Best Vacation Homes in South Pasadena
2811 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $1,206/Night
For 7 Nights US $8,442
495.14 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $260/Night
For 7 Nights US $1,822
US $355/Night
For 7 Nights US $2,485
12 Guests
5 Bedrooms
4 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,112/Night
For 7 Nights US $7,782
645.83 ft²
4 Guests
1 Bedroom
1 Bathroom
Apartment
- Pool
- Ocean View
- Balcony/Terrace
US $125/Night
For 7 Nights US $875
500 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $309/Night
For 7 Nights US $2,162
790 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Fireplace/Heating
- Ocean View
- View
US $271/Night
For 7 Nights US $1,900
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
US $147/Night
For 7 Nights US $1,028
South Pasadena Luxury Rentals
495 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Private Pool
- Fireplace/Heating
- Pool
US $5,373/Night
For 7 Nights US $37,612
10 Guests
5 Bedrooms
5 Bathrooms
Villa
- Oceanfront
- Pool
- Ocean View
US $3,748/Night
For 7 Nights US $26,236
4746.88 ft²
42 Guests
10 Bedrooms
10 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- View
US $3,544/Night
For 7 Nights US $24,810
4743 ft²
42 Guests
10 Bedrooms
10 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $2,981/Night
For 7 Nights US $20,866
2400 ft²
11 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $2,677/Night
For 7 Nights US $18,736
5157 ft²
10 Guests
6 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $2,674/Night
For 7 Nights US $18,717
20 Guests
9 Bedrooms
7 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $2,602/Night
For 7 Nights US $18,214
3799.66 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Oceanfront
- Spa
- Fireplace/Heating
US $2,597/Night
For 7 Nights US $18,179
South Pasadena Pet Friendly Vacation Rentals
6 Guests
1 Bedroom
3 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Parking
US $916/Night
For 7 Nights US $6,410
2002.09 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- View
US $789/Night
For 7 Nights US $5,521
1 Bedroom
1 Bathroom
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $291/Night
For 7 Nights US $2,037
1376 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
US $747/Night
For 7 Nights US $5,231
2583.34 ft²
8 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Pool
- View
- Pet Friendly
US $621/Night
For 7 Nights US $4,347
6 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- View
US $316/Night
For 7 Nights US $2,213
1429 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $209/Night
For 7 Nights US $1,465
620 ft²
4 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Condo
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $117/Night
For 7 Nights US $817
South Pasadena Large Vacation Homes
958 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
US $264/Night
For 7 Nights US $1,845
2002.09 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $644/Night
For 7 Nights US $4,508
10 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $574/Night
For 7 Nights US $4,018
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Pool
US $410/Night
For 7 Nights US $2,867
2002.09 ft²
11 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- View
US $439/Night
For 7 Nights US $3,073
1000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Fireplace/Heating
US $394/Night
For 7 Nights US $2,761
890 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $309/Night
For 7 Nights US $2,162
10 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $282/Night
For 7 Nights US $1,976
Why Choose Rent By Owner for your South Pasadena Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for South Pasadena Vacation Rentals
Where are the best neighborhoods to stay in South Pasadena?
When planning your stay in South Pasadena, Florida, selecting the right neighborhood can enhance your vacation experience. Whether you're looking for a peaceful retreat or a lively community, South Pasadena offers a variety of charming areas that cater to different preferences. Known for its convenient location along the Gulf Coast, this area provides easy access to beautiful waterfront views and local amenities. Exploring neighborhoods within South Pasadena allows you to find the perfect setting for your getaway, ensuring a comfortable and memorable visit to this vibrant Florida community.
Pasadena On The Gulf
This neighborhood offers convenient access to the Gulf Coast, making it an ideal choice for those seeking relaxing beachside stays. Here, you can enjoy the tranquility and scenic views that make your vacation memorable.
View 4751+ Rentals in Pasadena On The GulfBest Times to Visit South Pasadena
When should you plan your Vacation Rentals stay?
Choosing the right time to visit allows you to enjoy the best weather and local events, making your stay in this destination truly memorable whenever you decide to explore here.
Peak Season Highlights
Spring (March to May)
During spring, the weather in the area becomes pleasantly warm and ideal for outdoor activities, making it a popular time to visit this destination.
Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
Winter (December to February)
Winter offers mild temperatures and less rainfall, attracting visitors seeking escape from colder climates to enjoy the region's comfortable climate.
Average Temperature Daytime: 65°F - 75°F - Nighttime: 45°F - 55°F
Off-Season Highlights
Summer (June to August)
The summer months tend to be hotter and more humid, which might appeal to those looking for warm-weather relaxation in this coastal area.
Average Temperature Daytime: 85°F - 90°F - Nighttime: 70°F - 75°F
Fall (September to November)
Autumn sees slightly cooler temperatures and fewer visitors, providing a quieter experience while still enjoying the region’s natural beauty.
Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F
Weekly Weather Forecast for South Pasadena
How to Book Your South Pasadena Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in South Pasadena
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool to relax and cool off during your stay.
- Benefit from spacious patios or decks perfect for outdoor dining and entertaining guests.
- Take advantage of beautifully landscaped gardens and lush lawns to unwind in nature.
- Utilize outdoor grilling areas to prepare delicious meals in the fresh air.
- Explore nearby walking trails or biking paths that showcase the scenic beauty of the area.
- Make use of covered porches or verandas to enjoy the pleasant weather in comfort.
- Access outdoor recreational facilities such as tennis courts or shuffleboard, ideal for active leisure in this destination.
Top Attractions Around South Pasadena
What attractions are nearby?
During your stay, you'll find a variety of nearby activities such as relaxing on beautiful beaches, exploring scenic parks, and enjoying recreational water sports—all just moments from your South Pasadena vacation rental in Florida.
Family Activities
- St. Petersburg Pier: You can enjoy family-friendly activities and spectacular views along the waterfront at this iconic pier in the area.
- Sunset Beach Park: Just a short drive away, this scenic beach offers a perfect spot for relaxing, picnicking, and building sandcastles with your loved ones.
- The Florida Botanical Gardens: Discover lush plant displays and walking trails that provide an educational adventure for children and adults alike here in the region.
- Clearwater Marine Aquarium: Experience interactive marine exhibits and meet rescue animals, making it a memorable outing for the whole family close to this destination.
Adult Activities
- Beach Exploration: Spend your days relaxing on the pristine sands and enjoying the gentle Gulf of Mexico waves that define this coastal region.
- Mangrove Kayaking Tour: Discover the unique ecosystems through guided kayaking trips that highlight the area's lush mangrove forests and abundant wildlife.
- Local Seafood Dining: Savor fresh seafood at nearby waterfront restaurants, offering authentic flavors that showcase the region's maritime heritage.
- Bird Watching in Nature Reserves: Experience the region's diverse avian life by visiting protected wetlands and nature reserves perfect for birding enthusiasts.
Other Places to Stay in South Pasadena, FL
Palms of Pasadena Hospital
Pasadena Shopping Center
South Pasadena Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the area's diverse eateries to enjoy authentic flavors and support local businesses during your stay.
- Plan Water-Based Activities: Make the most of being near the coast by engaging in boating, swimming, or relaxing on nearby beaches for a memorable experience.
- Visit Nearby Parks and Nature Spots: Discover the natural beauty surrounding this destination with outdoor adventures that provide a peaceful retreat from indoor relaxation.
- Optimize Your Travel Timing: Visit during shoulder seasons to avoid crowds and secure better rates while enjoying pleasant weather here.
Transportation Options
- St. Pete-Clearwater International Airport: Conveniently located nearby, offering numerous domestic flights to and from South Pasadena, making your arrival and departure seamless.
- Public Transit Services: Local transit options provide easy access to the area's attractions, ensuring effortless travel around the region without the need for a car.
- Car Rentals: Several car rental agencies operate within reach, allowing you to explore this destination at your own pace with comfort and flexibility.
- Taxis and Ride-Sharing: Reliable taxi services and popular ride-sharing apps are readily available here, providing quick transportation options for getting around the area.
Local Customs Options
- Local Seafood Cuisine: You can enjoy fresh seafood prepared in traditional styles that reflect the area's coastal heritage, giving you a taste of authentic regional flavors during your stay.
- Beachside Etiquette: Respect for quiet beaches and designated swimming zones is customary here, ensuring a peaceful experience for all visitors seeking relaxation along the shoreline.
- Community Events: Participating in seasonal festivals and local gatherings allows you to immerse yourself in the region's friendly culture and vibrant community spirit.
- Environmental Conservation: Visitors are encouraged to follow eco-friendly practices, such as proper waste disposal and respecting protected areas, to help preserve the natural beauty of this destination.
South Pasadena Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in South Pasadena?
There are a lot of options in South Pasadena. If you plan on staying in the South Pasadena area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation 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
- New Construction - Direct Beach Front Pool Home - 6 Bedrooms - 4.5 Baths
- Paradise Awaits on St Pete Beach - FULL Gulf Front Condo - Panoramic Ocean View
- Treasure Island Beach Cottage Steps from Beach Access
- Gulf Gate Resort # 507 Spacious Condo, 2026 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
2. How many vacation rentals have private pools in South Pasadena?
There are 502 vacation rentals with private pools near South Pasadena. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in South Pasadena are best for families?
If you are looking for a family-friendly vacation home in South Pasadena, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Pasadena:
4. How many Rentbyowner vacation rentals are available in South Pasadena?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 4918 in the South Pasadena area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Pasadena.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the property owner. It’s recommended to review the specific listing details or contact the owner directly to understand their cancellation terms and any applicable fees.
6. How do I find the best vacation rental deals here?
To find the best deals, compare listings based on price, amenities, and reviews. Using filters on the booking website can help narrow down options to suit your preferences and budget.
7. Are there any house rules I should be aware of before booking?
Yes, each property has its own set of house rules, which are typically outlined in the listing description. Be sure to read these rules carefully or reach out to the host if you have questions.
8. What should I know about the check-in and check-out process?
Check-in and check-out procedures are specified in each listing. Many hosts offer flexible times; however, it’s best to confirm these details with the owner ahead of time to ensure a smooth arrival and departure.
9. Is it safe to book vacation rentals in this destination?
Booking through a reputable platform provides added security and protection. Always read reviews, verify the listing details, and communicate with the host to ensure a safe and comfortable stay in this region.
South Pasadena Top Rated Vacation Rentals
3200 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $904/Night
For 7 Nights US $6,328
890 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $550/Night
For 7 Nights US $3,852
4000 ft²
14 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,953/Night
For 7 Nights US $13,673
800 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $538/Night
For 7 Nights US $3,765
854 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Private Pool
- Oceanfront
- Hot Tub
US $247/Night
For 7 Nights US $1,732
800 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Private Pool
- Hot Tub
- Fireplace/Heating
US $318/Night
For 7 Nights US $2,226
1140 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $365/Night
For 7 Nights US $2,555
928 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $261/Night
For 7 Nights US $1,825
