
Family-friendly vacation rentals in South Pasadena
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in South Pasadena

Total vacation rentals
Explore 190 vacation rentals in South Pasadena

Nightly prices starting at
South Pasadena vacation rentals start at G$8,366 GYD per night before taxes and fees

Verified guest reviews
Over 4,820 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
190 of South Pasadena vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in South Pasadena
Guests agree: these family-friendly homes 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!
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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.
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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
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** 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.
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Cozy Cottage for Lovers
Relax, reconnect and revitalize in this private, intimate cottage that has everything you need to leave the hustle and bustle behind. Surrounded by lush tropical vegetation in the shade of giant live oaks and located in the Gulfport Arts District, you're a short walk or bike ride from excellent urban parks, restaurants, live music, fashion and art boutiques, dancing at the Gulfport Casino, community theater, and a beautiful beach that looks out over sailboats moored in Boca Ciega Bay.
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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.
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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!
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St. Pete Beach Condo • Heated Pool • Walk to Beach
Relax in this bright, first-floor beach condo just a 4-minute walk to St. Pete Beach. Enjoy a full kitchen, king bedroom, washer/dryer in unit, fast WiFi, and a comfy living area with a sleeper sofa. The gated community offers a heated pool, grilling area, and free parking. Beach chairs, beach towels, and umbrellas are included—everything you need for an easy, comfortable getaway. Walking distance to many restaurants and shops, making this the perfect location!.
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FLASH SALE! Lets Flamingle! <1mi to beach! Sleeps4
🚨Special Offer: We’re running a limited-time Flash Sale for select dates! Message us to unlock exclusive savings for your short term or mid term stay‼️ 🦩Let’s Flamingle in this bold, pink 1BR retreat near Upham Beach! Located in a gated complex, this tropical paradise features cozy flamingo decor, FAST Wi-Fi, smart TV, full kitchen, and lush vacation vibes. One of 4 fun themed units perfect for beachside escapes. Book now and let the good vibes roll! 🌴☀️🦩
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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.
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Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!
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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!
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Popular amenities for South Pasadena family-friendly rentals
Family-friendly home rentals with a hot tub

Beachfront Condo in Exclusive Resort
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Sunset Nest: Two Bedroom Condo with Sunset Views
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1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo
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Rincón Divino MB 2 Balconies, Ocean & Marina Views
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Island Escape • Pool • Jacuzzi • Minutes to Beach!
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Gulf Strand Beach Resort
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Isla Sunsets
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Steps to beach with Marina Sunsets – 3 -Bed condo
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Family- and pet-friendly home rentals

Avocado Casita 10 mins to Beaches
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Gulfport Art District - One Block From Beach!
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Charming Side Garden Suite (no cleaning fee)
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Bungalow Heated Pool Home 10 minutes to Beaches
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Private Guesthouse Near Beach & Downtown
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SolMate 2/2, kayaks, beach, views, boat slip
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Gulfport+St Pete 2BD King Oasis, close to it all!
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Shady Paradise Close to All!
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Family-friendly home rentals with a pool

Beachfront Treasure Island | Pool | Penthouse
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Gulfside Resort: 3 bed, 2 bath /pool access
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Glorious Sunsets - Beachfront 2BR Condo
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St Pete Retreat WalktoBEACH*HeatedPOOL*PrivateYARD
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Spectacular beach to bay views from this resort.
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Renovated 2BD Beach Getaway in Prime Location!
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Shipwreck Bungalow
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Sunset Beach Cozy Private Condo
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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$41,200 GYD | G$58,350 GYD | G$62,951 GYD | G$52,703 GYD | G$42,455 GYD | G$45,174 GYD | G$43,292 GYD | G$37,645 GYD | G$34,508 GYD | G$34,926 GYD | G$36,599 GYD | G$40,991 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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- Rentals with a hot tub South Pasadena
- Rentals with beach access South Pasadena
- Boutique hotels South Pasadena
- Family-friendly rentals Pinellas County
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- Anna Maria Island
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- Img Academy





