South Pasadena vacation rentals

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Top-rated vacation rentals in South Pasadena

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

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Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 729 reviews

graceful haven...

This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)

Nov 7 – 14

R2,137 ZAR per night

Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 452 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!

Sep 21 – 28

R2,316 ZAR per night

Guest favorite

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 117 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

R1,855 ZAR per night

Guest favorite

Guest suite in St. Petersburg

4.95 out of 5 average rating, 108 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

Sep 7 – 14

R1,617 ZAR per night

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 131 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 25 – Sep 1

R2,399 ZAR per night

Guest favorite

Guest suite in St. Petersburg

4.97 out of 5 average rating, 106 reviews

PRIVATE 1-bedroom suite || BEACH within 5 miles

Grab your suitcase and head down to St Pete for a mini-staycation! Enjoy our welcoming beaches, crystal clear gulf water, practice your golf swing, or have fun at one of the events and festivals that the area offers so generously. You'll have our beautiful suit waiting for you with everything you need for a comfortable stay: - Private entrance - Free parking for 2 cars (or your car and your jet-skis) - Smart TV - High-speed WiFi - Comfortable Queen size bed with crisp white linens

Jun 21 – 28

R2,242 ZAR per night

Guest favorite

Bungalow in Gulfport

4.96 out of 5 average rating, 154 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

Aug 1 – 8

R2,302 ZAR per night

Guest favorite

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.

Dec 26 – Jan 2

R3,798 ZAR per night

Guest favorite

Guest suite in St. Petersburg

4.96 out of 5 average rating, 112 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 17 – 24

R1,840 ZAR per night

Guest favorite

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

R3,050 ZAR per night

Guest favorite

Condo in St. Pete Beach

4.91 out of 5 average rating, 211 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.

Nov 14 – 21

R2,320 ZAR per night

Guest favorite

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 16 – 23

R3,323 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for South Pasadena vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near South Pasadena's top sights

Ted Peters Famous Smoked Fish47 locals recommend

Dolphin Racer12 locals recommend

Leverock's Great Seafood18 locals recommend

St Pete Beach Community Center8 locals recommend

Corey Avenue Historic District9 locals recommend

Chill Restaurant & Bar14 locals recommend

Other great vacation rentals in South Pasadena

Guest favorite

Guesthouse in St. Petersburg

4.87 out of 5 average rating, 120 reviews

Charming St Pete Studio Apt

Jul 22 – 29

R1,432 ZAR per night

Guest favorite

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 791 reviews

Private Guest Suite 2 miles from Beach

Jul 5 – 10

R1,214 ZAR per night

Guest favorite

Cottage in Gulfport

4.96 out of 5 average rating, 135 reviews

The Pelicans Roost / Gulfport

Aug 12 – 19

R2,202 ZAR per night

Superhost

Apartment in St. Pete Beach

4.79 out of 5 average rating, 278 reviews

Fiesta Siesta in St Pete Beach USA #1 ranked beach

Sep 8 – 15

R2,483 ZAR per night

Guest favorite

Apartment in St. Petersburg

4.96 out of 5 average rating, 142 reviews

The Farm house*King Bed-Jacuzzi tub*5 miles2 beach

Sep 25 – Oct 2

R1,798 ZAR per night

Guest favorite

Tiny home in Gulfport

4.95 out of 5 average rating, 142 reviews

Pelican's Nest - Pet Friendly

Jul 14 – 21

R2,597 ZAR per night

Guest favorite

Guesthouse in Saint Petersburg

4.84 out of 5 average rating, 718 reviews

Private & Cozy Tiny Home/Cottage

Jan 17 – 24

R1,451 ZAR per night

Superhost

Guesthouse in St. Petersburg

4.91 out of 5 average rating, 444 reviews

Private Guest House sleeps 4 w/POOL & near beach!

Jul 16 – 23

R2,965 ZAR per night

Show all

Other great vacation rentals in South Pasadena

Guest favorite

Home in St. Petersburg

4.97 out of 5 average rating, 34 reviews

8 Minutes to the Beach Cozy Home

Oct 31 – Nov 7

R2,316 ZAR per night

Guest favorite

Apartment in St. Petersburg

4.98 out of 5 average rating, 46 reviews

Private close to beach studio apartment with yard

Dec 16 – 23

R1,876 ZAR per night

Superhost

Cottage in South Pasadena

4.8 out of 5 average rating, 25 reviews

5 min drive to the Beach - Cozy Florida Vibes

May 5 – 12

R2,841 ZAR per night

Guest favorite

Guesthouse in St. Petersburg

4.94 out of 5 average rating, 50 reviews

Quiet & Cozy Studio Near Beach & Downtown

Sep 21 – 28

R1,811 ZAR per night

Guest favorite

Home in South Pasadena

4.94 out of 5 average rating, 66 reviews

Oak Tree House

May 31 – Jun 7

R3,439 ZAR per night

Guest favorite

Guesthouse in Gulfport

4.93 out of 5 average rating, 40 reviews

La Casita of Princesa Peach! Stetson & Beaches!

Aug 14 – 21

R1,294 ZAR per night

Guest favorite

Guesthouse in St. Petersburg

5.0 out of 5 average rating, 17 reviews

Welcome To The Jungle! 3 miles to the Beach

Sep 13 – 20

R2,357 ZAR per night

Guest favorite

Guesthouse in Gulfport

5.0 out of 5 average rating, 66 reviews

Gulf Guesthouse - king bed, 3 blocks to downtown.

Jul 1 – 8

R2,547 ZAR per night

Show all

Quick stats about vacation rentals in South Pasadena

Total rentals
70 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
R188 ZAR before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in South Pasadena?
Four-legged friends are welcome in South Pasadena. Choose from more than 30 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 40 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 40 vacation homes with pools in South Pasadena, available on Airbnb. Make a splash and soak up the sun in style!
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 $10 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 house rentals in South Pasadena?
South Pasadena has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in South Pasadena have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in South Pasadena have wifi?
Absolutely! We offer over 30 house rentals with wifi in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in South Pasadena have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in South Pasadena. Enjoy a tailored experience with all the comforts you desire.

South Pasadena vacation rentals

Top-rated vacation rentals in South Pasadena

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for South Pasadena vacation rentals

Stay near South Pasadena's top sights

Other great vacation rentals in South Pasadena

Guesthouse in St. Petersburg

Guest suite in Saint Petersburg

Cottage in Gulfport

Apartment in St. Pete Beach

Apartment in St. Petersburg

Tiny home in Gulfport

Guesthouse in Saint Petersburg

Guesthouse in St. Petersburg

Other great vacation rentals in South Pasadena

Home in St. Petersburg

Apartment in St. Petersburg

Cottage in South Pasadena

Guesthouse in St. Petersburg

Home in South Pasadena

Guesthouse in Gulfport

Guesthouse in St. Petersburg

Guesthouse in Gulfport

Quick stats about vacation rentals in South Pasadena

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in South Pasadena?

Are there vacation rentals with a dedicated workspace in South Pasadena?

Are there South Pasadena vacation rentals on Airbnb with pools?

How much does it cost to stay in house rentals in South Pasadena?

Are there family-friendly house rentals in South Pasadena?

Do house rentals in South Pasadena have a bbq area?

Do house rentals in South Pasadena have wifi?

Do condo rentals in South Pasadena have air conditioning?

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