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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Holiday Villas

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
Exterior

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

2.0 star property
10.0 out of 10, Exceptional, (12)
"Our group of friends really enjoyed the house. "
The price is £474
includes taxes & fees
3 Sept - 4 Sept
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
The Salty Pelican on the Pinellas Trail
Exterior

The Salty Pelican on the Pinellas Trail

10.0 out of 10, Exceptional, (8)
"Place is super easy to find and close to everything we wanted to do and see. Would definitely stay there again..."
The Salty Pelican on the Pinellas Trail
Room in Studio - Villa La Esperanza 1
Room, 1 Bedroom, Accessible, Smoking | Front of property

Room in Studio - Villa La Esperanza 1

3.0 star property
Room in Studio - Villa La Esperanza 1
Exclusive Resort-Style Villa – Luxury Pool Retreat, Sleep 26+ Guests
Exterior

Exclusive Resort-Style Villa – Luxury Pool Retreat, Sleep 26+ Guests

9.2 out of 10, Wonderful, (9)
"This was was perfect for a big group of friends visiting Tampa area. There were more than enough rooms/bathrooms and enough beds for everyone to sleep comfortably . Highly recommend if you're looking for a place that can sleep a big group!"
Exclusive Resort-Style Villa – Luxury Pool Retreat, Sleep 26+ Guests
The Villa at Harbor House
Fridge, microwave, oven, stovetop

The Villa at Harbor House

10.0 out of 10, Exceptional, (174)
"Enjoyed returning to the Villa we stayed in last September. Convenient to restaurants, shops, activities, and the airport."
The Villa at Harbor House
Dream Home W PebbleTec Pool
Property grounds

Dream Home W PebbleTec Pool

5.0 out of 10, (2)
"Overall the stay was fine. Beautiful property, nice neighborhood, we had two issues, the first and most important issue we had was with the Security Deposit. It wasnt in the upfront cost. The deposit was requested about a week before the trip. So we had no idea how much was needed until then, i have no problem paying the deposit. The problem was not knowing the amount upfront. The second with one of the fans acting up. We messaged the property with the problem and recieved a message asking for...
Dream Home W PebbleTec Pool
#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater
Exterior

#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater

9.4 out of 10, Exceptional, (10)
"We had a great time with a large group. The backyard was beautiful and the communication was very quick!"
#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Exterior

Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

9.4 out of 10, Exceptional, (42)
"We had a great time for our family get away."
The price is £302
includes taxes & fees
14 Aug - 15 Aug
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access
Property grounds

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

9.6 out of 10, Exceptional, (12)
"This house was beautiful and perfect for our family. It had everything we needed including spectacular water views, a fantastic pool and any amenity you could possibly need. The house was immaculate with plenty of room and morning coffee on the balcony was perfection. And a coffee maker that made a hot cup of coffee was icing on the cake. Owners were very responsive when we had a question. This was a great find and we will definitely be back next year!"
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access
Luxury Tropical Pool Villa – Spacious Escape for Large Groups, Sleeps 22+
Exterior detail

Luxury Tropical Pool Villa – Spacious Escape for Large Groups, Sleeps 22+

8.0 out of 10, Very good, (1)
"The property was beautiful, very clean and had all described amenities. However, for a house that sleeps up to 22 people there was very minimal necessities, for example; no oven mits, zero extra towels/blankets/pillows, not enough plates/cutlery. No kitchen towels. I believe this is a newer listing so overall this property was great and worth the money but a 50 run to the dollar store would definitely make a difference. "
Luxury Tropical Pool Villa – Spacious Escape for Large Groups, Sleeps 22+
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
Exterior

Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi

9.6 out of 10, Exceptional, (124)
"Cozy property for our family. Location was close to shopping."
The price is £263
includes taxes & fees
13 Aug - 14 Aug
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
Ocean View | Heated Pool | 3 Bedroom | Golf Cart
Outdoor dining

Ocean View | Heated Pool | 3 Bedroom | Golf Cart

10.0 out of 10, Exceptional, (8)
"The property was great . Location right on the water was amazing . Had all the necessities needed while there ."
Ocean View | Heated Pool | 3 Bedroom | Golf Cart
Long Stays Welcome ~ Pet Friendly
Exterior

Long Stays Welcome ~ Pet Friendly

10.0 out of 10, Exceptional, (14)
"The villa is nicely appointed and very comfortable. We would highly recommend to anyone needing a place to stay in the area."
Long Stays Welcome ~ Pet Friendly
Escape to this charming villa in picturesque Palm Harbor. With 2 cozy bedrooms.
Property grounds

Escape to this charming villa in picturesque Palm Harbor. With 2 cozy bedrooms.

9.0 out of 10, Wonderful, (4)
"Enjoyed our stay here it was peaceful and quiet and the owner was really communicative throughout."
Escape to this charming villa in picturesque Palm Harbor. With 2 cozy bedrooms.
Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa
A heated pool

Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa

9.2 out of 10, Wonderful, (39)
"We had a blast here. The owner, Gary, was very nice and walked us through the house's features. Its very spacious and has many amenities, one being the indoor pool and spa which was perfect after the vacation activities. We loved it and had a great time. We will definitely be back! "
Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa
Experience Clearwater charm, just a quick 9-minutes to Tampa Bay
Beach

Experience Clearwater charm, just a quick 9-minutes to Tampa Bay

10.0 out of 10, Exceptional, (10)
"Beautiful home and pool!"
Experience Clearwater charm, just a quick 9-minutes to Tampa Bay
Tampa Retreat: BBQ, Pool/Spa, Canal
Exterior

Tampa Retreat: BBQ, Pool/Spa, Canal

10.0 out of 10, Exceptional, (1)
Tampa Retreat: BBQ, Pool/Spa, Canal
Charming Villa in Safety Harbor for the Family
2 bedrooms, desk, iron/ironing board, WiFi

Charming Villa in Safety Harbor for the Family

9.4 out of 10, Exceptional, (16)
"We had a wonderful stay in Safety Harbor. Everything listed was accurate, host was friendly and prompt with responses. We would definitely stay again. "
Charming Villa in Safety Harbor for the Family
Tropical Paradise w/ 3 Pools & Only 13 Mins to Beach
Exterior

Tropical Paradise w/ 3 Pools & Only 13 Mins to Beach

2.0 star property
Tropical Paradise w/ 3 Pools & Only 13 Mins to Beach
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
Exterior

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3.0 star property
2.0 out of 10, (2)
"We were supposed to check in by 3 PM, but when we showed up at 5 PM the cleaners of the house were still there and we had to wait and sit and wait in the driveway until 6 PM until they were finished cleaning. The house smelled like smoke and marijuana and wasn’t the cleanest. "
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Holiday Hotel Reviews

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent
"everything was fantastic"
Benjamin W 1-night trip
Posted 7 hours ago
ChartHouse Clearwater Beach Marina Hotel