
House vacation rentals in South Pasadena
Find and book unique houses on Airbnb
Top-rated house rentals in South Pasadena
Guests agree: these houses are highly rated for location, cleanliness, and more.

Private Island Old FL Waterfront Heaven on Earth
Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

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 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.

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/ Sunsets/ Heated Pool/ Tiki Bar/ Dock
Welcome to The Tiki Retreat, Your Waterfront Oasis on Boca Ciega Bay! Step into a bright, coastal 3 bedroom home where relaxing waterfront living meets vibrant tropical vibes. Enjoy stunning views, a private dock, a heated salt water pool, and your private tiki bar all set against the backdrop of beautiful Boca Ciega Bay, home to dolphins, manatees, and an array of wildlife. This spot has everything you need for an unforgettable stay. Feel free to bring your family pet (with pre-approval)

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.

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.

Boardwalk Bungalow - Johns Pass & beach steps away
LOCATION LOCATION LOCATION!! Boardwalk Bungalow is located right at the end of Johns Pass Boardwalk! With easy beach access from just under the Pass bridge, and no need to even cross Gulf Blvd. This 3-story duplex has 2 units, and this unit features 2 bedrooms, 1.5 bathrooms! The kitchen has grey solid wood cabinets, quartz countertops, and stainless appliances (NO DISHWASHER.) Updated bathrooms with chic tile selections & a small balcony with a peek at the Pass water views!

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.
Popular amenities for South Pasadena house rentals
House rentals with a pool

Hibernate in our Bear Creek Home

The Palm House | Free Heated Pool!

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

Paradise Palms - Private Pool Oasis - St. Pete

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

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach
Weekly house rentals

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

Sunny 1BR/1BA Steps to St Pete Beach

St Pete Beach 2-BR Retreat w/ Firepit & Bikes

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

Coastal Cottage Near BEACH & downtown St Pete
Private house rentals

Heated pool & sauna | 10 min to Downtown & Beach

Pickleball, Basketball, Firepit 6 min to the BEACH

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

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

Waterfront Home with Heated Pool 2 Mi from Beaches

The Beautiful Treasure 10 mins to beaches/downtown

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$41,223 GYD | G$51,267 GYD | G$50,012 GYD | G$49,802 GYD | G$47,082 GYD | G$39,340 GYD | G$44,990 GYD | G$35,992 GYD | G$31,179 GYD | G$34,527 GYD | G$35,364 GYD | G$44,990 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 |
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$14,648 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!
Destinations to explore
- Miami Vacation rentals
- Orlando Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Miami Beach Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Fort Lauderdale Vacation rentals
- Destin Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- St. Augustine Vacation rentals
- Apartment rentals South Pasadena
- Family-friendly rentals South Pasadena
- Fitness-friendly rentals South Pasadena
- Boutique hotels South Pasadena
- Rentals with pools South Pasadena
- Rentals with a fire pit South Pasadena
- Pet-friendly rentals South Pasadena
- Rentals with beach access South Pasadena
- Beachfront rentals South Pasadena
- Rentals with outdoor seating South Pasadena
- Rentals with a washer and dryer South Pasadena
- Rentals with a patio South Pasadena
- Waterfront rentals South Pasadena
- Condo rentals South Pasadena
- Rentals with a hot tub 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
- Crescent Beach
- 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





