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Holiday Rentals with Pools in Seaside

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    ₹ 23,535 Average
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    Travellers to Seaside are booking October dates now. Secure your holiday home today, and have the perfect trip.
    22 Matching Rentals in SeasideView all 70 rentals
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Balcony
    • Terrace
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dune Our Thing Welcome to 'Dune Our Thing,' located in the beautiful Cypress Breeze Plantation, one of the area's premiere gated communities in Santa Rosa Beach! This beautiful, three-level home features an updated, fully-equipped kitchen with plenty of seating for dining with the entire group. You...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Grill
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Daydreamin' Experience classic Florida charm in polished, light-filled surroundings at this delightful cottage in Santa Rosa Beach, where you'll be just a few minutes' walk from the white sugar sand! This air-conditioned family cottage features four porches where you can bask in the Gulf breeze, as...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Terrace
    • Washer
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Serenity Adrift Serenity Adrift, located just five minutes walk from Gulfview Heights Beach, features a community pool plus all the amenities you could ask for in a home getaway. You’ll find plenty of space in this two-story home with a loft and a furnished front porch. The interior was...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • Washer
    • Patio
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Turquoise Love Nestled in serene Blue Mountain Beach, this fabulous, two-story beach house boasts an open, light-filled family room and entertaining kitchen. Enjoy the fresh air from the two furnished porches, or head across the street to the Pool House where you can swim in the luxurious community...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Mountain Beach - Highland Park If you’re planning to visit Santa Rosa Beach for your next vacations, make sure to book this inviting, family-friendly beach home. This gorgeous rental offers an upscale kitchen with stainless steel appliances, a spacious living room with a giant wraparound...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Stroll 5 minutes to the shores of Ed Walline Beach Park or hop on the provided bikes to cruise the State Park trails - all the best of Santa Rosa Beach will be within arm’s reach when you book this remodeled 3-bed, 3-bath vacation rental! With 2 master suites, a private yard and pool access, this...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nivel Del Mar - Spanish for 'Sea Level' - invites you to experience a vacation in paradise; 2 minutes from the Emerald Gulf Coast and soft sands of Santa Rosa Beach, this 5-bed, 3-bath vacation rental welcomes pets. Popular restaurants include Shunk Gulley Oyster Bar and Stinky's Fish Camp - just 5...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Balcony
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOME HIGHLIGHTS: - Gulf front community pool - Private balcony with stunning views - Top of the line finishes throughout - 3 Adult Bikes - On site fitness center - This property comes with 1 dedicated parking spot - Complete Clean Linen Participant – ALL linens, including comforters laundered upon...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Waterfront
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOME HIGHLIGHTS: - Gulf front community pool - Private balcony with stunning views - Top of the line finishes throughout - 3 Adult Bikes - On site fitness center - Complete Clean Linen Participant – ALL linens, including comforters laundered upon every check out EXECUTIVE ACCESS: Guests staying at...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home Highlights :  - Gulf front community pool - Private balcony with stunning views - Top of the line finishes throughout - 3 Adult Bikes - On site fitness center - ALL linens, including comforters laundered upon every check out Executive Access : Guests staying at this property...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Patio
    • Grill
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOME HIGHLIGHTS: - 50 feet from private beach - Spectacular Gulf views - Near excellent restaurants, including Shunk Gulley - 5 adult bikes - Community pool - Gas grill - Professionally decorated - Beach access right across the private street - Private elevator - Parking for 3 vehicles - 2 in the...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOME HIGHLIGHTS: - Gulf Views - 4 Adult Bikes - Private, Gated Community with Community Pool - Pool will be heated for Spring and Fall Months Only - Convenient Location - Walking distance to the beach - Steam Room SLEEPING ARRANGEMENTS FIRST FLOOR: Guest Bedroom: King Bed, Private Bathroom with...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our new beautiful 4 bedroom 3 bath home sits directly on the sugary, white, sandy beaches in South Walton close to Gulf Place Home is approximately 2000 square feet with great views of the GULF from almost every room and flat screens in the greatroom and all 4 bedrooms. Upstairs master suite...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay and play within 1 mile of Blue Mountain Beach at the ‘Salty Goblin,’ a beautifully updated vacation rental! Brand new furnishings give this 4-bed, 3-bath Santa Rosa Beach house a hotel-like feel, while the full kitchen and open living area make the space feel like home. Host dinner al fresco...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An unforgettable getaway awaits at this lavish 4-bedroom, 2.5-bath vacation rental home in Blue Mtn. Beach on the Scenic Hwy 30A. 'Happy Place' is only 5 mins from a luxurious community pool and 10 mins to the beach, golfing, and highly acclaimed restaurants. Whether you spend your days sipping...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A luxurious beach vacation awaits at this 4-bedroom, 4.5-bathroom vacation rental home in the heart of Santa Rosa Beach. Located a mere mile from the beach, 5 minutes from the Gulf Place Town Center, and a short drive from golf courses, this modern home offers access to the best of the Florida...
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    Location Information
    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Balcony
    • Washer
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Craving surf and sunshine? Book a trip to this lavish 2-bedroom, 2-bathroom vacation rental condo in Santa Rosa Beach. Located at Gulf Place Caribbean, mere steps from the Gulf of Mexico, this spacious home for 8 offers access to 2 pools, a private patio, and more! Whether you spend your days on a...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your coastal retreat to this charming 2-bedroom, 2-bath vacation rental condo just across the street from the Gulf of Mexico! With enough space to sleep 6 beachgoers, this 1,096-square-foot abode offers a nautically themed interior, fully equipped kitchen, and access to all of the Gulf Place...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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