South Pasadena Holiday Rentals
- St. Petersburg - Clearwater
- Belle Vista
- 0.40 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
- Parking
- Internet
- St. Petersburg - Clearwater
- Treasure Island
- 0.52 mi to center
- Oceanfront
- Ocean View
- View
- St. Petersburg - Clearwater
- Treasure Island
- 0.21 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Pool
- Ocean View
- Balcony/Terrace
- St. Petersburg - Clearwater
- Treasure Island
- 0.69 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- St. Petersburg - Clearwater
- Gulfport
- 0.75 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- St. Petersburg - Clearwater
- Treasure Island
- 0.64 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- St. Petersburg - Clearwater
- Sunset Beach
- 0.13 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
Luxury Holiday Rentals in South Pasadena
- St. Petersburg - Clearwater
- St. Pete Beach
- 1.34 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Oceanfront
- Pool
- Ocean View
- St. Petersburg - Clearwater
- Treasure Island
- 1.04 mi to center
- Fireplace/Heating
- Pool
- View
- St. Petersburg - Clearwater
- Treasure Island
- 0.56 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- St. Petersburg - Clearwater
- Treasure Island
- 1.04 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Causeway Isles
- 0.22 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- St. Petersburg - Clearwater
- Sunset Beach
- 0.26 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- St. Petersburg - Clearwater
- Sunset Beach
- 0.57 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- St. Petersburg - Clearwater
- St. Pete Beach
- 1.39 mi to center
- Private Pool
- Fireplace/Heating
- Pool
Top-Rated Holiday Rentals with a Pool in South Pasadena
- St. Petersburg - Clearwater
- St. Petersburg
- 5.79 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- St. Petersburg - Clearwater
- Treasure Island
- 0.86 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Treasure Island
- 0.51 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- St. Petersburg - Clearwater
- St. Pete Beach
- 0.38 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- St. Petersburg - Clearwater
- Sunset Beach
- 0.50 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- St. Petersburg - Clearwater
- Sunset Beach
- 0.58 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Gulfport
- 0.54 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Gulfport
- 0.82 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- St. Petersburg - Clearwater
- St. Pete Beach
- 0.41 mi to center
- Hot Tub
- Pool
- Ocean View
Pet-Friendly Holiday Rentals in South Pasadena
- St. Petersburg - Clearwater
- Sunset Beach
- 0.07 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Private Beach
- Oceanfront
- Ocean View
- St. Petersburg - Clearwater
- Treasure Island
- 0.48 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Gulfport
- 0.83 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Oceanfront
- Hot Tub
- Ocean View
- St. Petersburg - Clearwater
- Gulfport
- 0.83 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- St. Petersburg - Clearwater
- St. Pete Beach
- 1.45 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- St. Petersburg - Clearwater
- Treasure Island
- 0.83 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- St. Petersburg - Clearwater
- Gulfport
- 0.99 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
Large Holiday Rentals and Private Villas in South Pasadena
- St. Petersburg - Clearwater
- Treasure Island
- 0.45 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Treasure Island
- 0.23 mi to center
- Fireplace/Heating
- Pool
- View
- St. Petersburg - Clearwater
- United Central
- 0.60 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- St. Petersburg - Clearwater
- Treasure Island
- 0.55 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- St. Petersburg - Clearwater
- Treasure Island
- 0.24 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- St. Petersburg - Clearwater
- Sunset Beach
- 0.17 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- St. Petersburg - Clearwater
- Treasure Island
- 0.87 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Treasure Island
- 1.05 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- St. Petersburg - Clearwater
- Treasure Island
- 0.95 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
Wheelchair Accessible Holiday Homes in South Pasadena
- St. Petersburg - Clearwater
- Treasure Island
- 0.23 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Oceanfront
- Hot Tub
- Pool
- St. Petersburg - Clearwater
- Treasure Island
- 0.27 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- St. Petersburg - Clearwater
- Sunset Beach
- 0.61 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
- St. Petersburg - Clearwater
- Sunset Beach
- 0.28 mi to center
- Hot Tub
- Fireplace/Heating
- Ocean View
- St. Petersburg - Clearwater
- St. Pete Beach
- 2.54 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- St. Petersburg - Clearwater
- St. Pete Beach
- 1.43 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- St. Petersburg - Clearwater
- Sunset Beach
- 0.49 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
South Pasadena Private Villas and Holiday Homes Under $200
- St. Petersburg - Clearwater
- Sunset Beach
- 0.22 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Oceanfront
- Ocean View
- Balcony/Terrace
- St. Petersburg - Clearwater
- St. Pete Beach
- 2.61 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- St. Petersburg - Clearwater
- St. Pete Beach
- 1.66 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- St. Petersburg - Clearwater
- Bayview
- 0.27 mi to center
- Balcony/Terrace
- View
- Parking
- St. Petersburg - Clearwater
- St. Pete Beach
- 1.96 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- St. Petersburg - Clearwater
- St. Pete Beach
- 2.55 mi to center
- Private Pool
- Spa
- Fireplace/Heating
- St. Petersburg - Clearwater
- Sunset Beach
- 0.50 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- St. Petersburg - Clearwater
- Casa del Mar
- 0.10 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
Instantly Bookable Holiday Homes in South Pasadena
- St. Petersburg - Clearwater
- Sunset Beach
- 0.02 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- St. Petersburg - Clearwater
- Sunset Beach
- 0.18 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Treasure Island
- 0.64 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- St. Petersburg - Clearwater
- St. Pete Beach
- 1.33 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- St. Petersburg - Clearwater
- Treasure Island
- 0.49 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- St. Petersburg - Clearwater
- Treasure Island
- 0.64 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- St. Petersburg - Clearwater
- Treasure Island
- 0.49 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- St. Petersburg - Clearwater
- Treasure Island
- 0.64 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- St. Petersburg - Clearwater
- St. Pete Beach
- 1.33 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
Book a Last Minute Place to Stay in South Pasadena
About Casai's Private Villas and Holiday Rentals in South Pasadena
Discover more than 4922 vacation rentals available in South Pasadena. 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 South Pasadena.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in South Pasadena, 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 South Pasadena. On average, places to stay near South Pasadena offer 654.27 ft², with nightly prices averaging د.إ.1,678.
With Casai, finding and comparing holiday rentals in South Pasadena is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in South Pasadena
| Type | Count |
|---|---|
| Vacation Homes | 1565 |
| Holiday Apartments | 887 |
| Cottages | 92 |
| Villas | 24 |
Use these Quick Filters to Find a Holiday Rental in South Pasadena
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in South Pasadena.
Weather in South Pasadena, FL
View the weather forecast for South Pasadena before booking your South Pasadena Vacation Rentals to confirm your best time to go.
Top Attractions Around South Pasadena, FL
Casai offers a large selection of top attractions around South Pasadena . Research things to do on your vacation before you visit South Pasadena.
Other Places to Stay in South Pasadena, FL
Frequently Asked Questions About South Pasadena?
What are the top holiday rentals in South Pasadena?
With numerous options available in South Pasadena, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in South Pasadena:
- Casa Dolphina: 6BR Waterfront Mini-Resort—Pool & Spa, Sunsets, Dock, St. Pete FL
- Sunset Vistas-Beach/Gulf FRONT unit, 2 bed/2 bath, Free Wi-Fi + Covered Parking
- Spectacular Oceanfront condo on the Sands of Treasure Island
- Paradise Awaits on St Pete Beach - FULL Gulf Front Condo - Panoramic Ocean View
- New Construction - Direct Beach Front Pool Home - 6 Bedrooms - 4.5 Baths
- Treasure Island Beach Cottage Steps from Beach Access
- Gulf Gate Resort, 507 Spacious Condo, "JUNE" Special Value LOW Price 197. night
- Treasure Island Beach House 200 yards to Beach and short walk to John's Pass
- Land's End #403 Building 1 - Oceanfront View
- Land's End: Gulf-front Luxury, WIFI, HDTV, Free phone, Beautiful
How many holiday rentals have private pools in South Pasadena?
Discover a selection of holiday rentals with private pools near South Pasadena 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.
- Peach Hideaway - Caged, Heated Pool & Florida Room
- Treasure Island - Huge balcony - 2br 2ba Getaway
- Gulfport Bungalow Near Downtown
- Sunset Views & Sandy Toes
Which holiday homes in South Pasadena are best for families?
If you're searching for a family-friendly holiday home in South Pasadena, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in South Pasadena:
- Walk to Beach: Pet-Friendly Treasure Island Home
- Ocean Front 1BR. Unit #3
- Waves by Distinctive Beach Rentals
How many Casai.ae holiday rentals are available in South Pasadena?
As of 2026, Casai boasts over 4922 properties listed in the South Pasadena area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in South Pasadena.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Pasadena On The Gulf Vacation Rentals in South Pasadena, Florida | 4772 |








































































