
House vacation rentals in Holiday
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Top-rated house rentals in Holiday
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Popular amenities for Holiday house rentals
House rentals with a pool

Pool Oasis | Karaoke | 5G | Theater 135" | Grill
Everything was just like the listing stated. Easy access to everything and plenty to do in the house itself. Its funny but they have notes posted around the house with different instructions or just to let you what light switches you are using. Only problem I had, I couldnt beat PAC MAN!!!!!! WOULD definitely recommend!!

4 bedroom and private pool, near to Clearwater
This was by far the best day we've had with Airbnb so far!! The house was so perfect for the price and the little amenities were so nice! They had yard games for kids to play and extra blow ups for the pool it was just such a lovely experience. The host was very responsive and understanding for adjustments that needed to be made or giving information I really enjoyed this stay!!

Huge & Heated Pool Home 5 Minutes Away from Beach!
great place recommended .

3BR St. Pete Home, Heated Pool, 5 Min To Beaches
Beautiful home! Amazing location! Only 2 miles to the beach :-) the home itself is very clean and has absolutely everything you would need. Great for our family reunion we will definitely be back!

Poolside Bliss in Clearwater! Heated-pool/Spa
This was a great place for me and my family. She was very kind ! Definitely would stay here again …..

Beautiful Heated Pool house, 10 mins to the beach!
The home was exactly as described. The backyard is truly an oasis, very private and peaceful. The pool was wonderful and heated to a comfortable temperature. Grocery stores and restaurants close by. A short drive to Clearwater and St. Petersburg, Anna is a wonderful host, very pleasant, helpful and responsive.

Delightful elegant lake home
Calvin’s place was a wonderful find! The best part was the bird island in the lake behind the house - we really enjoyed listening to the birds and watching them nest and fish. The beds were comfortable, garage parking was easy, and the location was excellent. The pool was beautiful and the kids loved it (it was too chilly for the grownups). Check in was super easy and when we ran into a snag with a broken coffee maker, a new one was delivered right away. We had a lovely stay and would definitely book again.

3BR Spring Hill Pool Home. Heated Pool & Hot Tub
Place was just as described and host was very responsive. Beautiful & clean home and great amenities!
Weekly house rentals

Seminole Heights Gem
Captain’s place suited our needs. The location worked well with easy access to shops, and restaurants. The place was clean and comfortable with comfortable furniture. A heads up that Captain does not provide any bath soap, shampoo or conditioner. The sheets are nice, 100% cotton, towels are good quality and plentiful. The kitchen is moderately well stocked for preparing meals. The air conditioner worked well. The outdoor spaces are sparsely furnished and not particularly welcoming. There are two large food trucks parked adjacent to the back yard and there was one chair on the deck outside the master bedroom. Overall, it was a pleasant stay.

Miss Montano
Wonderful weekend stay in Spring Hill! Our host Michelle had great communication before, during and after our stay. The very accommodating house has plenty of room for privacy with 4 separate bedrooms and 2 full bathrooms. We enjoyed the screened in garage too.

Weeki Wachee gardens, on canal next to state park
The area sustained 2 Hurricanes in the previous 3 months. The home was in surprisingly good shape. The home was well furnished throughout and pleasantly decorated. The exterior of the home needs some work, but did not affect our stay. The area is awash with no-see-ums. We all were constantly getting bit despite bug spray. There are 4 good double kayaks, paddles and life vests. There were not back rests for all 8 pisitions. The back rests that were present were not very good. There is room on the property for a sizeable camper with hookup (main reason we chose this spot). Weeki Watchee State park is near by. We spent probably close to 10 hours over 4 days (all combined during our 7 day stay) and only saw Manatees on one day. All in all, we had a really nice time. I honestly don't know if we'd stay in this immediate area again (mostly do to the no see ums). The hosts are very pleasant and responsive.

Paradise on the Canal
Nice quiet canal, very close to the hospital hole if that’s the area you are in search of. We like kayaking on the quieter private canals, and it’s also very close for that. Beautiful top deck, wrap around enclosed porch - another enclosed area right on top of the water to keep the bugs away while you enjoy company. We had an unexpected one hour lightning and thunder show, we enjoyed it comfortably from that space. Easy launch for kayaks. The host was so kind to leave snacks, water, full bottles of shampoo and conditioner, which seems simple, but we have not been lucky enough to find in other places we’ve rented.

3BR Roman Oasis: Caesar's Place + Heated Pool
My family and I had a wonderful experience, and will surely stay again when we visit Florida.

Weeki Wachee Springs heated pool home retreat
We had to come to town for family business and Christopher was very accomodating.He knew we were traveling with a pet and let us know we could check-in as soon as cleaners were done. He even let us know if we needed more days to finish what we had to do it was available. The yard was amazingly spacious and our dogs ran and played every afternoon till they dropped. The pool was crystal clear and felt amazing after our long days of stress. The arcade games were a hit with the husband and my brother as they battled for highest score on a couple of them. Overall a 10....thank you so much for your ...understanding for what we were dealing with and offer if we needed anything. Although we will not be back in this area I highly recommend this quiet and relaxing home.

NEW! Weeki Wachi House | Pvt Pool, Great Location
Our stay was wonderful. The heated pool was a great added bonus and we loved that their was not an upcharge for the heated pool for our stay. That was surely a deciding factor when choosing our home away from home for the week. The location and neighborhood was ideal and close to many great attractions and places to visit. The home was clean and up to date with comfortable beds and bedding. The kitchen was lacking a few things that we were hoping to have for our use such as baking dishes. For example, 9x13 pan, muffin pan, and baking sheet. I would recommend adding those to the home. The amenities were great and the host was very easy to work with and communicate with. We would book this home again.

Weeki House
Wellington was a wonderful host, very proactive and attentive to our questions. It would be my pleasure to book with this host again.
Private house rentals

Spring Hill, Florida Quaint Paradise
Conny welcomed my family at the door and gave us a quick tour of the house. She was very helpful and quick to respond. She left us a gift basket. We felt welcomed and comfortable. We had everything we needed for our stay. Quaint Paradise was as described. We will definitely be back when we come back to the area.

Beautiful Home In S Tampa Near Water & Downtown
We stayed for 6 nights while in town for our daughter’s wedding. Lovely historic home! Was spacious and clean, with nice little extras in the kitchen. Perfect location.

Spacious Home Solar-Heated Pool and Spa
Great value!! We loved the pool area and very quiet neighborhood!

The Breeze-private (optional) heated pool house.
We definitely recommend staying here!It's a beautiful apartment in what seems like a nice neighborhood. We were there for 5 days and the neighbors were quiet and the neighborhood felt safe and comfortable. The swimming pool was fantastic, great yard for the kids to play in, pool table was fun to have.

Slice of Life, pet free heated pool 10 min 2 beach
Awesome hosts! We really enjoyed our stay here as we came to meet up with family. Kim was very helpful and communicative! The house was very nice and clean, this is also the most stocked Airbnb we’ve ever stayed at, it was amazing. I would love to stay again in the future!

Cozy Home 4 minutes from Indian Rocks Beach
Very nice place! Clean ! Would come back! Owner was very responsive!!

Walk to Beach Food Drinks & Shops! “The Big House”
This house was an amazing stay! Jeff and Lynne are amazing host as usual and I even had the pleasure of meeting them both this time. I’d there is anything you may need or even questions they are very responsive and helpful. The house is close to the beach and restaurants with a Publix and even a mall about 5-15 up the road. The house had everything I needed to enjoy a peaceful and relaxing vaccination. They even have necessities for the beach. The setup of the house is spacious which I really loved. Can’t wait to hopefully stay again.

Tranquil Home. 2 minutes to Indian Rock Beach...
We spent 2 weeks in Gisele’s home…it was exactly as described. We really appreciated the outdoor space/patio. We enjoyed our morning coffee, utilizing the large bbq and outdoor dining area and ending our days with a nightcap in the enclosed patio. The location was great, centrally located with easy access to beaches from Clearwater to St. Pete’s. We will definitely return when back in the area again. Gisele is a great host.
Quick stats about house rentals in Holiday
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
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- Anna Maria Island
- Dunedin Beach
- Anna Maria Public Beach
- Weeki Wachee Springs
- John's Pass
- Bean Point Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Clearwater Beach
- Vinoy Park
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Jannus Live
- Plantation Inn and Golf Resort
- Splash Harbour Water Park
- Adventure Island
- Fort Island Beach
- River Strand Golf and Country Club
- Alafia River State Park