South Pasadena vacation rentals

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Top-rated vacation rentals in South Pasadena

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Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 449 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 20 – 27

€ 138 per night

Guest favorite

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 28 – Jul 5

€ 105 per night

Superhost

Condo in St. Pete Beach

4.78 out of 5 average rating, 132 reviews

Charming Condo minutes from the beach

A charming ground floor updated condo only 10-12 minutes walk or 1 minute drive ( 0.6 miles ) to the Treasure Island Beach. The condo is decorated in a beach style theme. We offer all the necessary amenities to ensure a comfortable stay. The kitchen is fully equipped with all the cookware for a nice meal. The living room offers a pull out queen sofa that sleeps additional two people.Our cozy bedroom also has a queen size bed. Many restaurants, bars and shops are in a close proximity.

Sep 11 – 18

€ 130 per night

Guest favorite

Guest suite in St. Petersburg

4.95 out of 5 average rating, 106 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 8 – 15

€ 109 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

Jul 10 – 17

€ 135 per night

Guest favorite

Apartment in Gulfport

4.92 out of 5 average rating, 394 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))

Oct 7 – 14

€ 127 per night

Guest favorite

Condo in St. Pete Beach

4.95 out of 5 average rating, 121 reviews

Updated Condo minutes from the beach***heated pool

This fabulous and spacious newly updated condo close to the beach and many restaurants is all you need for your perfect beach vacation! We are short 10 minutes walk or 1 minute drive to the closest beach and many restaurants and shops. John Pass Village is only 6 minutes drive, Downtown St Pete and newly reopen St Pete Pier is a must visit for either night life or nice dinner. Egan Park and tennis courts are close by. Heated pool is in the building!Roku TV's.

Apr 29 – May 6

€ 133 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.

Jan 20 – 27

€ 230 per night

Guest favorite

Home in Gulfport

4.89 out of 5 average rating, 116 reviews

The Brenda Ann/Pet Friendly/Walk to downtown!

The Brenda Ann Suite is a pet friendly Private 1 Bedroom bungalow located in the heart of Gulfport, FL. You will enjoy the waterfront views as well as being just steps away from the beach, pier, Veterans Memorial Park and all of the attractions that Gulfport has to offer. You'll enjoy parking your car and not needing it again because you'll stroll our red brick streets to dinner and drinks. A perfect way to end a sun filled day at the beach!

Oct 22 – 29

€ 122 per night

Guest favorite

Guest suite in St. Petersburg

4.96 out of 5 average rating, 110 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

€ 102 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 16 – 23

€ 195 per night

Guest favorite

Condo in St. Pete Beach

4.91 out of 5 average rating, 207 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.

Jan 5 – 12

€ 165 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

Bungalow in Gulfport

4.96 out of 5 average rating, 152 reviews

Gulfport - St. Pete bungalow centrally located

Jul 8 – 15

€ 150 per night

Guest favorite

Guesthouse in Saint Petersburg

4.85 out of 5 average rating, 714 reviews

Private & Cozy Tiny Home/Cottage

Jan 22 – 29

€ 83 per night

Guest favorite

Apartment in Gulfport

4.8 out of 5 average rating, 214 reviews

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

Sep 16 – 23

€ 149 per night

Superhost

Home in Gulfport

4.78 out of 5 average rating, 240 reviews

The Flamingo Flat

Oct 1 – 8

€ 99 per night

Guest favorite

Tiny home in Gulfport

4.95 out of 5 average rating, 140 reviews

Pelican's Nest - Pet Friendly

Nov 21 – 28

€ 142 per night

Guest favorite

Guesthouse in Pinellas Park

4.87 out of 5 average rating, 247 reviews

pet friendly on an equestrian farm

Nov 24 – Dec 1

€ 113 per night

Guest favorite

Home in South Pasadena

5.0 out of 5 average rating, 23 reviews

Little gem in South Pasadena

Aug 19 – 26

€ 150 per night

Guest favorite

Home in South Pasadena

4.94 out of 5 average rating, 65 reviews

Oak Tree House

Aug 13 – 20

€ 181 per night

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Other great vacation rentals in South Pasadena

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 98 reviews

Peaceful Getaway Close to Amazing Beaches!

Jul 24 – 31

€ 115 per night

Guest favorite

Cottage in Gulfport

4.97 out of 5 average rating, 65 reviews

Cozy Cottage for Lovers

Oct 7 – 14

€ 137 per night

Guest favorite

Guesthouse in Gulfport

5.0 out of 5 average rating, 64 reviews

Gulf Guesthouse - king bed, 3 blocks to downtown.

Jul 31 – Aug 7

€ 159 per night

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 13 reviews

Seas the Day - Beautiful Gulfport Home

Jun 4 – 11

€ 133 per night

Guest favorite

Home in St. Petersburg

5.0 out of 5 average rating, 8 reviews

NEW! Sea Vue - Kayaks | King Beds | Backyard Oasis

Feb 5 – 12

€ 1,093 per night

Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 37 reviews

Avocado Oasis 10 mins to Beaches

Jun 11 – 18

€ 138 per night

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 26 reviews

AdorableTiny House

Jul 20 – 27

€ 113 per night

Guest favorite

Home in St. Petersburg

4.97 out of 5 average rating, 33 reviews

8 Minutes to the Beach Cozy Home

Nov 10 – 17

€ 194 per night

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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
€ 9 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 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 condo rentals in South Pasadena have wifi?
Absolutely! We offer over 10 condo 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

Bungalow in Gulfport

Guesthouse in Saint Petersburg

Apartment in Gulfport

Home in Gulfport

Tiny home in Gulfport

Guesthouse in Pinellas Park

Home in South Pasadena

Home in South Pasadena

Other great vacation rentals in South Pasadena

Home in Gulfport

Cottage in Gulfport

Guesthouse in Gulfport

Home in Gulfport

Home in St. Petersburg

Guesthouse in Gulfport

Home in Gulfport

Home in St. Petersburg

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 boutique hotel rentals in South Pasadena?

Are there family-friendly house rentals in South Pasadena?

Do hotel rentals in South Pasadena have a bbq area?

Do condo rentals in South Pasadena have wifi?

Do condo rentals in South Pasadena have air conditioning?

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