Home Vacation Rentals By Owner In Holiday, FL

Showing 20 Of 85 Vacation Rentals
Slider Thumb
Exceptional(7)

Select Dates for Price
Private Vacation Home

Anclote Oasis - Tarpon Springs - Waterfront Sunsets & Private Pool

Holiday, Florida, United States

Experience an ultimate fun filled vacation in a Stunning 3-Bedroom, 2-Bath Home on the Anclote River.brbrEscape to paradise with this luxurious waterfront retreat, located just a short drive from Tarpon Springs. This exquisite 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and serenity. Whether you're lounging by the private saltwater pool, watching dolphins and manatees play, or enjoying breathtaking sunrises and sunsets, every moment here feels like a getaway. *Ask us about First Responder DiscountsbrbrProperty Highlights:brbr3 Bedrooms, 2 Baths with spacious living areasbrPrivate Screened Saltwater Pool overlooking the Anclote Riverbr50” TV by the pool for ultimate relaxationbrWaterfront Dock on Anclote Riverbr2 Bikes & 4 Kayaks for outdoor adventuresbrFully Equipped Kitchen for your culinary creationsbrDedicated Work Space with stunning river views for a productive daybrThis charming home is a welcoming retreat, ideal for guests seeking both relaxation and adventure. Spend your days exploring nearby attractions like the Tarpon Springs Sponge Docks, the vibrant restaurants in Dunedin, or enjoy the area's renowned breweries. For a taste of the crystal-clear Gulf waters and islands, simply hop on a boat for a quick ride.brbrWhether you're here for a weekend getaway or an extended stay, this home has it all. Book now and indulge in the tranquility and luxury that this riverside haven provides.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(1)

$278.19

/ Nightly
Private Vacation Home

Coastal Family Escape with Private Pool•Near Beaches

Holiday, Florida, United States

Slip into vacation mode in this bright, newly renovated home just minutes from Gulf Coast beaches and the Tarpon Springs Sponge Docks. Plenty of shopping and restaurants nearby. With 2 living rooms, there’s space for movie nights, games, and foosball. Step outside to your private oasis with a heated pool, outdoor dining, and a BBQ grill. brWhether you`re exploring the famous Sponge Docks, hitting the beach, or simply soaking up the sun at home, this retreat makes every moment feel like vacation.brbr• 3 Bedrooms — cozy, comfortable, and perfect for unwinding after a day in the sunbr• 2 Bathrooms — modern, spotless, and stocked with essentialsbr• ‍♂️ Heated Pool — warm, sparkling, and exclusively yours to enjoybr• Two Living Rooms — plenty of room to relax, gather, or spread outbr• ⚽ Foosball Table — built in fun for guests of all agesbr• Gourmet Kitchen — fully equipped for effortless home cooked mealsbr• BBQ Grill — perfect for poolside grilling and casual outdoor diningbr• Outdoor Patio — lounge, dine, and soak up the Florida breezebr• Pet Friendly — your four legged family members are welcome toobr• Beach Gear Provided — beach chairs, umbrellas, and a cooler for easy days by the oceanbrbrYou will have access to entire home and propertybrbrAlthough we’re not on‑site right now, we’re fully available to assist you by message or phone.brHouse Rules - enforced. Violation of any rules may result in immediate termination of your rental agreement without refund.brbrNo Smoking of any kind, including vaping, indoors. Please use the ashtrays provided and do not discard cigarette butts in the yard, driveway, pool, or toilets.brbrNo drugs or firearmsbrbrNo parties or eventsbrbrNo unregistered guests. Guest limits - As per occupancy code, maximum of 8 guestsbrbrNo local guests - if you are local, reach out before booking to clarify reason for staybrbrClose Doors & Windows When A/C or Heat is Onbrbr No Food or Drinks in the Pool. This helps prevent contamination and excessive cleaning.brbrExterior Security Cameras:brbrCamera 1: (front entry)brbrCamera 2: Above garage (facing driveway)brbrCamera 3: side yard (facing AC equipment)brbrCamera 4: Other side of homebrbrCamera 5: Looking towards front yardbrbrNote: Cameras are motion-activated and do not monitor interior spaces.brbrQuiet hours - 10:00pm to 7ambrbrNo confetti, no glitter, no taping/pinning decorations or items to walls/ceilings/furniturebrbrExtended stays of more than 2 weeks require a bi-weekly cleaningbrbrDog-Friendly — requires pet feebrbrBring up to 2 housebroken dogs under 50 lbs — $90 pet feebrbrNote: Dogs are not allowed in the pool or on furniture/beds. Please notify us if you intend to bring your dog at time of booking.brbrNo commercial use without authority - includes no filming/photographybrbrHouse amenities, internet service - although we and our teams diligently work together to make sure everything is perfectly, perfect for your stay, there are some things that are out of our control. We are not liable for any service interruptions or outages caused by the internet provider. We provide an initial stock of household essentials like toilet paper, paper towels, and garbage bags. For longer stays, you may need to purchase additional supplies. brbrNo mail or packages may be sent to our propertybrbrBy booking a stay with us, you are clearly agreeing to our entire house rules.brbr⚠️ Things to Know/Safety Disclaimerbrbr• Use of pool is at guests` own riskbrbr• Please supervise your children and petsbrbr• Pool heaters do not operate May–September (water temperature varies by weather)brbr• Quiet hours: 10 PM – 7AM (quiet family neighborhood)
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$290.83

/ Nightly
Private Vacation Home

Remodeled Lake Front Pool Home! Sleeps 13! Bring dogs and kids!

Holiday, Florida, United States

This 4 bedroom 3 bathroom WATERFRONT POOL home is essentially everything you and your family desire for a vaca, fishing trip, or both. Sleeping up to 5 to 13 people! Watch breathtaking sunsets from the dock, or enjoy the river using the tandem kayaks available. A scenic pool along with many lounge chairs for relaxation. Or even jump in your boat and get away for the day! Provides two living rooms and a game room, including a delightful foosball table, ping pong table along with many enjoyable bored games. A large 8 foot dining room table. The upstairs offers 2 queen beds along with a private bathroom. The significant master suit also offers a private bathroom and waterfront views from the bed. Washer and dryer available for your use. brbrGreat parking space available in the driveway. Access to the luxurious Lake Conley. Howard Park Beach conveniently a 20 min drive. Sponge docks merely 10 mins away. Access to Gulf of Mexico at Anclote park only a few minutes away!brbrDogs are allowed. There will be a $50 pet fee per dog. All pets Must be pre-approved, vaccinated, and leashed at all times when outside. The pet fee wont be included in your original booking. Sponge docks 4 miles, Beautiful brbrAttractions:brClearwater Beach 22.4 milesbrHoward Park beach 8 milesbrWorld famous Tarpon Springs Sponge Docks 4.2 miles brTampa International Airport 27 miles
Bed 4

Bed

Bath 3

Bath

Sleep 13

Sleeps

Slider Thumb
Exceptional(17)

$168.0

/ Nightly
Private Vacation Home

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

Holiday, Florida, United States

Escape to your peaceful Florida retreatbrbrEscape to our peaceful 2-BR Florida retreat located in a quiet neighborhood. Perfect for families, couples, or remote workers, this modern home comfortably sleeps up to 4 guests.brbrEnjoy blazing-fast 500 Mbps fiber internet, a dedicated workspace, a fully equipped kitchen, and a relaxing private screened porch.brbrYou're just minutes from Gulf beaches and the famous Tarpon Springs Sponge Docks.brbrYour serene Florida getaway awaits!brbrStep inside and feel right at home in this modern and serene retreat.brbrThe living area is bright, comfortable, and inviting . The perfect place to relax after a day exploring Florida’s beautiful Gulf Coast.brbrThis home is thoughtfully prepared to ensure a seamless and comfortable stay for remote workers, families, or anyone seeking a relaxing vacationbrbrKey Features:brbrHigh-Speed ConnectivitybrBlazing-fast 500 Mbps fiber internet and a dedicated workspace make this home ideal for remote work, streaming, and video calls.brbrComfortable BedroomsbrBoth bedrooms feature premium bedding for a restful night’s sleep.brbrFully Equipped KitchenbrThe modern kitchen is stocked with cookware, dishes, and appliances you'll need, including a Keurig coffee maker for your morning coffee.brbrPrivate Screened PorchbrEnjoy morning coffee or an evening glass of wine on the private screened porch surrounded by tropical greenery.brbrEntertainment & ConveniencebrStream your favorite shows on Smart Fire TVs in the living room and primary bedroom.brbrIn-Home Washer & DryerbrPerfect for longer stays and added convenience.brbrGuests will have private and exclusive access to the entire property.brbrEnjoy the convenience and privacy of self check-in using the smart lock.brbrYour private access includes:brbrThe entire 2-bedroom homebrThe private screened-in porchbrA fully fenced backyardbrDriveway parking for up to two vehiclesbrbrPrime LocationbrbrStay close to the best of Tampa Bay while enjoying a peaceful neighborhood setting.brbrNearby attractions:brbrGulf Beaches — 9 minutesbrTarpon Springs Sponge Docks — 10 minutesbrClearwater Beach — 30 minutesbrTampa International Airport — 40 minutesbrbrYou'll also be close to restaurants, parks, shopping, and local attractions.brbrPerfect Forbrbr✔ Beach vacationsbr✔ Remote work staysbr✔ Couples getawaysbr✔ Small familiesbr✔ Long weekend tripsbrbrSafety & SecuritybrbrFor safety and security, exterior Ring cameras are located outside the property.
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(8)

$303.47

/ Nightly
Private Vacation Home

New Riverside Retreat w/Pool & Dock

Holiday, Florida, United States

Welcome to our Riverside Retreat where you will enjoy incredibley relaxing peaceful days, and sunset views. Recently renovated 2 Bedroom, 2 Full Bathroom, pool home with dock on the Anclote River. This home is fully equipped and is ready for you to enjoy. Conveniently located and only a 9-minute drive to the World-famous Sponge Docks and minutes from our award winning beaches…Pets are allowed upon owner approval. Pet fee will apply. Fully fenced backyard.brbr*WIFIbrbr*4 parking spots (no parking on the street please).brbr*Trailer parking.brbr*Cameras on the exterior.brbr*1 King bed, 1 Queen bed, and a pull-out queen sofa bed in Family Room.brbr*Child’s Pack and Play.brbr*70-inch smart TV in the Family Room with Amazon Fire Stick.brbr*50-inch smart TVS in the Living Room and 2 Bedrooms with Amazon Fire Sticks.brbr*Freshly washed linens, towels, beach towels, kitchen towels, and potholders.brbr*Shampoo, conditioner, body wash, soap provided.brbr*Coffee and Keurig maker with Coffee, creamers, sugar, and tea.brbr*Silverware, Cutting knives, spatulas, wine/bottle opener, can opener, peeler, pizza cutter, and scissorbrbr*Measuring cups, spoons, and liquid measuring cups.brbr*Cutting boards, pizza tray, baking trays, strainers, bowls, and plastic storage containers.brbr*Baggies small and large, aluminum foil, saran wrap.brbr*Griddle, waffle maker, air fryer.brbr*2 Kayaks.brbr*Ping Pong table in the garagebrbr*2 beach chairs, umbrella, and wagon with sand toys.brbr*First Aid kit, rubbing alcohol, Q-tips, Sunscreen and more.brbr*Iron and ironing board.brbr* Games…Cards, Poker chips, chess set, Tic Tak Toe, Battle of the Sexes, True Colors, Taboo, Trivia Pursuit, Apples to Apples, Scabble, puzzles, and more.brbr*Washer and Dryer on the premises with soap, dryer sheets, and laundry baskets.brbr*Extra trash bags under the sink along with some cleaning supplies and dishwasher pods. Dishwashing soap on the counter.brbr*Salt pepper, oil, balsamic vinegar, some basic ingredients also available.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(10)

$232.4

/ Nightly
Private Vacation Home

Tarpon Springs Tropical House- 3 Bedroom/2 full bathrooms!

Holiday, Florida, United States

This excellent home has been furnished to an impeccable standard. It's the ideal retreat close to tarpon springs and the beach, for an exquisite & up-scale stay!. We believe it's the ultimate location to experience the Sunshine State the way it should be. Get ready to get inspired, Very close to some fabulous sites. Guaranteed enjoyment and relaxation. All-day long. Settle in by zoning out with whole family in a professionally cleaned home. Unfiltered fun for everyone!brbrThis beautiful 3 bedroom, 2 baths, 4 beds home is perfect for you to have an amazing time in the town with your family and/or friends! There are 3 bedrooms, one bedroom has a king bed, the other one has 1 queen bed and the third one has a bunk bed which has a full and twin bed!brbrLooking for entertainment Choose from a game of ping pong, indoor arcade basketball game, air hockey match and/or a game of darts!brOutdoor patio furniture and grill!brbrIt has a garage parking and a driveway big enough to park your boat and an incredible patio!brIt is the place to be!brbrHouse Tailored to Your Highest Standards.br• Proper design. Smartly Priced. Ready for Vacationbr• Fully equipped kitchenbr• Washer + Dryerbr• Location and convenience.br• 1st room-1 King Bed with TVbr• 2nd room-1 Queen Bedbr• 3rd room- 1 Full Bed 1 Twin Bedbr• Family Room- 1 Sofabr• Living room with TVbr• Air Hockey tablebr• Indoor basketball gamebr• Ping Pong tablebr• Dart boardbrbrKITCHEN: Fully equipped with pots, pans, plates, bowls, cups, mugs, silverware, ice maker, oven, coffee maker, blender, toaster, dishwasher & flatware. We have also gone the extra mile and included seasonings, coffee, sugar, and essentials needed to cook a good meal! We also provide body wash, shampoo and conditioner.brbrWe aim to please our guests by giving them the best accommodations and making their experience in our home the best! We are available through message forums 24 hours a day for any questions or concerns.brOther things to notebrWe are located just 2 minutes from Anclote Park which is a popular destination for its beach, fishing pier, excellent boat ramp and picnic pavilions for outdoor gatherings and 8 minutes from Tarpon Springs also known as the “sponge capital of the world,” it’s Greek heritage, you can enjoy great food, catch live entertainment, take a boat cruise, visit the sponge docks, aquarium and so much more. You can also enjoy Fred Howard Park which it’s only 15 minutes away it’s location provides access to the Gulf by a 1-mile long causeway. The white sandy beach is a popular swim area and also provides a perfect location to view spectacular sunsets.
Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps

Home Most popular vacation rentals in Holiday