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Bay Pines Rentals

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2,218 Houses

Perfecto's Suite #2

Bay Pines apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$166

Price per night from

$100

Responds fast! avg. 2 minutes

Price per night from

$126

Boca Ciega Resort 307 1BR 1BA

Bay Pines condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$156

Boca Ciega Resort 420 1BR 1BA

Bay Pines condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$156

Great rentals within 20 miles that match your search

Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$148

Banana Breeze/Lazy Lemon Cottage-2 heated Pools, Clearwater Beach,Gulf of Mexico

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 23 minutes

Price per night from

$131

Waterside at Coquina Key

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$144

Sunsets+fishing+2bikes+Beachhouse Getaway fun! N1

St. Pete Beach bungalow

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$441

Surfside Condos 204 Beachfront Condo

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 10

“Surfsude Condo 204” The view was great....the condo was roomy enough for our family. Everything was good except needed more instruction on using TV in living room. Also needed more electrical outlets. We would stay here again. Had a great time.

Price per night from

$342

Panoramic Ocean Views 2

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 4

“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!

Responds fast! avg. 2 hours 14 minutes

Price per night from

$212

Paradise Awaits on St. Pete Beach! **FULL Gulf Front** Panoramic Ocean Views!

St. Pete Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

“It's the best beach in Florida!” If you want to stay at a plush yet reasonably priced condo on the water, Vistas on the Gulf is the place for you! Very clean facility with pool, hot tub, exercise room and oh what a view! The staff is great too. We've stayed one week and most recently last fall two weeks...I didn't want to go home...this was it!

Responds fast! avg. 34 minutes

Price per night from

$328

3BR/2BA Beautiful Beach Location

Indian Rocks Beach apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Amazing location, just perfect!” The location of this condo is absolutely perfect. Access to the beach, lots of little shops, restaurants near. Nice pool to enjoy when you are not on the beach. It was clean and super nice to have a washing machine and dryer available. Went home with clean clothes! Would definitely recommend this to friends and family, and hope to go back sometime!

Price per night from

$201

Desirable Resort Style Condo in Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$74

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

“Palm Cottage” Exceeded our expectations! Absolutely the perfect location. Palm Cottage was adorable, clean, well stocked with supplies, and sooo relaxing. Restaurants and beach an easy walk on brick streets. So much charm. Will definitely be back.

Price per night from

$145

Beautiful waterfront apartment with stunning views

Madeira Beach apartment

1 bedroom / 1 bathroom / sleeps 2

“Brilliant location and very friendly hosts.” This is a condo with a kitchen/diner and lounge area downstairs and a bedroom (and very comfy bed) and bathroom upstairs. There is a balcony outside the bedroom, which faces east so you have the beautiful sunrise. The condo is well equipped, and you have the use of the pretty patio/garden at the rear which is right on the intracoastal and which is shared with the hosts. There is the usual abundance of wildlife including dolphins, and a very pretty outlook. The beach is three or four minutes walk away, along with local shops and restaurants. We loved our stay there and would certainly go back. The hosts are very friendly and amenable.

Price per night from

$119

Clearwater Beach Waterfront #19. 2 Queen beds! Walk to all the fun!

Clearwater apartment

/ 1 bathroom / sleeps 4

“Cozy” Great condo. Close to the beach. Very clean. Has everything you could possibly need for the perfect Clearwater Beach vacation.

Responds fast! avg. 40 minutes

Price per night from

$115

3 bedroom, 2 bath home, just steps to the beach

Treasure Island house

3 bedrooms / 2 bathrooms / sleeps 8

“What a great week we had” We recently had a family reunion at this beach house. There were eight of us and there was plenty of room. The house was a wonderful place and we really enjoyed morning coffee around the island in the kitchen and s'mores in the evening on the back deck around the fire pit. Several times we grabbed a glass of wine and walked to the beach to watch the sunset and even saw a few dolphins. The area seemed to have a lot of events happening nearby, sand sculptures on the beach, shopping at a restored fishing village with several unique shops, bands on the sands and fireworks. The oversized wrap around deck added extra room to what already felt like a spacious house. The house is beautiful and we look forward to vacationing there again.

Price per night from

$344

Tampa TreeHouse

Tampa house

3 bedrooms / 3 bathrooms / sleeps 10

“Perfect Vacation Home!” This is the perfect vacation rental!! Clean, comfortable and well furnished. Close to beaches, entertainment and dining. The owner has all the bases covered and goes the extra mile to help with anything you need. I highly recommend this property for your vaction and am already planning our 2015 stay! Thanks again Javier!

Responds fast! avg. 1 hour 56 minutes

Price per night from

$423

A perfect place for a couple, Mango Tango Cottage

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 2

“Very clean and nice.” Very nice location. We walked everywhere. Had a nice relaxing vacation. Two pools in the complex, and you could use either pool. Beach was also within walking distance.

Responds fast! avg. 1 hour 49 minutes

Price per night from

$98

Cottage Clearwater Bch, Heated Pool, 2/2 Tangerine Dream

Clearwater cottage

2 bedrooms / 2 bathrooms / sleeps 5

“Another great week!” My husband works for a travel company. We have access to many properties in Florida at greatly reduced rates but we continue to come to our favorite spot in Clearwater. This was our fourth year at Cyprus avenue Beach Rentals and we left knowing we would return again. Every little detail is covered. When we arrive we know that we will have everything we need and we will feel as if we are in our own little private resort. We love having the small pool right at our back door and the ability to walk to the beach in minutes. In the evenings we like to walk to Pier 60 for entertainment, dinner or ice cream. Afterwards we know we can return to our little private oasis. In the morning it is so relaxing sitting out back and enjoying the surroundings. Our kids love to swim first thing in the morning. The rooms are lovely, the beds are comfortable and the towels are soft. The owners, Max and Teresa, are meticulous and the property is well kept. We often laugh that a weed would not dare grow on their property. Clearwater is a great place for all ages and we will return soon.

Responds fast! avg. 1 hour 49 minutes

Price per night from

$147

Orange Blossom-Key Lime Cottage-2 Pools-Clwtr Beach

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 5

“A wonderful and Perfect Oasis in Clearwater Beach” Thanks so much to Teresa & Max for a fantastic week in Key Lime Sweet Cottage (which is a sister villa of Orange Blossom Cottage). We could not fault the Villa and landscaped gardens, pools in any way. The beautiful accommodation had more than we expected and the attention to detail was second to none. The Villa's have everything any family could need made all the difference. Many places have the bare minimum but the villa's had more than plenty of everything. Having the 42" TV & sports channels made all the difference to our lads especially during the basketball playoff's. Teresa and Max were excellent hosts looking after our very late arrival really make the difference which was very much appreciated.The grounds are beautifully landscaped and really well kept and with the 2 swimming pools just make it the perfect oasis for any family. And with the recreation Center just across the road was great as we could use the Gym, play basketball and tennis and large swimming pool was great. We just loved Clearwater Beach and we thought is was so beautiful, clean and well kept. The beach, the sunsets, the restaurants, shops and gave us all a wonderful experience and many happy memories to take back with us. Also all Teresa & Max's comprehensive emails and information before our trip was excellent and we just knew it was going to be somewhere special. They were great hosts during our stay with much good advise and information throughout. The location was just perfect in a quiet street at the end of the the town but yet very just 2 minutes from the beach and restaurants. We have no hesitation in giving 10 out of 10 and would and will highly recommend your Villa's to all. We have been on many family holidays together but this week ranks up at the very top. Again many thanks again to both Teresa & Max for a wonderful week in their wonderful oasis on Cyrus ave, Clearwater Beach, Florida. Gerry, Mary, Ronan, Conor & Sean White. Dublin Ireland

Responds fast! avg. 1 hour 49 minutes

Price per night from

$131

Waterfront Home away from Home

Dunedin apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 17 minutes

Price per night from

$115

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Exceptional” We just returned from a 4 week stay at another/similar condo in this same building, same owner. The unit was clean, comfortable, spacious and located in close proximity to everything we needed (i.e. Beach, supermarket, restaurants, shops). John (owner) was more than accomodating with helping us get online (wifi) and being flexible with our schedule. The Gulf view was great and the building was relatively quiet considering it was Spring Break month. Will definitely be returning.

Price per night from

$240

Ultimate St Pete Beach Front Rental Condo #101

St. Pete Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Comfort and Convenience” We only stayed for 2 nights, but would not hesitate to rent here again. The location on St. Pete Beach was perfect. Even though there was temporary beach dredging going on in front of the condo this did not ruin our stay. The access to the beach was very convenient and there were less people and more room at this end, away from the larger hotels. The accomodations were just as pictured. Beautifully updated - everything clean as could be. All the conveniences were there and in working order. We look forward to the next time we can book a visit.

Price per night from

$210

The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District

Gulfport apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$109

Amazing water views! Near beaches, big pool & spa!

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$106

*** BEAUTIFUL SPACIOUS CONDO IN SUNNY FLORIDA ***

Indian Shores apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Lovely vacation on the Gulf Coast” Jill and Peter were very friendly, accommodating hosts. They made sure we had everything we needed and gave us all the information to make us feel like locals to the Indian Shore. The apartment is impeccably clean and spacious. I would recommend this accommodation to anyone looking for a relaxing, sunny vacation on the Gulf Coast!

Price per night from

$95

Luxury Penthouse Condo Overlooking Beach/Gulf

Treasure Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!

Price per night from

$228

Panoramic ocean views 1

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 2

“Views are like a postcard!” 180 degrees of water views, which can be seen from the living room, dining room and kitchen. The balcony is amazing for enjoying a glass of wine, watching the sunset, watching dolphins swim by ( almost every day). Great utilization of space- there is a dining set for 2, and a cozy outdoor couch as well. The entire condo is unlike anything else we have stayed in before- everything is upscale finishes, even simple things... like the silverware, or plates in the kitchen! When we first walked in, the place felt like out of the cover of a home-design magazine. Thankfully, it was not only gorgeous, but functional too ( sometimes looks and comfort don't go hand-in-hand). Bed is some kind of amazing memory foam, and I noticed all down comforters and pillows were covered with hypoallergenic covers. So very comfortable, it was hard to get out of bed! Waterside feels like some type of a resort, palm trees and greenery everywhere. The pool can't be any closer to the bay... maybe 10 feet away! Super clean, heated pool surrounded by more palm trees. The jacuzzi tub was open late ( until 10pm), so it makes for a nice relaxing soak after a day at the beach, or exploring. Thank you, this was an amazing vacation and so hard to leave!

Responds fast! avg. 2 hours 14 minutes

Price per night from

$212

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 24 minutes

Price per night from

$332

"Something Fishy" Beach Front Condo & Sunset Views

Indian Rocks Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 32 minutes

Price per night from

$178

Dolphin House at Gulfport's Pier

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

“Great time at Dolphin House” We went to Florida for my brother's wedding and needed to find a place to stay that would accommodate 7 people (2 kids included) and this was perfect. The bedrooms were a great size; very clean; the house is laid out nicely so that you are not all grouped together. There are two living rooms with TVs which helped our family so we weren't on top of each other the entire trip. We went over 4th of July weekend and the location ended up being perfect. We walked 2 mins down to the beach and watched an amazing fireworks display! It was also a close drive to St. Pete beach where my brother was staying. Overall, great experience.

Price per night from

$184

Beach Cottage, Old-Florida Style!

Gulfport cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$108

Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

“Quiet and cozy” We wanted a vacation rental close to my Mother's home. The property was comfortable and located in a cute neighborhood. We walked to nearby restaurants, shopping and a quite beach. There was a nice playscape at the beach. There was also a boat dock very close and we went on a dolphin cruse that took us to a nearby island we could explore, I think it was Sand Key island, it was wonderful for us and the kids. There was also a bike trail nearby "Pineallas", you could ride for miles. Not far was St Pete's beach and shopping. The house was charming, nicely decorated and fully equipped with linen and dishes. They also had a grill on the deck and little pond in the backyard. There was also a video library to choose from, something for everyone.

Price per night from

$132

Sea Breeze 108 (Madeira Beach) COVID Discounts Winter 2020-21

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 17 minutes

Price per night from

$229

Acorn Cottage - Casual Elegance & Lots of Elbow Room

St. Petersburg apartment

2 bedrooms / 1 bathroom / sleeps 3

“Rick and Angie are the best!” Had a fabulous week at the Acorn Cottage. I live in St. Pete and booked the cottage for my aunt to stay at while she was down from NC on vacation and I'm so glad I did. Rick and Angie were very hospitable, they had some great pamphlets explaining the different attractions around the St. Petersburg area, and even stocked the refrigerator with breakfast supplies for us. Most of my family was there throughout the week to visit my aunt, Angie and Rick were very laid back, kind, and patient with all of us (we can be a bit eccentric and loud). It was so much nicer than a stuffy hotel with people on either side of your room. I highly recommend a stay at the Acorn Cottage to anyone who is visiting the St. Petersburg area.

Price per night from

$103

Sunrise & Sunset- Bayfront and Private Gulf Beach!

Treasure Island apartment

1 bedroom / 1 bathroom / sleeps 4

“Sunset Cove” We had a great stay. The location across from the beach was excellent. Although the pool was quite cool due to solar heat the area was nice. Mickey the grounds keeper was the best, nice, laid back and helpful.

Price per night from

$91

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