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Waterfront holiday rentals in Bay Pines

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Quick stats about waterfront rentals in Bay Pines

  • Total holiday rentals

    Explore 30 holiday rentals in Bay Pines

  • Nightly prices starting at

    Bay Pines holiday rentals start at €86 per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Bay Pines holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bay Pines rentals

  • 4.7 Average rating

    Bay Pines stays receive an average rating of 4.7 out of 5 from guests

Top-rated waterfront rentals in Bay Pines

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

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Top guest favourite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Apartment in Madeira Beach

Rincón Divino MB 2 Balconies, Ocean & Marina Views

EXCLUSIVE: Saturday checkout is at 5pm. This condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

4.99 out of 5 average rating, 240 reviews
Top guest favourite
A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.
Apartment in St. Petersburg

Sunny St. Pete Getaway with Dolphins

Escape to this stunning waterfront luxury condo, perfectly situated just minutes from beaches, shops, and restaurants. Enjoy spectacular Bay views from your private large balcony, or unwind by the heated pool and spa overlooking the water. ✨ Resort-Style Amenities – Heated pool, spa, fitness center & outdoor dining area withBBQs ✨ Comfort – queen platform bed & firm mattress, bathtub/shower, fully equipped kitchen, new washer/dryer combo in-unit ✨ Dining – Doc Ford’s Rum Bar & Grill next door.

4.86 out of 5 average rating, 118 reviews
Top guest favourite
A cozy living area features a comfortable gray sofa and a blue accent chest. Large glass doors open to a balcony, showcasing water views. A ceiling fan provides a gentle breeze, while decorative elements like wall art and a rug add a touch of charm.
Apartment in St. Petersburg

Private waterfront balcony, heated pool, hottub

Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

4.97 out of 5 average rating, 174 reviews
Top guest favourite
A woven tray rests on a patio surface, displaying a glass pitcher and four clear glasses. In the background, a heated saltwater pool glimmers under a bright sky, surrounded by lush greenery and a tranquil lake.
Home in Seminole

Stunning Lakefront-King bed - 10 min to beaches

Relax with the whole family by the lake! Get out the fishing rods to catch bass in the lake. This gorgeous house has everything you need for a perfect vacation! Grill out and have dinner while watching the sunset by the lake, enjoy a perfect swim in the amazing heated pool, or just sit back and enjoy the view. We have recently upgraded to a salt water pool, making the water gentler on your skin, eyes and hair. The home is a short 10-minute drive to the beach access. Pet friendly with a fee.

4.91 out of 5 average rating, 183 reviews
Top guest favourite
A saltwater pool is surrounded by a screened enclosure, featuring an elevated circular area. An umbrella provides shade over a small table with drinks. Lounge chairs in vibrant colors complement the tranquil setting, with a view of the patio and home entrance in the background.
Home in St. Petersburg

Sparkling Modern Pool Home with Guest Bungalow!

Presented by "ST PETE VACATION HOMES". Explore our 5 Airbnb homes online or on our Airbnb profile. Home sleeps 12 guests. OUTSIDE FEATURES: * Adorable Pink Guest Bungalow *saltwater pool (optional heater) * covered lounge seating w/ bev fridge & TV * swim up bar-top * protective pool enclosure * exciting wildlife to enjoy in the backyard LOCATION: • madeira beach ~6 minutes • walmart, dining + coffee ~2 minutes • john’s pass village & boardwalk~10 minutes • downtown st. pete ~25 minutes

4.98 out of 5 average rating, 236 reviews
Top guest favourite
A private balcony offers a serene view of the bay, framed by lush palm trees. A glass table and two chairs are positioned for easy enjoyment of the surroundings, while the sparkling water glimmers under a clear blue sky.
Apartment in St. Petersburg

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping coffee, or while enjoying a glass of wine with the sunset! A 6-minute drive to Madeira Beach, close to all amenities, many restaurants nearby, incl. Doc Ford's next door, rated #1, shopping 7 mins. Lots to do; close to fishing including deep sea, jet skiing. 1 bedroom w/KING bed, comfy QUEEN pull-out; SLEEPS 4.

4.96 out of 5 average rating, 309 reviews
Superhost
The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.
Apartment in Treasure Island

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

4.89 out of 5 average rating, 214 reviews
Top guest favourite
A light-filled studio space features a comfortable bed along with a simple wooden table and chairs. A mounted TV is present on the wall, and a plant adds a touch of greenery. The flooring consists of neutral tiles, enhancing the spacious feel of the room.
Tiny home in St. Petersburg

King Studio | Immaculate, Private & Family-Run

Our exceptional value starts with a truly hands-on, family-run approach. My mother personally handles cleaning, restocking, and upkeep with meticulous care, while our family maintains every detail. Centrally located between downtown, the beaches, and airport—ideal for exploring St. Pete. Enjoy a tropical outdoor space with 500+ live plants, hammocks, shaded lounging, dining, gazebo, and full outdoor kitchen. That care has earned us 800+ guest reviews in 3 years—95% of them 5 stars.

4.92 out of 5 average rating, 212 reviews
Top guest favourite
A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.
Apartment in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

4.98 out of 5 average rating, 297 reviews
Superhost
A serene waterfront view is offered from the balcony, featuring a round table with two chairs. Palm trees frame the view, while calm waters reflect the clear sky, creating a peaceful outdoor space perfect for relaxation.
Apartment in St. Petersburg

🏝🏝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.

4.79 out of 5 average rating, 235 reviews
Top guest favourite
Apartment in St. Petersburg

Top floor condo, water views, private balcony

Spectacular water views from this TOP FLOOR condo, 30 feet from the water! Enjoy sunsets from your PRIVATE 20 FOOT BALCONY, and with a little luck watch the dolphins at the same time. Living area, dining area, full kitchen, laundry, bedroom 40 inch TV in living area. Pool, hot tub, BBQ area, fishing pier. Quietest building in complex. Minutes to War Veterans’ Memorial Park, boat launch, boat rentals, trails, Madeira Beach, downtown St Pete, Treasure Island.

4.93 out of 5 average rating, 109 reviews
Top guest favourite
A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.
Flat in St. Petersburg

The Oasis

Welcome to Boca Ciega Oasis! The "Oasis" suite 409 includes a recent queen sofa couch in LR, 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.

4.91 out of 5 average rating, 198 reviews

Popular amenities for waterfront rentals in Bay Pines

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Top guest favourite
An inviting pool area is framed by lush tropical plants, overlooking a calm waterway. The scene is enriched by a vibrant sunset, reflecting shades of pink and orange across the sky and water. Lounge chairs are positioned near the pool, providing a perfect spot for relaxation.
Flat in Madeira Beach

Beach-steps away! Waterfront Pool View!5

4.74 out of 5 average rating, 215 reviews
Guest favourite
A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.
Flat in Indian Shores

Direct Beachfront Condo, Ocean balcony view!

4.93 out of 5 average rating, 227 reviews
Superhost
Flat in Madeira Beach

Beachside Escape | 2 min walk to Shore · Sleeps 7

4.91 out of 5 average rating, 108 reviews
Guest favourite
Flat in Madeira Beach

Bay & Blvd | Steps to Beach, Pool & John's Pass

4.79 out of 5 average rating, 161 reviews
Top guest favourite
An aerial view captures the beachfront landscape, highlighting an inviting shoreline bordered by a mix of residential and commercial properties. The water showcases varying shades of blue, while the sandy beach stretches invitingly. Identifiable structures are situated near the coast, establishing a vibrant neighborhood.
Flat in Madeira Beach

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach

4.88 out of 5 average rating, 145 reviews
Top guest favourite
A direct view of the Gulf shoreline is visible from the balcony, showcasing a sandy beach with beach chairs and umbrellas. A private pool is located below, surrounded by a patio area with several lounge chairs, creating an inviting setting for relaxation.
Flat in Madeira Beach

Million Dollar Gulf-Front View!

4.9 out of 5 average rating, 128 reviews
Guest favourite
A clean swimming pool is positioned alongside a waterfront, framed by a white fence. Sun loungers are neatly arranged on a deck, with palm trees and a dock visible in the background. The sky features soft clouds and clear blue tones, creating a serene outdoor setting.
Flat in Treasure Island

Beach & Bay 1 Bdrm Condo Boat/Fish Dock with Patio

4.9 out of 5 average rating, 290 reviews
Top guest favourite
A comfortable seating area features a woven hanging chair, positioned on a balcony overlooking the ocean. The view reveals a sandy beach and calm waters, extending to the horizon under a clear blue sky.
Flat in Madeira Beach

Oceanfront Luxury paradise

4.92 out of 5 average rating, 101 reviews

Waterfront house rentals

Superhost
Home in St. Petersburg

Waterfront Oasis, Hot Tub, Sauna

4.7 out of 5 average rating, 113 reviews
Top guest favourite
A screened-in saltwater pool area is highlighted, featuring colorful pool floats and two blue lounge chairs. Natural light enters through large windows, and a door provides access to the adjacent living space. The bright walls reflect the sun, enhancing the cheerful atmosphere.
Home in St. Petersburg

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!

4.94 out of 5 average rating, 159 reviews
Guest favourite
An aerial view of a modern two-story home surrounded by lush greenery and palm trees, with a backdrop of tranquil water. The property's landscaping features a paved driveway leading to the entrance, while nearby boats are docked along the shoreline.
Home in Seminole

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

4.94 out of 5 average rating, 339 reviews
Guest favourite
Home in Indian Rocks Beach

Ocean Dreaming: Waterfront Home with Heated Pool,

4.97 out of 5 average rating, 143 reviews
Guest favourite
Home in Madeira Beach

Boardwalk Bungalow - Johns Pass & beach steps away

4.95 out of 5 average rating, 126 reviews
Top guest favourite
Home in Largo

Stars by the Sea - Cozy home close to beaches

4.96 out of 5 average rating, 148 reviews
Top guest favourite
Home in St. Petersburg

Heated Pool • Game Room • 5 Min to Madeira Beach

4.92 out of 5 average rating, 25 reviews
Top guest favourite
Home in St. Petersburg

Delma's Waterfront Oasis Open Water View

5.0 out of 5 average rating, 39 reviews

Waterfront apartment rentals

Top guest favourite
The aerial view displays a modern four-story condo building with a mix of orange and white façades. Balconies extend from each level, and a marina with boats is visible at the base, along with beach access in the background.
Apartment in Madeira Beach

Steps to beach with Marina Sunsets – 3 -Bed condo

4.84 out of 5 average rating, 129 reviews
Top guest favourite
A comfortable living area features a round dining table set for four, surrounded by modern chairs. Two seating areas include plush armchairs and a sofa, complemented by a tropical plant. Large windows offer natural light and views of the outdoor scenery.
Apartment in Madeira Beach

Penthouse Condo on Water Steps to Beach+Johns Pass

4.97 out of 5 average rating, 102 reviews
Top guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Apartment in Treasure Island

Spectacular beach to bay views from this resort.

4.99 out of 5 average rating, 231 reviews
Guest favourite
The image shows a view of the beach, with smooth, sandy shores leading to a row of modern condo buildings in the background. The condos are designed with balconies, featuring multiple stories and large windows, under a clear blue sky.
Apartment in Indian Shores

Indian Shores Gulf Front Rental

4.9 out of 5 average rating, 443 reviews
Superhost
A view from the balcony showcases lush tropical palm trees framing the serene waters of the bay. A small boat can be seen gliding through the calm water, enhancing the tranquil atmosphere. Vibrant greenery is present in the foreground, completing the coastal scene.
Apartment in St. Petersburg

Breathtaking Waterview Condo!

4.82 out of 5 average rating, 139 reviews
Guest favourite
Apartment in Madeira Beach

Beach Front at “The Shore”

4.95 out of 5 average rating, 111 reviews
Guest favourite
Apartment in Madeira Beach

Beach Front Gulf View at John’s Pass Medeira Beach

4.9 out of 5 average rating, 134 reviews
Top guest favourite
A modern kitchen area features a large island with seating, complemented by white cabinetry and gleaming countertops. Natural light floods the space through expansive sliding glass doors, which lead to a private terrace with ocean views. A comfortable seating area is arranged nearby.
Apartment in Treasure Island

Luxury Seashell Oceanfront Condo with Pool

4.91 out of 5 average rating, 117 reviews

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