
Holiday rentals with a pool in Pensacola Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pensacola Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Hot tub/ Pool Relaxing Getaway
Picture your family enjoying the pool & hot tub while you grill out in the large private backyard, or lounge in the comfy screened in porch seating area of this peaceful getaway! Located b/t the bayou & scenic bluffs overlooking the bay, our home is close to all the area has to offer! Relax on the beach, visit the fishing pier or historic downtown's upscale dining/shopping. 1 block from Exchange Park which has baseball/softball fields, a playground, free wifi, walking path/trails & picnic areas!

Beachfront Bliss: Walk to Dine & Play on Sands
**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

Spacious Townhome for Families w/ Beach+Bay Access
Come enjoy the very best of beach life! This Boardwalk townhome is steps from the famous white sand of the Gulf while also offering community pool access & a private, sandy beach on the calmer waters of the bay that is perfect for children to enjoy. This spacious 2 bed/2.5 bath unit (King in master!) has an open layout with beautiful furnishings & outdoor living space on all 3 levels. Plenty of natural light & some Gulf views from each of the balconies you can access from every room in the home.

Funky Flamingo~ Guest House~ Pool & Kitchenette
This charming East Hill pool bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & entire back yard. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest. Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

Historic Downtown Bayfront Home Pool Mins to Beach
The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

This is the one! Perfect Getaway near the beach.
Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

Sunset on the Bayou near NAS/Downtown Pensacola
If you’re looking for a quiet get-away on the water, you will find it here. Our cozy 2 bed/2 bath condo is like a cottage by the sea in a condo setting. Relaxing coastal decor and a beautiful view from the balcony make our home enjoyable inside and out. Enjoy all the amenities of home, sunbathe by the pool, fish from the dock, relax on the balcony, grill out on the lawn. Its all here. Just a short drive from Pensacola NAS, Pensacola Beach and historic Downtown Pensacola. (No pets allowed)

Pensacola Gem! Airbnb's Favorite Home! TOP 10%!
Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, and longer winter stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool
Stunning oceanfront condo located directly on Pensacola Beach. Free Beach Chairs and Umbrella. Free WiFi Master bedroom w king bed and Guest bedroom w two double beds. Full bath in the master and beautiful full walk in shower in guest room. Updated fully equipped kitchen w granite countertops and new stainless steel appliances. Start your day watching the sun rises from your balcony over the Gulf of Mexico and end it watching the sun set over another day in Paradise!

307 Beach Front Views ~ Book Apr 12 Super Special
Come experience this Beautiful 5 Star Gulf Front Condo, Heated Gulf Side Pool & Hot tub, This Newly Renovated unit offers a Private, Gulf Front Balcony with Amazing Gulf Views, watch Dolphins, Swim in 2 Gulf Side pools, 1 heated, Hot tub on the Gulf. Sleeps 6, Gulf Front Balcony Master on Gulf, 2 BDRM, 2 BA, Master Suite has a luxurious King Size Cloud Lux Tempur-Pedic Bed. Guest Rm 2 has a Euro Top Plush Queen Mattress, LR has a Memory Foam Queen sleeper sofa.

Beachfront Gulf View Oasis
TWO Gulf-View Balconies • Heated Pool • Gulf & Sound Access • King Suite • Family-Friendly Escape to our spacious 3-level Pensacola Beach condo for 8! Enjoy Gulf views from two private balconies, direct beachfront access, and a heated community pool. This waterfront retreat features a chef's kitchen, a primary suite with a Jacuzzi, and a fun bunk room. Perfect for families seeking a serene coastal getaway with modern comforts and a prime location near Fort Pickens.

Tiny Home Pool View 25 Mins to Beacha
Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.
Popular amenities for Pensacola Bay rentals with a pool
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

Fun, sun, sand, and rest. Enjoy your stay with us.

Foosball Table-Pool-Spacious-9min to Downtown

East Bay Hideaway — A Private Waterfront Escape

Pensacola Blue Angel Pool House

Flamingo On Fisher In The Heart Of Pensacola

Dolphin Watch: Lovely Waterfront Unit with Kayaks!

The Carriage House: relaxing stay with pool
Apartment rentals with a pool

Waterfront condo/ sound views/gulf views

Paradise on Pensacola Beach

Beautiful Gulf View Waterfront Condo

Tranquil and Spacious Condo - PBC 110

Perdido Skye 34 luxury beach vacation rental

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Pensacola Beach Condo w/ Great Views (F12)

Pelican's Perch @ Villas on the Gulf
Other holiday rentals with a pool

Heated Pool, Direct Beach Access, Beach Gear

Pool House at Indigo Cove, Close to NAS!

Coastal Comfort~3BR~Pool~Sleeps 9~Pensacola Beach

The Rosales serenity suite

Breathtaking Beachfront View from the 9th Floor

Large, kid-friendly home with pool and fenced yard

Adventures at Gypsy Mermaid

The Downtown Pensacola Luxe Home
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- Rentals with a firepit Pensacola Bay
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- Rentals with pools Florida
- Rentals with pools United States
- Gulf Shores Public Beach
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- OWA Parks & Resort
- Opal Beach
- Pensacola Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Waterville USA/Escape House
- Gulf Breeze Zoo
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- Adventure Island
- The Track - Destin
- Village of Baytowne Wharf
- The Hangout
- Henderson Beach State Park
- Flora-Bama Lounge
- Alabama Gulf Coast Zoo
- The Boardwalk on Okaloosa Island
- Johnson Beach




