
Vacation rentals in South Pasadena
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Top-rated vacation rentals in South Pasadena
Guests agree: these stays are highly rated for location, cleanliness, and more.

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Private Guest Suite 2 miles from Beach
Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Stylish & Eclectic Modern 2/2 Apt - WeAreGrateful
2 Bedroom 2 Baths Eclectic Modern Apartment Our apartment 'GRATEFUL' is a combination of pleasing colors and a delicate attention to detail in every corner that will let you experience the magic of an eclectic space in the heart of St Petersburg. With the beautiful sand beaches under 5 minutes away, you can feel the breeze as soon as you step outside. You also can try St Petersburg’s diverse restaurant scene and visit the museums displaying art permanent collections and traveling exhibits.

The Flamingo Flat
This is a charming freshly painted mid-century modern "Old Florida Coastal" home! Great location with off-street parking. Fully furnished covered porch with ceiling fans in very private partially fenced yard. Just a 1 mile walk or ride to Gulfport Beach and Arts District, and 3 miles to Sunset Beach on the pristine Gulf of Mexico. Two bedrooms (1 queen and 1 twin). People of ALL sizes, colors, beliefs, cultures, religions, sexes and backgrounds are welcome here as long they DO NOT SMOKE!

Shipwreck Bungalow
Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

Hibernate in our Bear Creek Home
This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

Charming Studio | Outdoor Kitchen | Free Parking
Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Sweet & Simple guest suite Close to Everything.
Keep it sweet & simple at this peaceful and centrally-located private room close to downtown and the beaches. The room has it's own entryway from outside and boasts, TV, Wi-Fi, a full private bathrooms. The walk in closet space functions as a breakfast nook with mini refrigerator, microwave, and the necessary basic breakfast utensils. The room is also pet-friendly and close to major highways and transportation hubs. Come and call this space home for your stay in Saint Petersburg.

Pelican's Nest - Pet Friendly
The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Gulf Guesthouse - king bed, 3 blocks to downtown.
Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!

Charming Side Garden Suite (no cleaning fee)
This private guest suite is centrally located between the beaches on Treasure Island and the nightlife, shopping, and dining of the Grand Central and Pier districts, along the Sun Runner public transportation route. The suite includes one bedroom, bathroom, and kitchenette, separated from the main house, with a private entrance through the side garden. Come enjoy your morning coffee in the garden, and all that St. Petersburg has to offer.

Peaceful Getaway Close to Amazing Beaches!
This property is nestled in a quiet neighborhood just a mile from the beautiful Gulfport Waterfront District. It’s the perfect place to get away and relax or work remotely! You’ll be minutes away from our awesome town of Gulfport, renowned beaches on the Gulf, gorgeous local parks and preserves, lots of artsy shopping spots, and dining options for every palette! This sanctuary is furnished with everything you might need!
Popular amenities for South Pasadena vacation rentals
Other great vacation rentals in South Pasadena

Modern studio, pool & patio | 10 min to DT & BEACH

Blue Bungalow of St. Pete Beach - Great Location !

Central Cozy Cottage w/ Heated Pool & Hot Tub!

The Pelicans Roost / Gulfport

Cozy funky duplex with KING bed

Paradise Palms - Private Pool Oasis - St. Pete

Pets OK | Peacocks! | Close to Downtown & Beaches

Waterfront Retreat | Pet-Friendly | Near Beach
Quick stats about vacation rentals in South Pasadena
Total rentals
360 properties
Nightly prices starting at
€ 26 before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
240 properties have a pool
Frequently Asked Questions
Are there pet-friendly vacation rentals in South Pasadena?
Four-legged friends are welcome in South Pasadena. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in South Pasadena?
Yes! Work meets play with ease at over 170 vacation rentals in South Pasadena featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there South Pasadena vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 240 vacation homes with pools in South Pasadena, available on Airbnb. Make a splash and soak up the sun in style!
Do boutique hotel rentals in South Pasadena have a gym?
Absolutely! We offer over 10 boutique hotel rentals with a gym in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in South Pasadena?
Experience the best of South Pasadena with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly condo rentals in South Pasadena?
South Pasadena has more than 60 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in South Pasadena have a bbq area?
Absolutely! We offer over 50 condo rentals with a bbq area in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in South Pasadena have wifi?
Absolutely! We offer over 30 boutique hotel rentals with wifi in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in South Pasadena have air conditioning?
Absolutely! We offer over 80 apartment rentals with air conditioning in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in South Pasadena?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 10 homes with a bbq area, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach