South Pasadena holiday rentals
We found 8,486 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in South Pasadena that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, including air conditioning and Wi-Fi. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts – South Pasadena
Showing deals for:18 Dec - 25 Dec
Exceptional
(41 reviews)
Gorgeous private heated pool house, short drive to the beach!
Largo
AU$3,048
for 7 nights, 1 home
AU$435 per night
includes taxes & fees
Exceptional
(21 reviews)
Sky Shower, Ping Pong Table, King Beds and 65inch TV Theatre
Seminole
AU$2,782
for 7 nights, 1 home
AU$397 per night
includes taxes & fees
Excellent
(56 reviews)
Casa de Corazon-A comfortable home with pool in a quiet neighborhood near beach.
Largo
AU$1,860
for 7 nights, 1 home
AU$266 per night
includes taxes & fees
Exceptional
(85 reviews)
Luxury Gulf Front Condo - Sand Castle III, Indian Shores - Direct Beach Access
Indian Shores
AU$4,987
for 7 nights, 1 apartment
AU$712 per night
includes taxes & fees
Exceptional
(6 reviews)
St Pete Beach house | Private Pool + Walk to Beach
Treasure Island
AU$6,923
for 7 nights, 1 home
AU$989 per night
includes taxes & fees
Wonderful
(10 reviews)
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
St. Pete Beach
AU$2,933
for 7 nights, 1 room
AU$419 per night
includes taxes & fees
Exceptional
(103 reviews)
BEST Location! Very close to beach, dining, shops & pubs. Pet-friendly
Indian Rocks Beach
AU$8,711
for 7 nights, 1 home
AU$1,244 per night
includes taxes & fees
Very good
(9 reviews)
Beachside Cottage #3/ Fun In The Sun/Dogs Welcome
Redington Shores
AU$2,147
for 7 nights, 1 cottage
AU$307 per night
includes taxes & fees
Exceptional
(138 reviews)
Beachfront-Directly on the Sand - Sunset Beach, Treasure Island, Florida
Treasure Island
AU$6,230
for 7 nights, 1 home
AU$890 per night
includes taxes & fees
Exceptional
(31 reviews)
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
St. Pete Beach
AU$2,861
for 7 nights, 1 cottage
AU$409 per night
includes taxes & fees
Exceptional
(195 reviews)
Live like a local. Heated Pool, steps to the Beach. 2nd floor unit. Unit B
Indian Rocks Beach
AU$2,566
for 7 nights, 1 home
AU$367 per night
includes taxes & fees
Exceptional
(44 reviews)
Cozy Beach House Indian Shores
Indian Shores
AU$2,952
for 7 nights, 1 home
AU$422 per night
includes taxes & fees
Exceptional
(53 reviews)
Beautiful condo across the street from the beach. Pet/kids friendly
Indian Shores
AU$1,495
for 7 nights, 1 apartment
AU$214 per night
includes taxes & fees
Wonderful
(107 reviews)
From your condo to the beach in seconds!!
Indian Rocks Beach
AU$2,855
for 7 nights, 1 apartment
AU$408 per night
includes taxes & fees
Exceptional
(108 reviews)
Perfect Cottage In Art District of Gulfport
Gulfport
AU$1,677
for 7 nights, 1 cottage
AU$240 per night
includes taxes & fees
Exceptional
(6 reviews)
Lovely 4-bedroom house in Largo
Largo
AU$2,115
for 7 nights, 1 home
AU$302 per night
includes taxes & fees
Exceptional
(154 reviews)
REEF CLUB BEST VIEWS Lux Top Floor Direct Ocean Sunsets IRB Rstrnts 10% Promo wk
Indian Rocks Beach
AU$6,516
for 7 nights, 1 apartment
AU$931 per night
includes taxes & fees
Exceptional
(39 reviews)
Cozy Beach Bungalow Steps from the Sand – Perfect for Families & Relaxation!
Indian Rocks Beach
AU$2,550
for 7 nights, 1 apartment
AU$364 per night
includes taxes & fees
Exceptional
(136 reviews)
Direct Gulf Front Beach Paradise! Any Closer To The Water & You Would Be In It..
Indian Shores
AU$3,871
for 7 nights, 1 apartment
AU$553 per night
includes taxes & fees
Exceptional
(97 reviews)
Beautiful condo on the Award-Winning St. Pete Beach. Vistas on the Gulf #309
St. Pete Beach
AU$3,407
for 7 nights, 1 apartment
AU$487 per night
includes taxes & fees
Wonderful
(153 reviews)
Beachfront! Roomy Condo, Pool Onsite, Steps Away From The Beach!
Redington Shores
AU$5,673
for 7 nights, 1 apartment
AU$810 per night
includes taxes & fees
Excellent
(10 reviews)
Beachfront, Private Balcony, Heated Pool, Hot Tub, Tennis, FREE Activities Included! -110 Reef Club
Indian Rocks Beach
AU$3,728
for 7 nights, 1 apartment
AU$533 per night
includes taxes & fees
Exceptional
(82 reviews)
Beautiful Sunsets & Ocean View! Sandcastle 1 Indian Shores Beach 3BR 2BA
Indian Shores
AU$4,223
for 7 nights, 1 apartment
AU$603 per night
includes taxes & fees
Exceptional
(27 reviews)
Bright 2BR condo in Indian Rocks Beach just a 2-minute walk to the sand. Enjoy a shared pool, private balcony, washer/dryer, free parking, and walkable access to cafés, shops, and sunsets—perfect for couples, families, or friends.
Indian Rocks Beach
AU$2,686
for 7 nights, 1 apartment
AU$384 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - South Pasadena
84” YACHT, KING BEDS,MASSAGES,CHEF,KAYAKS,SUP,PRIVATE CHARTERS AVAILABLE DATES
Sleeps 9 · 4 bedrooms · 2+ bathrooms
Amazing Home with Heated Pool! Sleeps 10! Book Now! Minutes from everything.
Sleeps 12 · 3 bedrooms · 2 bathrooms
Provident Oceana Beachfront Suites
Sleeps 6
Hemingway & The Sea
Sleeps 2 · 1 bedroom · 1+ bathroom
House 3 BEDS -in 2 BR/2Bath FENCED Yard, Near Beaches
Sleeps 6 · 2 bedrooms · 2 bathrooms
Inground Pool w/ Game Room - Fully Renovated Modern Farmhouse
Sleeps 6 · 3 bedrooms · 2 bathrooms
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit South Pasadena for a holiday rental?
September is the most popular time to visit South Pasadena, Florida, as it marks the tail end of the peak season, which runs from July to September. During this vibrant period, visitors flock to the area to enjoy the warm, sunny weather, making it superb for beach activities and outdoor excursions. With temperatures typically ranging from 25 to 30 degrees Celsius, you'll find ideal conditions for sunbathing, swimming, and exploring the stunning coastline.In September, you can expect a lively option, yet it's also a transitional month where the summer crowds begin to thin out, allowing for a more relaxed experience. This is an excellent time for those who appreciate the convenience of having popular attractions slightly less busy while still enjoying the pleasant climate.For travellers seeking great value, consider visiting South Pasadena in November, when the weather remains delightful, and you'll encounter fewer tourists. This quieter month offers an opportunity to explore local parks, enjoy waterfront dining, and take leisurely strolls along the beach without the hustle and bustle of peak season.Ultimately, whether you prefer the vibrant energy of the summer months or the tranquillity of the shoulder season, South Pasadena has something to offer every type of holidaymaker.
What are the top attractions in South Pasadena, Florida, United States of America?
In South Pasadena, Florida, visitors can enjoy a variety of attractions that showcase the charm of this small coastal community. The picturesque waterfront area along Pasadena Avenue offers stunning views of the bay, making it a lovely spot for leisurely strolls or picnics. Nearby, the vibrant Beach Boulevard features a selection of local shops, cafes, and restaurants, superb for sampling the local cuisine.For those interested in nature, the area's proximity to the beautiful Gulfport Beach provides opportunities for swimming, sunbathing, and engaging in water sports. Additionally, the nearby Clam Bayou Nature Park is ideal for birdwatching and kayaking, allowing visitors to connect with the natural beauty of the region.Cultural enthusiasts can explore the local art scene, with various galleries and community events taking place throughout the year.
Are all fees included in the South Pasadena holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any South Pasadena holiday homes with parking?
Stayz offers a wide selection of holiday homes in South Pasadena with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for South Pasadena holiday homes?
You can find great discounts on holiday homes in South Pasadena on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my South Pasadena holiday home booking on Stayz?
To find South Pasadena holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in South Pasadena?
A long-stay holiday home in South Pasadena is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a South Pasadena holiday home?
Book your South Pasadena holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in South Pasadena?
Prices for holiday homes in South Pasadena vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in South Pasadena to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.