Are there vacation rentals with a dedicated workspace in South Pasadena?

Yes! Work meets play with ease at over 170 vacation rentals in South Pasadena featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in South Pasadena?

Four-legged friends are welcome in South Pasadena. Choose from more than 70 vacation rentals for guests traveling with pets.

Are there South Pasadena vacation rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in South Pasadena, available on Airbnb. Make a splash and soak up the sun in style!

How much does it cost to stay in boutique hotel rentals in South Pasadena?

Experience the best of South Pasadena with our boutique hotel rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do condo rentals in South Pasadena have a gym?

Absolutely! We offer over 10 condo rentals with a gym in South Pasadena. Enjoy a tailored experience with all the comforts you desire.

Do condo rentals in South Pasadena have a bbq area?

Absolutely! We offer over 50 condo rentals with a bbq area in South Pasadena. Enjoy a tailored experience with all the comforts you desire.

Do hotel rentals in South Pasadena have wifi?

Absolutely! We offer over 10 hotel rentals with wifi in South Pasadena. Enjoy a tailored experience with all the comforts you desire.

Do condo rentals in South Pasadena have air conditioning?

Absolutely! We offer over 140 condo rentals with air conditioning in South Pasadena. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly condo rentals in South Pasadena?

South Pasadena has more than 60 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

What are the most popular amenities for House Rentals in South Pasadena?

Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 50 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

South Pasadena vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in South Pasadena

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

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Guest favorite

A spacious living and dining area features a modern sectional sofa contrasting against light wood flooring. A large flat-screen television is mounted on the wall, and a dining table with multiple chairs is visible in the background. Soft lighting enhances the open layout.

Home in Largo

4.83 out of 5 average rating, 12 reviews

Brand new home, Modern design, Close to Beaches

Conveniently located only a 10-minute drive from the Indian Rock beaches, 18” To Clearwater Beach,our rental provides, Experience coastal comfort at its finest with our thoughtfully designed rental, featuring openness modern amenities and a relaxing atmosphere for your beach getaway with 3 bedrooms 2 bathrooms 7 beds sleeps 10 , brand new modern designed home. Explore the vibrant beach town just moments away, filled with charming shops, delectable dining options, and lively entertainment venues

Top guest favorite

The image showcases a serene beach scene with soft white sand in the foreground, gently lapping waves in a range of turquoise and green hues, under a clear blue sky featuring wispy clouds. The tranquil waters stretch to the horizon.

Home in Indian Rocks Beach

4.99 out of 5 average rating, 166 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home. Sand,sun and ocean breeze are waiting for you. Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and still walking distance from restaurants,bars and stor. BTR#2099

Guest favorite

The beachfront condo is shown against a backdrop of clear blue skies and gentle waves. White sand stretches along the shoreline, leading to the building's balconies, which are lined with railings. Refreshing greenery is visible in the distance, contributing to the coastal ambiance.

Apartment in Indian Shores

4.91 out of 5 average rating, 54 reviews

Breathtaking Accomodations

Newly remodeled! This 3 bedroom 2 bath beach condo offers an expansive view of the white sand and gulf waters. Make memories in the bright & breezy kitchen, dining & family room with ocean view and balcony seating. Appreciate private beach & pool to relax & recharge while the sunshine and ocean breeze are perfect combination for outdoor fun. Premier host offers 5-star service along with all the amenities including SMART TVs, WiFi, reserve parking, heated pool, beach chairs & towels.

Superhost

A cottage is set amidst vibrant tropical landscaping, featuring palm trees and lush bushes. A stone pathway leads to the entrance, bordered by well-maintained grass and colorful plants, under a clear blue sky, creating a serene outdoor environment.

Apartment in Clearwater Beach

5 out of 5 average rating, 3 reviews

LAZY LEMON COTTAGE 2 pools steps from the beach!!!

Our 2 bedroom, 1 bath vacation rental is part of a 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel By The Sea Church. These beautiful homes are landscaped together in a tropical garden, with palm trees and room for 2 heated pools, all very peaceful and private. We are 2 block 2 minute walk to the beach. Unlike most residential homes we are very close to the shops, and restaurants. Our cottages are cleaned to the highest standards for your families health.

Guest favorite

A cozy outdoor space is illuminated by string lights at night. It features a fire pit with glowing embers, a hammock between two posts, and two seating areas on a grassy patch. A storage unit is visible, adding functionality to the setting.

Guesthouse in Clearwater

4.97 out of 5 average rating, 117 reviews

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Make your vacation relaxing, fun and easy! - Kick back in the hammock or have some coffee with loved ones in the peaceful private backyard. - Take the 12 minute drive to the beach with the provided boogie boards, chairs and sand toys. - Take a walk or bike ride on the gorgeous Pinellas Trail. You'll also find some of the best coffee, food and ice cream on the way. -Golf courses close by. This is a separate unit that shares a driveway and parking area with the front house.

Guest favorite

A modern kitchen is seen, featuring white cabinetry and stainless steel appliances. The island offers seating with dark chairs, while a range of cooking utensils is organized on the countertop. Bright overhead lighting enhances the space, and a doorway leads to a nearby room.

Home in Largo

5 out of 5 average rating, 9 reviews

Red's Bungalow

Bring your family of 6 or less to this peaceful retreat. This is the best location in the area. Walking distance to the beach, restaurants, shopping centers & groceries. Enjoy the cozy 2 bedroom (6 beds) 1 bathroom that has a living room,kitchen,game room,washer, dryer, green area, porch, patio, and carport. Only 15 minutes away from 2023 US Today's #1 Beach in the South (Clearwater beach) & 30 minutes from 2021 Tripadvisors #1 beach in America St. Pete beach.

Guest favorite

A tidy outdoor area features charming green accents with a bright door leading to a unit. String lights create a soft illumination above a pathway lined with white stones and lush greenery, while a small table and chairs invite relaxation in the pleasant Florida climate.

Apartment in St. Pete Beach

4.8 out of 5 average rating, 311 reviews

Cactus-Themed Retreat,Walk to Beach<1 mile: 4plex

🌵Fiesta Siesta – Where Every Day Feels Like a Party!🌴 Feed me tacos and tell me I’m pretty—because life’s too short for anything less! Welcome to Fiesta Siesta, a fun, vibrant escape just steps from Upham Beach in sunny St. Pete Beach. One of four uniquely themed units in a gated complex, this playful retreat is decked out in a vibey cactus theme that’s all about fiesta and siesta—because, why choose? Book now and let the fiesta begin! 🎉🌮

Superhost

An open living area features a gray sectional sofa facing a wooden coffee table. Bright artwork adorns the walls, complemented by stylish bar stools at the kitchen island. Modern fixtures and natural light create an inviting space, with light-colored flooring extending throughout.

Home in Pinellas Park

4.81 out of 5 average rating, 69 reviews

Beautiful Retreat Haven/ 7 miles to beach

Indulge in the perfect vacation getaway with our splendid 3-bedroom, 2-bathroom listing. This beautifully renovated property offers the allure of an outdoor fire pit, a recent brand new remodel, and the convenience of WiFi and smart TVs throughout the entire house. Nestled in a tranquil and quiet neighborhood, we're just 7 miles away from the sun-kissed beach, offering you the best of both worlds - peaceful relaxation and coastal adventure.

Top guest favorite

A wooden boardwalk leads across sandy terrain towards the beach, bordered by lush greenery and palm trees. The sun is setting on the horizon, casting warm light over the ocean, which reflects the sky's vibrant colors.

Condo in Indian Shores

4.96 out of 5 average rating, 139 reviews

Good Times and Tan Lines @ #105intercoastal

** Heated Pool ** | Great vacation location | Check the reviews below: 2 Bedroom / 2 Bath Condo across the street from the award-winning beaches of St Pete. All the conveniences you would expect! Granite counter tops, kitchen appliances, dishwasher, washer/dryer, new towels and linens, beach towels, 4K Smart TV, Cable TV, WIFI and AC. Grounds with private pool, small pool side grill, sunbeds, tables & chairs and restroom.

Top guest favorite

A serene beachscape is captured under a clear blue sky, featuring soft white sands that lead to gentle waves. The water transitions from light turquoise to deep blue. A few figures can be seen enjoying the shoreline in the distance, enhancing the peaceful atmosphere.

Apartment in Dunedin

4.98 out of 5 average rating, 238 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Top guest favorite

A view of the beach is captured from a balcony, showcasing vibrant turquoise waters and a sandy shore. Sunbathers and colorful umbrellas dot the beach, while charming coastal cottages frame the scene. The image conveys a relaxed atmosphere, with soft ocean waves visible in the background.

Cottage in Indian Rocks Beach

5 out of 5 average rating, 42 reviews

Upper Deck prime area no condos/crowds

The location is one of the best on the West Coast. I’ve had only 5 stars from my guests. Our places are fully stocked and very clean. This whole property is award winning! Plus, we attract artists -Also our cottages have appeared on many calendars, cards and artists' canvas.

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What guests are saying

4BR,4BA wROOFTOP Terrace,GAMEROOM,ELEVATOR, POOL!

4.95 out of 5 average rating, 64 reviews1 week ago

Ken and Ellen are warm, friendly and responsive. I messaged them for a minor issue of a slow draining shower, mostly just to make them aware. They immediately offered to stop over to correct the issue. Even though this was my first time meeting them, they felt like long time friends. They are welcoming and sincerely want guests to enjoy their stay. This unit was pristine and had all of the amenities listed as described. We made lifetime memories while vacationing in their condo. We will definitely be booking in their unit again.

Townhouse in Clearwater Beach

What guests are saying

King / Child Friendly / Near DT / Plunge Pool

4.92 out of 5 average rating, 37 reviews1 week ago

We loved our stay at Alison’s place! It was myself, my husband and our 2 year old. We loved that there was a mini crib among many other kid amenities that make traveling with a children much easier/lighter! Our trip was mostly to visit beaches and we were blown away with the many beautiful ones in the area! It was also very nice to have beach chairs, toys, etc. all available in the Airbnb as well. The kitchen is fully stocked which was lovely as we typically cook some meals when we’re away. Alison was very responsive if we had any questions and the place was VERY clean. Highly recommend this Airbnb, I have only positive things to say!

Home in St. Petersburg

What guests are saying

Direct Oceanfront with 180 degree view BOOK NOW!

4.97 out of 5 average rating, 39 reviews1 month ago

Great hosts. Great communication. Place was lovely!!! Very comfortable. Host made arrangements for a different and comparable place immediately after the condo association unexpectedly closed our original place to stay for repairs from hurricane damage. We weren’t notified that the pool hadn’t been reopened (at either place). The pictures showed a functional pool and nothing that indicated it was closed. The kids were disappointed but this gave us all more beach time which is why we were there in the first place. I’m sure this was just an oversight after all the devastation that occurred there last summer. Can’t imagine what that was like. Thankful we could come back.

Home in Madeira Beach

What guests are saying

San Remo 303 Redington Shores, FL.

4.89 out of 5 average rating, 27 reviews2 months ago

This condo was nice! Beds were comfortable. Couches and chairs were comfortable. Location is convenient to the beach. The pool was still not open from the hurricane. No one seemed to be working on that, but they were working a lot on the lobby. The sinks and showers didn’t drain too well. You are also right beside a bird sanctuary, so you will hear lots of birds day and night. We would still stay at this location again!

Apartment in Redington Shores

What guests are saying

Coastal Getaway~Spacious~ 5 min to Madeira Beach!

5 out of 5 average rating, 61 reviews5 days ago

Amelia’s house is better than the photo’s and a lovely, comfortable place to stay. It is extremely well equipped, especially for visiting the beach and if you have little ones, they will love the play room and safe grassed back garden. It is an easy and quick 6 minutes to Madeira beach and only 5 minutes to the nearest Publix supermarket. Amelia is also a quick and responsive host. It’s no surprise that the reviews are so glowing.

Home in Seminole

What guests are saying

Beach Cottages Ocean & Pool View Condo!

4.76 out of 5 average rating, 17 reviews8 months ago

Perfect 3 day trip. Covered parking was appreciated. Nice balcony access from both the master bedroom and the living area.... if your not on the beach its the next best place to watch the sunset. Very nice kitchen area. A quick trip (by car) to Publix gave us the opportunity to stock the refrigerator and create some amazing meals to enjoy in the dining area or on the good sized balcony table. The kitchen was well furnished with all the cookware, utensils etc. needed. From our parking area directly under the building you exit a coded gate that gives you immediate access to the real reason for visiting here....toes in the sand, a welcoming breeze, the calming sounds of the surf, and the opportunity to "exhale" from the rigors of life....

Condo in Indian Shores

What guests are saying

Beachfront Bliss! Directly on Gulf with pool!

5 out of 5 average rating, 27 reviews3 months ago

We had an absolutely amazing vacation at Bliss and Gary’s place. From the minute we arrived until the minute we left we felt like we were home, with an amazing ocean view. Wonderful location, phenomenal amenities and the best hosts you could ever ask for! Anything you needed they were only a text away. We will definitely be returning and recommending this little slice of heaven to all our friends!

Condo in Indian Rocks Beach

What guests are saying

St Pete Beach @ Treasure Island #1 Beach in US 2BR

4.84 out of 5 average rating, 44 reviews9 months ago

Our recent stay was an exceptional experience. The location is great – close to great beaches and a wide variety of restaurants and bars. The townhouse itself was clean and beautifully furnished, providing a cozy and comfortable atmosphere. Robert was incredibly responsive and ensured we had everything we needed for a pleasant stay. I highly recommend this townhouse for anyone looking to enjoy a nice getaway with the convenience of numerous dining and entertainment options.

Townhouse in St. Pete Beach

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Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for South Pasadena vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near South Pasadena's top sights

Postcard Inn On The Beach72 locals recommend

Jimmy B's Beach Bar131 locals recommend

The Toasted Monkey103 locals recommend

Shrimpys Blues Bistro82 locals recommend

Sunset Beach82 locals recommend

RumFish Grill69 locals recommend

Other great vacation rentals in South Pasadena

Top guest favorite

The exterior of the home features a spacious driveway leading to a two-story structure with a charming balcony. Lush greenery and manicured landscaping enhance the inviting curb appeal, complemented by soft sunset colors illuminating the sky.

Home in Palma Ceia

4.97 out of 5 average rating, 31 reviews

SouthTampa-Family&Group Oasis-3K bd, private pool

Top guest favorite

A modern kitchen is showcased with white cabinetry and a spacious granite countertop. Stainless steel appliances reflect light, while large windows bring in natural light. The marble-like tile flooring adds elegance, and a potted plant provides a touch of greenery.

Home in Old Seminole Heights

5 out of 5 average rating, 16 reviews

Poolside Paradise with Basketball Court

Guest favorite

The entrance features a bright pink exterior, complemented by white trim and a welcoming white door labeled 'B.' Lush green plants are arranged on either side of the door, enhancing the cheerful appeal. A well-maintained artificial lawn lies in front, with a simple concrete pathway.

Cottage in Indian Rocks Beach

4.89 out of 5 average rating, 285 reviews

Vintage Florida Beach Cottage B

Guest favorite

Apartment in Indian Rocks Beach

4.8 out of 5 average rating, 273 reviews

Enjoy brand new vacation 2/2 condo & water park!

Guest favorite

Home in Tampa

4.89 out of 5 average rating, 9 reviews

Bring your family and friends to our luxury airbnb

Top guest favorite

A well-maintained staircase with beige carpeting is pictured, featuring white wooden railings and spindles. The walls are painted in a neutral tone, and a small wall-mounted shelf is visible beside the stairs, enhancing the clean design.

Condo in Redington Beach

4.91 out of 5 average rating, 173 reviews

2min walk to the beach/pool, BBQ/great area, RO110

Guest favorite

Home in Tampa

4.89 out of 5 average rating, 103 reviews

Luxury Home centrally located in Tampa Bay!

Superhost

A tranquil beach scene is displayed, featuring soft, white sand leading to gentle waves under a clear blue sky. A few figures can be seen on the shoreline, with distant clouds adding texture to the horizon.

Vacation home in Indian Rocks Beach

4.85 out of 5 average rating, 47 reviews

Brand new vacation rental one block from the beach

Show all

Quick stats about vacation rentals in South Pasadena

Total rentals
340 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
230 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in South Pasadena?
Yes! Work meets play with ease at over 170 vacation rentals in South Pasadena featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in South Pasadena?
Four-legged friends are welcome in South Pasadena. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there South Pasadena vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in South Pasadena, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in boutique hotel rentals in South Pasadena?
Experience the best of South Pasadena with our boutique hotel rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in South Pasadena have a gym?
Absolutely! We offer over 10 condo rentals with a gym in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in South Pasadena have a bbq area?
Absolutely! We offer over 50 condo rentals with a bbq area in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in South Pasadena have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in South Pasadena have air conditioning?
Absolutely! We offer over 140 condo rentals with air conditioning in South Pasadena. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in South Pasadena?
South Pasadena has more than 60 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in South Pasadena?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 50 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

South Pasadena vacation rentals

Top-rated vacation rentals in South Pasadena

4BR,4BA wROOFTOP Terrace,GAMEROOM,ELEVATOR, POOL!

King / Child Friendly / Near DT / Plunge Pool

Heated pool, 2 bedroom coastal condo

Direct Oceanfront with 180 degree view BOOK NOW!

San Remo 303 Redington Shores, FL.

Breath taking views of sunsets and dolphins.

Coastal Getaway~Spacious~ 5 min to Madeira Beach!

Beach Cottages Ocean & Pool View Condo!

JLI Coastal Retreat - Five Star Gem by the Sea!

Beachfront Bliss! Directly on Gulf with pool!

St Pete Beach @ Treasure Island #1 Beach in US 2BR

Breathtaking 3 BR House Available

Vacation rentals for every style

Popular amenities for South Pasadena vacation rentals

Stay near South Pasadena's top sights

Other great vacation rentals in South Pasadena

Quick stats about vacation rentals in South Pasadena

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Frequently Asked Questions

Destinations to explore