House vacation rentals in Holiday

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Top-rated house rentals in Holiday

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of a charming blue beach house is surrounded by lush palm trees and vibrant landscaping. A spacious front yard features a green lawn and neatly trimmed bushes, while a driveway accommodates parked vehicles. Sunlight filters down, creating a warm atmosphere.

Home in Clearwater Beach

4.97 out of 5 average rating, 113 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

House sleeps 6 - Private patio and Hot Tub, Wifi, Grill . '32 Steps to the Beach' is a charming and cozy Clearwater Beach retreat in a TOP LOCATION. The pristine Gulf Beach is just across the street! We also have a Cottage at the same address and they can be rented separately or together. Covid-19 UPDATE - See below. To book the House & Cottage or the Cottage on its own please see the links to their descriptions at the right of this page. THE HOUSE is a tastefully decorated, upscale and well-equipped beach home that has been completely remodeled. It sleeps 6 guests and offers 3 bedrooms, 2 bathrooms, an open kitchen and a cozy living/dining area with a sofa sleeper. You will love the secluded, tropical patio which offers a hot tub and a BBQ for relaxing moments. The property is located in a quiet and upscale, residential neighborhood of Clearwater North Beach, just across the street of the beautiful and pristine Gulf Beach. Clearwater Beach with its vibrant public beach life, various shopping opportunities and diverse restaurants is just a mile away. The House and Cottage can be BOOKED TOGETHER OR SEPARATELY and are the perfect place for families, family get togethers or romantic get-aways. It is NOT SUITABLE FOR SPRINGBREAKERS or any group that wants an environment that allows loud parties. THE AWARD-WINING GULF BEACH IS ONLY 32 STEPS AWAY! Grill, TVs, cable, WIFI, multiple driveways for parking, beautiful landscaping. Walk to shopping, dining or island attractions. Take the public trolley around the island or go as far south as Treasure Island! Check-in is 4:00pm or later; check-out is promptly at 10:00am to leave time for cleaning crew. IMPORTANT: We do not advertise on Craigslist! Be safe and only deal with the owner. COVID-19 Pinellas County is open for short term vacation rentals with guidelines that we are following in full. We take the safety of our guest and cleaning staff extremely seriously. Our cleaning crews are using sanitizer and disinfectant on all surfaces before your arrival and as cleaning is taking longer than previously it is unlikely that we can offer early check-ins or late checkouts. Our houses have well equipped kitchens and we believe that separate units are the best option for vacationing in the time of Covid-19. Florida is seeing an increase in cases at the moment and we stress the importance of guests taking travel insurance that would cover them in the event that they no longer want to travel to Florida. In the event that the administration halts vacation rentals we would of course refund guests as we could no longer accept them. We have to stress that after two months of cancellations and re-bookings we will not be able to offer refunds if Clearwater Beach remains open for vacation rentals but guests decide not to travel.

Guest favorite

A woven tray rests on a patio surface, displaying a glass pitcher and four clear glasses. In the background, a heated saltwater pool glimmers under a bright sky, surrounded by lush greenery and a tranquil lake.

Home in Seminole

4.89 out of 5 average rating, 122 reviews

Stunning Lakefront-King bed - 10 min to beaches

Relax with the whole family by the lake! Get out the fishing rods to catch bass in the lake. This gorgeous house has everything you need for a perfect vacation! Grill out and have dinner while watching the sunset by the lake, enjoy a perfect swim in the amazing heated pool, or just sit back and enjoy the view. We have recently upgraded to a salt water pool, making the water gentler on your skin, eyes and hair. The home is a short 10-minute drive to the beach access. Pet friendly with a fee.

Top guest favorite

A modern living area features a spacious gray sectional sofa adorned with blue accent pillows. Natural light floods in from large windows, illuminating a light-colored rug with a starfish design. A dining table is centrally located, with a contemporary pendant light hanging above.

Home in Indian Rocks Beach

4.99 out of 5 average rating, 166 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home. Sand,sun and ocean breeze are waiting for you. Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and still walking distance from restaurants,bars and stor. BTR#2099

Top guest favorite

A bright living room is furnished with a comfortable beige sofa adorned with decorative pillows. Natural light streams through the large windows, and sliding glass doors lead to an outdoor space. A light blue coffee table sits on a patterned rug, complemented by a cozy armchair.

Home in Largo

4.96 out of 5 average rating, 128 reviews

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

Top guest favorite

The living room features a dark wood entertainment center adorned with family photos and decorative items. Two brown leather sofas are positioned around a circular coffee table, which holds colorful decorative eggs. A lamp provides soft lighting beside a window with shutters.

Home in Tampa

5 out of 5 average rating, 185 reviews

Multi-Award Winning & Top 5% Rated on Airbnb

“The Pickett Fence” is a recognized Historic Farmhouse Inn that was built in 1920’s. ~SORRY, NO CHILDREN!~ Included: *Free WiFi *FireStick, Netflix, Hulu, Peacock, MAX *Paramount+ *3 large bedrooms W/TV & Fire-stick *2.5 baths *Chef Gourmet Kitchen & amenities *Private Hot-tub for 6 with Bluetooth Only minutes away to- 😍 Ybor Downtown Amalie Arena Convention C. Riverwalk Raymond Stadium Adventure Is. Busch Gardens USF T.I.A International Mall Westshore Mall 20-25 Minutes to- Beaches

Guest favorite

A well-equipped kitchen is featured with dark wooden cabinets and granite countertops. Stainless steel appliances, including a microwave and dishwasher, are visible. A spacious sink is positioned under a window, and a cozy dining area with wooden chairs is included in the layout.

Home in Indian Rocks Beach

4.85 out of 5 average rating, 218 reviews

#3 Beach house 2/1 only 3 min walk to the beach

One block to the beach, quiet and safe 2 br, 1ba, 700 sq.ft. well equipped kitchen, lots of pots and pans, blender, mixer, regular coffee maker, toaster, tea kettle. High quality mattresses, front patio well equipped, 3 TV:S - in all rooms, charcoal grill, 19 towels: 4-shower, 4-hands, 4-wash cloth, 4- beach towels, 4 beach chairs, a cooler, hair dryer, iron, ceiling fans, parking for 2 cars. No steps, your private and free laundry. Large tree provides shade, close to restaurants.

Guest favorite

The living area features a serene color palette with light gray walls. A comfortable sectional sofa is positioned alongside a coffee table. An accent rug adds color to the space. The room is illuminated by natural light from large windows, complemented by a ceiling fan and modern artwork.

Home in St. Petersburg

4.9 out of 5 average rating, 101 reviews

Gulf Coast Luxury 4B|2B

5 min drive to the sugary white sand of Madeira Beach, yet nestled in a quiet neighborhood. This newly renovated house is gorgeous! 3 cruiser bikes and beach toys are provided! Pinellas bike trail is close. A big back yard for BBQ's, dining or chilling around the fire pit in the evenings. Chair swing & hammock, WiFi, walk to Publix grocery, and several restaurants. Famous John's Pass is close, as is Gulf Blvd with its numerous restaurants, bars, coffee shops, ice cream and shops.

Superhost

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

Home in Seminole

4.91 out of 5 average rating, 284 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

Guest favorite

The spacious kitchen features a large central island with seating, complemented by modern cabinetry and stone countertops. A built-in entertainment unit rests against a wood-paneled wall, while a window allows natural light to flood the area. Appliances include a refrigerator and coffee maker.

Home in Pinellas Park

4.93 out of 5 average rating, 120 reviews

Vacation destination 4 bedroom house with hot tub

No mandatory evacuation zone. This stylish place to stay is perfect for group trips, very spacious 4 rooms and common areas, every room has a ceiling fan and Smart TV . Location is perfect, 5 min to US 19, 20 min to Tampa Airport, 20 min to downtown, 20 min to beaches, safe and quiet neighbourhood. Backyard is completely fenced and private, gigantic deck on 3 sides of the house with 3 entrances , fire pit, gas grill and hot tub. Pets are welcome here!!

Guest favorite

A modern living area features a comfortable gray sectional sofa paired with wooden accent chairs. A round coffee table sits at the center, surrounded by decorative plants. Natural light filters through sheer curtains, while a mirror reflects the warm tones of the wood flooring.

Home in Tampa

4.94 out of 5 average rating, 232 reviews

Dee's 5-star Tampa Location

Beautiful completely remodeled house in the desired west Tampa area. This is the perfect location within minutes to downtown Tampa, Raymond James Stadium, Armature Works, Ybor city, Tampa International Airport, with easy access to Clearwater Beach, and St Pete Beach. Forget about your mileage worries as every must-see place in Tampa is less than 10 minutes away, leaving you to stress-free vacations and pure enjoyment.

Top guest favorite

A spacious living area features a large gray sectional couch adorned with soft cushions in various shades of blue. Natural light pours in from a skylight above, illuminating the open layout that connects to a dining area visible in the background.

Home in Dunedin

4.98 out of 5 average rating, 135 reviews

Downtown Dunedin! Bikes,golf cart,marina, brewery

Newly renovated, coastal decorated, 2 bedroom and 2 bath with indoor laundry room that has a full size washer and dryer, along with a nice wardrobe and Full size bed (privacy with barn style doors). Kitchen is fully stocked. Outdoor table with grill. Two BIKES included, possibly more upon request. Golf cart possible upon request prior to booking Only 1 block to trail, 3 blocks to water and 4 blocks to Main Street.

Guest favorite

An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.

Home in Palm Harbor

4.93 out of 5 average rating, 54 reviews

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

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What guests are saying

Brand new home, Modern design, Close to Beaches

4.83 out of 5 average rating, 12 reviews1 month ago

Hun’s property is in a terrific location on a quiet street. It is close and convenient to beaches, shopping, and restaurants. The house is all new construction, clean, and well appointed. My husband and I felt very comfortable there and had a great stay. Hun was particularly responsive the times I had to reach out to him. It would be a pleasure to stay at this property again.

Home in Largo

What guests are saying

Lake House | Heated pool |10 PPL | Games | BBQ

4.92 out of 5 average rating, 24 reviews1 week ago

A Perfect Family Getaway ! We had an incredible stay at this home! Traveling with two elementary-aged children and an 8-month-old can be challenging, but the host made it effortless. The house was equipped with everything we needed: a high chair, playpen, and a crib with wheels that was a lifesaver. The pristine cleanliness of the home was immediately noticeable, providing a comfortable and safe environment for our family. The pool was a massive hit with the kids, and the surrounding nature offered a serene backdrop that we all appreciated. One of the standout features was the availability of a wagon stocked with beach chairs, making our beach trips seamless. There were plenty of towels, and the assortment of games and a stereo system kept everyone entertained during downtime. The seating arrangements were ample, accommodating our family comfortably. Every detail was thoughtfully considered, making our spring break truly memorable

Home in Port Richey

What guests are saying

Cozy in the Port

4.91 out of 5 average rating, 34 reviews2 weeks ago

We really enjoyed our stay. The owner provided a good array of items for use to make the stay comfortable. I personally really enjoyed sitting on the screened porch most mornings. We spent our days going to nearby attractions and visiting family, and felt welcomed returning to this cozy home.

Home in Port Richey

What guests are saying

An outstanding place to stay!

4.94 out of 5 average rating, 18 reviews1 month ago

I stayed at Karina's lovely 3-bedroom house 2/15/25-3/15/25. The place was clean, comfortable, and well-supplied. The pool was great. I was in there a lot. The temperature was about 73 degrees. The beach is about 1 hour away (due to traffic). There were many restaurants, grocery stores, LA Fitness, and anything else you might need nearby. If you like dive bars - go to Joy Bar. It has 2 pool tables, 2 dart boards, and cheap drinks. Karina communicated well and promptly. I would absolutely stay here again.

Home in Tampa

What guests are saying

Blue Dolphin

4.92 out of 5 average rating, 24 reviews2 weeks ago

Hosts were very nice and responsive — reached out weeks in advance to inform us of the whole process. The house was nice and clean, can log into all your streaming services. Everything was very close to get to, spot to park the car if you bring one or have a rental, instructions for person staying are very clear and self explanatory. Only thing is, my boyfriend is over 6 feet tall and the shower head is a little lower than we’d prefer. Overall, an amazing stay, pool was nice and warm, quiet area and comfortable bed. Hosts made the entire process way less stressful so thank you!

Home in Port Richey

What guests are saying

Hannah’s beachside resort.

5 out of 5 average rating, 24 reviews5 days ago

This place literally has it all. Beautifully furnished, well designed, in a great neighborhood just a short drive to the beach and local amenities. Every bed was so comfortable and we had everything we needed, from toiletries to linens, toys/games and beach accessories. It’s worth mentioning too that the kitchen was so well stocked with cookware, bakeware, cutlery, etc. We like to cook rather than eat out and it was so easy to prepare meals because every tool we needed was there, which is so rare in a vacation rental. The attention to detail in every inch of this home cannot be overstated. No corner was cut in preparing this home for guests. It was a dream stay! Thanks a million to Jon for hosting us in the best listing we’ve ever stayed in.

Home in Seminole

What guests are saying

Coastal Getaway~Spacious~ 5 min to Madeira Beach!

5 out of 5 average rating, 61 reviews5 days ago

Amelia’s house is better than the photo’s and a lovely, comfortable place to stay. It is extremely well equipped, especially for visiting the beach and if you have little ones, they will love the play room and safe grassed back garden. It is an easy and quick 6 minutes to Madeira beach and only 5 minutes to the nearest Publix supermarket. Amelia is also a quick and responsive host. It’s no surprise that the reviews are so glowing.

Home in Seminole

What guests are saying

Relax at Renellie

5 out of 5 average rating, 27 reviews3 months ago

Christopher was great we had some electrical issues and he was very responsive and willing to accommodate our needs. This home is small but has lots of spaces to lounge and relax or read a book. The backyard was great we had a small reunion with family and it really accommodated our needs. The bathroom could use a lock for the door and some tighting up of the bowl but otherwise we were very happy with our stay.

Home in Tampa

What guests are saying

Driftwood Isles - New 2025, w/Elevator, Boat Ramp

4.75 out of 5 average rating, 4 reviews1 week ago

Great house and a great long weekend! This is a beautiful new home on a lovely canal off the Gulf of Mexico! Gorgeous sunsets from the back porch, with great views and wonderful bird watching. The house had everything our group of seven adults needed. The bedrooms and bathrooms were all really well decorated, comfy, clean and spacious. There were plenty of towels and pillows, the beds were obviously new and quite firm. The hosts are next door and very responsive and super nice. I don’t know that we’ll have another occasion to stay near Hudson, but if we did we would absolutely stay here again! The area has some good restaurants, great water access, and is only 45 minutes from Tampa.

Home in Hudson

What guests are saying

Coastal Cottage Near BEACH & downtown St Pete

4.86 out of 5 average rating, 7 reviews3 weeks ago

The house was easy to find and very comfortable. Loved the outdoor patio and the location (so close to the beach). Chloe reached out to make sure all was going well. Lots of good local recommendations. Easy parking. Very happy with our stay. Thank you Chloe!

Home in St. Petersburg

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