
Vacation 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.

Ocean Tranquility label by guestβHeaven on Earthβ.
Relax with the family at this restful retreat βHeaven on Earthβ as one reviewer described. This is our home away from home and is owner managed. Owner management. We offer more personal touches. (hand picked towels bedding and a coffee bar), but more importantly is our exceptional housekeeper. She has over 20 years of experience and over 100 5 star reviews for cleanliness. Memorial Day thru Labor Day we offer free umbrella and two beach chairs. The booker must list names of guests & ages.

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.

Stay at Sunshine Daydream on Pensacola Beach
Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

Newly renovated condo with amazing water views!
Experience the clear blue water and white sand of Pensacola Beach. Enjoy spectacular views of Pensacola Bay from a private 3rd floor balcony. This newly renovated condo offers solid surface floors throughout, a fully stocked kitchen and calming beach decor. The master has a queen size bed, flat screen TV, and ensuite bathroom. The 2nd bedroom offers 2 full size bunk beds. The main living room has another flat screen TV, comfortable couch and is a perfect place for your group to gather.

Sunset on the Bayou near NAS/Downtown Pensacola
If youβre 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)

Condo on Pensacola Beach
Enjoy a fun, carefree family vacation at Baywatch. Baywatch is a 3 story, 87-unit. THIS IS A WALK-UP UNIT, NO ELEVATOR. Family-oriented condominium complex located on beautiful Santa Rosa Island. A free Trolley ( runs during Summer time only). There is a walking/biking paved path. 5 minute walk to the beach. 1.5 mile to the main business area. This unit is comfortable for 4 adults, any extra (adult) person needs to be approved upon reservation. Again THIS IS A WALK-UP UNIT, NO ELEVATOR.

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p
Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR & UMBRELLA SET UP MARCH - OCTOBER!~

Condo on Bay, Steps to Gulf
TWO Gulf-View Balconies β’ Heated Pool β’ Gulf & Sound Access β’ King Suite β’ 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.

Poolside Family Retreat w/ Hot Tub & Game Room
PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally locatedβjust 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beachβthis family retreat blends relaxation, comfort, and connection for your perfect getaway!

Stylish Modern Retreat in Downtown + Pool
It's all about the location! This comfortable, spacious townhome is the perfect home base for all your Pensacola adventures. Enjoy the many activities close by: Pensacola Beach (10 miles), Perdido Beach & Johnson's Beach (15 miles), boat charters and fishing, fine dining and pubs, museums, Blue Angel air shows, festivals, Wahoo baseball etc. Or spend the day relaxing at the beautiful pool. Book now to enjoy all the amenities and comforts this home offers.

Soundside Paradise
Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!
Popular amenities for Pensacola Bay rentals with a pool
House rentals with a pool

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Luxury Heated Pool Home 8Beds 2.5BA 15min To Beach

Hot tub/ Pool Relaxing Getaway

Pool House at Indigo Cove, Close to NAS!

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

Private Pool-Near NAS-Grills-Game Room FamilySetUp

Pensacola Blue Angel Pool House

Casa Verde: Heated Pool +JET SKI & Pontoon rental
Condo rentals with a pool

Soul Shine - a Water Front Condo

Sea-Sun's Greetings β’ Pensacola Beach β’ 2BR Condo

Beachfront βοΈ Waterfront π 180 Β° views in π§‘ of OB

Welcome To Florida's Hidden Gem!

Bayside Retreat-Panoramic Sunset Views

Modern & Cozy Condo | Parking + 2BR

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

Bluewater 306 Direct Gulf Front, HUGE Wrap Balcony
Other vacation rentals with a pool

Glamping Yurt at Sandy Creek Resort - Juniper

Pensacolaβs Paradise | Pool + Jacuzzi + Game Room

Baywatch Retreat 2/2 Beach Condo w/Pool

Beach Club 1906 - π·ππππ πππ πππππ

Gulf Breeze Oasis with Private Pool

Pensacola Serenity Hot tub mini Golf arcade games

Wharf 905 2 Bed/2 Bath

Kelsey's Cove
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