
House vacation rentals in South Pasadena
Find and book unique houses on Airbnb
Quick stats about house rentals in South Pasadena

Total vacation rentals
Explore 50 vacation rentals in South Pasadena

Nightly prices starting at
South Pasadena vacation rentals start at G$14,646 GYD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of South Pasadena vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across South Pasadena rentals

4.9 Average rating
South Pasadena stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in South Pasadena
Guests agree: these houses are highly rated for location, cleanliness, and more.

Inground Pool w/ Game Room - Fully Renovated House
Beautifully remodeled 3 bedroom 2 bath farmhouse with INGROUND POOL in the heart of Gulfport. Looking for the BEACH?(St Pete Beach, Treasure Island etc) We are 6 mins away! If you are looking for amazing restaurants and bars in the middle of St Petes we are only 10 minutes to DOWNTOWN! If your are here for some baseball we are 15 minutes away from Tropicana field and St Pete Pier! If you are looking to explore In clearwater or Downtown Tampa we are only 25 minutes away including TAMPA Airport!

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.

Waterfront Oasis, Hot Tub, Sauna
Welcome to our beautiful waterfront home nestled between St Pete Beach & Gulfport, FL, where you'll experience the joys of the quintessential Florida lifestyle! Relax in the large outdoor living space, fish off the dock, boat on the pristine waters of the Gulf of Mexico and take in the ocean breeze. ☑ 2 mi to St. Pete Beach, 2.5 mi to Gulfport & 5 mi to John's Pass ☑ :On the Intracoastal Waterway w/boat access out to the Gulf of Mexico ☑ Hot tub, Sauna, Outdoor kitchen, bar, dock, boat lift

Gulfside Resort: 3 bed, 2 bath /pool access
Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are a short stroll away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! The house sleeps 6.

Barefoot Parrot /Walk DT & Waterfront/Sleeps 8
Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to gorgeous sunsets, shops, dining, breweries, and Pinellas Trail. Perfect for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this Dunedin favorite!

** Home Away From Home **
Why book 3 or 4 hotel rooms when you can book this beautiful and completely remodeled 4-bedroom, 2.5 bath 1788 sq. ft. home, centrally located in desirable South Pasadena Florida. Professionally decorated in a contemporary beach décor, stunning, spacious and very private! There is no lack of amazing things to do around the home, but if you want to be close to the St. Pete Beach, you are only 2.5 miles away and 6.5 miles to downtown St. Petersburg where night life entertainment abounds.

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.

ST Urban Oasis heated pool
Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.

Mangrove Haven | Minutes to Beach and Downtown
Welcome to Mangrove Haven, your newly remodeled waterfront oasis in St. Petersburg, Florida—where coastal luxury meets serene Old Florida charm along pristine mangrove-lined shores. This modern 3-bedroom, 3-bathroom vacation home sleeps 8 guests comfortably and offers the perfect blend of relaxation and adventure. Soak in breathtaking water views while enjoying your heated private pool, hot tub, expansive turf lawn, multiple outdoor seating areas, and palm-lined grounds.

Little gem in South Pasadena
Relax with the whole family in this 2 bedroom 1 bathroom, and one game room house. Free parking in front of the house. Washer and dryer available to use. A little covered patio in the back yard, and an outside grill for those fun nights. Large tv in the living room, and a smaller one (40inch) in the “kids” room. Dedicated work table. There is a mini foosball table that converts to air hockey, mini ping pong, mini pool table and more games, in case you get stuck inside.

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 in the front unit of a duplex, 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!

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 South Pasadena house rentals
House rentals with a pool

The Jungalow SOHO - Pool/Hot Tub

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Beautiful Tampa Bay Pool Home Near Gulf Beaches

5 STAR! Hot Tub-freeHeated Pool 4BD/2Ba 2 King bed

Coastal Pool Retreat *5 Min to Madeira Beach Sand

Waterfront /Pool /Golf Cart /Pet + Boat Friendly!

*POOL* Fenced Yard *Shuffleboard Court*

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
Weekly house rentals

Heated pool & sauna | 10 min to Downtown & Beach

Modern South Pasadena 3BR/2BA - 3 Min From Beach!

Beachfront Condo, Directly On Beach, Gulf View 515

Bayfront 4BR with Dock, Steps to Beach & Sunsets

The Happy House

Mini Golf, PacMan, Pool Table, 9 Min to Beach

Sunny 1BR/1BA Steps to St Pete Beach

Waterfront Home with Heated Pool 2 Mi from Beaches
Private house rentals

Salty Air Retreat 10 minutes to St Pete Beach

Pickleball, Basketball, Firepit 6 min to the BEACH

Boutique Stay Near the Bay | Walk to Downtown.

Tropical Escape | Pool | Game Room | Near Beach

Babe Ruth’s Build Spanish Style Hacienda! 4BR/5BA!

Amazing Home w/ Heated Pool! Sleeps 10! Book Now!

5BR St Pete Pool Home - Sleeps 10 - Near Beach!

The Kenwood Classic
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,217 GYD | G$51,260 GYD | G$50,004 GYD | G$49,795 GYD | G$47,075 GYD | G$39,334 GYD | G$44,983 GYD | G$35,986 GYD | G$31,174 GYD | G$34,522 GYD | G$35,359 GYD | G$44,983 GYD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Destinations to explore
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- Fitness-friendly rentals South Pasadena
- Rentals with outdoor seating South Pasadena
- Boutique hotels South Pasadena
- Rentals with a patio South Pasadena
- Rentals with pools South Pasadena
- Rentals with beach access South Pasadena
- Pet-friendly rentals South Pasadena
- Rentals with a fire pit South Pasadena
- Waterfront rentals South Pasadena
- Rentals with a hot tub South Pasadena
- Condo rentals South Pasadena
- Family-friendly rentals South Pasadena
- Beachfront rentals South Pasadena
- Apartment rentals South Pasadena
- Rentals with a washer and dryer South Pasadena
- House rentals Pinellas County
- House rentals Florida
- House rentals United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
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- John's Pass
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Epperson Lagoon
- ZooTampa at Lowry Park





