
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.

Private master suite, Entire space to yourself
Modern 1 bedroom, quiet & cozy suite. Private entrance. Kitchenette (no cooking), refridge/microwave/coffee/toaster/sink/plates/utensils. Gas grill. Spacious bathroom, queen size bed. Great location close to shopping/restaurants, 4 miles to Gulf Blvd will you will find all of our beautiful beaches. Cable TV, Wi-Fi, 1 private parking spot (can accommodate 2 or recreational vehicle with a heads up), private backyard, access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Heated Pool! Huge Walk In Shower! 5 min to beach!
Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

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

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.

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.

Beautiful Private entry & yard, non shared space.
Beautifully decorated with hand painted oil, acrylic paintings. Large 400 ft unit. New Updated shower2024, AC split you can control. A portion of the side yard ( as pictured ) has been fenced off for you. ONE animal allowed, this includes service or non- service. You DO need to notify me if you're bringing a Animal. No Cats. The suite is non shared and attached to the rest of the house. There are two Rental units on this property. Each on opposite sides of the house. This is Unit A.

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. 🌴☀️🏖️

Love Nest
Welcome to our cozy and compact studio apartment! Despite its small size, this space is packed with comfort and all the essentials you need for a delightful stay. Nestled in a vibrant neighborhood, you'll find a welcoming atmosphere and a charming ambiance. Conveniently located just 15 minutes away from both the downtown and the beach, you'll have easy access to all the attractions and activities the area has to offer. Perfect for solo travelers or couples looking for a snug retreat.

Charming Studio | Outdoor Kitchen | Free Parking
Welcome to our tiny but thoughtfully designed studio—small in size yet big on comfort, care, and cleanliness. Each space is lovingly maintained by my mother, ensuring an extra spotless stay. Perfect for solo travelers or couples, you’ll enjoy a cozy bed, efficient design, and unbeatable value. Step outside to our lush shared gazebo with seating, dining areas, BBQ, and outdoor kitchen appliances—a favorite gathering spot for guests. Superhost team of four always here to help. 🌴☀️🏖️

Pesky Pelican Studio 3 miles to Madeira Beach
Relax and recharge in this cozy studio-perfect for 2. This property is located in a friendly, laid-back neighborhood just a 6min drive to Madeira Beach. Easy access to several gulf beaches, bars, restaurants and airports. Spend the day relaxing on the patio or fun in the sun at the beach. Book one of the many adventure tours out of Johns Pass Village and make this a vacation you won’t forget! Tiki Boats/Jet Ski/Parasail. Queen bed, coastal tiled bathroom, kitchenette, patio

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.
Popular amenities for Bay Pines vacation rentals
Stay near Bay Pines's top sights
Other great vacation rentals in Bay Pines

Modern Coastal Retreat

2BR home near Madeira Beach, Florida

Madeira Beach Pool Home w/Guest House

Casita near Madeira Beach

NEW Private Pool Close to Madeira Beach Golf Cart

Studio for Rent

Cozy + Modern, Family Home, 10 min to Beach

Oasis St. Pete, Pool, Close to Beach/Downtown
When is the best time to visit Bay Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $253 CAD | $308 CAD | $343 CAD | $280 CAD | $246 CAD | $254 CAD | $267 CAD | $224 CAD | $199 CAD | $236 CAD | $249 CAD | $254 CAD |
| Avg. temp | 17 °C | 18 °C | 20 °C | 23 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 25 °C | 21 °C | 18 °C |
Frequently Asked Questions
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.
Do condo rentals in Bay Pines have free parking?
Absolutely! We offer over 40 condo rentals with free parking in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Bay Pines?
Bay Pines has more than 160 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
Are there Bay Pines vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 120 vacation homes with pools in Bay Pines, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Bay Pines have a kitchen?
Absolutely! We offer over 40 condo rentals with a kitchen in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Bay Pines have wifi?
Absolutely! We offer over 40 condo rentals with wifi in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Bay Pines?
Experience the best of Bay Pines with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Bay Pines have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Bay Pines?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Bay Pines

Total vacation rentals
Explore 220 vacation rentals in Bay Pines

Nightly prices starting at
Bay Pines vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 10,210 verified reviews to help you choose

Family-friendly vacation rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Vacation rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
210 of Bay Pines vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bay Pines rentals

4.8 Average rating
Bay Pines stays are highly rated by guests—averaging 4.8 out of 5!
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