Vacation rentals in Bay Pines

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Bay Pines

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in St. Petersburg

4.89 out of 5 average rating, 130 reviews

Newly Remodeled w/screened in porch near beaches..

Welcome to our stunning fully remodeled 3 bed 2 bath home in the heart of beautiful St. Petersburg, FL. Enjoy a short 10 minute drive to the beach along with access to plenty of nearby shopping and dozens of local eateries, just minutes from the home. When you're ready to relax you will find yourself enjoying the screened in porch in the evenings or a walk around Walter Fuller Park located just across the street. You will feel right at home in this welcoming, quaint space. Professionals welcome!

Sep 1 – 8

$152 per night

Guest favorite

Home in St. Petersburg

4.98 out of 5 average rating, 152 reviews

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 a Queen sized Air mattress and HD TV, Wi-Fi , front porch, and back yard to relax and enjoy. Open dates book quickly. Don’t miss out!

Sep 10 – 17

$118 per night

Guest favorite

Cottage in Madeira Beach

4.91 out of 5 average rating, 112 reviews

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

Oct 4 – 11

$104 per night

Superhost

Condo in Saint Petersburg

4.85 out of 5 average rating, 406 reviews

Waterfront condo on top floor @ Boca Ciega Resort

The view of water is fantastic. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking bay for the condominium guests or can stay indoors and enjoy puzzles and games. We have a kayak that can fit up to 2 adults and a small child for our guests to use.

Nov 19 – 26

$113 per night

Guest favorite

Apartment in Saint Petersburg

4.89 out of 5 average rating, 143 reviews

The Oasis

Welcome to Boca Ciega Oasis! The "Oasis" suite 409 has been totally remodeled in January 2022. This includes a new queen sofa couch in LR, new refrigerator, stove, washer/dryer, and balcony tables and chairs. The 4th-floor view is the best but 409 is also centered beautifully to take in the expansive Boca Ciega Bay! Directly below the balcony is the swimming pool, Hot tub, and observation pier! The marina is to your left. See all while sitting in our bar height chairs and tables.

Aug 21 – 28

$130 per night

Guest favorite

Condo in St. Petersburg

4.96 out of 5 average rating, 207 reviews

Waterfront condo! Mins to beach! Great location!

This unit has been completely updated! Very modern, new furniture, large screen TV's, a gorgeous view from your private balcony of the Bay! This condo in St. Petersburg is close to all amenities including many restaurants, shopping... lots to do! 6 minute drive to Madeira Beach! Close to fishing including deep sea. 1-bedroom, condo sleeps 2 (plus 2 small children on a blow up mattress). A quiet, private balcony, pool, hot tub, fishing pier, BBQ area, fitness center.

Aug 29 – Sep 5

$119 per night

Superhost

Condo in St. Petersburg

4.8 out of 5 average rating, 169 reviews

🏝🏝Charming Bayfront Condo at Boca Ciega

This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

Sep 28 – Oct 5

$119 per night

Guest favorite

Condo in Madeira Beach

4.95 out of 5 average rating, 235 reviews

Steps Away 1st Floor-Bikes/Beach Access/ WI-FI

Exterminator inspection between guest with certificate provided. This ground floor apartment is located in a nine-unit condo complex. It's a few minutes walk to the lighted public crosswalk that crosses Gulf Blvd to the Madeira Beach Public Beach Access. The 385 sq. foot unit is perfect for two people. We are a mile from John's Pass Village. Limited beach equipment, bikes, beach towels, Wi-Fi, and Smart TV's included. Wireless WI-FI. Security latch on door.

Aug 5 – 12

$87 per night

Guest favorite

Guest suite in Seminole

4.9 out of 5 average rating, 79 reviews

Beach private studio with patio 6min to beach

This beach studio offers kitchenette with all basic utensils, coffeemaker, toaster, microwave, fridge with freezer, one cooking burner. Also has closet with hangers, Queen size bed, night table, tv, table with 2 chairs. Bathroom has bathtub with shower, toilet, towels. Outside private patio with table, two chairs, clothes rack, two beach chairs with umbrella, two bicycles. The Studio has separate entrance and parking. You will have code to access it.

Jun 17 – 24

$69 per night

Guest favorite

Tiny home in St. Petersburg

4.9 out of 5 average rating, 146 reviews

Unique & Exclusive TINY HOME ! Private HOT TUB !

Looking for a unique and special place? Escape from monotony and live a different experience? You just found it! Our beloved tiny home is very private, independent and quiet. Ideal for a romantic getaway, relieve a passion intensely and spend an unforgettable night. Perfect to disconnect from a hectic routine and connect with your being and essence. The energy in this place is something different! You have to live it and feel it!

Jan 31 – Feb 7

$101 per night

Guest favorite

Apartment in Madeira Beach

4.94 out of 5 average rating, 228 reviews

Madeira Beach and John's Pass #1

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Jun 23 – 30

$125 per night

Guest favorite

Condo in St. Petersburg

4.92 out of 5 average rating, 101 reviews

Heron's Hideaway- Studio by the bay!

Newly remodeled studio with luxury in mind! Keep it simple at this peaceful and centrally-located condo on the bay! Heron's Hideaway is located on the 3rd floor with unobstructed views of the intercoastal waterway! Views of the marina, boats, dolphins and incredible sunsets! This cozy studio is packed with everything you need to enjoy paradise!

Sep 20 – 27

$115 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Bay Pines vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Bay Pines's top sights

Walmart Supercenter29 locals recommend

Texas Roadhouse15 locals recommend

Mamas Kitchen9 locals recommend

Village Inn9 locals recommend

Doe Doe's Diner8 locals recommend

Sports Bar and Grill4 locals recommend

Other great vacation rentals in Bay Pines

Guest favorite

Guesthouse in Seminole

4.89 out of 5 average rating, 72 reviews

Beachy Bohemian Bungalow with all the perks!

Jul 8 – 15

$86 per night

Guest favorite

Apartment in St. Petersburg

4.96 out of 5 average rating, 26 reviews

Waterfront studio by Madeira

Oct 26 – Nov 2

$96 per night

Guest favorite

Tiny home in Seminole

4.86 out of 5 average rating, 37 reviews

Tiny Paradise ~ 6 min. to beach!

Aug 20 – 27

$88 per night

Guest favorite

Apartment in St. Petersburg

4.98 out of 5 average rating, 56 reviews

Cozy Gem Near Madeira Beach

Dec 25 – Jan 1

$99 per night

Guest favorite

Cottage in St. Petersburg

5.0 out of 5 average rating, 74 reviews

Victoria’s Cottage near Beaches, Downtown & Trail

Jun 28 – Jul 5

$79 per night

Superhost

Home in St. Petersburg

4.82 out of 5 average rating, 28 reviews

Sand Piper Home: 5 mins to TI Beach, fenced yard

May 7 – 14

$109 per night

Superhost

Home in St. Petersburg

4.95 out of 5 average rating, 19 reviews

Tropical Vacation 5 Min From Beach!

Oct 4 – 11

$137 per night

Guest favorite

Home in St. Petersburg

5.0 out of 5 average rating, 17 reviews

Charming Of Sand and Sea Home

May 24 – 31

$119 per night

Show all

Quick stats about vacation rentals in Bay Pines

Total rentals
230 properties
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
100 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
8K reviews
Nightly prices starting at
$30 before taxes and fees

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 140 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 house rentals in Bay Pines have air conditioning?
Absolutely! We offer over 120 house rentals with air conditioning in Bay Pines. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bay Pines have a kitchen?
Absolutely! We offer over 120 house 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 160 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 air conditioning, over 120 homes with wifi, 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.

Vacation rentals in Bay Pines

Top-rated vacation rentals in Bay Pines

Vacation rentals for every style

Apartments

Cottages

Houses

Popular amenities for Bay Pines vacation rentals

Stay near Bay Pines's top sights

Other great vacation rentals in Bay Pines

Guesthouse in Seminole

Apartment in St. Petersburg

Tiny home in Seminole

Apartment in St. Petersburg

Cottage in St. Petersburg

Home in St. Petersburg

Home in St. Petersburg

Home in St. Petersburg

Quick stats about vacation rentals in Bay Pines

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do apartment rentals in Bay Pines have free parking?

Do apartment rentals in Bay Pines have wifi?

Are there vacation rentals with a dedicated workspace in Bay Pines?

How much does it cost to stay in condo rentals in Bay Pines?

Do house rentals in Bay Pines have air conditioning?

Do house rentals in Bay Pines have a kitchen?

Are there Bay Pines vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in Bay Pines?

What are the most popular amenities for House Rentals in Bay Pines?

Are there pet-friendly vacation rentals in Bay Pines?

Destinations to explore