Condo
10.0(320 Reviews)
2 Bedrooms
6 Guests
Oceanfront
Parking
Pool
Ocean View
US $450/Night
7 Nights - US $3,147
St. Petersburg - Clearwater Holiday Rentals
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Compare Villas, Resorts, & Rentals in St. Petersburg - Clearwater
10.0
House
10.0(27 Reviews)
2 Bedrooms
4 Guests
- Parking
Balcony/Terrace
View
Air Conditioner
US $163/Night
7 Nights - US $1,138
Cottage
2 Bedrooms
4 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
US $169/Night
7 Nights - US $1,180
Condo
10.0(300 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $439/Night
7 Nights - US $3,072
Apartment
10.0(25 Reviews)
1 Bedroom
3 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $250/Night
7 Nights - US $1,748
Cottage
10.0(249 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $378/Night
7 Nights - US $2,643
House
10.0(235 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $451/Night
7 Nights - US $3,154
Condo
10.0(218 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
Hot Tub- Parking
- Pool
US $288/Night
7 Nights - US $2,015
Condo
10.0(199 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $336/Night
7 Nights - US $2,350
Luxury Holiday Rentals in St. Petersburg - Clearwater
Over 10000+ Luxury Holiday Rentals in or Near St. Petersburg - Clearwater
New
House
3 Bedrooms
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
Unlock the Best Price
New
House
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
Unlock the Best Price
Unlock the Best Price
House
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
Unlock the Best Price
US $9,442/Night
7 Nights - US $66,091
House
1 Bedroom
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $7,767/Night
7 Nights - US $54,370
Condo
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $6,259/Night
7 Nights - US $43,815
New
House
4 Bedrooms
14 Guests
Private Pool- Hot Tub
- Parking
- Pool
US $6,117/Night
7 Nights - US $42,818
Condo
2 Bedrooms
4 Guests
Kitchen- Air Conditioner
- Internet
- Laundry
US $5,271/Night
7 Nights - US $36,895
Top-Rated Holiday Rentals with a Pool in St. Petersburg - Clearwater
Over 10000+ The Best Private Villas and Holiday Rentals in St. Petersburg - Clearwater with a Pool
US $163/Night
7 Nights - US $1,144
Condo
10.0(337 Reviews)
3 Bedrooms
8 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $747/Night
7 Nights - US $5,230
Hotel
10.0(321 Reviews)
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $565/Night
7 Nights - US $3,953
Condo
10.0(244 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $441/Night
7 Nights - US $3,085
Condo
10.0(204 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $439/Night
7 Nights - US $3,076
Condo
10.0(198 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $466/Night
7 Nights - US $3,260
New
Condo
10.0(196 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $491/Night
7 Nights - US $3,435
Condo
10.0(187 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $557/Night
7 Nights - US $3,896
Condo
10.0(187 Reviews)
1 Bedroom
3 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $289/Night
7 Nights - US $2,023
Pet-Friendly Holiday Rentals in St. Petersburg - Clearwater
Over 7114+ Pet-Friendly Holiday Rentals in or Near St. Petersburg - Clearwater
Apartment
10.0(163 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $343/Night
7 Nights - US $2,404
House
10.0(10 Reviews)
3 Bedrooms
16 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $619/Night
7 Nights - US $4,333
House
10.0(7 Reviews)
3 Bedrooms
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $246/Night
7 Nights - US $1,724
House
10.0(154 Reviews)
2 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $324/Night
7 Nights - US $2,267
Apartment
10.0(10 Reviews)
2 Bedrooms
9 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $461/Night
7 Nights - US $3,229
Condo
10.0(143 Reviews)
1 Bedroom
3 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $255/Night
7 Nights - US $1,784
Condo
10.0(141 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $555/Night
7 Nights - US $3,888
Villa
10.0(132 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $275/Night
7 Nights - US $1,928
Apartment
10.0(127 Reviews)
1 Bedroom
3 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $382/Night
7 Nights - US $2,672
Large Holiday Rentals and Private Villas in St. Petersburg - Clearwater
Over 3247+ Large Holiday Rentals and Private Villas in or Near St. Petersburg - Clearwater
Villa
10.0(111 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $436/Night
7 Nights - US $3,050
House
10.0(10 Reviews)
6 Bedrooms
12 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,058/Night
7 Nights - US $7,406
House
9.8(7 Reviews)
6 Bedrooms
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,399/Night
7 Nights - US $9,795
Villa
10.0(99 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $430/Night
7 Nights - US $3,010
House
10.0(9 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $185/Night
7 Nights - US $1,296
Villa
10.0(17 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $192/Night
7 Nights - US $1,343
Villa
10.0(17 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $165/Night
7 Nights - US $1,152
Villa
10.0(16 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $109/Night
7 Nights - US $765
House
10.0(12 Reviews)
2 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $281/Night
7 Nights - US $1,968
Wheelchair Accessible Holiday Homes in St. Petersburg - Clearwater
Over 5825+ Wheelchair Accessible Holiday Homes in or Near St. Petersburg - Clearwater
Condo
10.0(170 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $629/Night
7 Nights - US $4,403
Apartment
10.0(9 Reviews)
3 Bedrooms
8 Guests
Private Beach- Hot Tub
- Parking
- Pool
US $403/Night
7 Nights - US $2,823
Condo
10.0(201 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $400/Night
7 Nights - US $2,800
Condo
10.0(164 Reviews)
1 Bedroom
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $258/Night
7 Nights - US $1,805
House
10.0(3 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $588/Night
7 Nights - US $4,115
Condo
10.0(161 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $641/Night
7 Nights - US $4,485
Condo
10.0(161 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $328/Night
7 Nights - US $2,298
Condo
10.0(157 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $386/Night
7 Nights - US $2,704
Condo
10.0(128 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $414/Night
7 Nights - US $2,896
St. Petersburg - Clearwater Private Villas and Holiday Homes Under $200
Over 6993+ St. Petersburg - Clearwater Private Villas and Holiday Homes Under $200
Condo
10.0(158 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $192/Night
7 Nights - US $1,343
House
10.0(10 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Hot Tub
Breakfast- Parking
US $194/Night
7 Nights - US $1,356
US $183/Night
7 Nights - US $1,284
Condo
10.0(139 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $157/Night
7 Nights - US $1,099
House
10.0(8 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $68/Night
7 Nights - US $473
Apartment
10.0(110 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $196/Night
7 Nights - US $1,375
Apartment
10.0(102 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $163/Night
7 Nights - US $1,142
House
10.0(95 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $176/Night
7 Nights - US $1,233
Apartment
10.0(94 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $180/Night
7 Nights - US $1,257
Instantly Bookable Holiday Homes in St. Petersburg - Clearwater
Over 16303+ Instantly Bookable Holiday Homes in or Near St. Petersburg - Clearwater
Condo
10.0(178 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $283/Night
7 Nights - US $1,983
House
10.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $147/Night
7 Nights - US $1,029
Condo
10.0(35 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $314/Night
7 Nights - US $2,198
Cottage
10.0(174 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $275/Night
7 Nights - US $1,927
House
10.0(1 Review)
1 Bedroom
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $163/Night
7 Nights - US $1,141
House
10.0(172 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $337/Night
7 Nights - US $2,359
Condo
10.0(154 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $300/Night
7 Nights - US $2,097
House
10.0(151 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $235/Night
7 Nights - US $1,645
Apartment
10.0(150 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $566/Night
7 Nights - US $3,963
Book a Last Minute Place to Stay in St. Petersburg - Clearwater
About Casai's Private Villas and Holiday Rentals in St. Petersburg - Clearwater
Discover more than 25276 vacation rentals available in St. Petersburg - Clearwater. 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 St. Petersburg - Clearwater.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in St. Petersburg - Clearwater, 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 St. Petersburg - Clearwater. On average, places to stay near St. Petersburg - Clearwater offer 838.9 ft², with nightly prices averaging US $375.
With Casai, finding and comparing holiday rentals in St. Petersburg - Clearwater 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 St. Petersburg - Clearwater, FL
There are 25276 St. Petersburg - Clearwater, FL Holiday Rentals
- Prices for a holiday home in St. Petersburg - Clearwater start at US $32
- Top rated vacation home in St. Petersburg - Clearwater is Ivory Sands Beach Suites
- Most popular short term in St. Petersburg - Clearwater is Sunset Vistas Two Bedroom Beachfront Suites
- Cheapest place to stay in St. Petersburg - Clearwater is Bungalow Bleu
- Most expensive holiday rental in St. Petersburg - Clearwater is Renovated luxury with resort like back yard
Recently Booked Holiday Rentals in St. Petersburg - Clearwater
Frequently Asked Questions About St. Petersburg - Clearwater?
What are the top holiday rentals in St. Petersburg - Clearwater?
With numerous options available in St. Petersburg - Clearwater, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in St. Petersburg - Clearwater:
- Ivory Sands Beach Suites
- Breathtaking Gulf Facing Condo Hotel Suite
- 1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
- Updated condo just steps to the white sand beaches of Clearwater Beach
- Heart of Downtown Dunedin, 2 Bedrooms, 2 Private Baths
- Luxurious Oceanfront Home w/MILES of sandy beach & private Inter-Coastal dock!
- Rare Direct Beachfront Cottage Ground-Floor Walk-Out to the Sand No Stairs!
- Beachfront Condo w/breathtaking full ocean & pool views, Top Flr, Small complex
- PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
- Lulu's NEW WATERFRONT RARE 2 BAL 2 BD, 2 BA, SLEEPS 8-4 DAILY WATER PARK PASSES
How many holiday rentals have private pools in St. Petersburg - Clearwater?
Discover a selection of holiday rentals with private pools near St. Petersburg - Clearwater 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 St. Petersburg - Clearwater are best for families?
If you're searching for a family-friendly holiday home in St. Petersburg - Clearwater, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in St. Petersburg - Clearwater:
How many Casai.com holiday rentals are available in St. Petersburg - Clearwater?
As of 2026, Casai boasts over 25276 properties listed in the St. Petersburg - Clearwater area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in St. Petersburg - Clearwater.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Sunset Beach Vacation Rentals in Florida | 405 |
| Isla del Sol Vacation Rentals in Florida | 277 |
| Bay Esplanade Vacation Rentals in Florida | 234 |
| Sand Key Vacation Rentals in Florida | 159 |
| Pass-a-Grille Vacation Rentals in Florida | 139 |
| Coquina Key Vacation Rentals in Florida | 56 |
| Ozona Vacation Rentals in Florida | 51 |
| Downtown Dunedin Vacation Rentals in Florida | 51 |
| Island Estate Vacation Rentals in Florida | 37 |
| Disston Heights Vacation Rentals in Florida | 35 |
| Casa del Mar Vacation Rentals in Florida | 32 |
| Capri Isle Vacation Rentals in Florida | 29 |
| Feather Sound Vacation Rentals in Florida | 26 |
| Boca Ciega Ridge Vacation Rentals in Florida | 4931 |
| Pasadena On The Gulf Vacation Rentals in Florida | 4787 |
| Don Cesar Vacation Rentals in Florida | 3227 |
