House holiday rentals in South Pasadena

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Top-rated house rentals in South Pasadena

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

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Top guest favourite
Home in Gulfport
4.97 out of 5 average rating, 62 reviews

Modern studio, pool & sauna | 10 min to DT & BEACH

Enjoy a stylish stay at this private studio within our family home. With private entry and dedicated parking, the studio has a kitchenette, private patio, fenced in space for outdoor living, and is pet friendly. There’s a queen bed and full size pullout sofa. The studio is stocked for hosting, beaching, or just relaxing with coffee and a book. As your hosts you might see us (or our pups!) around and we love to highlight the wonderful places between downtown St. Pete, Gulfport, and the beaches.

Guest favourite
The living room features a comfortable leather sofa and a pair of yellow upholstered ottomans, arranged around a circular coffee table. Light streams through the two large windows, and a ceiling fan adds a cozy touch. A decorative rug enhances the hardwood floor.
Home in Euclid Place - St. Paul
4.9 out of 5 average rating, 168 reviews

Stunning bungalow retreat in St. Pete!

Your home away from home in St. Pete! Our bungalow is located in a highly desirable neighborhood just a mile from vibrant downtown. Fully renovated; the 1930's charm remains but with a modern fully-equipped kitchen, stylish bathroom, furniture/décor, and private deck. Refinished hardwood floors, too Features include: Driveway for 1 car King bedroom Queen sleeper sofa 2 Smart TVs: live & streaming apps Front porch with rocking chairs Deck with outdoor dining Washer & dryer Experienced hosts :)

Top guest favourite
A spacious living area features a large TV mounted on a green accent wall, complemented by wooden flooring. Natural light enters through a window adorned with flowing curtains. A coffee table sits at the center, surrounded by comfortable seating and a decorative plant.
Home in St. Petersburg
4.94 out of 5 average rating, 101 reviews

Charming Of Sand and Sea Home

Make yourself at home in this charming and relaxed house in a quiet family neighborhood. Every detail has been thought out with brand new modern furnishings. The living/dining/kitchen area is spacious with lots of natural light, and can easily accommodate 4-8 guests. A stocked kitchen is open to the living & dining areas equipped with refrigerator and dish washer. There is a full-size washer and dryer. All bed/bath/kitchen/beach linens are supplied. Large driveway available for free parking.

Top guest favourite
Home in Sunset Beach
5 out of 5 average rating, 17 reviews

Private Beachfront, Live Music & Restaurants #507

Welcome to your oceanside escape! This freshly updated 1-bed, 1-bath unit features stunning Gulf views and convenient on-site parking. Step out and stroll to nearby beach bars, live music, and great dining every evening. Your ideal getaway starts here! The beach just outside is perfect for relaxing, but if you're in the mood for energy and entertainment, Caddy's and KaTiki are just a 5-minute walk away with live tunes, tasty bites, and cold drinks! *New pool under construction* Coming in 2026

Guest favourite
A charming two-story building stands in a landscaped yard, featuring a light blue exterior and large windows that invite natural light. A gravel pathway leads to the entrance, bordered by vibrant greenery and decorative red bricks.
Home in Gulfport
4.78 out of 5 average rating, 161 reviews

The Gecko House Unit 3

Romantic little apartment next to Downtown Gulfport. It is up one flight of stairs as shown in the pics. 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 10 blocks away. 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.

Guest favourite
The living area showcases a blue accent wall and a plush velvet sofa, complemented by wooden chairs and a light fixture. A flat-screen TV is mounted on the wall, while the open kitchen features stainless steel appliances and a bar with stools for casual dining.
Home in Gulfport
4.97 out of 5 average rating, 127 reviews

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away 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 St Pete Pier.

Top guest favourite
A spacious outdoor area features a saltwater pool surrounded by tropical landscaping. The tiki cabana, with thatched roof, includes sitting areas and overlooks the pool. Several lounge chairs are placed around the pool, providing ample space for relaxation.
Home in St. Petersburg
4.99 out of 5 average rating, 143 reviews

Beach Pool Home w/Cabana Lounge & Tikibar

Prepare for a vacation in your own mini vacation resort! SUPER location just 2 mins to Walmart SuperCenter, beaches are 6 minutes and 25 mins. to downtown. You'll enjoy the IG-worthy decor and the poolside guest bungalow--guest's favorite sleeping spot and the oversized tiki poolside cabana with TV, bar seating + beverage fridge overlooking the saltwater pool. Home sleeps 14 with 4 BR+2Baths. Optional heated pool for add'l cost. Check my Airbnb profile for all 17 of our nearby home options.

Guest favourite
Home in St. Petersburg
4.89 out of 5 average rating, 147 reviews

NICE 1 BR/1 BA (+ 2BA W/D). 5 min DT, 10 beach!

WELCOME to this super nice 1 BR/ 1 (OR 2) BA home 5 min. N of DT and 10 to beach. Fully remodeled, nicely furnished, solid block guest home with dedicated off-street parking at your door, fast Wi-Fi, Smart TV's, kitchen, private patio with gas grill, in a quiet walkable neighborhood, 3 blocks to a park with an outdoor gym. ADD 2nd Bath w 8 Jet Jacuzzi soak tub, bidet, vanity, and Washer/Dryer ($25 per day, $25 cleaning per stay). OR ADD just Washer/Dryer access ($15 single use).

Top guest favourite
An open living room features a comfortable couch across from a wall-mounted smart TV. Bright walls enhance the space, with tropical-themed accents and a ceiling fan above. A spacious bedroom displays a queen bed with fresh linens, a mirrored closet, and large windows allowing natural light.
Home in Central Oak Park
4.96 out of 5 average rating, 199 reviews

Central location - mins to Downtown and Beaches

Rest assured, you’ll wake up close to all the excitement St. Petersburg has to offer! Perfect for solo travelers, couples, or small groups of friends and family, this cozy home is centrally located between downtown and the beaches—offering the ideal balance of fun and relaxation. 🚗 Quick Drive Times: • 8 min – Downtown St. Pete & The Pier • 12 min – St. Pete Beach • 25 min – Clearwater Beach • 25 min – Tampa & Airport Experience the best of St. Petersburg—scroll down to learn more!

Guest favourite
A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.
Home in St. Petersburg
4.88 out of 5 average rating, 148 reviews

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

Top guest favourite
An outdoor area features a fire pit surrounded by six colorful chairs on a gravel surface. A concrete space for activities is visible in the background, bordered by wooden fencing and trees, creating a private and spacious environment.
Home in St. Petersburg
5 out of 5 average rating, 27 reviews

Pickleball, Basketball, Firepit 6 min to the BEACH

Spacious 2‑bed getaway w/ huge yard, fire pit & combination basketball / pickleball court • 6‑min drive to beach Relax in our bright 2‑bed home just 6 minutes from St. Pete Beach. The private backyard is your oasis—fire pit, cozy outdoor lounge, and a full pickleball/basketball court. Bedroom one has a king; bedroom two features a queen‑over‑queen bunk to sleep up to six. Walk to beach, supermarkets & restaurants, then unwind by the fire under the stars.

Guest favourite
A screened-in saltwater pool area is highlighted, featuring colorful pool floats and two blue lounge chairs. Natural light enters through large windows, and a door provides access to the adjacent living space. The bright walls reflect the sun, enhancing the cheerful atmosphere.
Home in St. Petersburg
4.94 out of 5 average rating, 144 reviews

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!

Find us on the 'gram! @creamsicledreamsicle ***This is NOT a party home*** Thanks for viewing our beloved Creamsicle Dreamsicle! Our home features 3 bedrooms, 1 bath, central AC, off street parking, and an in-ground, heated (for a fee) saltwater pool. We are 3 miles to St. Pete Beach and 4.5 miles to downtown St. Pete! Our home is located in a quiet, safe, small community with very little traffic. Welcome to Saint Petersburg!

Popular amenities for house rentals in South Pasadena

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Quick stats about house rentals in South Pasadena

  • Total holiday rentals

    Explore 50 holiday rentals in South Pasadena

  • Nightly prices starting at

    South Pasadena holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 920 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of South Pasadena holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across South Pasadena rentals

  • 4.8 Average rating

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