Vacation rentals in South Pasadena

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in South Pasadena

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest suite in Gulfport

4.92 out of 5 average rating, 451 reviews

Gulfport Studio STEPS to Beach & Restaurants

Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a corner lot STEPS from popular Beach Blvd & Gulfport beach, fishing pier, eclectic Gulfport shops, cafes and everything FUN! Gulfport has artsy and quirky shops, fabulous waterfront restaurants and a thriving art scene. Gulfport is a funky community all its own. Gulfport has an Art Walk on the First Friday and Third Saturday and a Tuesday market every week. Don’t miss it!

Jun. 3 – 10

$199 CAD per night

Guest favourite

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 112 reviews

St. Pete OASIS ~ reduced price for November

LGBTQ+ / 420 friendly! We live on the property; the suite is detached from the main house. Back yard/Pool area is a shared space. Pvt. fenced back yard and pool! Room features full bath, small kitchenette with microwave, hotplate, coffee maker and minifridge. Beach chairs available to use. 8 min from downtown 10 min to the beach! "Grand Central" district with great shops, galleries, bars and restaurants! Free shuttle that runs all day just a block away, to downtown and to the beach.

Jun. 30 – Jul. 7

$155 CAD per night

Guest favourite

Guest suite in St. Petersburg

4.95 out of 5 average rating, 107 reviews

Modern Romatic Suite: 5 Min to St Pete Beach

The Modern Studio boasts trendy decor, queen size memory foam mattress, a comfortable couch and an efficiency kitchen. There is also a private fenced yard with patio set to enjoy the Florida sunshine. We are Conveniently located: ▪️5 min drive to St Petersburg Beach and Gulfport ▪️15-20 minutes to vibrant Downtown St Pete. ▪️Blocks to the Pinellas County Trail for the avid bike rider. ▪️1/2 mile walk to the new Sun Runner bus system for easy transportation from downtown to the beach

Aug. 17 – 24

$155 CAD per night

Guest favourite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 129 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Aug. 28 – Sep. 4

$204 CAD per night

Guest favourite

Apartment in South Pasadena

4.92 out of 5 average rating, 13 reviews

Luxurious Studio Pool, Hot Tub, Volleyball + Games

Experience the perfect blend of serenity and backyard fun at our studio St. Pete Airbnb. Minutes from the beach, our retreat boasts a MASSIVE backyard w/ swim spa, sand volleyball or beach tennis, and diverse games like cornhole. Enjoy a cozy stylish interior and unwind in our big backyard. Close to beaches, stores & dining, it’s an ideal spot for a business traveler or a couple seeking a beach vacation with privacy and romance. Relax & have fun – your ultimate St. Pete stay awaits!

Sep. 27 – Oct. 4

$191 CAD per night

Guest favourite

Apartment in Gulfport

4.92 out of 5 average rating, 396 reviews

Bohemian Treat

This boutique-sized, two-room haven will tickle your senses with its quietly exhuberant art & design. It has low east/west light & a tiny private seating space just out the door. ...wander my tropical garden, have your coffee in the gazebo, or take a moment's walk to Gulfport's Art Village with its many restaurants, charming boulevard & cozy little bay beach. (or, if you prefer a high-ceilinged studio, look up my other listing "Graceful Haven". It's also on my property))

Sep. 23 – 30

$182 CAD per night

Guest favourite

Bungalow in Gulfport

4.96 out of 5 average rating, 152 reviews

Gulfport - St. Pete bungalow centrally located

Cozy and private apartment perfectly situated between St Pete Beaches, downtown St. Petersburg, and the quirky vibrant downtown Gulfport Arts District. This is a private apartment with 2 rooms, 1 bath, kitchenette, and patio. We live on the property in the other side of the Duplex, but your suite is completely private with your own entrance. Nature Park & bike trails: down the street! Downtown gulfport: 1mi / 3min St. Pete beach 4.6mi / 10min Downtown St Pete : 5mi / 10min

Sep. 1 – 8

$168 CAD per night

Guest favourite

Apartment in South Pasadena

4.95 out of 5 average rating, 151 reviews

Beautiful 2/2 Eclectic Modern Apt - WeArePeaceful

Our apartments 'Peaceful' is a combination of pleasing colors and a delicate attention to detail in every corner 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.

Jul. 14 – 21

$309 CAD per night

Guest favourite

Guest suite in St. Petersburg

4.96 out of 5 average rating, 111 reviews

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.

Jun. 24 – Jul. 1

$149 CAD per night

Guest favourite

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 181 reviews

Bayside Paradise Inn~ Water Views, Kayaks, Fishing

Private, separate in-law suite apartment on Boca-Ciega Bay has a complete kitchen, living room/dining area, bedroom and bathroom with private entryway. Wake up to Dolphins swimming by your window frolicking in the bay. Kayaks are furnished to be launched from backyard dock. Bring your fishing pole. Our concern for the safety of our guests during this pandemic, has caused us to adopt new enhanced cleaning methods recommended by AirB&B.

May 12 – 19

$280 CAD per night

Guest favourite

Condo in St. Pete Beach

4.91 out of 5 average rating, 208 reviews

Sunset Beach Condo in Treasure Island

Enjoy a beach getaway in this newly renovated 1 bedroom/1 bath (one queen, twin pull out sofa and single bed foldout) condo with partial water views. This top floor condo (2nd floor) is equipped with new stainless steel appliances, new dishwasher and beach front pool. The perfect relaxation! Great view from the balcony. Across the street from the beach. Harbor House in Sunset Beach, is located on the southern tip of Treasure Island.

Dec. 4 – 11

$198 CAD per night

Guest favourite

Bungalow in Saint Petersburg

4.99 out of 5 average rating, 107 reviews

Sandy Beaches Bungalow

Experience the epitome of Mid-Century Modern elegance in this stunning bungalow nestled within the prestigious waterfront enclave of Causeway Isles. Situated a mere 1.5 miles from the captivating shores of Treasure Island Beach and conveniently positioned along the picturesque Pinellas Bike Trail, this fully furnished haven beckons for 30 day+ rentals. **Snowbirds bring your pup and make this your winter home**

May 24 – 31

$308 CAD per night