Holiday Rentals in Hillsborough County

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Top Cities in Hillsborough County

Tampa Bay showing night scenes, skyline and a river or creek
Holiday RentalsHoliday Rentals

Tampa

Tampa

Featured Holiday Rentals in Hillsborough County

Sailport Waterfront Suites
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very good, (4348)
"Everything was great only downfall only one elevator worked! Everything else great! Will return again!"
The price is €163
includes taxes & fees
24 Dec - 25 Dec
Sailport Waterfront Suites
Chase Suite Hotel Rocky Point Tampa
Front of property

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4666)
"Really nice room and friendly staff! Definitely stay again!"
The price is €144
includes taxes & fees
24 Dec - 25 Dec
Chase Suite Hotel Rocky Point Tampa
The Pointe Condos by Barsala
BBQ/picnic Area

The Pointe Condos by Barsala

4.5 star property
9.2 out of 10, Wonderful, (128)
"Room was great but hearing the "elephant"steps above us not so much. People above forgot others lived below and stomped when they walked. Needs better sound barrier."
The Pointe Condos by Barsala
❤Waterfront View, Amazing Sunsets, Heated Pool 3mins to Airport ☀🐬🏖
On the beach, sun-loungers, beach towels

❤Waterfront View, Amazing Sunsets, Heated Pool 3mins to Airport ☀🐬🏖

9.4 out of 10, Exceptional, (120)
"Nice place at a great rate. Everything I needed was there for me. "
The price is €286
includes taxes & fees
2 Jan - 3 Jan 2025
❤Waterfront View, Amazing Sunsets, Heated Pool 3mins to Airport ☀🐬🏖
Renovated retreat with pool, firepit, balcony, & bikes - snowbird-friendly
Terrace/patio

Renovated retreat with pool, firepit, balcony, & bikes - snowbird-friendly

9.6 out of 10, Exceptional, (24)
"We stayed the middle of November after Hurricane Helene and Hurricane Milton had hit. The property grounds were already cleaned up when we arrived despite having lost some big trees. The pool house is charming with everything you would need for a comfortable stay. We were in town for a wedding and visit ing family. The pool was Soo relaxing that I took a couple of days to myself and relaxed by the pool, read my book and enjoyed the sound of the water feature in the pool while I drifted off...
Renovated retreat with pool, firepit, balcony, & bikes - snowbird-friendly
Cozy home away from home
Outdoor dining

Cozy home away from home

5.0 out of 10, (2)
"Our experience was terrible. I messaged the host 2 weeks before our arrival inquiring about reservation status because of the recent hurricane. No response. I messaged the house the night before and the morning of our reservation. No response. I contacted VRBO and they tried to contact the host . No response. On our way to the airport the host messaged me and cancelled our reservation due to no electricity. It would have been different if the host would have told us two weeks ago when I...
Cozy home away from home
Tampa Bay Perfect location for a safe vacation! 5 bedrooms, ,3.5 bath ,sleeps14
Outdoor pool

Tampa Bay Perfect location for a safe vacation! 5 bedrooms, ,3.5 bath ,sleeps14

10.0 out of 10, Exceptional, (71)
"Family stayed at the home for our daughter's USF graduation. Plenty of bedrooms, outdoor space, and seating to accomodate all comfortably! They also had a beautiful large table, where our family could sit and eat / play cards together. Kitchen, bathrooms, and toiletries were well stocked. And host was very responsible to any questions we had. Thanks! Would definitely stay here again!"
Tampa Bay Perfect location for a safe vacation! 5 bedrooms, ,3.5 bath ,sleeps14
A memorable, peaceful, and fun experience!
Exterior

A memorable, peaceful, and fun experience!

9.2 out of 10, Wonderful, (31)
"My wife and I rented a room to attend our friend's wedding. A few days before, I accessed the web site and asked for our check in instruction(s) and a "form letter" email informed me that another email with all our info would be forthcoming. That didn't happen. When we were on the property we are still trying to get someone to reply through the web site. We could not get access to the room so we had to get prepared for the wedding in the parking lot in the car. Suffice it to say my wife was not...
The price is €267
includes taxes & fees
24 Dec - 25 Dec
A memorable, peaceful, and fun experience!
Small But Pleasant Studio
1 bedroom, iron/ironing board, free WiFi, bed sheets

Small But Pleasant Studio

8.2 out of 10, Very good, (21)
"Perfect cozy little place for two "
The price is €116
includes taxes & fees
30 Dec - 31 Dec
Small But Pleasant Studio
Perfect Stay Studio
Beach

Perfect Stay Studio

9.4 out of 10, Exceptional, (8)
"Nice and clean affordable place to stay"
Perfect Stay Studio
#1 Tampa Waterfront Private Resort, 11BR Sleeps 40+, Heated Pool, Theater
A heated pool

#1 Tampa Waterfront Private Resort, 11BR Sleeps 40+, Heated Pool, Theater

10.0 out of 10, Exceptional, (7)
"We are 5 couples, long-time friends, who enjoy gathering and enjoying each others company. We found this private resort after our 5 bedroom VRBO on Indian Rocks Beach sustained hurricane damage. The resort facility offered such terrific amenities, we were happy to make the discovery and change. We sure enjoyed the hot tub and swimming pool and there were many other amenities we that made the stay enjoyable. Although there are multiple kitchens, as a small group (for this facility) we used just...
#1 Tampa Waterfront Private Resort, 11BR Sleeps 40+, Heated Pool, Theater
Spacious And Private Tampa Retreat 1 Bedroom Condo by Redawning
Condo, 1 Bedroom | Private kitchen

Spacious And Private Tampa Retreat 1 Bedroom Condo by Redawning

3.0 star property
10.0 out of 10, Exceptional, (5)
"This is a perfect air b and b for two. The property is so inviting. There is a seating area outside surrounded by gorgeous trees. The bed is so comfortable. Everything is clean. The shower is huge. Walmart, super markets, all fast food, waffle House is a 5 min drive or 10 min walk. 10/10 recommend to everyone. Super convenient and wonderful. The renter was super responsive and helpful. Thank you so much for a beautiful experience. "
Spacious And Private Tampa Retreat 1 Bedroom Condo by Redawning
Beautiful 3 bedroom home w/Patio, BBQ Grill & Fire table. Steps from 7th Ave.
Outdoor dining

Beautiful 3 bedroom home w/Patio, BBQ Grill & Fire table. Steps from 7th Ave.

9.6 out of 10, Exceptional, (8)
"We had a great experience at this property! It was close to the Arena and a great overall location. We would love to stay again in the future!"
Beautiful 3 bedroom home w/Patio, BBQ Grill & Fire table. Steps from 7th Ave.
Modern space in the heart of Tampa
Fridge, microwave, oven, dishwasher

Modern space in the heart of Tampa

5.2 out of 10, (19)
"It’s an older house in a neighborhood of older houses, but has been completely remodeled inside as a rental. Basic and clean. Plenty of places to eat nearby. Easy to get around. It is right beside I-275 but the roadway is elevated so you’re not really hearing traffic when in the house. I thought the beds were very comfortable. "
Modern space in the heart of Tampa
Tranquil Oasis, Private Entrance & Kitchen
Pool

Tranquil Oasis, Private Entrance & Kitchen

9.2 out of 10, Wonderful, (5)
"We stayed here for a bit over a month before moving out of the area. It’s a nice and clean place in a quiet neighborhood. The yard could use a little cleaning up but the view over the river is beautiful."
Tranquil Oasis, Private Entrance & Kitchen
Georgeous Tiny House in the Heart of Tampa. Completely private.
Exterior

Georgeous Tiny House in the Heart of Tampa. Completely private.

9.6 out of 10, Exceptional, (45)
"Great place - easy walk to stadium and very clean!"
The price is €213
includes taxes & fees
27 Dec - 28 Dec
Georgeous Tiny House in the Heart of Tampa. Completely private.
Pirate's Pointe Resort
View from property

Pirate's Pointe Resort

3.0 star property
9.2 out of 10, Wonderful, (190)
"The cabin and it’s grounds was clean as a whistle!"
Pirate's Pointe Resort
Aileen Camping Space
Dining

Aileen Camping Space

9.8 out of 10, Exceptional, (37)
"Location was great, living accommodation was great, when I needed something the hosts was right there, I would definitely recommend this location and will definitely visit this location next year"
The price is €122
includes taxes & fees
29 Dec - 30 Dec
Aileen Camping Space
The Hemingway
Deluxe Apartment

The Hemingway

4.0 star property
7.6 out of 10, Good, (11)
"The place was beautiful wondering service and very welcoming I definitely would recommend this place amd would come again. "
The price is €304
includes taxes & fees
24 Dec - 25 Dec
The Hemingway
Waterfront/Pet friendly-7 min walk to Beach-TikiBar-Pool-Boat rentals-Marina-Gym
Property grounds

Waterfront/Pet friendly-7 min walk to Beach-TikiBar-Pool-Boat rentals-Marina-Gym

9.4 out of 10, Exceptional, (135)
"This condo was absolutely beautiful. We couldn't have been happier. From the adorable decorations on the inside to the amazing comfortable beds! We were also impressed with how many items the place had that you need for every day vacation living! The kitchen was stocked with utensils, baking wear, and more just like at home! I got up every morning and was able to make us real meals. We will definitely be coming back to this place for another family vacation!"
Waterfront/Pet friendly-7 min walk to Beach-TikiBar-Pool-Boat rentals-Marina-Gym
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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