Some info has been automatically translated. Show original language

Condo vacation rentals in South Pasadena

Find and book unique condos on Airbnb

Top-rated condo rentals in South Pasadena

Guests agree: these condos are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favourite
An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.
Condo in Treasure Island
4.9 out of 5 average rating, 187 reviews

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!

Top guest favourite
Condo in Treasure Island
4.93 out of 5 average rating, 158 reviews

Waterfront-Dolphin Sightings-Walk to Beach-Pool

Welcome to Paradise! This charming, beautifully renovated, and impeccably clean waterfront 2BR/2BA second-floor condo is located in Pointe Capri on Treasure Island—just two blocks from the white sands beach! Spend your days relaxing by the shared resort-style heated pool, fishing right off the community dock, or enjoying waterfront dining on the patio. Please note: 1) owner has allergy so we cannot accommodate any cats or dogs. 2) this 2nd floor condo is only accessible via a flight of stairs.

Top guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Condo in Treasure Island
4.99 out of 5 average rating, 216 reviews

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.

Top guest favourite
Condo in Madeira Beach
4.98 out of 5 average rating, 104 reviews

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.

Guest favourite
A bright living space features floor-to-ceiling glass doors leading to a private balcony. Comfortable seating is visible indoors, while the balcony is equipped with colorful chairs and a scenic view of the water and bridge.
Condo in Isla del Sol
4.96 out of 5 average rating, 104 reviews

Sunsets on the Island

Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!

Top guest favourite
A well-maintained swimming pool is surrounded by palm trees and greenery, overlooking the intercoastal waterway. The clear blue water of the pool contrasts with the vibrant landscape, and a serene view of the water can be seen in the background.
Condo in Treasure Island
4.99 out of 5 average rating, 144 reviews

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.

Guest favourite
An aerial view captures the coastline with sandy beaches meeting the gentle waves. The vibrant waterfront community features a mix of buildings and greenery, with beachgoers enjoying the open space. The location is highlighted by a marker indicating proximity to the water.
Condo in Treasure Island
4.93 out of 5 average rating, 122 reviews

Waterfront Condo With Pool and Multiple Views!

Enjoy the beach and the bay while staying in this upscale 3rd-floor condo unit just steps away from the beach! This beautiful unit offers 1 king bedroom plus 1 queen sleeper sofa. The 758 sq ft condo features a large waterfront pool with docks, outdoor grills, dining areas, free wifi, beach toys, and a full-size updated kitchen with everything you need for an enjoyable experience. Shops, restaurants, grocery stores, and entertainment are all nearby. Come enjoy paradise on Treasure Island!

Top guest favourite
A private balcony offers a serene view of the bay, framed by lush palm trees. A glass table and two chairs are positioned for easy enjoyment of the surroundings, while the sparkling water glimmers under a clear blue sky.
Condo in St. Petersburg
4.96 out of 5 average rating, 279 reviews

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 coffee, or while enjoying a glass of wine with the sunset! A 6-minute drive to Madeira Beach, close to all amenities, many restaurants nearby, incl. Doc Ford's next door, rated #1, shopping 7 mins. Lots to do; close to fishing including deep sea, jet skiing. 1 bedroom w/KING bed, comfy QUEEN pull-out; SLEEPS 4.

Top guest favourite
A tranquil view captures the sandy shoreline meeting the calm waters of the Gulf, with gentle waves lapping at the beach. Lush palm trees are positioned in the foreground, while a small blue trash bin is nestled among the greenery. The sky features soft clouds, hinting at the day's potential.
Condo in Treasure Island
4.97 out of 5 average rating, 146 reviews

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!

Top guest favourite
Condo in St. Petersburg
4.98 out of 5 average rating, 285 reviews

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.

Top guest favourite
An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.
Condo in Treasure Island
4.97 out of 5 average rating, 207 reviews

*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.

Guest favourite
A scenic view of a heated pool is highlighted, with sun loungers positioned under yellow umbrellas along a sandy beach in the distance. A cozy living area features a comfortable couch and a dining table, while a second image showcases the inviting pool area with surrounding greenery.
Condo in St. Pete Beach
4.89 out of 5 average rating, 227 reviews

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!.

Popular amenities for South Pasadena condo rentals

When is the best time to visit South Pasadena?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$204 CAD$275 CAD$320 CAD$256 CAD$219 CAD$217 CAD$208 CAD$186 CAD$172 CAD$183 CAD$194 CAD$213 CAD
Avg. temp17 °C18 °C20 °C23 °C26 °C28 °C29 °C29 °C28 °C25 °C21 °C18 °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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. South Pasadena
  6. Condo rentals