Vacation rentals in South Pasadena

Townhouse in St. Petersburg

A kitchen features a modern design with white cabinetry and a vibrant palm leaf wallpaper. A sleek island with blue stools provides seating, while a bowl of oranges adds a touch of color. Natural light illuminates the space, highlighting the appliances and open shelving.

4.97 out of 5 average rating, 188 reviews

Gulfport+St Pete 2BD King Oasis, close to it all!

Looking for a stylish and centrally located place to stay while visiting St Pete and Gulfport? Here it is! This 2 bed, 1 bath has king & queen memory foam mattresses, 55-inch TV, fast WIFI, washer/dryer, tankless water heater, and a fully fenced-in yard. Minutes to world famous beaches, downtown St Pete, and Beach Blvd all while being tucked away in a peaceful neighborhood oasis. Plus, only a short drive to local hot spots like Tropicana Field, Dali Museum, Sunken Gardens, & Stetson University.

Superhost

4.89 out of 5 average rating, 517 reviews

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

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

A serene swimming pool is featured, with clear, sparkling water reflecting the sunlight. Tiled steps adorned with turtle motifs lead into the pool, and a jacuzzi is situated at one end. The overall setting is inviting and tranquil.

4.98 out of 5 average rating, 197 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!

A compact kitchenette area is visible, featuring a small refrigerator and microwave, along with a coffee maker. Shelves hold dishware and a paper towel dispenser. Above the kitchenette, a floral wall art piece adds a gentle touch to the neutral-colored walls.

4.98 out of 5 average rating, 923 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

Two white chairs with bright yellow cushions are positioned on a wooden deck. Between them, a small table with a geometric design supports a vase of yellow tulips. Soft lighting from above casts a warm glow over the seating area.

4.91 out of 5 average rating, 254 reviews

Sweet & Simple guest suite Close to Everything.

Keep it sweet & simple at this peaceful and centrally-located private room close to downtown and the beaches. The room has it's own entryway from outside and boasts, TV, Wi-Fi, a full private bathrooms. The walk in closet space functions as a breakfast nook with mini-stovetop, refrigerator, microwave, and the necessary basic breakfast utensils. The room is also pet-friendly and close to major highways and transportation hubs. Come and call this space home for your stay in Saint Petersburg.

The bathroom features a glass-enclosed rain shower with a tiled interior and a durable hexagonal pattern on the floor. A full-length mirror is positioned outside the shower area, reflecting the bright light coming through the nearby window.

4.96 out of 5 average rating, 150 reviews

Modern Suite | Close to St. Pete Beach | Private

Welcome to our Modern Guest Suite! Perfect for couples and traveling professionals, our suite is close to beaches and downtown. Enjoy trendy decor, a queen-size memory foam mattress, a comfy couch, and an efficiency kitchen. Relax in your private fenced yard with a patio set, soaking up the Florida sunshine. Conveniently located: ▪️ 5 min drive to St. Pete Beach and Gulfport ▪️ 15-20 min to vibrant Downtown St. Pete ▪️ Blocks to Pinellas County Trail ▪️ 1/2 mile to the new SunRunner bus

4.95 out of 5 average rating, 111 reviews

A tranquil outdoor space features a stone wall adorned with greenery and subtle lighting. A vintage parking sign adds character, while assorted plants are placed around a wooden deck area, creating an inviting ambiance for relaxation.

Tiny home in Gulfport

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!

A hand soap dispenser is positioned next to a white washcloth on a bathroom countertop. The dispenser features a pump top, labeled 'HAND SOAP' in a simple font, complementing a neutral-colored wall.

4.98 out of 5 average rating, 125 reviews

Relaxing & Charming Hideaway

Welcome to this centrally located St Petersburg guest suite. Our renovated guest house is located less than 10 minutes from Downtown and less than 10 minutes from Treasure Island Beach. You will be an 8-minute walk to the St Pete SunRunner - connecting St Pete Beach with downtown. The apartment has been carefully designed to include everything you will need to make your stay as comfortable as possible including private parking, a private side entrance, and an enclosed private yard.

4.93 out of 5 average rating, 217 reviews

A private yard is showcased with a spacious patio featuring a picnic table and four chairs arranged around a firepit. Lush green grass surrounds a stone pathway, and a large umbrella offers shade. The home’s blue exterior is visible in the background.

Tiny home in Gulfport

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

4.89 out of 5 average rating, 159 reviews

Home in Gulfport

Gecko Cottage

Romantic little Cottage next to Downtown Gulfport. Here you will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is right next door. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

Apartment in South Pasadena

A landscaped outdoor area features various seating options, including a colorful patio set and a white lounge sofa adorned with decorative pillows. A stylish area rug lies beneath a round table, while greenery and flowering plants provide a serene backdrop.

4.94 out of 5 average rating, 187 reviews

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.

A modern structure is situated over calm waters, supported by a long pier lined with palm trees. The upper level offers outdoor seating with a spacious deck, providing panoramic views of the surrounding landscape and water.

4.94 out of 5 average rating, 155 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.

Vacation rentals for every style

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Popular amenities for South Pasadena vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in South Pasadena

A tall arrangement of large green leaves is positioned in a woven basket, located near a bright window. Sunlight is cast over the leafy plant, creating a refreshing focal point in the corner of the room.

5 out of 5 average rating, 61 reviews

Blue Bungalow of St. Pete Beach - Great Location !

JacobRating, 5 stars3 weeks ago

The little blue bungalow was a wonderful little stay in Saint Pete, very private and spacious. We had a ton of fun, very local so we were able to go visit a lot of hotspots.

5 out of 5 average rating, 14 reviews

A screened patio is furnished with a large, rustic wooden table surrounded by woven chairs. A centerpiece of blue glass adds a pop of color, while sunlight streams through the screens, illuminating the outdoor area and the inviting pool in the background.

Home in Gulfport

Private Pet-Friendly Home with Pool

JacquelineRating, 5 stars9 months ago

The backyard was beautiful and a perfect place to relax in the afternoons and evenings. Everyone loved the pool. The place was a close drive to a lot of good restaurants in all directions. We had room to spread out since three of us had to work several days.

4.88 out of 5 average rating, 81 reviews

A welcoming entryway features a bright yellow door, leading to a cozy kitchen area. A distinctive wallpaper with a fun design adds personality to the space. The kitchen counter is equipped with essential appliances, while a round coffee table centers the room, adorned with a decorative item.

Villa in Gulfport

Cozy funky duplex with KING bed

JordynRating, 5 stars5 days ago

Such a beautiful place! We loved everything about it from the fun interior design to appliances. We made dinner one night and dishes, pots and pans were provided! Shower was nice after the beach all day, and the bed was very comfortable! It is very close to Saint Petersburg, beautiful beach and town. We also took a day trip to siesta key, which was not far from the Bnb! Overall 10/10 experience! The perfect place for a couples getaway 🩷

A spacious studio featuring a high ceiling with wooden beams. A comfortable bed is dressed in muted tones, accompanied by a dresser and a closet. A kitchenette with white cabinetry and basic appliances is visible, with light streaming in through the entrance door.

4.93 out of 5 average rating, 58 reviews

King Size Sassy Studio. No Cleaning Fee.

SavannaRating, 5 stars3 weeks ago

perfect for the night we were in town! private area and had everything we needed. so so clean as well. erin was very responsive and the place was easy to find and the parking outside was secluded so we felt very safe and comfortable. 10/10!

A tranquil coastal scene features a great egret standing gracefully on large, smooth rocks near the shore. The clear waters transition from a deep blue to a lighter turquoise as they meet the sandy bottom, under a bright sky dotted with fluffy white clouds.

4.92 out of 5 average rating, 337 reviews

THE NEST: Separate Unit Near Beaches and Downtown

AmandaRating, 5 stars1 day ago

She was very nice and respectful and I was feeling a little under the weather and she helped me with my medicine. No questions asked very respectful. She let me check in early. I will definitely stay with her again. Highly recommended very sweet lady.

A two-story guest house is presented in a light green exterior, with a screened-in balcony accessed by a wooden staircase. A patio below features outdoor furniture and a grill, surrounded by lush greenery and small potted plants, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 76 reviews

$20-$35 Cleaning Fee? Ask! Cal King Beach House

MadisonRating, 5 stars2 months ago

We stayed 6 nights, and it was an amazing stay. I was a bit nervous about our privacy staying in a guest house, but there was no reason to be worried. Our hosts were very considerate and when we did run into John outside the house he was so friendly. Their dog is so adorable and friendly. The place was very clean and welcoming. Overall a wonderful stay!

Superhost

A bright yellow container of disinfecting wipes and a red first aid kit are displayed on a textured surface. The first aid kit features a white cross emblem and the words 'FIRST AID' prominently on the front, ensuring visibility and accessibility.

4.82 out of 5 average rating, 380 reviews

Adorable private, open-concept guest house.

JonathanRating, 5 stars3 weeks ago

Very clean, easy to find, quiet and close to everything. I recommend this to anyone looking to go downtown or to a baseball game.