Vacation rentals in Freeport, FL with a pool

“Hidden Heaven” in Santa Rosa Beach is a 5-bedroom, 5.5-bathroom luxury retreat on Lake Alicia. With over 4,500 sq ft of space, enjoy stunning lake sunset views, a pool, hot tub, summer kitchen, and more! Just 5 minutes from the Emerald Coast’s beaches, this home offers everything you need for a relaxing getaway; a Peloton, game room, and spacious outdoor area. Perfect for families or friends. Pet friendly for 1 hypoallergenic dog and you can get the pool heated at an affordable fee (see below). Key Features: - 5 Bedrooms, 5.5 Bathrooms - Over 4,500 sq ft of luxury space - Lake Alicia views and sunsets - Private Pool & Hot Tub (both heated for $50/night) - Summer kitchen with DCS grill and griddle - Peloton cycling station in one bedroom - Game room with pool table (convertible to ping pong) - Large driveway with 30’ RV space - 5-minute drive to the beach - Smart lock check-in The Space: - Living & Great Room Areas: Open-concept with expansive views of the lake and pool, large sectional sofa, Smart TV, and dramatic windows and ceilings. - Kitchen & Dining: Fully equipped kitchen with a large island, oven, convection/microwave, dishwasher, and ample counter space for family meals. Drip and Keurig coffee makers. - First Floor: Impressive entry, office with desk, game room, living areas, and a king bedroom with direct access to the pool and summer kitchen. Half bath off kitchen. - Second Floor: 4 ensuite bedrooms, including primary king bedroom with sofa sleeper, sitting area, large bath with walk-in shower and tub. Three additional bedrooms, each with a private bath and balcony.Laundry area with full-size washer/dryer. Living & Great Room Areas: - Great Room: Large sectional sofa, Smart TV, dining table, and open to the kitchen. - Living and Game Room: Pool table and sitting area with views of the lake and pool. - Dining: Spacious table for family meals. - Office: Desk, printer, and full-length windows for scenic views. - Sitting Area: Surrounded by full-length windows, perfect for relaxing or enjoying the views. Bedrooms: 1st floor. -King bedroom and ensuite bath with access to summer kitchen and pool. There is no TV in this bedroom, but the large Smart TV in the living room is just around the corner. 2nd floor. - Primary bedroom. King bed, queen sofa sleeper, large bath with walk-in shower, tub, dual vanities, and balcony overlooking pool and lake. - Bedroom with King bed with Smart TV, ensuite bath with walk-in shower, and front balcony access. -Bedroom with 2 Queen beds, Smart TV, ensuite bath with walk-in shower, Peloton, and back balcony access, overlooking the lake and pool. - Bedroom with Queen bed, ensuite bath with walk-in shower, Smart TV, and front balcony access. Outdoor Pool, Lake & Beach Life: - Pool & Hot Tub: Large heated pool/spa (optional $50/night). Large pool tanning deck with loungers. - Summer Kitchen: Fully equipped with refrigerator, freezer, sink, and DCS grill and griddle. - Commercial ice maker: Fill your ice chest or get the blender out for margaritas poolside. - Outdoor Seating: Gas fire pit surrounded by sectional seating, perfect for evening gatherings. - Beach Access: 5-minute drive to the beach or Topsail Hill State Park. - Beach & Pool Gear: We provide a beach wagon, beach chairs, umbrella, beach and pool toys/floats. -Lake Alicia: best enjoyed from the neighborhood lake access, about a 1 min walk. The lake is not accessible from the backyard of the home due to steep slope and vegetation. Thoughtful Features: - Pack n Play (bring your sheets please) and high chair. - Peloton cycling station with lake and pool views. - Full-size washer and dryer. - Board games, puzzles, and such for family bonding. - Welcome & Starter essentials (insulated tote, koozies, spices, coffee, dish soap, bath toiletries, laundry soap, trash bags, paper towels, toilet paper). - Smart lock check-in with access code provided before arrival. - Preferred Businesses for Activities. We share our local connections for private dining, bikes, paddle boards for the lake or beach, fishing charters for the gulf, our lake or Walton County’s unique coastal dune lakes, or any other question or amenity to enhance your stay. - Pet friendly with eating dishes and crate. Smart lock with access code provided at least 2 days prior to check-in. Important Details: - Dog/s: One hypoallergenic dog (up to 25 lbs) allowed with added fee and agreement. - Neighborhood: Quiet residential area with easy access to 30A and nearby attractions. - Walton County Noise Ordinance: To ensure everyone enjoys the peaceful atmosphere, please note the Walton County noise ordinance is from 10 PM to 6 AM; fines up to $500 possible. Our full time neighbors appreciate their tranquility and may contact the sheriff if disturbances occur. A $200 fee (plus damages or fines) may be applied if our staff needs to visit due to guest actions. - Dining: Close to renowned restaurants like Louis Louis, Down Island, Blue Mabel, Shunk Gulley, and many more. - $1,500 Accidental damage protection included. - 25-year age minimum. We are unable to rent to college groups or minor guests. - No parties or events. Host approval is required. - No smoking. - Accessibility: Three steps up to the first floor lead into the home; stairs connect the first and second floors.1 bedroom on first floor. - Safety & Cleaning: The home does have inside noise/crowd-gathering sensors (non-recording) and cameras (Cameras are over the front parking/entry and over the back deck for security). Security cameras monitor the pool and entry areas, and the home follows PMI Purify advanced cleaning protocols. - Noise/smoke sensor may be in place inside home. - Guest Screening: ID verification, signed Host rental agreement, online check-in, and background screening. Your Hosts: PMI Destin-30A As locals with over 30 years of experience on the Emerald Coast, PMI Destin-30A is committed to ensuring your stay is exceptional. We’re here to assist with every detail, from check-in to check-out, and provide a digital guidebook for seamless planning. Book your stay at Hidden Heaven today for a luxurious retreat with lakefront views, amazing amenities, and an unforgettable beach escape!

Welcome to Bay Breeze Retreat, a brand-new custom luxury home, a short walk from Choctawhatchee Bay! Experience the ultimate blend of comfort, convenience, and coastal living. Easy access to the pristine beaches of South Walton, world-class fishing/boating, scenic Highway 30A, great golf, and fantastic bayfront dining. This spacious retreat offers RV and Boat parking onsite and everything you need for an unforgettable family or group vacation. 2 house bikes are included! -5 spacious bedrooms, each with king-size beds and premium Sterns & Foster mattresses. -Each bedroom and living area features its own Roku Smart TV, 8 TVs throughout the home! 2 additional TVs are located on the pool deck. -Primary suites on both the first and second floors for added convenience. -4.5 modern bathrooms. -A private upstairs family suite features a bedroom, an ensuite bathroom, a separate kitchen, a dining area, and a living area with a 75” Roku TV. -Living and laundry areas on both floors. -Two fully equipped kitchens with modern appliances, 6-burner gas ranges, and ample counter space for preparing memorable meals. -Sleeps 16 with 5 king beds and 3 queen pop-up or sleeper sofas. -Over 4,000 square feet of beautifully designed living space. -Garage game area with pool and ping-pong tables, plus an Arcade machine with Ms. Pac-Man, Galaga, and many more arcade games! -Cable TV and Robust wireless internet are provided. -2 Natural Gas Tankless Water Heaters work in tandem for endless hot water. -2 house bikes for your enjoyment. -RV (30 and 50 Amp service) and boat parking on site, and boat launch minutes away. First Floor: Office, dining room, fully equipped chef equipped kitchen, open-concept great room with custom-built-in shelving and an 85” Roku Smart TV, primary king suite with ensuite bath, laundry area, half bath, and mud/sand room off the garage. Second Floor: Four king bedrooms, three full bathrooms (2 ensuite), larger loft living area with 75” Roku Smart TV, full-size washer/dryer, and self-contained family suite with full kitchen, dining room, and living area with another 75” Roku Smart TV. Outdoor Living & Details: Screened-in back patio, beautiful pool and spa, and a large pool deck. Pool/spa heat is available for an added daily fee. Natural gas BBQ for grilling and entertaining. Backyard with a natural vegetation buffer for privacy. Garage game area for entertainment: pool table, ping pong table, and arcade games. Large driveway with additional RV and boat parking (9’x50’). Electrical hookups with 30/50 Amp service. Easy access with only two small steps from the driveway to the first floor. Guest Access: Guests have full access to the entire home, including the private backyard, screened pool and spa, and ample parking. Location Highlights: Walk to multiple bayfront restaurants and entertainment venues, including The Bay, North Beach Social, and Farm & Fire. All amazing Chef Jim Shirley dining and entertainment concepts. Minutes to fishing and boating at Thomas Pilcher Park (four boat launches, fishing, swimming, public restrooms, and plenty of parking). Incredible sunset views! Next door to the complimentary Seaside Shuttle, which has direct access to the Seaside town center. Check for details, but it usually runs daily from 6 a.m. to midnight. 3-minute walk to Bay Baits, our top local full-service bait/tackle shop that also offers kayak fishing charters, ecotours, and rentals. And local tips for amazing local fishing! Approximately a 10-minute drive to Grayton Beach parking and shuttle directly to Grayton Beach. 15 minutes to Topsail Preserve State Park. Plenty of parking. Amazing beach, hiking, and coastal dune lake activities. 15 minutes to Santa Rosa Golf & Beach Club. Also close to Sandestin’s three resort golf courses and Windswept Dunes. Central location with easy access to Sandestin/Grand Blvd., Scenic Hwy 30A, multiple state parks, and Walton County’s special coastal dune lakes. Other Things to Note: 25+ age minimum for primary guest. We do not rent to groups of college students or minors, ID will be verified. $1,500 of no-fault accidental damage protection included. Beach gear (chairs, umbrella, beach wagon, and cooler) is provided. No pets allowed. No smoking inside the home. No parties or events. The home may have inside noise/smoke sensors and/or outside cameras. Your Hosts: PMI Destin-30A Locals with over 30 years of experience on the Emerald Coast, we are committed to ensuring your Emerald Coast stay is exceptional. Here to assist with every detail, from planning to check-in to checkout, and a digital guidebook with local details and vendors you’ll only find with us. Book your stay at Bay Breeze Retreat today and create memories that will last a lifetime!

Bay Place by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024 Welcome to Bay Place, an exquisitely transformed 1965 bay front masterpiece, lovingly reimagined as a vintage coastal retreat. Highlights: - On ‘The Bay’ in Santa Rosa Beach - A short drive to Grayton Public Beach Access (5.8 miles) - Private pool, treehouse with a wet and dry slide and spa - Stunning interiors - Dream kitchen - Dog-friendly! - Fishing pier, slip for up to 30’ boat - Gas grill Resting on nearly three acres of lush land, this three-bedroom, three-bath haven welcomes all, including your four-legged companions (Dog-friendly, no cats please). Inside, you’ll be awed by the remarkable transformation of this vintage property into a bayfront masterpiece. The converted atrium and cascading catwalk must be seen in person! A primary bedroom, king, has a gorgeous view, with a standalone tub, double vanity, and separate shower. The Guest Room, king, has a private bath with a tub/shower combo. The bunkroom is a delightful space with two built-in twin over full bunks. As a bonus, the spacious utility room features a queen Murphy bed and a fully renovated bathroom. The large private pool and the adjoining treehouse are a dream come true for kids: a slide plunges into the water. Take control of the spa by adjusting the temperature and set the mood with custom lighting. The sounds of the waterfall, along with incredible (do I dare say breathtaking?) views, well, these are next-level amenities. With calm waters, explore the gorgeous bay on a boat. Water enthusiasts will delight in the boat slip that can accommodate up to a 30’ boat rental. Or grab a kayak or paddleboard and scoot over to North Beach Social for lunch. Doesn’t get much better than this! This vintage coastal home turned masterpiece is your gateway to an unforgettable bay-front paradise. More than just a place to stay, this is an experience. And you’re going to love every moment. Welcome! Our dedicated team at Oversee 30A, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone’s throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line. Overview: - 3-night minimum - A short drive to Grayton Public Beach Access (5.8 miles) - A short drive to Blue Mountain Regional Beach Access (4.7 miles) - 3 bedrooms, 3 bathrooms - 2,952 sq ft - Private pool with spillover spa and customizable lighting features - Treehouse with wet and dry slide - Propane grill - Dog-friendly (NO CATS), dogs considered, an additional $210 nonrefundable fee for each dog - Wi-Fi - On-site parking for up to 10 vehicles - No smoking permitted anywhere on the property (interior or exterior) - Fishing pier - Boat slip for up to 30’ boat rental Overnight: SINGLE LEVEL - King in primary bedroom, with private bath, standalone tub, and TV - King in guest room with private full bath - Two twin over full beds in Guest Room with shared full bath - Bonus queen Murphy bed in utility room with shared full bath Check-in is 4:00 PM CST. Check-out is 10:00 AM CST.

Discounted Golf Cart Rental | Bring Your Boat | Private Pool Welcome to your 30A escape in Santa Rosa Beach! Located 2 miles from the Choctawhatchee Bay and Ed Walline Beach, this 3-bedroom, 2-bath vacation rental home is ideal for poolside lounging, beachcombing, boating, and pier fishing. Cook your fresh catch in the fully stocked kitchen, take a dip in the pool, watch a movie on the 65” TV, or play a game of foosball. Plus, a breezy golf cart ride is a great way to chase the sunset! -- THE PROPERTY -- TDT-290062 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 bunk bed (queen/king) - Sitting Room: 1 queen sleeper sofa - Additional Sleeping: 1 portable crib OUTDOOR LIVING - Private fenced pool (not heated, open year-round) - Gas grill - Picnic table, seating, poolside lounge chairs - Golf cart convenience package ($250 fee, paid on-site, waiver may be required) - Outdoor shower - Commercial ice maker (laundry room) INDOOR LIVING - TVs - Foosball table - Fireplace - Board games KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig, blender, toaster, microwave - Dishware/flatware, cooking basics & starter set of trash bags/paper towels - Dining table, breakfast bar, high chair GENERAL - Free WiFi - Central A/C & heat, ceiling fans - Washer/dryer, iron/board, hangers, ice maker - Linens/towels & starter toiletries, shampoo, hair dryer FAQ - Quiet hours (10:00 PM-6:00 AM) - 2 exterior security cameras (facing out) ACCESSIBILITY - Single-story home, 5 steps to enter PARKING - Driveway (4 vehicles) - Free street parking (first-come, first-served) -- THE LOCATION -- - Under 2 miles to Shunk Gulley (award-winning smoked tuna dip, oysters, local catch & views of Emerald Coast) - Under 2 miles to Ed Walline Public Beach Access - Under 2 miles to Cessna Landing Public Boat Ramp/Bay Access (parking/public restrooms) - 2 miles to Choctawhatchee Bay - 3 miles to Santa Rosa Golf & Beach Club - 4 miles to North Bay Social Club - 4-7 miles to Topsail Hill Preserve State Park, Eden Gardens State Park - 5 miles to Pilcher Park (parking/public restrooms) - 7 miles to Sandestin (shopping & dining destination) - 9 miles to Grayton Beach State Park - 10 miles to Seaside Beach - 18 miles to Choctawhatchee Bay Fishing Charters - 36 miles to Northwest Florida Beaches Int'l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Please observe quiet hours from 10:00 PM to 6:00 AM - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 5 steps to enter - The owner has negotiated a heavily discounted golf cart rental rate of $250, which is a flat fee for the duration of your stay, paid on-site. A waiver may be required before using the golf cart - Your safety matters. This property features 2 exterior security cameras. Camera 1 is in the front yard facing the front of the house. Camera 2 is a Ring doorbell device facing the front outdoor entry. The cameras do not look into any interior spaces. They record video and sound when activated by motion - A starter set of paper products and toiletries is provided; guests are responsible for supplying additional items for the remainder of their stay - Guests are responsible for placing trash at the curb for scheduled collections