Apartment holiday rentals in South Pasadena

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.

4.92 out of 5 average rating, 169 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!

Apartment in Sunset Beach

4.95 out of 5 average rating, 147 reviews

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!

A bright living area features a comfortable sofa adorned with decorative pillows. A wooden coffee table sits centrally, complemented by a dining space equipped with modern stools. Natural light filters through plantation shutters and a door leading to the outside.

4.89 out of 5 average rating, 222 reviews

Poolside Paradise with Patio, Steps from Beach

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Experience unbeatable value. Escape to this charming coastal condo just steps from the powdery sands of St. Pete Beach, with a heated pool right outside your door. Enjoy an upgraded kitchen, bright beachy décor, and easy access to shops, dining, and sunset strolls. Added perks include parking for one vehicle, Wi-Fi, and beach essentials—chairs, towels, umbrella, and buggy—for carefree coastal living.

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.

4.99 out of 5 average rating, 206 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.

A cozy living area features a comfortable gray sofa and a blue accent chest. Large glass doors open to a balcony, showcasing water views. A ceiling fan provides a gentle breeze, while decorative elements like wall art and a rug add a touch of charm.

4.97 out of 5 average rating, 147 reviews

Dolphins from private balcony! Heated pool hottub

Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

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.

4.99 out of 5 average rating, 140 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.

4.87 out of 5 average rating, 129 reviews

Renovated 2BD Beach Getaway in Prime Location!

Walk to waterfront restaurants, bars, and white sandy beaches all within 15 mins. Perfect home base for your vacation! This bright ground floor 2BR/2BA condo has been renovated from top to bottom sleeping 4. We're excited to be able to share our home again after the completion of our renovations following the Hurricane in 2024. Our place has the largest, private patio —steps from the pool - and many extras such as beach chairs, umbrella, kitchen appliances, and more for you to enjoy.

Apartment in Pass-a-Grille Beach

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

5 out of 5 average rating, 164 reviews

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! 🤍

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

4.9 out of 5 average rating, 163 reviews

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.

Apartment in Madeira Beach

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

4.99 out of 5 average rating, 214 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

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.

4.9 out of 5 average rating, 218 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!.

The spacious living area features a blue sofa with decorative pillows, a white coffee table, and a dining space with a round table and four chairs. A ceiling fan circulates air, and the kitchen is visible in the background, complemented by light-colored cabinetry.

4.92 out of 5 average rating, 157 reviews

Updated Condo minutes from the beach - heated pool

Welcome to this fabulous and spacious newly updated condo close to the beach and many restaurants. Closest beach is 12 min walk or 2 min drive. John Pass Village is only 6 minutes drive, Downtown St Pete and newly re-opened St Pete Pier is a must visit for either night life or nice dinner. Egan Park and tennis courts are across the street. Pool is in the building- hours of operatio dusk to down.Pool is heated to 82f during the day.Roku TV's in the unit.

Popular amenities for South Pasadena apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 14 reviews

Best Sunset View 3/3 Beachfront Penthouse Condo

The open living area features a comfortable sofa, a coffee table, and a dining table set for four. The kitchen is equipped with modern appliances and illuminated by warm lighting, creating a welcoming environment. Textured decor and a wall painting add a subtle coastal touch.

4.92 out of 5 average rating, 13 reviews

Peaceful 1BR Getaway by St. Pete Beach

An aerial view of the resort property reveals a four-story building set against a sandy beach. Sun loungers and beach umbrellas are scattered across the shoreline. The calm water reflects surrounding boats and palm trees, creating a serene coastal atmosphere.

5 out of 5 average rating, 21 reviews

Beach Front Penthouse with Views

A serene view of a sparkling pool overlooks the intra-coastal waterway, framed by palm trees. Several lounge chairs are positioned around the pool area, and multiple boats are docked at the nearby marina, all under a clear blue sky.

4.83 out of 5 average rating, 65 reviews

Treasure Island Florida Beach Home

4.98 out of 5 average rating, 58 reviews

A spacious living area features a light blue sectional sofa with accent pillows, complemented by a round coffee table. A large area rug adds warmth, while a decorative surfboard is mounted on the wall. Natural light enters from nearby windows, illuminating the inviting space.

Apartment in Maximo

"Catching Rays " 2 BR 2 Bath Condo

Apartment in Sunset Beach

A private balcony overlooks the beach and Gulf of Mexico. Two red chairs are positioned for comfortable seating, while a railing provides safety and unobstructed views. The serene landscape features green grass leading to the sandy shore and the calm blue waters of the ocean.

4.93 out of 5 average rating, 56 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Apartment in Sunset Beach

5 out of 5 average rating, 4 reviews

Land's End Beachfront Elegance: Top Floor Corner

4.97 out of 5 average rating, 72 reviews

Top floor condo on the water w balcony & pool

Pet-friendly apartment rentals

A view from the balcony showcases lush tropical palm trees framing the serene waters of the bay. A small boat can be seen gliding through the calm water, enhancing the tranquil atmosphere. Vibrant greenery is present in the foreground, completing the coastal scene.

4.82 out of 5 average rating, 132 reviews

Breathtaking Waterview Condo!

Apartment in Belleair Beach

A cozy dining area is positioned next to expansive glass windows offering a view of the ocean. A round table with two white chairs is complemented by rustic decor, while light-colored curtains frame the scene, enhancing the openness and connection to the seaside.

4.86 out of 5 average rating, 59 reviews

Belleair Beach 215 Beachfront Gem Steps from Sand

4.88 out of 5 average rating, 146 reviews

The marina features a variety of boats docked in calm waters, with a warehouse structure visible in the background. The scene includes several sailboats and a large yacht, complemented by industrial surroundings, reflecting a serene nautical atmosphere.

Apartment in Maximo

"The Merry Yacht" excellent location

Apartment in Madeira Beach

A wooden walkway leads through a natural landscape, flanked by tropical vegetation and palm trees. The pathway extends toward the horizon, inviting visitors to the nearby ocean. Soft clouds fill the sky, enhancing the serene setting of Madeira Beach.

4.76 out of 5 average rating, 471 reviews

Beach Chill Inn #3 - Studio

Apartment in Indian Shores

Two wicker chairs with cushions are positioned around a small table on a balcony overlooking the beach. The expansive view reveals the Gulf of Mexico and a clear sky with scattered clouds. Beachgoers can be seen in the distance enjoying the shoreline.

4.79 out of 5 average rating, 99 reviews

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

Apartment in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 400 reviews

Amazing views on beachfront

A wide view of Boca Ciega Bay is presented, showcasing calm waters under a partly cloudy sky. Lush palm trees frame the foreground, while boats can be seen in the distance, contributing to the serene waterfront atmosphere.

4.9 out of 5 average rating, 62 reviews

Gulf Waterfront Studio! Near Madeira Beach

A modern kitchen area features a large island with seating, complemented by white cabinetry and gleaming countertops. Natural light floods the space through expansive sliding glass doors, which lead to a private terrace with ocean views. A comfortable seating area is arranged nearby.

4.86 out of 5 average rating, 81 reviews

Luxury Seashell Oceanfront Condo with Pool

Apartment rentals with a pool

Apartment in Redington Shores

A serene ocean view captures the sun setting on the horizon, casting warm orange and gold hues across the sky. Gentle waves break on the shore, creating a foamy shoreline. The tranquil scene highlights the beauty of nature at dusk.

5 out of 5 average rating, 14 reviews

Beachfront Condo with Stunning Sunset Views

4.99 out of 5 average rating, 143 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

Apartment in Clearwater

Seasalt Breeze, by the pool, NO hidden fees

Apartment in Isla del Sol

Aerial view captures a sandy beach curving along the water, dotted with tiki huts under clear blue skies. The green lawn leads to the water's edge, providing a seamless transition from the building to the beachfront.

5 out of 5 average rating, 41 reviews

Beautiful ground floor condo - stunning waterviews

Apartment in Isla del Sol

A serene view of a sandy beach bordered by clear turquoise water. Thatched umbrellas dot the shore, providing shaded areas for relaxation. In the distance, a bridge spans over the water, while a boat maneuvers gracefully along the coastline.

4.96 out of 5 average rating, 24 reviews

Beachside Bliss ~ Waterfront on Boca Ciega Bay.

The living area features light-colored leather seating arranged around a coffee table, with a television in the corner. Expansive glass doors open to a balcony, allowing views of palm trees and water. A neutral carpet enhances the spacious feel of the room.

4.92 out of 5 average rating, 72 reviews

2 bedroom condo with a pool on Boca Ciega Bay

A dining area features a round glass table surrounded by six wicker chairs. Large sliding glass doors open to a scenic view of the Gulf of Mexico and Boca Ciega Bay, with blue skies and distant buildings visible through the glass.

4.96 out of 5 average rating, 67 reviews

Exquisite coastal condo on St. Pete Beach.

Apartment in Madeira Beach

A spacious living area is furnished with a comfortable sofa and two armchairs, all in calming blue hues. Natural light floods the room through sliding glass doors that lead to a private balcony offering views of the beach. A flat-screen TV is positioned across from the seating area.

4.95 out of 5 average rating, 21 reviews

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

A spacious living area is depicted with large sliding glass doors inviting in natural light and showcasing direct oceanfront views. A comfortable sofa with decorative pillows faces a glass coffee table. A small dining table is positioned nearby, complementing the serene coastal ambiance.