Best Vacation Homes in South Pasadena
New
Condo
2 Bedrooms
2 Baths
6 Guests
Pet Friendly
Air Conditioner
Internet
Child Friendly
US $782/Night
7 Nights - US $5,471
House
10.0(26 Reviews)
2 Bedrooms
1 Bath
4 Guests
1001.04 ft²
Balcony/Terrace
View
Parking- Air Conditioner
US $163/Night
7 Nights - US $1,138
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
Oceanfront
Ocean View- View
- Parking
US $355/Night
7 Nights - US $2,485
House
5 Bedrooms
4 Baths
10 Guests
Fireplace/Heating- Pet Friendly
- Air Conditioner
- Internet
US $662/Night
7 Nights - US $4,636
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
645.83 ft²
Pool- Ocean View
- Balcony/Terrace
- View
US $125/Night
7 Nights - US $875
New
House
2 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $542/Night
7 Nights - US $3,794
Apartment
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
Hot Tub- Fireplace/Heating
- Pool
US $426/Night
7 Nights - US $2,982
House
3 Bedrooms
2 Baths
6 Guests
Private Pool- Fireplace/Heating
- Pool
- Ocean View
US $360/Night
7 Nights - US $2,523
South Pasadena Luxury Rentals
Condo
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
495 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $5,373/Night
7 Nights - US $37,612
Villa
5 Bedrooms
5 Baths
10 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $3,748/Night
7 Nights - US $26,236
House
7 Bedrooms
5 Baths
22 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $2,880/Night
7 Nights - US $20,160
House
10.0(3 Reviews)
9 Bedrooms
7 Baths
20 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $2,784/Night
7 Nights - US $19,485
House
9.6(7 Reviews)
5 Bedrooms
5 Baths
12 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,681/Night
7 Nights - US $18,770
Condo
10 Bedrooms
10 Baths
42 Guests
4743 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $2,608/Night
7 Nights - US $18,259
House
10.0(1 Review)
5 Bedrooms
5 Baths
10 Guests
3799.66 ft²
- Oceanfront
- Hot Tub
Spa- Fireplace/Heating
US $2,597/Night
7 Nights - US $18,179
Hotel
10.0(17 Reviews)
11 Baths
2400 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $2,508/Night
7 Nights - US $17,554
South Pasadena Pet Friendly Vacation Rentals
Apartment
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $327/Night
7 Nights - US $2,286
House
10.0(2 Reviews)
1 Bedroom
3 Baths
14 Guests
2002.09 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
US $789/Night
7 Nights - US $5,521
Condo
9.4(641 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $253/Night
7 Nights - US $1,769
New
Apartment
1 Bedroom
1 Bath
3 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $253/Night
7 Nights - US $1,772
House
10.0(2 Reviews)
1 Bedroom
2 Baths
8 Guests
2583.34 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $621/Night
7 Nights - US $4,347
Condo
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $226/Night
7 Nights - US $1,582
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $122/Night
7 Nights - US $852
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $122/Night
7 Nights - US $852
South Pasadena Large Vacation Homes
House
4 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $271/Night
7 Nights - US $1,895
House
10.0(1 Review)
1 Bedroom
3 Baths
14 Guests
2002.09 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
US $644/Night
7 Nights - US $4,508
House
4 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $574/Night
7 Nights - US $4,018
Villa
10.0(96 Reviews)
2 Bedrooms
1 Bath
4 Guests
958 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $261/Night
7 Nights - US $1,825
House
10.0(1 Review)
1 Bedroom
3 Baths
11 Guests
2002.09 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
US $439/Night
7 Nights - US $3,073
Villa
10.0(95 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $372/Night
7 Nights - US $2,602
Villa
10.0(85 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $381/Night
7 Nights - US $2,666
House
10.0(6 Reviews)
1 Bedroom
2 Baths
10 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
US $448/Night
7 Nights - US $3,136
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 4772+ 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
- 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 Condo "JUNE 1 to 6th" JUST Reduced LOW Price 178 per 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 504 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 4938 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
House
10.0(396 Reviews)
6 Bedrooms
4 Baths
12 Guests
3200 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $979/Night
7 Nights - US $6,855
Condo
10.0(207 Reviews)
2 Bedrooms
2 Baths
6 Guests
890 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $539/Night
7 Nights - US $3,776
Condo
10.0(160 Reviews)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $498/Night
7 Nights - US $3,484
House
10.0(158 Reviews)
6 Bedrooms
4 Baths
14 Guests
4000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,688/Night
7 Nights - US $11,819
Condo
10.0(156 Reviews)
1 Bedroom
1 Bath
4 Guests
854 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $232/Night
7 Nights - US $1,626
Condo
10.0(135 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $250/Night
7 Nights - US $1,752
Condo
10.0(132 Reviews)
2 Bedrooms
2 Baths
4 Guests
1140 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $348/Night
7 Nights - US $2,436
House
10.0(119 Reviews)
2 Bedrooms
1 Bath
6 Guests
928 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $262/Night
7 Nights - US $1,833
