
Condo vacation rentals in South Pasadena
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Top-rated condo rentals in South Pasadena
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Beach, dolphin/manatee sightings, fishing, sunsets
Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

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.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Treasure Island 1 BR condo intercoastal waterfront
Beautiful 1 BR 1 bath condo with awesome water view of the intercoastal located in Westwinds Waterfront Resort 800 square feet with large living area including 65 in tv, queen sofa sleeper, full kitchen, king bed in master. Short walk to beach of Treasure Island. Grocery store, restaurants and bars all within walking distance. The Resort has heated pool, two gas grills, elevators and 3 docks and peaceful area to just sit and look at the water. Boats up to 24’ welcome with reservation.

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Beach Front Penthouse Riley's Retreat Island Inn
800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

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!

SolMate 2/2, kayaks, beach, views, boat slip
Newly renovated beach home, bright and beautifully appointed 2 bed/2 bath second floor condo with balcony overlooking Boca Ciega Bay. Modern beach decor. Only few steps to Treasure Island’s white sandy BEACH. Incredible water views from every window. 3 KAYAKS available (must sign waiver). Fun activities including ping pong, corn hole, etc. in common area. Only 6 units on property. Featured on HGTV Beachfront Bargain Hunt (Season 27 Episode 10).

Summer Penthouse, Private Balcony, Beach View #602
This luxury penthouse suite has been freshly remodeled and includes a direct, panoramic ocean view! You will have direct beach access. This two story condo has a townhouse layout with a private balcony on the second floor. Walking distance to local restaurants and bars. You are a short drive to St. Johns Pass, Clearwater, Fort Desoto State park and downtown St. Pete! 6 guest limit and no smoking strictly enforced.
Popular amenities for South Pasadena condo rentals
Weekly condo rentals

Waterfront Condo Patio Walk To Beach Treasure Isle

"Catching Rays " 2 BR 2 Bath Condo

Location, Comfort & Indulgence is key here!

1 Block to Beach| Sleeps 6| Free parking

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Your Island Escape! • Discounted Summer Rates

Beautiful ground floor condo - stunning waterviews

Everything You Need - St Pete Condo - Isla Del Sol
Pet-friendly condo rentals

Penthouse,intercoastal, 3/3 views/heated pool

2 Blocks To Beach: Walk to Restaurants & Bars-2BR

Beach Chill Inn #4 - Studio

Waterside Studio in the heart of TI, walk to beach

Casa de B.O.B ... Best on Beach

Amazing views on beachfront

Luxury Seashell Oceanfront Condo with Pool

Sunny St. Pete Getaway with Dolphins
Condo rentals with a pool

Lovely 2 bed/2 bath Condo with Pool

Peaceful 1BR Getaway by St. Pete Beach

Resort Complex is Directly on St. Pete Beach

Fully Renovated Waterfront Condo on Isla Del Sol

Roomy 2 bed 2 bath (+pullout sofa) condo with pool

WOW! What a view!

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

3 bedroom condo with a pool on Boca Ciega Bay
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $226 CAD | $294 CAD | $338 CAD | $255 CAD | $218 CAD | $217 CAD | $207 CAD | $185 CAD | $172 CAD | $183 CAD | $193 CAD | $212 CAD |
| 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 condo rentals in South Pasadena

Total vacation rentals
Explore 150 vacation rentals in South Pasadena

Nightly prices starting at
South Pasadena vacation rentals start at $68 CAD per night before taxes and fees

Verified guest reviews
Over 7,990 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
150 of South Pasadena vacation rentals include wifi access

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

4.7 Average rating
South Pasadena stays receive an average rating of 4.7 out of 5 from guests
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