your length of stay—whether it’s 5 nights, 7 nights, 28 nights, or more! No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price!