Waterfront vacation rentals in Bay Pines

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Top-rated waterfront accommodations in Bay Pines

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

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Guest favourite

Condo in Saint Petersburg

4.99 out of 5 average rating, 246 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. 5 – 12

$322 CAD per night

Guest favourite

Apartment in Treasure Island

4.91 out of 5 average rating, 278 reviews

Attractive Beachfront Studio - Live Like a Local!

The true treasure of Treasure Island! Tucked right off of Gulf Blvd, on a secluded beach, this comfortable newly remodeled private studio is nestled on a lushly landscaped beachfront residential property with renters on-site. This cozy spot is all about barefoot luxury — you're just steps from the beach and biking or walking distance to laid back beach bars, live music & restaurants. Please note: There’s no guest parking available, but paid parking is nearby as well as a frequent public trolley.

Sep. 9 – 16

$255 CAD per night

Guest favourite

Condo in Indian Shores

4.96 out of 5 average rating, 112 reviews

"Sunsational" Indian Shores Getaway!

Updated studio perfect for your beach vacation! Great location with the Intercoastal Waterway in your backyard & access to the public beach right across the street in front! When you’re not soaking up the sun & sand, you’ll appreciate the community amenities which include the second largest pool (not heated) on all the barrier islands, boat slips, picnic tables/bbq area, and shuffleboard. The second floor studio is comfortable and equipped with everything you’ll need…just bring your sunscreen!

Jan. 23 – 30

$247 CAD per night

Guest favourite

Home in Largo

4.96 out of 5 average rating, 100 reviews

Stars by the Sea - Cozy home close to beaches

Our home has been beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Cable, Internet w/WiFi, dishwasher, washer, dryer, etc. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

Dec. 21 – 28

$239 CAD per night

Guest favourite

Home in St. Petersburg

4.98 out of 5 average rating, 129 reviews

SPARKLING HOT Modern Pool Home- Minutes to beach!

FLAWLESS HOME with a dream kitchen! Just an 8 min. drive to the beaches! Home has 4BR/3BA which includes the poolside guest bungalow. A stunning saltwater pool overlooking a small lake full of wildlife. Smart televisions everywhere in this home and WIFI is included. The decor is a real showstopper! Family neighborhood near dining, shopping, Walmart and beaches! This home is professionally and immaculately cleaned before every guest. Heated pool OPTION is available for additional cost.

Oct. 23 – 30

$638 CAD per night

Superhost

Condo in Madeira Beach

4.87 out of 5 average rating, 180 reviews

Beach is steps away! Paradise is waiting!

Our little slice of paradise: 1 bedroom ground floor condo in Madeira Beach Yacht Club. 2 heated pools, gym, jacuzzi, & fishing piers. Across from a Park with tennis courts, basketball, & walking trails. Grocery, CVS, restaurants and bars in walking distance. Beach toys & beach cart provided for you to enjoy the white sands of Madeira Beach, a few steps away. Our charming beach community has plenty of attractions and activities with small-town charm. Just minutes from John's Pass!

Jun. 16 – 23

$233 CAD per night

Guest favourite

Apartment in Saint Petersburg

4.89 out of 5 average rating, 145 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.

Dec. 19 – 26

$251 CAD per night

Superhost

Condo in Treasure Island

4.88 out of 5 average rating, 159 reviews

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

Nov. 7 – 14

$875 CAD per night

Superhost

Condo in Saint Petersburg

4.85 out of 5 average rating, 407 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 for our guests to use.

Dec. 31 – Jan. 7

$258 CAD per night

Guest favourite

Condo in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

Dec. 10 – 17

$255 CAD per night

Superhost

Condo in St. Petersburg

4.8 out of 5 average rating, 170 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.

Oct. 20 – 27

$225 CAD per night

Guest favourite

Villa in Redington Shores

4.91 out of 5 average rating, 128 reviews

Peaceful 1 min to sand W/D Priv patio

Washer/dryer in unit. 1 house to beach entrance on beach side. 1 of 3 units in peaceful beachside villa in charming Redington Shores. Beach is wide, beautiful, less crowded, goes for miles.. Walking distance to many restaurants. Full kitchen, separate bedroom. Private patio. Quiet ductless AC, FREE PARKING in front, reliable WIFI, Smart TVs, BEACH supplies. 1 bedroom queen bed, separate living room comfortable pullout sofa. 2 more units available; 1 bdm & 2 bdm.

Aug. 6 – 13

$262 CAD per night