Villa
10.0(189 Reviews)
1 Bedroom
2 Guests
Parking
Balcony/Terrace
View
Kitchen
US $185/Night
7 Nights - US $1,298
Safety Harbor Holiday Rentals
We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Villas, Resorts, & Rentals in Safety Harbor
10.0
Apartment
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
Air Conditioner
Internet
Child Friendly
US $330/Night
7 Nights - US $2,313
Apartment
8.0(1 Review)
1 Bedroom
- Parking
- Internet
- Child Friendly
US $470/Night
7 Nights - US $3,293
Villa
10.0(132 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $275/Night
7 Nights - US $1,928
House
10.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $143/Night
7 Nights - US $1,002
House
10.0(78 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $168/Night
7 Nights - US $1,178
Villa
10.0(77 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $239/Night
7 Nights - US $1,673
House
10.0(69 Reviews)
2 Bedrooms
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $215/Night
7 Nights - US $1,505
House
10.0(66 Reviews)
2 Bedrooms
4 Guests
Oceanfront- Parking
Ocean View- Balcony/Terrace
US $196/Night
7 Nights - US $1,369
Luxury Holiday Rentals in Safety Harbor
Over 161+ Luxury Holiday Rentals in or Near Safety Harbor
House
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
Unlock the Best Price
Apartment
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $926/Night
7 Nights - US $6,480
House
9.8(19 Reviews)
4 Bedrooms
8 Guests
Private Pool
Hot Tub
Breakfast- Parking
US $897/Night
7 Nights - US $6,281
House
10.0(24 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
Pool
US $868/Night
7 Nights - US $6,073
House
10.0(9 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $810/Night
7 Nights - US $5,670
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $798/Night
7 Nights - US $5,586
House
10.0(142 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $619/Night
7 Nights - US $4,335
House
5.0(2 Reviews)
5 Bedrooms
15 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $572/Night
7 Nights - US $4,001
House
4 Bedrooms
16 Guests
- Child Friendly
US $551/Night
7 Nights - US $3,855
Top-Rated Holiday Rentals with a Pool in Safety Harbor
Over 66+ The Best Private Villas and Holiday Rentals in Safety Harbor with a Pool
Cottage
10.0(34 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $320/Night
7 Nights - US $2,241
Condo
10.0(28 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $148/Night
7 Nights - US $1,036
Villa
10.0(16 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $106/Night
7 Nights - US $740
House
10.0(12 Reviews)
4 Bedrooms
11 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $359/Night
7 Nights - US $2,511
Villa
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $135/Night
7 Nights - US $946
House
10.0(3 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $516/Night
7 Nights - US $3,614
House
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $323/Night
7 Nights - US $2,263
House
10.0(3 Reviews)
4 Bedrooms
16 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $281/Night
7 Nights - US $1,967
House
10.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $302/Night
7 Nights - US $2,111
Pet-Friendly Holiday Rentals in Safety Harbor
Over 77+ Pet-Friendly Holiday Rentals in or Near Safety Harbor
House
10.0(45 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $236/Night
7 Nights - US $1,649
House
9.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $265/Night
7 Nights - US $1,853
House
1 Bedroom
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $375/Night
7 Nights - US $2,623
House
10.0(41 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $273/Night
7 Nights - US $1,908
House
1.0(1 Review)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $327/Night
7 Nights - US $2,287
House
10.0(31 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $285/Night
7 Nights - US $1,993
Apartment
10.0(17 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $283/Night
7 Nights - US $1,982
House
10.0(4 Reviews)
2 Bedrooms
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $288/Night
7 Nights - US $2,017
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $224/Night
7 Nights - US $1,569
Large Holiday Rentals and Private Villas in Safety Harbor
Over 14+ Large Holiday Rentals and Private Villas in or Near Safety Harbor
Villa
9.4(24 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $262/Night
7 Nights - US $1,837
Apartment
6.4(35 Reviews)
10 Bedrooms
25 Guests
- Parking
- Pool
- Air Conditioner
Security/Safety
US $162/Night
7 Nights - US $1,132
House
10.0(39 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $379/Night
7 Nights - US $2,653
House
9.8(10 Reviews)
3 Bedrooms
13 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $253/Night
7 Nights - US $1,772
House
9.4(11 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $391/Night
7 Nights - US $2,740
House
7.0(4 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $308/Night
7 Nights - US $2,153
US $403/Night
7 Nights - US $2,820
House
5.0(2 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $269/Night
7 Nights - US $1,883
House
4.5(2 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $400/Night
7 Nights - US $2,800
Wheelchair Accessible Holiday Homes in Safety Harbor
Over 4+ Wheelchair Accessible Holiday Homes in or Near Safety Harbor
Villa
2 Bedrooms
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $235/Night
7 Nights - US $1,645
Resort
8.4(359 Reviews)
47 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $179/Night
7 Nights - US $1,255
Hotel
8.4(1008 Reviews)
- Hot Tub
- Breakfast
- Parking
- Pool
US $210/Night
7 Nights - US $1,469
US $168/Night
7 Nights - US $1,178
Safety Harbor Private Villas and Holiday Homes Under $200
Over 34+ Safety Harbor Private Villas and Holiday Homes Under $200
House
6.0(8 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $169/Night
7 Nights - US $1,182
US $197/Night
7 Nights - US $1,382
US $123/Night
7 Nights - US $863
House
5.0(2 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $169/Night
7 Nights - US $1,182
House
4.8(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $169/Night
7 Nights - US $1,182
Condo
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $155/Night
7 Nights - US $1,085
Apartment
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $88/Night
7 Nights - US $614
Hotel
10.0(7 Reviews)
- Parking
- Kitchen
- Air Conditioner
- Internet
US $161/Night
7 Nights - US $1,126
Hotel
9.8(16 Reviews)
- Parking
- Kitchen
- Air Conditioner
- Internet
US $181/Night
7 Nights - US $1,269
Instantly Bookable Holiday Homes in Safety Harbor
Over 60+ Instantly Bookable Holiday Homes in or Near Safety Harbor
Apartment
10.0(49 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $204/Night
7 Nights - US $1,425
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $323/Night
7 Nights - US $2,261
House
9.8(74 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $239/Night
7 Nights - US $1,671
Apartment
9.8(9 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $463/Night
7 Nights - US $3,243
Condo
9.8(7 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $435/Night
7 Nights - US $3,044
Apartment
9.6(13 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $463/Night
7 Nights - US $3,243
Apartment
9.4(28 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $221/Night
7 Nights - US $1,545
Apartment
9.2(5 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $300/Night
7 Nights - US $2,097
House
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $232/Night
7 Nights - US $1,624
Book a Last Minute Place to Stay in Safety Harbor
About Casai's Private Villas and Holiday Rentals in Safety Harbor
Discover more than 170 vacation rentals available in Safety Harbor. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Safety Harbor.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Safety Harbor, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Safety Harbor. On average, places to stay near Safety Harbor offer 695.09 ft², with nightly prices averaging US $359.
With Casai, finding and comparing holiday rentals in Safety Harbor is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Safety Harbor, FL
There are 170 Safety Harbor, FL Holiday Rentals
- Prices for a holiday home in Safety Harbor start at US $88
- Top rated vacation home in Safety Harbor is The Villa at Harbor House
- Most popular short term in Safety Harbor is Safety Harbor Resort & Spa Trademark Collection by Wyndham
- Cheapest place to stay in Safety Harbor is Work & Relax in Safety Harbor! Modern Coastal Apt
- Most expensive holiday rental in Safety Harbor is Safety Harbor Townhome - Pool & Fenced Yard
Recently Booked Holiday Rentals in Safety Harbor
Frequently Asked Questions About Safety Harbor?
What are the top holiday rentals in Safety Harbor?
With numerous options available in Safety Harbor, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Safety Harbor:
- The Villa at Harbor House
- Key West Style Waterfront, Private Pool, WiFi, Close to Village & Beaches Pet OK
- Villa Italia "Villas by Christine"
- Cozy creative getaway guesthouse
- Villa Key West "Villas by Christine"
- Charming walkable downtown bungalow, 'The Blue Heron'
- Casa Blue - Beautiful Renovated Cottage Close to Downtown!
- Casa la Cala - Serious Fun + Luxury Relaxation!
- Newly Renovated Apt in Stunning Safety Harbor!
- Charming, Historic Carriage House Old Florida setting on Tampa Bay
How many holiday rentals have private pools in Safety Harbor?
Discover a selection of holiday rentals with private pools near Safety Harbor with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Safety Harbor are best for families?
If you're searching for a family-friendly holiday home in Safety Harbor, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Safety Harbor:
How many Casai.com holiday rentals are available in Safety Harbor?
As of 2026, Casai boasts over 170 properties listed in the Safety Harbor area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Safety Harbor.
Nearby Neighborhood (9)
| Neighborhood | Property Count |
|---|---|
| North Bay Hills Vacation Rentals in Safety Harbor, Florida | 374 |
| Country Villas Vacation Rentals in Safety Harbor, Florida | 390 |
| Bay Towne Vacation Rentals in Safety Harbor, Florida | 304 |
| Bay Towne East Vacation Rentals in Safety Harbor, Florida | 298 |
| Los Prados Vacation Rentals in Safety Harbor, Florida | 410 |
| Old Harbor Place Vacation Rentals in Safety Harbor, Florida | 387 |
| Chevy Chase Vacation Rentals in Safety Harbor, Florida | 340 |
| Philippe Estates Vacation Rentals in Safety Harbor, Florida | 328 |
| Sandal Cove Vacation Rentals in Safety Harbor, Florida | 322 |
