Home Vacation Home Rentals By Owner In Holiday, FL

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$190.56

/ Nightly
Private Vacation Home

Charming and Spacious 4-bedroom House Near Beaches

Holiday, Florida, United States

Welcome to your perfect coastal getaway! brbrThis beautifully maintained 4-bedroom, 2-bathroom home offers the ideal blend of comfort, space, and location—just minutes from stunning beaches, local dining, and family-friendly attractions.brbrThe Space brStep inside to a bright and open living area designed for relaxation and connection. With four spacious bedrooms, there’s plenty of room for families, groups, or multiple couples to unwind comfortably. The two full bathrooms are modern and well-appointed, making it easy for everyone to get ready for a day in the sun.brbrSleeping Arrangements br- Primary bedroom: King bed br- Bedroom 2: Queen bed br- Bedroom 3: Queen bed br- Bedroom 4: Queen pullout perfect for kids or extra guests) brbrAmenities You’ll Love br- Fully equipped kitchen for home-cooked meals br- Cozy living room with smart TV br- High-speed WiFi br- Washer and dryer br- Outdoor seating area for morning coffee or evening relaxation br- Free parking on-site brbrLocation, Location, Location brJust a short drive to pristine sandy beaches, you can spend your days soaking up the sun, swimming, or enjoying water activities. Nearby, you’ll find great restaurants, shops, and entertainment options to suit every taste.brbrPerfect For brFamily vacations, beach trips with friends, or a relaxing escape from everyday life.brbrBook your stay today and experience comfort, convenience, and coastal charm all in one place!
Bed 4

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Bath 2

Bath

Sleep 8

Sleeps
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$172.15

/ Nightly
Private Vacation Home

Beachy Holiday Home- 3/2 up to 5 guests

Holiday, Florida, United States

Bring the whole family to this great Florida style home. Centrally located in Holiday, close to beaches, parks & world famous Sponge Docks.brbrAnclote Gulf Park- 6 milesbrKey Vista Nature Park- 5 milesbrTarpon Springs Sponge Docks- 4 milesbrAnclote Beach- 5 milesbrFred Howard Park- 7 milesbrInnisbrook Golf Resort & Spa- 8 milesbrHoneymoon Island State Park- 15 milesbrClearwater Beach- 23 milesbrTampa International Airport- 28 milesbrBusch Gardens- 31 milesbrDisney World- 94 miles
Bed 3

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Bath 2

Bath

Sleep 5

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Very Good(3)

$286.68

/ Nightly
Private Vacation Home

Beautiful Waterfront Family Retreat with Hot Tub Near Beaches and Parks!

Holiday, Florida, United States

Hollywood of the East. Whether you are coming for work, family, theme parks, Yankees games, or any of the other amazing reasons to come to Florida, we want to say to you, Welcome Home!brThis peaceful, ocean blue two story smart home Located right across the street from the Gulf of Mexico, situated on a Lake, is our warm, farm style beach house in a safe, family friendly neighborhood. Our lodging is very comfortable and gives you all of the amenities of a big, warm home while being just minutes away from the hustle and bustle of Tampa Bay, Clearwater Beach and St Pete!brOff street parking for two cars (and vehicles also available for rent direct or with Turo), white picket fence to keep kids and pups safe (please clean up after both!), and plenty of seating all around outside for great times!brCome into the entryway and find a welcoming space to take off your shoes (please) and enjoy brand new floors throughout the home, an open living room that shows off the beautiful view and wraps around to the waterfront kitchen and dining room.br There are multiple big, comfy, leather chairs in the living room with a big screen TV, microfiber sectional and couch. brTo the left downstairs is a waterfront master downstairs with king and en-suite, private bathroom and tv and dresser connects to the freshly painted lanai where the hot tub overlooks the water. This extra large room is more like an efficiency. The closet is off limits but there are plenty of dressers and drawers to make yourself at home. brDirectly in front of the lanai is a little meditation area directly overlooking the water with a bowl of stones, and two reclining leather chairs to rest and find soundness of mind while on vacation. brWith an outdoor bar connecting to the kitchen you can enjoy pristine butcher block countertops, a not empty fridge and dining room are filled with cookware, drinkware, silverware, cups, keurig or coffee maker, seasonings as well as basic cleaning supplies to get you started on your home away from home vacation. (We all need Ketchup at some point)brThere is a washer and dryer room for your convenience outside of the remote dual office room near the main bathroom to handle all your muggles troubles from beach days or theme park trips.brThe lanai is furnished with plenty of seating and our beautiful hot tub with two speed jets, heat control, waterfalls and lights, and has plenty of seating to look at the water or enjoy the yard and playground. The large dining room and kitchen open up to the outside so you can easily serve to the lanai or just overlook the water from any room downstairs. The kitchen and pantry is always open.brNext to the office room is the guest bathroom. Enjoy agreeable gray renovated shower and toiletries. brUpstairs is the kids space. There is one room with toys, a full size bed, bathroom and tv. The other room is suited for older kids and has a plush queen bed, computerm gaming system and desk space perfect for a gamer, adult or child to enjoy. Room had a dresser and end tables. br All occupants are responsible for themselves, the unit, surroundings and their guests while on property. If you clean up after yourself, you will get your cleaning fee back. If you have a problem, you will be expected to seek a solution before a refund. We offer our home to give others an affordable, clean, modern, safe, alternative to traveling comfortably with kids to Florida. In order to continue to do that we need to leave the air off or reasonable (68-72 winter and 72-77 in summer), be mindful of water use, do not take any of our belongings, clean up after yourself, and make beautiful memories. brCome enjoy the wide variety of amenities and the space that you deserve to enjoy and relax in a perfect countryside setting while still being able to do whatever you want, whenever you want. Boat deals.
Bed 3

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Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(1)

$169.49

/ Nightly
Private Vacation Home

Sunny Serene Staycation

Holiday, Florida, United States

Kick back and relax in this calm, stylish space. The home is located just 15 minutes away from Honeymoon Beach, Howard Park Beach and Sunset Beach.br It is a 2 bedroom home but the large Florida sun room truly makes it feel like a 3 bedroom home. The open concept layout is very spacious and there is plenty of room to relax on the patio in the front and back of the home.
Bed 3

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Bath 1

Bath

Sleep 6

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Exceptional(7)

$343.17

/ Nightly
Private Vacation Home

Baileys Bluff Waterfront Escape, Heated Pool near Gulf Island Beaches

Holiday, Florida, United States

Waterfront Views, Heated Pool, Kayaks and wave runners available for Rentbr5 miles from Tarpon Springs brbrPlaces to visit brbr* Key Vista Nature Preserve: .05 miles br* Anclote Gulf Park: 1.4 miles br* Anclote River Park: 2.6 miles br* Tarpon Springs Docks: 5.7 milesbr* Fred Howard Park Beach: 8.5 miles br* Downtown Palm Harbor: 11 miles br* Dunedin Causeway Beach: 16 miles br* Honeymoon Island State Park: 17 miles br* Clearwater Beach: 23 milesbrbrTheme Parksbrbr* Busch Gardens: 31 miles br* Adventure Island: 31 milesbrThe spacebr3 Bedroom, 2 Full Bathrooms , 2 car garage home brbr* Living Room: has a Queen memory foam pull out bed. 2 Reclining Chairs and a 75” smart tv brbr* Master Bedroom: King size bed and 50” smart tv brbr* Guest Rooms 2: Queen size bed with 43” smart tv brbr* Guest Room 3: 2 Trundle beds sleeps 4 with 42” Fire stick tv brbr* Graco Pack n Play Available brbr* Work space with deskbrbr* Washer and Dryer Availablebrbr* Patio Area sits 7 and overlooks the canal with water access to the best islands: Anclote key, Three Rooker, Caladesi Island, Honey moon islandsbrbr* Kayaks Available for your enjoymentbrGuest accessbrDock is Available to sit, fish, dock your boat. Boat lift is not available brbrKayak are still available to launch off the left side off the dock (Please wear water shoes for your safety) brOther things to note brWave Runner Rental Available. br* $100 per Hour for 1 Wave Runner br* $350 for 4 Hours for 1 Wave Runnerbr* $700 for 4 Hours for 2 Wave RunnerbrbrVisit br- Anclote Key Island 20 minutes from our dock brbr- Three Rooker Island 30 minutes from our dockbrbrPlease message us for questions
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$203.71

/ Nightly
Private Vacation Home

beaches house near by beach

Holiday, Florida, United States

This location is very convenient to go anywhere you want! Fred Howard park beach only 6.6 miles away. all the beaches are nearby the house in 10-20minuts. The Fred Howard park only 6 miles away . you can get BBQ there. Then you can drive to Howard park beach in 2 minutes you will get much fine there for all day. Also you can drive to Sunset beach, it only 5.5 minutes away. It take 10 minutes to the golf course.also it only take 8 minutes to Tarpon spring golf course only 4 miles away. It only take 8 minutes to the Clear Kayak Tour of Tarpon Springs Sponge Docks & Mangroves,brYour cozy getaway awaits in Holiday at this charming house. With 3 bedrooms including 1 king bed and 2 queen beds, this excellent property offers a peaceful retreat for guests. Enjoy the living room with a sofa bed for additional space. Experience what Holiday has to offer with a stay at our house. if you have pets with you ,it will be safely with front of patio and fenced yard.
Bed 3

Bed

Bath 1

Bath

Sleep 6

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$371.8

/ Nightly
Private Vacation Home

Soothing 3-bedroom house with AC in Pasco county

Holiday, Florida, United States

Discover this superb 3-bedroom gem in Holiday. This charming house features 2 queen beds, 1 full bed, and 3 bathrooms with showers. With AC and heating, guests can relax in the cozy living room with a sofa bed. You're sure to make fantastic memories with a stay at our place. Minimum 30 days.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(33)

$113.28

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Private Vacation Home

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Holiday, Florida, United States

Welcome to Summer Breezes Holiday, your perfect vacation rental located in the charming town of Holiday, Florida. Our property is designed to provide you with a comfortable and relaxing stay, with all the amenities you need to make the most of your vacation.brbrSummer Breezes is a private and elegant suite attached to the main house. Our suite is thoughtfully designed with your comfort in mind, featuring a spacious bedroom, a modern bathroom, and a cozy living room. The bedroom is furnished with a comfortable queen-sized bed, luxurious linens, and a 4K 43 flat-screen TV. The living room is equipped with a sofa, a table with two chairs and a 32 flat-screen TV.brbrOur suite also features a fully equipped kitchenette, complete with a microwave, full-size refrigerator, coffee maker, and all the necessary utensils and cookware. You can cook your own meals or enjoy local cuisine at the nearby restaurants.brbrSummer Breezes is located just a 12-minute drive from some of Florida's most beautiful beaches, including Anclote Key Preserve State Park, Howard Park Beach, Sunset Beach, Honeymoon island park beach, and Clearwater beach. These beaches offer pristine white sand, crystal-clear water, and a wide range of water activities, such as swimming, fishing, boating, and more.brbrIn addition to the beaches, Holiday, Florida is a popular vacation destination with a variety of places of interest to explore. You can visit the famous Tarpon Springs Sponge Docks, which offer a glimpse into the town's Greek heritage and provide opportunities for shopping, dining, and entertainment. You can also enjoy outdoor activities at the Werner-Boyce Salt Springs State Park, which offers hiking trails, kayaking, and fishing.brbrAt Summer Breezes, we are committed to making your vacation as enjoyable as possible. We provide our guests with free Wi-Fi, a private entrance, and a free parking space. Our property is located in a quiet and peaceful neighborhood, providing a relaxing and tranquil setting for your stay.brbrIn summary, Summer Breezes is the perfect vacation rental for travelers who are looking for a comfortable and convenient stay in Holiday, Florida. With our prime location, thoughtful amenities, and commitment to guest satisfaction, we are confident that you will have an unforgettable vacation experience. Book your stay today and experience the best of Florida!
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$125.19

/ Nightly
Private Vacation Home

Holiday Vacation Home

Holiday, Florida, United States

Welcome to the Holiday Vacation Home! Located near attractions like Tarpon Springs/Sponge Docks, Clearwater, New Port Richey, Tampa, St Pete, Dunedin, Fred Howard Park & more!brbrHome includes a fully equipped kitchen, dining room, living room & family room! In true Florida fashion the home features a lanai leading to a small backyard patio.brbrBrand new AC unit installed in 2024 to keep you comfortable!brbrPerfect home to unwind in after a long day exploring the local beaches, restaurants and shops!
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(3)

$212.07

/ Nightly
Private Vacation Home

Lakeside Retreat! Kayaks, Firepit, BBQ, WiFi & More – Near Beaches, Fishing & Outdoor Adventures!

Holiday, Florida, United States

Looking for a great deal Discounts are automatically applied based on your length of stay. No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price.brbrWelcome to your perfect getaway! Nestled by the serene waters, this charming lakeside home offers a blend of relaxation, adventure, and modern comfort. With stunning views and direct access to the lake, you can immerse yourself in nature while enjoying all the conveniences of a well-equipped retreat. brbr brbrProperty Features: brbr2 Bedrooms & 2 Bathrooms: This cozy home features 2 spacious bedrooms and 2 full bathrooms, comfortably accommodating up to 6 guests. Each bedroom is tastefully decorated to provide a restful night's sleep after a day of lakeside fun. 1 Bathroom is inside and one is located in the garage brbr brbrScreened-In Porch: Start your mornings with a cup of coffee or unwind in the evenings on the screened-in porch. Enjoy the fresh air and picturesque lake views without the bother of insects. brbr brbrOutdoor Amenities: brbrKayaks: Explore the beautiful lake with the 2 kayaks provided. Whether you're an experienced paddler or a novice, the calm waters are perfect for leisurely exploration or a bit of exercise. Please be aware there are gators in lakes in Florida. There are 2 life jackets for the kayaks. brbrFirepit: Gather around the firepit as the sun sets, sharing stories and roasting marshmallows. It's the perfect spot for stargazing and creating lasting memories with family and friends. brbrBBQ Grill: Cook up a delicious feast on the BBQ grill, located conveniently for outdoor dining. Savor your meals with a scenic backdrop and the soothing sounds of nature. brbrInterior Features: brbr brbrLiving Area: The cozy living area is designed for relaxation, with comfortable seating and a large flat-screen TV for movie nights or catching up on your favorite shows. Netflix and Amazon Apps on Smart TV. brbr brbrKitchen: The fully equipped kitchen has everything you need to prepare meals, including oven, microwave, toaster, airfryer, blender, coffee pot, cookware, and utensils. Whether you're whipping up a quick snack or a gourmet dinner, you'll find everything at your fingertips. brbr brbrDining: Enjoy your meals at the dining table with panoramic views of the lake, or take your dining experience outdoors to the backyard picnic table or around the firepit. brbr brbrAdditional Amenities: brbr- Wi-Fi: Stay connected with high-speed internet access, perfect for remote work or streaming entertainment. brbr- Parking: Parking space for guests' vehicles. You can park in yard next to driveway. brbr- Escape the hustle and bustle of everyday life and immerse yourself in the tranquility of our lakeside home. With activities for every season and comforts for every guest, this property is the ideal brbr destination for your next vacation. Book your stay today and create unforgettable memories by the lake! brbr- 7 miles from the Anclote Park beach that has a very nice swimming area and has bathroom facilities. brbr- 8 miles from the Fred Howard Park, which has another great swimming area and has bathroom facilities. brbr- Fishing Poles brbr- Binoculars brbr- Cooler brbr- 5 Beach Chairs/Umbrella brbr- 5 Beach Towels brbr- Kids Beach toys brbr- Yard/Ladder Golf Game brbr- There is a Ring Camera for your safety brbr brbrNo Cats allowed at the property brbr brbrAdditional items to know: brbr- Close to Anclote boat ramp, only 10.00 dollars per day for use. brbr- 15 minutes/5.3 miles to Tarpon Springs brbr brbr- 23 minutes/8.1 miles to Fred Howard State Park and Beach brbr brbr- 47 minutes/26.9 miles to Weeki Wachee State Park brbr brbr- 34 minutes/17.9 miles to Sun West Park and Beach brbr brbr- 33 minutes/15.9 miles to Honeymoon Island and Caladesi Island brbr brbrNOTE: Any stays longer than 45 days must have mid-stay cleans. The length of the trip will determine how many. Cost will be billed separately. No exceptions and please contact the Property Manger with any questions.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Very Good(6)

$170.09

/ Nightly
Private Vacation Home

Tranquil 4-bedroom house near beaches

Holiday, Florida, United States

Located in Holiday, this superb 4-bedroom house offers a brilliant escape for guests. With 1 king bed and 3 queen beds, everyone will have a comfortable place to rest. Enjoy the beautiful beaches nearby or visit the nations Greek paradise. Located centrally to Tarpon springs and New Port Richey, you'll find everything you need for a relaxing stay. You're sure to make fantastic memories with a stay at our place!
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$282.08

/ Nightly
Private Vacation Home

COZY HOLIDAY HIDEOUT

Holiday, Florida, United States

Welcome to Cozy Holiday Hideout, your peaceful Gulf‑Coast escape in the heart of Holiday, Florida located on the outskirts of Tampa Bay. This charming 2‑bedroom, 1.5‑bath retreat is designed for comfort, relaxation, and easy Florida living — perfect for couples, small families, or anyone looking to unwind near the water.brbrRelax in ComfortbrStep inside to a bright, modern space featuring:brbrSleek porcelain tile flooring throughoutbrbrA fully updated kitchen with quartz countertops and stainless appliancesbrbrA unique juice‑bar/office nook ideal for remote work or casual diningbrbrA cozy living room filled with natural lightbrbrA master bedroom with a floating cabinet and private half bathbrbrA beautifully updated full bathroom with subway‑tile accentsbrbrFresh interior and exterior paint in calming, modern tonesbrbrEnjoy the Florida LifestylebrSip your morning coffee in the inviting Florida roombrbrStretch out in the spacious backyard and soak up the sunshinebrbrDrop the protective window awnings for shade or storm seasonbrbrPark with ease in the garage featuring a clean, epoxy‑finished floorbrClose to EverythingbrYou’re just minutes from some of the area’s best attractions:brbrTarpon Springs Sponge Docks — authentic Greek cuisine & waterfront shopsbrbrAnclote Gulf Park — beaches, fishing, and unforgettable sunsetsbrbrKey Vista Nature Park — trails, wildlife, and scenic viewsbrbrRiver Park — dog‑friendly walking pathsbrbrEasy drives to Tampa and St. PetebrbrWhether you’re here for sunshine, seafood, or a quiet place to recharge, Cozy Holiday Hideout offers the perfect blend of comfort, charm, and convenience.
Bed 2

Bed

Bath 1

Bath

Sleep 4

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$286.16

/ Nightly
Private Vacation Home

IMMACULATE MINIMALIST RETREAT

Holiday, Florida, United States

Move-In Ready Gem in Beacon Square – Holiday, FL Welcome to your dream home in the beautiful Beacon Square subdivision! This charming single family vacation rental has 2-bedroom, 1.5-bathroom offers modern upgrades, thoughtful design, and a peaceful lifestyle just minutes from Florida’s stunning Gulf Coast. Interior Highlights: • Porcelain tile flooring throughout for a sleek, durable finish • Quartz kitchen countertops with stylish modern cabinetry • Stainless steel appliances including a slim over-the-range microwave and dishwasher • Unique juice bar area with extra cabinets and counter space, also perfect for office space or casual dining • Floating cabinet in the master bedroom for added elegance • State-of-the-art bathroom accessories with subway tile backsplashes • Spacious living room filled with natural light and a convenient coat closet at the entry • Primary bedroom features his-and-hers closets and an en-suite half bath • Hall bath includes a full-size tub and premium upgrades. • new roof for peace of mind during high winds or hurricanes. •. Interior and exterior freshly painted with modern neutral colors • Garage floor treated with fresh epoxy for a clean, polished look. • All windows equipped with protective awnings—just drop them down during hurricane season • Sliding doors lead to a cozy Florida room, ideal for morning coffee or evening relaxation • Expansive backyard to hang out and soak up the sun. Home blends comfort, style, and practicality in one perfect package. brTake a 10-minute ride and enjoy Authentic Greek cuisine at the famous Sponge Docks, Anclote Gulf Park with beautiful beaches and romantic sunset in the evenings is only a 6-minute drive, Pavillion picnic tables right on the waterfront waiting for you. The River Park has dog walk, Key Vista Nature Park, fishing. Easy drive to Tampa and St. Pete.brBOOK NOW!
Bed 2

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Bath 1

Bath

Sleep 4

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Exceptional(1)

$230.51

/ Nightly
Private Vacation Home

Lovely 2-bedroom/2-bathroom-pet friendly-house with in pleasant Holiday

Holiday, Florida, United States

Located in Holiday, this house is a dream for travelers seeking a welcoming retreat. With two bedrooms, including a queen bed and a fun bunk bed, guests find plenty of space to relax. The two bathrooms feature showers and hair dryers, making mornings easy and comfortable. Whether you’re cooling off or warming up, the house offers air conditioning and heating to suit your needs. Simple touches like an iron add convenience to your stay. This terrific home invites guests to unwind and enjoy a wonderful getaway. Enjoy all that Holiday has to offer when you stay at our place.
Bed 2

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Bath 2

Bath

Sleep 5

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Exceptional(1)

$144.48

/ Nightly
Private vacation home

Boho House

Holiday, Florida, United States

Bed 3

Bed

Bath 1

Bath

Sleep 5

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Exceptional(1)

$194.24

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Private vacation home

3-bedroom house in Holiday,FL with a beautiful pool oasis. Pool is heated

Holiday, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$179.26

/ Nightly
Apartment

We are the coolest hosts on the planet! You will love it here!

Holiday, Florida, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$169.49

/ Nightly
Private vacation home

Sunny Serene Staycation

Holiday, Florida, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$168.00

/ Nightly
Private vacation home

Modern Retreat, 9 Mins to Beach, Fast Wi-Fi

Holiday, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

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Exceptional(1)

$166.80

/ Nightly
Private vacation home

Close 2 beach-Leaning Palm Tree\" 55 4KRoku-Floridian colors-King-Queen-2 single

Holiday, Florida, United States

Bed 3

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(1)

$148.00

/ Nightly
Private vacation home

Serene Lakefront home in Tampa Bay, close to beaches and downtown Tarpon Springs

Holiday, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

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Exceptional(1)

$125.60

/ Nightly
Private vacation home

Fully furnished 2-bed/ 1Bath house near hospitals and beaches/newly updated

Holiday, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$86.24

/ Nightly
Private vacation home

Private Guest Suite in Holiday, FL

Holiday, Florida, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$118.53

/ Nightly
Mobile home

Cozy 2-bedroom in lovely Holiday a family and pet friendly home

Holiday, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

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