Florida Beach Vacation Properties in Indian Rocks Beach & Redington Beach

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Creating amazing beach vacations

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First Chair Vacations

Creating amazing beach vacations

Book Now

First Chair Vacations

Book Now

Creating amazing beach vacations

First Chair Vacations

Welcome to First Chair Vacations

Welcome to First Chair Vacation Rentals, your gateway to sun, sand, and unforgettable beachfront experiences on Florida’s stunning Gulf Coast. Our story begins with a profound love for this beautiful coastal town, where pristine beaches, stunning sunsets, and warm hospitality come together to create the perfect backdrop for your dream vacation.

We are passionate about connecting travelers with the ideal vacation accommodations that cater to their unique needs and desires. Whether you seek a tranquil escape for couples, a fun-filled family adventure, a girls’ weekend of sun and surf, or a bachelorette weekend by the sea, we offer an array of handpicked vacation properties to suit every preference.

–Matthew

Our Property, Your Choice

Pool

Hot Tub

Waterfront

Our Properties

4.90

$145/Night

Coastal Bungalow + King Bed + 5min Walk to Beach

Apartment

2 guests

12 guests

4 bedrooms Bathroom

4 baths

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Activities to Plan

Paddle Boarding

Gulf Paddleboarding

SUP Rentals

from $ 30

Boating

Egmont key boat trip

Ride to paradise with The Pelican

from $ 59

beach yoga

Staying fit at the beach

from $ 20

beach days

sand castle building

Build that memorable castle at the beach

from $ Free

Our Properties

Book Now

Pool

Hot Tub

Beach

Waterfront

Latest Blogs & Tips

Parks and Carnivals

Top Ten Must Dos on Your Visit to Indian Rocks Beach

# Top 10 Things to Do in Indian Rocks Beach, FL Nestled along the beautiful Gulf Coast, Indian Rocks Beach is a hidden gem that offers a relaxed beach town vibe with plenty of activities...

November 30, 2018

Beauty beaches

All Aboard the Rocky Mountaineer

On the Insert tab, the galleries include items that are designed to coordinate with the overall look of your document. You can use these galleries to insert tables, headers, footers, lists, cover pages, and other...

November 30, 2018

National parks

The Castle on the Cliff: Majestic, Magic, Manoir

November 30, 2018

What our guests say...

You will have a relaxing wonderful time at this house everything was just how it was expected!!

5.00

William

October 2022

Matthew was a great host and was quick to respond whenever there was a question that came up. The home was incredibly clean and felt like home! It looked just like you expected it to. Would definitely...

5.00

Cloey

February 2023

Great location . Walking distance to beach and local restaurants. Well stocked kitchen . Has bath towels , beach towels and beach chairs . Bed sheets as well . Didn’t need to bring anything. ...

5.00

Darla

March 2023

LOCATION, LOCATION, LoCATION! Let me start off by saying Matthew is a wonderful host! We got off our 5 hr flight and found out our vrbo was cancelled … hopped on to AIRBNB and this new listing had...

5.00

Anonymous

March 2022

Our experience was amazing. Matthew goes above and beyond and replies back immediately. The place is immaculately clean and exceeded our expectations for being equipped with everything we could possi...

5.00

Anonymous

April 2022

Loved this place so much! Perfect for two people looking to get away for a bit. Matthew’s place was extremely clean and easily accessible. Beach and restaurants are walkable. Very nice host and grea...

5.00

Anonymous

April 2022

Where to start?? .... l'll just jump right in.. this was such a fantastic getaway. As soon as I rounded the corner to the oasis, I was thrilled. there was an area covered in shells with a fire table...

5.00

Anonymous

April 2022

This is an incredibly nice place to stay. We have stayed at several Airbnb’s but this one is by far the nicest one we’ve had. Matthew is a great host. Everything was perfect and the location was...

5.00

Anonymous

April 2022

Matthew clearly works very hard to make this a comfortable and enjoyable home. We loved it. He is friendly, but also stays out of the way. We grilled out almost every night. Lots of fun 10/10 recomme...

5.00

Anonymous

May 2022

Great experience

5.00

Anonymous

May 2022

We absolutely loved staying here. It was perfect for our trip. The location is prime- a min walk to the beach. We also walked to food and Ice cream in the evenings. We loved the quietness and privacy ...

5.00

Anonymous

May 2022

Laid back, Great place to stay. The unit was clean and well maintained with most amenities needed for your stay. The LOCATION was great! One block walk to the beach you can walk to the local restauran...

5.00

Anonymous

May 2022

If you're considering booking this rental, DO IT! This was the first time my boyfriend and I stayed at an Airbnb. We were a little nervous of what to expect since we had never done it before, but wow,...

5.00

Anonymous

May 2022

Great location. Great owners

5.00

Anonymous

May 2022

This is a clean and updated unit that is on a quiet street in a great neighborhood. Very easy access to the beach and to some local restaurants/shops. Matthew is easy to communicate with and provides ...

5.00

Anonymous

May 2022

This is a cozy apartment for 2 in a nice neighborhood with beautiful houses, a short stroll from the beach. It was just what my wife and I needed to unwind for a few days. We love the beach at Indian ...

5.00

Anonymous

June 2022

Loved the location! It was right off the beach in a quiet neighborhood. We walked/biked everywhere!

5.00

Anonymous

June 2022

If you are looking for a quiet place, just a short walk to one of America's most beautiful beaches, stay here! Perfect for us!!

5.00

Anonymous

June 2022

My daughter and I took a mini vacation and this was absolutely perfect. Indian Rocks beach was beautiful and quiet. We had everything we couldn’t bring on the trip provided to us (beach towels, beac...

5.00

Anonymous

June 2022

Host was very easy to work with and very accommodating, would answer questions in a very timely manner. Would rent from Him again! This specific location was a walks distance to the beach, easy dri...

5.00

Anonymous

June 2022

A great location with clean and immaculate space. Close to the beach and other amenities.

5.00

Anonymous

July 2022

This is a great place to stay! It is exactly how it’s advertised and the host was super great, very responsive, very easy/short walk to the beach. The area is great with good food around!

5.00

Anonymous

July 2022

Matthew is a wonderful host and was available to answer any questions quickly for us during our stay here! He provided us with many wonderful recommendations of places to check out during our stay and...

5.00

Anonymous

July 2022

Our stay was great. The home was very clean. It was perfect size for 4 people. Pics of home are accurate. Owner was very nice and had great communication throughout. Everything was there that we neede...

5.00

Anonymous

July 2022

Beautiful accommodations. Location is excellent. The host did an amazing job making sure we were ok from check in to check out!

5.00

Anonymous

August 2022

Absolutely perfect!!

5.00

Anonymous

September 2022

Matthew was quick to communicate and made our trip a breeze! Will definitely stay at one of his locations again.

5.00

Anonymous

September 2022

Super nice host (⁠*⁠´⁠ω⁠｀⁠*⁠) I really enjoyed having breakfast in the yard 🐿️🌳. The house, the neighborhood and pine trees in front of the house are very beautiful & cosy. Hop...

5.00

Yaima

September 2022

Matthew was a great host! Very responsive and any issues were instantly solved. The place was cozy, had everything we needed, and was down the street from the beach. Just a heads up for those planning...

5.00

Leslie

November 2022

I stayed here for 4 weeks and everything from the surrounding area to the kitchen utensils and cleanliness was above my expectations.

5.00

Amanda

January 2023

We had a wonderful and relaxing 9 day stay at Matthew’s place. Perfectly quiet location, just a 5 minute walk to the beach. The king bed and pillows were extremely comfortable and made for a perfec...

5.00

June

January 2023

Matthew is an amazing host. The space was extremely clean, in a great location and had everything we could possibly need and more. I asked about a good place to purchase beach chairs and he had some...

5.00

Anonymous

April 2022

Very well stocked and prepared.

5.00

Anonymous

April 2022

We enjoyed our stay in this cute little condo…it was spotless clean & the communication with Matthew was A+!! The location is exceptional for access to the great beach town of Indian Rocks!! Thank...

5.00

Anonymous

April 2022

Great place, close to the beach, very clean, and very accommodating host!

5.00

Anonymous

April 2022

This sweet cottage is cozy and very comfortable. it's within walking distance of the beach, shops, bars and restaurants plus the nature preserve boardwalk that winds through the mangroves and out alo...

5.00

Anonymous

May 2022

This was a great stay! This was our first time using an air B and B. We were within walking of distance of anything you would need. The deck was a nice touch. The kitchen was fully stocked with most e...

5.00

Anonymous

April 2022

We had a great time at Matthew’s place! We are a family of three, and overall the space was very comfortable to us. The kitchen had all I could possibly need during our stay. The sofa bed was com...

5.00

Anonymous

April 2022

Matthews home is a super cute and seems like it was recently remodeled. Everything was spotlessly clean when we arrived a The bed, pillows, wind couch were super comfy! There are plenty of dishes, sil...

4.00

Anonymous

June 2022

We absolutely LOVED staying here. It was the perfect location. We walked to the beach, as well as amazing restaurants like Guppys, and got delicious ice cream and we watched the best sunsets!! Park...

5.00

Anonymous

June 2022

Matthew was a great host—he was available at a moment’s notice to answer any question we had. His unit was very clean and comfortable. We had a great time and plan to come back.

5.00

Anonymous

April 2022

Matthew's place was perfect for our trip. We were looking for a relaxing trip to the beach and this location was exactly what we were looking for. There were 4 of us ladies in the place and we fit jus...

5.00

Anonymous

April 2022