
Holiday rentals with a pool in South Pasadena
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Top-rated rentals with a pool in South Pasadena
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Waterside Studio in the heart of TI, walk to beach
Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

Beautiful Condo minutes from the beach/heated pool
Beautiful and spacious newly updated and newly furnished one bedroom condo with large private patio located 10 minutes walk or 1 min drive to the closest beach. There are many restaurants, bars and shops in a close proximity. The living room has two sofa beds, full kitchen, dinning table- seats four, cable TV and WIFI. Bedroom has queen size bed and small cable TV. There are beach chairs, umbrella, cooler and beach towels for you to use. Private patio has garden table w 4 chairs and umbrella

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping your coffee, or while enjoying a glass of wine in the evening! A 6-minute drive to Madeira Beach, and close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping within 7 minutes. Lots to do; close to fishing including deep sea, and jet skiing. 1 bedroom, sleeps 4; comfy pull-out.

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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 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!

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.

EPIC Gulf/Beach Views! Balcony/Beach Supplies/Pool
Spend your day on the nation’s top-rated beach, enjoy sunsets over the ocean from your balcony, and let the gentle sound of waves lull you to sleep in this beautiful, recently remodeled oceanfront room. This welcoming space features 2 queen beds; free WIFI, streaming services, and parking; essentials like shampoo, conditioner and body wash; kitchen with ample counter space, cooktop, and dishwasher; and incredible ocean views - everything you need to relax at the beach!

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Waterfront studio! Heated pool and hottub
Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

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!

Beachfront Condo w/ Ocean View - Newly Renovated!
Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.
Popular amenities for South Pasadena rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat-New Heated Pool

King / Child Friendly / Near DT / No Chores!

Bungalow Heated Pool Home 10 minutes to Beaches

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Pet-friendly Beach Home with Heated Pool & Spa

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

The Blue Fin, 3 Bed/ Heated Pool/ XBOX
Condo rentals with a pool

Beachfront Studio w/ KING Sized Bed!

Land's End 11-404: Gulf Front Gem - 2BD/2BA

2 bedroom condo with a pool on Boca Ciega Bay

1br Condo with Beach Access & Pool and Palms View

Royal Orleans at Redington Beach ( Studio 203 )

King Oceanfront Suite • Kitchenette & Balcony

Upham Beach-Paradise in St. Pete Beach & Parking!

updated condo with water views
Other holiday rentals with a pool

Heated pool & sauna | 10 min to Downtown & Beach

Beautiful waterfront condo at St. Petersburg Beach

Sunset Sanctuary | Heated Waterfront Pool + Dock

Tropical Retreat

Waterfront / Heated Pool / Pet + Boat Friendly!

*POOL* Fenced Yard *Shuffleboard Court*

Intracoastal w/Private Balcony★ - Steps to Beach ☼

Luxurious Waterfront Condo! Great reviews!
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 AUD | $313 AUD | $362 AUD | $283 AUD | $248 AUD | $235 AUD | $239 AUD | $220 AUD | $210 AUD | $215 AUD | $215 AUD | $237 AUD |
| 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 holiday rentals with a pool in South Pasadena

Total holiday rentals
Explore 230 holiday rentals in South Pasadena

Nightly prices starting at
South Pasadena holiday rentals start at $99 AUD per night before taxes and fees

Verified guest reviews
Over 10,810 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
230 of South Pasadena holiday 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!
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