
Vacation rentals in Bay Pines
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Top-rated vacation rentals in Bay Pines
Guests agree: these stays are highly rated for location, cleanliness, and more.

Beautiful waterfront condo! Mins to beach!
Guests LOVE this condo! It's completely updated and very modern!. Enjoy 2 larger TV's, plus a GORGEOUS view from the 20' private balcony overlooking the Bay! This condo in St. Petersburg is in a great location close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping nearby. Lots to do; and a 6 minute drive to Madeira Beach! Close to fishing including deep sea. 1-bedroom with a King size bed, plus a new pull-out couch.. all new (not yet shown in pics)!

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.

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

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.

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

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.

King Bed Studio | Outdoor Kitchen | Free Parking
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. 🌴☀️🏖️

Cozy Gem Near Madeira Beach
This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Coconut Palm*hotel style suite*only 5miles 2beach
Private hotel style room Queen bed & full bath &wet bar Covered entry with porch Weekly & Monthly Discounts Guest suite Fabulous beaches 5 miles from location Two guests MAX (including children) Quiet neighborhood Quiet hours are 10pm-9am Off street parking - free 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!

The Flamingo House
Find your balance at the Flamingo House. Fully renovated (2022) house located in a safe and quiet neighborhood just minutes to beaches, Pinellas Trail (75 mile paved walk and bike path), shopping, restaurants. The house has 2 bedrooms and 2 bathrooms (master has a shower spa and other has a clawfoot tub), a fully equipped kitchen, large living room with HD TV, Wi-Fi , front porch, and back yard to relax and enjoy. Open dates book quickly. Don’t miss out!

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/rest

Iconic PINK Beach Retreat!
Absolutely fabulous home sleeps 14 with 4BR+3baths. Beach is 4 minutes and 25 minutes to downtown. Pictures don’t capture how stunning this home is in person—it’s IG-worthy and the effort to make it fantastic is evident everywhere! Saltwater pool, pool cabana, outdoor movie theater with reclining chairs, outdoor dining, optional heated pool for add'l cost.
Popular amenities for Bay Pines vacation rentals
Other great vacation rentals in Bay Pines

Spacious and Short Drive to Beach

The Hideaway - Quality stay at a cheaper price!

BOCA CIEGA Condominium - 107

Harmony Breeze by Madeira Beach

Escape Paradise private relax backyard 6min beach

Heaven on the Water w/ Deck & BBQ | 5 min to Beach

Charming historic home 5 minutes to the beach

Adorable Private Studio
Quick stats about vacation rentals in Bay Pines
Total rentals
210 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
9.5K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
110 properties have a pool
Frequently Asked Questions
Do apartment rentals in Bay Pines have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Bay Pines have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Bay Pines?
Yes! Work meets play with ease at over 130 vacation rentals in Bay Pines featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in condo rentals in Bay Pines?
Experience the best of Bay Pines with our condo rentals, starting at about $30 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 Bay Pines have air conditioning?
Absolutely! We offer over 40 condo rentals with air conditioning in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Bay Pines have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
Are there Bay Pines vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 110 vacation homes with pools in Bay Pines, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Bay Pines?
Bay Pines has more than 150 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Bay Pines?
Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with a kitchen, over 120 homes with free parking, over 120 homes with wifi, over 120 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Bay Pines?
Four-legged friends are welcome in Bay Pines. Choose from more than 100 vacation rentals for guests traveling with pets.
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