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South Pasadena vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in South Pasadena

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

Guest favorite

Guesthouse in Gulfport

4.93 out of 5 average rating, 720 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)

Sep 22 – 29

ﺩ.ﺇ417 per night
Guest favorite

Cottage in Gulfport

4.95 out of 5 average rating, 133 reviews

The Pelicans Roost / Gulfport

The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

Jun 5 – 12

ﺩ.ﺇ430 per night
Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 445 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!

Aug 19 – 26

ﺩ.ﺇ453 per night

Popular amenities for South Pasadena vacation rentals

Stay near South Pasadena's top sights

Ted Peters Famous Smoked Fish47 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
The Horse & Jockey18 locals recommend

Other great vacation rentals in South Pasadena

Guest favorite

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 110 reviews

St. Pete OASIS ~ reduced price for November

May 5 – 12

ﺩ.ﺇ405 per night
Guest favorite

Home in Gulfport

4.89 out of 5 average rating, 115 reviews

The Brenda Ann/Pet Friendly/Walk to downtown!

Sep 25 – Oct 2

ﺩ.ﺇ385 per night
Guest favorite

Apartment in Gulfport

4.79 out of 5 average rating, 206 reviews

⭐STEPS to the Beach!! "The Nautical Escape"⭐

Sep 13 – 20

ﺩ.ﺇ477 per night
Guest favorite

Bungalow in Gulfport

4.96 out of 5 average rating, 148 reviews

Gulfport - St. Pete bungalow centrally located

Jan 18 – 25

ﺩ.ﺇ484 per night
Guest favorite

Guest suite in St. Petersburg

4.9 out of 5 average rating, 101 reviews

Private rental unit - St Pete - 10 Min to Beach

Mar 9 – 16

ﺩ.ﺇ236 per night
Guest favorite

Bungalow in St. Petersburg

4.85 out of 5 average rating, 128 reviews

Brick Road Bungalow DTSP

Aug 10 – 17

ﺩ.ﺇ375 per night
Guest favorite

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 779 reviews

Private Guest Suite 2 miles from Beach

Jun 13 – 18

ﺩ.ﺇ229 per night
Guest favorite

Home in South Pasadena

4.94 out of 5 average rating, 64 reviews

Oak Tree House

Aug 19 – 26

ﺩ.ﺇ555 per night
Guest favorite

Guesthouse in St. Petersburg

4.94 out of 5 average rating, 48 reviews

Quiet & Cozy Studio Near Beach & Downtown

Sep 17 – 24

ﺩ.ﺇ354 per night
Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 36 reviews

Avocado Oasis 10 mins to Beaches

Oct 30 – Nov 6

ﺩ.ﺇ332 per night
Guest favorite

Guesthouse in Gulfport

4.85 out of 5 average rating, 20 reviews

Cozy Cottage

Jun 7 – 14

ﺩ.ﺇ349 per night
Guest favorite

Home in Treasure Island

4.92 out of 5 average rating, 52 reviews

Treasure Island Turtle House Sunset Beach Cottage

Aug 18 – 25

ﺩ.ﺇ421 per night

Other great vacation rentals in South Pasadena

Guest favorite

Home in St. Petersburg

5.0 out of 5 average rating, 11 reviews

St Pete Surf Shack

Nov 15 – 22

ﺩ.ﺇ475 per night
Guest favorite

Apartment in Treasure Island

4.94 out of 5 average rating, 36 reviews

Peaceful Beach Retreat - One Block to the Beach

Sep 13 – 20

ﺩ.ﺇ470 per night
Guest favorite

Tiny home in St. Petersburg

4.81 out of 5 average rating, 37 reviews

Tiny Home Experience - Close to Beach and Downtown

Apr 22 – 29

ﺩ.ﺇ316 per night
Guest favorite

Guest suite in Gulfport

4.96 out of 5 average rating, 47 reviews

Bright and airy MCM studio ~ steps to Stetson Law

Jul 22 – 29

ﺩ.ﺇ323 per night
Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 9 reviews

Treetop Serenity Near Gulfport Beach.

Dec 3 – 10

ﺩ.ﺇ425 per night
Guest favorite

Apartment in St. Petersburg

4.94 out of 5 average rating, 95 reviews

St.Pete Modern Retro Oasis

Jul 19 – 26

ﺩ.ﺇ399 per night
Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 10 reviews

Seas the Day - Beautiful Gulfport Home

Jul 30 – Aug 6

ﺩ.ﺇ422 per night
Guest favorite

Guesthouse in St. Petersburg

4.92 out of 5 average rating, 83 reviews

Gorgeous 1 bedroom guest space with pool

Jan 2 – 9

ﺩ.ﺇ266 per night
Guest favorite

Home in St. Petersburg

4.96 out of 5 average rating, 28 reviews

Cozy and quiet entire home 10 min from the beach!

May 17 – 24

ﺩ.ﺇ367 per night
Guest favorite

Home in St. Petersburg

4.96 out of 5 average rating, 24 reviews

Cozy Chic Saint Pete Home

Sep 25 – Oct 2

ﺩ.ﺇ406 per night
Superhost

Home in St. Petersburg

4.82 out of 5 average rating, 55 reviews

The Pelican Pad on the Pinellas Trail

Jun 14 – 21

ﺩ.ﺇ465 per night
Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 96 reviews

Peaceful Getaway Close to Amazing Beaches!

Jul 8 – 15

ﺩ.ﺇ395 per night

Quick stats about vacation rentals in South Pasadena

Total rentals

70 properties

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

1.4K reviews

Nightly prices starting at

ﺩ.ﺇ147 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 20 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 boutique hotel rentals in South Pasadena?

    Experience the best of South Pasadena with our boutique hotel rentals, starting at about $90 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 hotel rentals in South Pasadena have a bbq area?

    Absolutely! We offer over 10 hotel 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 10 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 10 apartment rentals with air conditioning in South Pasadena. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore