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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.

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Top guest favorite
A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.
Guesthouse in Central Oak Park
4.98 out of 5 average rating, 225 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. EVERYONE is welcome here. Come & enjoy!

Top guest favorite
A comfortable sleeping area features a queen bed dressed in a white and aqua patterned duvet. Two individual pillows rest at the head of the bed. A nightstand with a lamp and a decorative chair are positioned nearby, while light from windows partially covered by blinds illuminates the space.
Guest suite in St. Petersburg
4.98 out of 5 average rating, 981 reviews

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

Guest favorite
A living area features wood-paneled walls complemented by retro artwork. A cozy seating arrangement includes a sofa and armchair, while a coffee table sits atop a vibrant area rug. Natural light is filtered through a window dressed with blinds, and a ceiling fan enhances airflow.
Home in Gulfport
4.79 out of 5 average rating, 307 reviews

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!

Guest favorite
A heated stock tank pool is surrounded by a lush tropical landscape featuring a variety of green plants. An oversized umbrella provides shade, and a colorful bungalow is visible in the background, creating a serene outdoor retreat.
Tiny home in Gulfport
4.95 out of 5 average rating, 133 reviews

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!

Top guest favorite
An inviting view into the living area is framed by a decorative arch. A vibrant green plant adds a touch of nature, while a cozy brown couch and accent chairs are arranged around a circular coffee table. Colorful artwork decorates the walls.
Guesthouse in Gulfport
4.97 out of 5 average rating, 119 reviews

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!

Guest favorite
An outdoor patio area features a tiled surface surrounded by greenery and a wooden fence. A round table with chairs is positioned next to a gas grill, while a large tree provides shade. Potted plants add a touch of nature to the space.
Tiny home in Gulfport
4.93 out of 5 average rating, 102 reviews

Avocado Casita 10 mins to Beaches

Newly built studio -- small space, smart design. An intimate studio space meant for a minimalist lifestyle complete with full amenities. Compact yet comfortable, it’s the perfect place for a restful sleep in between your daytime adventures. Pack light, live easy. 3 blocks from Stetson Law School 3-4 blocks from the Pinellas Trail ~1.5 miles to Gulfport’s Beach Blvd 3 miles to Award Winning St. Pete Beach 4 miles to Award Winning Treasure Island ~4.5 miles to Downtown St Pete

Top guest favorite
Apartment in St. Petersburg
4.99 out of 5 average rating, 125 reviews

Cozy Gem Near Madeira Beach

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Guest favorite
A shaded outdoor seating area is arranged with two light-colored chairs, a central table, and two small side tables. Potted plants add greenery, while soft cushions provide comfort. The wooden deck features a cool aqua color, enhancing a relaxed vibe.
Apartment in Central Oak Park
4.89 out of 5 average rating, 189 reviews

St.Pete Modern Retro Oasis

8 mins to Downtown, Vinoy Park, clubs, bars and coffee shops. We are 14 mins to Treasure Island Beach, 10 mins to Gulfport, 5 short blocks to Pinellas Bike Trail and a 2 min walk to Central Ave Trolley and the SUN RUNNER which takes you to the beach and/or downtown. Owners DO live on the premises, but there is only 1 BnB unit, so you will have plenty of privacy. We offer many amenities and believe our pricing reflects the high quality of our BNB!

Guest favorite
Apartment in South Pasadena
4.94 out of 5 average rating, 205 reviews

Stylish & Eclectic Modern 2/2 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.

Guest favorite
A private garden space is presented, featuring a small wooden table with two folding chairs positioned on a red pathway. Lush greenery, including a palm tree and flowering plants, surrounds the area, creating a serene outdoor setting.
Guest suite in St. Petersburg
4.94 out of 5 average rating, 166 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.

Superhost
A bright kitchen features a cheerful, colorful wallpaper with a playful design. A traditional farmhouse sink is situated on a light blue countertop, accompanied by various kitchen utensils and knives mounted on the wall. A vibrant yellow door complements the lively aesthetic, inviting natural light.
Villa in Gulfport
4.87 out of 5 average rating, 98 reviews

Cozy funky duplex with KING bed

Escape to the charming town of Gulfport, Florida, and discover a hidden gem nestled in the heart of this vibrant community. Our eclectic studio offers a one-of-a-kind experience for those seeking comfort, style, and a touch of the extraordinary. The main highlight is the funky wallpaper and the luxurious king-sized bed, adorned with premium linens and plush pillows, ensuring a restful night's sleep after your Gulfport adventures.

Top guest favorite
The exterior of the duplex is showcased with a brick facade and a light blue roof. A small white door is centered under a decorative wall feature. Potted plants and a small bistro table with chairs sit on a grassy area, surrounded by trees.
Home in Gulfport
5 out of 5 average rating, 128 reviews

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

When is the best time to visit South Pasadena?

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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 boutique hotel rentals in South Pasadena?

    Experience the best of South Pasadena with our boutique hotel rentals, starting at about $100 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 condo rentals in South Pasadena have wifi?

    Absolutely! We offer over 140 condo 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 90 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 Apartment Rentals in South Pasadena?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 90 homes with wifi, over 10 homes with a gym, over 10 homes with a bbq area, over 90 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in South Pasadena

  • Total vacation rentals

    Explore 360 vacation rentals in South Pasadena

  • Nightly prices starting at

    South Pasadena vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 13,860 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    350 of South Pasadena vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across South Pasadena rentals

  • 4.8 Average rating

    South Pasadena stays are highly rated by guests—averaging 4.8 out of 5!