Vacation rentals in Bay Pines

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Top-rated vacation rentals in Bay Pines

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Guest favourite

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!

Aug. 27 – Sep. 3

$299 CAD per night

Guest favourite

Condo in Saint Petersburg

4.99 out of 5 average rating, 244 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is close to Bay Pines VA Hospital, Madeira Beach, Tyrone Mall, Pinellas Trail, Bay Pines Park for biking and running, and restaurants. Wave runner, boat, kayak & paddle board rental available very nearby. There is a storage area for kayaks, paddle boards and bikes (please lock your items inside) . You’ll love my place because of the beautiful water view, peaceful good for the soul atmosphere and walkable to shopping, eating, and activities to suit all ages. Newly updated interior 2023.

Nov. 28 – Dec. 5

$321 CAD per night

Guest favourite

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.

Aug. 31 – Sep. 7

$214 CAD per night

Guest favourite

Guesthouse in Seminole

4.89 out of 5 average rating, 72 reviews

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

Aug. 1 – 8

$163 CAD 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.

Aug. 17 – 24

$214 CAD per night

Guest favourite

Apartment in Saint Petersburg

4.89 out of 5 average rating, 144 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.

Sep. 14 – 21

$250 CAD per night

Guest favourite

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

$233 CAD 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. 1 – 8

$228 CAD per night

Guest favourite

Guest suite in Seminole

4.9 out of 5 average rating, 80 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.

Sep. 1 – 8

$136 CAD per night

Guest favourite

Tiny homes 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!

Mar. 3 – 10

$196 CAD per night

Guest favourite

Apartment in Madeira Beach

4.94 out of 5 average rating, 229 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.

Jan. 23 – 30

$260 CAD per night

Guest favourite

Condo in St. Petersburg

4.96 out of 5 average rating, 140 reviews

Sea La Vie- Studio by the bay!

*Newly Designed* Keep it simple at this peaceful and centrally-located condo! Sea La Vie is located on the top (4th) floor with amazing views of the intercoastal waterway. Step out onto the balcony in the morning to sip coffee and watch the dolphins play and go back out at night with wine to watch a stunning sunset! This cozy studio is packed with everything you need to enjoy paradise!

Sep. 20 – 27

$212 CAD per night