Vacation Rentals By Owner In Pensacola, FL

Summary:brbrWelcome to Main Street Haven! A bright and inviting coastal retreat where sunny days, breezy evenings, and relaxed outdoor living set the tone. Enjoy marina breezes, balcony views, and easy walks to downtown Pensacola. Spend your days exploring local shops and restaurants, catching the Blue Angels as they practice overhead, or enjoying fireworks when the Blue Wahoos are playing. This home is perfect for getaways, weekend escapes, and relaxed coastal stays.brbrbrbrThe Space:brbr★ Front patio and upper deckbrbr★ Side patio for relaxing outdoorsbrbr★ Adirondack chairs for loungingbrbr★ Outdoor grilling and dining spacebrbrbrbrThis home has everything for you, as it is a true home away from home!brbrbrbr★ 3 bedrooms: 1 King, 2 Queens, 1 Sofa Sleeperbrbr★ Watch Blue Wahoos Baseball stadium fireworks from the front porch brbr★ Fully stocked kitchen with various spices, cookware, toaster, blender, air fryer & more! brbr★ Open living space w/ 55 TV- great for family gatherings, movie and game nights.brbr★ 3 full bathrooms and main floor powder roombrbr★ Pack & Play, high chair and children’s dishwarebrbr★ TVs in each bedroom for endless entertainment options brbr★ Keurig Coffee Bar w/ K cups, tea, hot cocoa, sugar & creamerbrbr★Traditional Drip Coffee Maker & coffee grinder for those who prefer to bring their own favorite coffee brbr★ Electric grill w/ grilling utensilsbrbr★ Games, Playing Cards, Puzzles, Drawing books, Markers & Colored Pencils & more!brbr★ Office desk & chair for working remotelybrbr★ High Speed WIFIbrbr★ Beach Accessories (towels, cooler, chairs, wagon, umbrella)brbrbrbr ‍ ‍ Wondering about family-friendly activities in the area Message me for a full list of fun-filled options for all ages!brbrbrbr☆☆ BEDROOMS + BATHROOMS ☆☆brbrbrbrRelax in the master King Suite, featuring a cozy hybrid king bed, room-darkening shades for a restful sleep, balcony access with outdoor seating, and a Roku TV for entertainment.brbrbrbrThis inviting Queen Suite includes a plush hybrid bed, room-darkening shades, and a Roku TV for added comfort.brbrbrbrConveniently located on the main floor, this Queen Suite offers restful sleep with a hybrid bed, darkening shades, and a Roku TV.brbrbrbrA queen sofa bed is available in the living room by special request. Please notify us ahead of time so we can leave sheets.brbrbrbrAll bathrooms are stocked with shampoo, conditioner, and body wash for a refreshing experience.brbrbrbr☆☆ KITCHEN & DINING ☆☆brbrbrbrDining table seats six with two additional seats at the bar.brbrbrbrStep into a welcoming kitchen, fully stocked for memorable meals and moments. Enjoy quality serviceware for six, children’s dishes, and everything from cookware to bakeware. Small appliances like a Keurig, air fryer, waffle maker, and teapot bring ease to every meal, with a spice rack, egg slicer, and sushi kit ready to inspire creativity. Thoughtfully designed to delight, this kitchen invites you to make every culinary moment unforgettable.brbrbrbr☆☆ LOUNGE SPACES ☆☆brbrbrbrThe living room features a 55 TV with ample seating for everyone to enjoy, making it a perfect spot for entertainment. If you prefer a more interactive experience, we offer a selection of puzzles and games to play. brbrbrbr☆☆ OUTSIDE SPACE ☆☆brbrbrbrFrom the comfort of the front porch, you might catch the Blue Wahoos’ evening fireworks lighting up the sky—or listen for the thrilling roar of the Blue Angels practicing overhead. While the side patio provides a relaxing space to enjoy a meal or play a game of yardzee, the front porch offers a cozy table and chairs facing Joe Patti’s, and the upper balcony invites you to relax in Adirondack chairs with bay views and plenty of sunshine. On the back breezeway, enjoy an electric grill, complete with utensils, all within a fully fenced property for your privacy. Unwind and savor the simple joys in this inviting outdoor space.brbrbrbr★ Add our listing to your wishlist by clicking the❤️ in the upper-right corner.brbrbrbr★☆ Book Now & Let Us Take Care Of You In Pensacola, FL! ☆★brbrbrbr★ Snowbirds welcomed! Please reach out for our monthly discounts! ★brbrbrbrGuest Access:brbrGuests enter via a few steps (4–5) with a sturdy hand railing leading up to the front door, equipped with convenient keyless entry. There are also side and back gate entrances that provide closer access to parking; however, the side entrance to the home does not have a handrail. Guests should use the front entrance if a handrail is needed. You’ll have full access to the entire home, excluding a small owner’s closet near the side door. For added security, exterior-only cameras monitor the property.brbrbrbr• Air Conditioning & Heatingbrbr• In-Unit Washer/Dryer and detergentbrbr• Dog accessories - dish, leash, poop bagsbrbr• Iron & ironing boardbrbr• Hair dryersbrbr• Sound machine brbr• Portable fanbrbr• Fenced in backyardbrbrbrbrThe Neighborhood:brbrMain Street Haven is perfectly nestled near Downtown Pensacola, offering views of the Inner Harbor from the upper balcony and main patio. Located directly across from the iconic Joe Patti’s Seafood Market, you’re in the ideal spot to explore. Downtown’s vibrant shops, dining, and nightlife are just a 10-20 minute walk away, while the beautiful shores of Pensacola Beach are a short 15-20 minute drive. This neighborhood brings the best of Pensacola right to your doorstep!brbrbrbrGetting Around:brbrDowntown Pensacola has something for everyone, and getting around is easy! Choose to walk, rent a Bird or Veo scooter, or hop on a bike from one of the many rental shops downtown. For convenience, Uber and Lyft are also available, making every corner of Pensacola accessible. brbrbrbrFor scooter rentals, please review the city’s “Shared Micromobility” guidelines at City of Pensacola website.brbrbrbrOther Things to Note:brbrThe detached garage has an apartment above it which is occupied by a tenant and two dogs. The tenant will not disturb your stay and there are no common spaces shared. You will have total privacy. We ask that you also respect the privacy of the tenant as this is not part of the rental property.brbrbrbr★FL Weather★brbrWe are not responsible for FL weather changes / delays leading up to and during your reservation. In the event of a storm, our cancellation policy stands. Please purchase Travel Insurance.brbrbrbr★BUGS & CRITTERS★brbrPlease be aware that this is Florida. If you don't want bugs, mosquito's, spiders, snakes, armadillos, lizards, iguanas, raccoons, palmetto bugs, deer and/or cockroaches in the house, please do not leave the door open. We do not give refunds for bug and/or animals found in or outside the property. We do have a monthly pest service in place. brbrbrbr★ POTENTIAL NOISE ★brbrOur property is located on Main St., which could cause potential noise. We do provide a sound machine in all of the bedroomsbrbrbrbr★ MONTHLY STAYS ★brbrMonthly stays (30 days or longer) receive a complementary cleaning service.brbrbrbr★IMPORTANT★brbrThis property has special local compliance requirements which include a signed rental agreement, ID verification, and a security hold of $1000 (which is not a traditional security deposit, just a pending transaction). As an optional alternative to the security hold, you may opt in to purchase a non-refundable damage waiver provided by a third-party insurance company. The optional damage waiver is $37 on time fee, for stays up to 10 nights, with an additional $2 per day for stays longer than 10 nights. To make this process easy for you, we use a secure and very simple, app-free platform called Happy Guest. It is not an app, and you do not have to sign up for an account - it’s a safe and secure website. It also gives you a guest portal with all the info about the home and all of my favorite local spots. If you have any questions, just message us anytime! Happy to help!brbrbrbr Important Notice: Construction Update brbrbrbrWe want to make sure all guests are fully informed before booking. There is ongoing city construction happening on B Street to the side of the house now through AprilbrbrbrbrWork schedule: Monday to Friday, 8 AM to 5 PM (subject to change).brbrbrbrNoise: There may be construction noise during these hours. brbrbrbrWhile this may impact the outdoor areas (such as the patio), we’ve taken steps to help make your stay as comfortable as possible. We provide a white noise machine and there are earplugs in all bedrooms. brbrbrbrWe truly appreciate your understanding and patience during this time. If you have any questions before booking or need recommendations for quiet spots or activities in the area, we’re happy to help!

Pensacola, Florida, United States

Bed

Bath

Sleeps

Exceptional(27)

$283.4

This adorable 2-bedroom 2 bath vacation rental located in the Riverside building. The primary bedroom hosts a king bed and ensuite bath with double vanity and walk in shower while the second bedroom offers a Queen bed with a full bath conveniently located in the hallway. The living room consists of a sleeper sofa and matching loveseat. The large dining room offers plenty of space for family gatherings and offers additional breakfast bar seating. The fully equipped kitchen offers a drip coffee maker, stainless steel appliances and granite counter tops. Family game night This unit comes with an additional round glass table/chairs, just perfect for cards and board games. Relax with a cocktail while taking in the views of the Ole River. SeaSpray has 3 refreshing pools, hot tub (pools are open daily from 9am until dusk), kayak rack, lighted tennis/pickleball courts, propane grill house and private boat launch. Need to keep you work out routine on schedule, with traffic-controlled pedestrian walkway, it's just a quick walk across the street to our fully equipped fitness center or spend the day on Perdido Kye's pristine white beaches.br brParking passes are managed by VRPS (Vacation Rental Parking Solutions). Guest will receive an email invitation to register up to 2 vehicles per condo: $55.00 per vehicle, per stay; boat/Trailer registration fee is $350.00 per week or $55.00 per day.brAny vehicle not registered will be ticketed, booted or towed at vehicle owner's expense. brWe hope to sea you soon!brThere are (2) Level 2 Blink Electric Vehicle Chargers at SeaSpray Condos in the Riverside parking lot. The 2 spaces are near the maintenance shop.brJ-1772 2 Plugs 8.52 - 8.56 kW2 Stations

Sunsets and Waves Await!

Pensacola, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$360.12

This beautiful spacious 2-bedroom 3 bath end condo boasts an amazing wrap around balcony that gives panoramic views of Perdido Key's gorgeous surroundings. The master bedroom is furnished with a king bed and ensuite bath with walk-in shower and safety bars. The second bedroom has a Queen bed with full bath in the adjoining hall, while the third bedroom offers 2 full size beds with ensuite bath with tub/shower combo. The living room has plenty of plush seating. You'll enjoy preparing a meal in the well-supplied kitchen. This unit has an incredibly large dining room table, which is perfect for large families. This condo offers a drip coffee maker and there's no better way to start your day than watching the sunrise over Riverside's Ole River.brSeaSpray properties offer 3 refreshing pools (pools are open daily from 9am until dusk), a hot tub, kayak rack and propane grilling area. If you're up to playing a game, check out our tennis/pickleball courts. Keep your workout schedule on track with just a quick walk to our well-equipped fitness center located in the West building-beach side. Don't miss out on Perdido Key's serene tranquil blue waters and beautiful white sands! brMust be 25 to rent.brbrParking passes managed by VRPS (Vacation Rental Parking). Guest will receive an invitation to register up to 2 vehicles per condo: $55.00 plus tax, per vehicle, per stay. Boat/Trailer registration fee $350.00 per week or $55.00 per day. brAny vehicles not registered will be ticketed, booted or towed at vehicle owner's expense.brWe hope to sea you soon!brThere are (2) Level 2 Blink Electric Vehicle Chargers at SeaSpray Condos in the Riverside parking lot. The 2 spaces are near the maintenance shop.brJ-1772 2 Plugs 8.52 - 8.56 kW2 Stations

Panoramic views of Ole River

Pensacola, Florida, United States

Bed

Bath

Sleeps

Exceptional(55)

$245.03

Two bedroom and two and half bath private villa at Purple Parrot resort on Perdido Key, Florida. . Sleeps 4-6. This very attractively furnished unit features two large bedrooms with their own private baths and balconies upstairs. One bedroom has a king bed and the other has two full beds. The living area downstairs includes a full kitchen, dining room that seats 6, large living room (with sofa sleeper bed), laundry, and half bath. It is just minutes from the Gulf Island National Seashore (entrance is 9/10 of a mile away) and beautiful white sand beaches (free County beach access is 1 mile away). brbrThe Purple Parrot tropical resort features a 5000 square foot / 150,000 gallon tropical oasis swimming pool with a waterfall cave, an island Jacuzzi, a second waterfall the trickles over 4 tiers of rocks into the huge outdoor pool, and covered tiki area. There is a large indoor indoor heated pool, indoor hot tub, and 2 saunas along with a fitness center equipped with all your workout equipment. The white beaches of the Gulf of Mexico are 2 blocks away. brbrThere are world class golf courses, restaurants, marinas for fishing, grocery stores, and churches within a mile of the resort. brbrMaximum occupancy is 6. No pets. brbrbrKeywords: villa, cottage, house, bungalo

Private 2 Bedroom Villa in Tropical Resort Village

Pensacola, Florida, United States

Bed

Bath

Sleeps

$256.55

Summary:brbrChic Coastal CottagebrbrbrbrThe Space:brbrWelcome to your perfect getaway in beautiful Pensacola, FL! This charming single-level house is designed for families and adventure seekers alike, offering a delightful blend of comfort and convenience. With a refreshing outdoor pool and a spacious patio complete with furniture and a gas grill, you can enjoy sunny days and warm evenings in style. brbrbrbrInside, you'll find a well-equipped kitchen featuring modern appliances such as a fridge, stove, oven, and dishwasher, making meal preparation a breeze. The open living area is perfect for relaxation, complete with a TV and comfortable seating. With central AC and wireless internet, you’ll feel right at home while staying connected. brbrbrbrLocated just steps from the water and a short distance to downtown Pensacola, you’ll have easy access to a variety of attractions, including restaurants, shopping, and outdoor activities like kayaking, fishing, and beachcombing. Whether you’re here for a romantic escape, a family vacation, or an adventurous retreat, this Pensacola home is the ideal base for your Florida adventures. Book your stay today and create unforgettable memories!

Chic coastal home w private pool, close to downtown & beach

Pensacola, Florida, United States

Bed

Bath

Sleeps

Exceptional(5)

$257.14

Updated 2 Bedroom Condo + Bunk with Gulf view. Two full bathrooms. Master bedroom with king size bed. Second bedroom has two twin beds and a jack and jill bathroom. The patio has a view of the gulf. The beach is just a two minute walk, do not even have to cross a street.

2 Bedroom +Bunk Condo

Pensacola, Florida, United States

Bed

Bath

Sleeps

Exceptional(64)

$708.52

*Please see PLEASE NOTE section of following description for IMPORTANT information about the property*brbrYour dream retreat awaits at Sandy Key! This 6th-floor, 3 bedroom, 2 bath unit boasts a contemporary chic design style with a soothing color palette of soft creams and neutrals, paired with beach-inspired pops of pastel greens and blues, providing an aesthetic spa-like atmosphere perfect for unwinding. brbrYou'll enjoy luxury extras without sacrificing the comforts of the home, including updated appliances and electronics, new furnishings, and lavish finishes throughout! The living room was designed with relaxation in mind, boasting plush sofas and chairs, a large wall-mounted flat-screen TV, and beachfront balcony access!brbrThe gourmet kitchen features granite countertops, custom cabinetry, stainless steel appliances including a side by side fridge with ice dispenser, plus all the cookware, dishware, utensils and small appliances needed to prepare a culinary masterpiece. Eat breakfast at the bar right off the kitchen and enjoy your supper while watching the sky change from tranquil blue to fiery pink from your gorgeous wooden dining room table with enough room to seat 6!brbrThe master bedroom is a true oasis, with a comfortable king bed, balcony access and ensuite glamour bath. The second guest bedroom is equally impressive, with another king bed, and the third bedroom boasts 2 queen beds, affording sleeping space for 8 throughout. Additional unit features include a full size washer and dryer, plush 100% oversize bath towel sets.brbrDon't miss out on experiencing the vacation of your dreams. Call us today to book Sandy Key 631!brbr*Please note:brbr***Hot tub is open Labor Day through Memorial Day and may not be open during the Summer months. Inquire for details.

Sandy Key 631-Gorgeous 3BR Corner unit

Pensacola, Florida, United States

Bed

Bath

Sleeps

$517.48

Top Reasons to Book Lind Haven:brbr* Beautiful Home with Designer Furnishingsbrbr* Prime Location - Minutes from Public Beach Accessbrbr* Covered Back Porch with mounted TV and grillbrbr* Full Size Washer/Dryerbrbr* River Road Kayak Launch .5 Miles from Communitybrbr* Great Outdoor Spaces + Backyardbrbr* Gorgeous Kitchen with Stainless Steel Appliancesbrbr* Professionally Managed; 24/7 ServicebrbrLind Haven at Sweet Retreat offers the ultimate Gulf Coast getaway in the peaceful Serenity community of Perdido Key, Florida. Just minutes from multiple beach access points, this thoughtfully designed home features a covered back porch with comfortable furnishings, perfect for relaxing after a day in the sun. Inside, the airy open layout showcases designer furnishings throughout, while the high-end kitchen boasts granite countertops and stainless steel appliances, making it easy to whip up gourmet meals. The two living rooms—one on each floor—provide plenty of space for your group to gather or unwind in privacy.brbrThis four-bedroom home comfortably accommodates your whole family or group. The main floor features the primary bedroom with a king bed, an ensuite bathroom with a double vanity, and a walk-in shower. Upstairs, there’s another king bedroom with an attached private bathroom, a second king bedroom, and a spacious bunk room with two full-over-full bunk beds. The third and fourth bedrooms share a full bathroom. A half bathroom and a full-size washer and dryer on the first floor add convenience for longer stays or sandy beach days.brbrLocated in Perdido Key, Lind Haven is the perfect blend of luxury, comfort, and coastal charm. From its beautiful interiors to its close proximity to pristine beaches, local dining, and family-friendly activities, this home offers everything you need for a relaxing retreat. Whether you’re lounging on the back porch, enjoying time together in the stylish living areas, or resting in the serene bedrooms, Lind Haven promises an unforgettable stay.brbrThe Bed Setup:brbrMain Bedroom: King Bed with Attached BathroombrbrSecond Bedroom: King Bed with Attached BathroombrbrThird Bedroom: King BedbrbrFourth Bedroom: Two Full over Full Bunk BedsbrbrLiving Room: Sleeper Sofabrbr*This property is not available to adults under age 25.brbrArea Attractions: brNestled in the heart of Perdido Key, the Serenity community offers easy access to the area’s top attractions. Guests are just minutes from public beach access points and a short drive to the stunning Johnson Beach National Seashore, known for its pristine sands and picturesque walking trails. Outdoor enthusiasts can also enjoy Big Lagoon State Park, which features hiking trails, birdwatching opportunities, and scenic picnic spots. For those who love the water, the River Road Kayak Launch, located just 0.5 miles from the community, provides a convenient spot to explore the coastal waterways.brbrFood lovers will find plenty of delicious local restaurants nearby, including favorites like The Jellyfish, The Perdido Key Breakfast Club, and the iconic Flora-Bama Lounge. Whether you’re seeking outdoor adventure, waterfront activities, or incredible dining, Serenity’s central location puts it all within easy reach.

Lind Haven at Sweet Retreat: Designer 4BR Oasis Near Beaches

Pensacola, Florida, United States

Bed

Bath

Sleeps

$592.88

Relax in this bright, modern coastal cottage featuring a spacious open layout, fully updated interiors, and a large screened-in porch. Perfect for families or small groups, the home offers 1–2 private suites or the option to book the entire place for larger groups. Enjoy comfort, style, and a peaceful coastal setting close to beaches, dining, and attractions.

Cottage

Coastal Cottage Retreat! Spacious, family friendly escape!

Pensacola, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$169.0