Holiday rentals in Bay Pines

Guest suite in St. Petersburg

4.88 out of 5 average rating, 312 reviews

Coconut Palm*hotel style suite*only 5miles 2beach

NO SHARED SPACE Completely private hotel style room Queen bed & full bath &wet bar Covered entry with porch Weekly & Monthly Discounts Fabulous beaches 5 miles from location Two guests MAX (including children) Quiet neighborhood Quiet hours are 10pm-9am Off street parking Private room in home St. Pete Pier, Busch Gardens, Adventure Island, Sunken Gardens, Clearwater Marine Center, Florida Aquarium,Dali Museum&much more! Bay Pines Memorial Park,Seminole Lake Park FOR HEALTH REASONS NO ANIMALS!

Campervan/Motorhome in Seminole

4.88 out of 5 average rating, 163 reviews

Magical RV+ Private Hot Tub

This place has been created with a lot of love and magic to offer a different experience to our guests. We know that we live in very hectic times, and our body and spirit are crying out for a getaway, something different to recharge our energies. An ideal place for a romantic getaway to get out of the monotony and put fire in the relationship. Private entrance and hot tub. Very close to shops and restaurants and 3.2 miles from the beach. Do not miss the opportunity to book this wonderful stay!

4.96 out of 5 average rating, 190 reviews

Guest house in Seminole

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Guest suite in St. Petersburg

4.98 out of 5 average rating, 919 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

4.97 out of 5 average rating, 145 reviews

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

4.9 out of 5 average rating, 375 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Vibrant 2BR/1Bath home sleeps 8 guests with a magical outdoor space designed to create beautiful memories! A tropical saltwater pool and large covered entertainment area complete with a TV—perfect for relaxing and enjoying a cocktail. The interior is colorfully curated to embody the essence of a vacation! Located just 5 minutes from the beach and 25 minutes to downtown. We have 16 Airbnb homes (family-owned and operated), and we're dedicated to finding the perfect fit for your getaway.

4.92 out of 5 average rating, 115 reviews

Guest house in Seminole

Beachy Bohemian Bungalow with all the perks!

This cozy spot sits in a quiet neighborhood that boasts access to the Pinellas Trail Bike rental close Full kitchen w/ extras Queen bed w/ built in drawers Shelves & clothing rack Smart TV Full bath w/ walk-in shower Ample outlets/ USB Private deck for sun & shade Beach chairs, towels etc for beach Convenient to a dozen parks, beaches, shopping & restaurants. 2 miles to Madeira Beach 3 m - Johns Pass 1.2 m - Seminole City Center 7.6 m - St. Pete/ Clearwater Airport NO SMOKING NO PETS

5 out of 5 average rating, 161 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest house in St. Petersburg

4.99 out of 5 average rating, 147 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Superhost

Tiny home in St. Petersburg

4.86 out of 5 average rating, 115 reviews

Great Value Studio |Extra Clean |Outdoor Kitchen

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Tiny home in St. Petersburg

4.91 out of 5 average rating, 143 reviews

King Bed Studio | Extra Clean | Outdoor Kitchen

Apartment in St. Petersburg

4.98 out of 5 average rating, 267 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.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Popular amenities for Bay Pines holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Bay Pines

4.99 out of 5 average rating, 94 reviews

Guest suite in Seminole

Pesky Pelican Studio 3 miles to Madeira Beach

OliviaRating, 5 stars4 days ago

My sister and I stayed for a sister trip, it was amazing! My sister is really picky about where she stays, and hard to please and she loved it here! Christy was very helpful and responded quickly! We didn’t have any issues at all! Would definitely recommend this to anyone! We hope to stay again!!

4.95 out of 5 average rating, 40 reviews

Home in Seminole

New Remodel Clean Cozy Fenced Yard by Mad Beach

Allysha Rating, 5 stars1 month ago

Our family really enjoyed our stay at this house. It was very clean and modern. The neighbourhood was very quiet. It was a close drive to the beach and lots of great restaurants. It had everything you would need to stay with small children. The host was very responsive and accommodating.

Superhost

Tiny home in St. Petersburg

4.84 out of 5 average rating, 94 reviews

Great Value Studio |Extra Clean |Outdoor Kitchen

MorganRating, 5 stars1 week ago

We loved staying in this cozy studio! It is very central and 15 minutes away from everything we needed! Would definitely stay again

4.91 out of 5 average rating, 45 reviews

Cabin in St. Petersburg

Studio-Private Entrance/Bathroom

mikeRating, 5 stars1 month ago

It was just what we were looking for, a last minute stay close to our eventual destination.

4.95 out of 5 average rating, 125 reviews

Private room in Largo

Room chiquito for one guest, shared bathroom

KedricRating, 5 stars3 days ago

Chris was amazing!! Helpful at all times and responds quickly to messages if you have any issues. Recommended!

5 out of 5 average rating, 5 reviews

NEW Luxe Coastal Retreat in St. Pete

BeccaRating, 5 stars3 days ago

the house was absolutely perfect for our family vacation! the master bed was actually heaven. and we all fought over the amazing shower head in the main bathroom. the location is absolutely perfect just far enough from the beach but just right over the bridge to get there quickly. and walmart being right behind it comes in handy for all the items you find out you forgot to bring. will absolutely be booking again with her. already looking at 2 more weekends for this summer. we did not take advantage of the golf cart since we had a rental car but will definitely be using it next time!

5 out of 5 average rating, 15 reviews

Home in Seminole

3 miles to Beach+Pool+Fully Stocked, Book & Save

AgataRating, 5 stars1 week ago

We had an absolutely wonderful stay at this mid-century ranch vacation home! The house itself is beautifully maintained with thoughtful design touches throughout—every detail is clearly aimed at making your stay as comfortable and stress-free as possible. From the moment we walked in, we could feel the care and love that’s been put into making this a true home away from home. The original deep pool was a huge hit, especially with the kids, who couldn’t get enough of it. We also loved the abundance of games and beach gear provided. The location is another big plus: just a short drive to beautiful Madeira Beach, close to great restaurants, and convenient access to Publix for groceries. Communication with the host was top-notch—professional, prompt, and helpful. They responded to any questions in a heartbeat. Their cleaning team also deserves a special mention—the house was spotless when we arrived. We’re already planning to come back in the fall to catch the Indian summer.