
Waterfront holiday rentals in Bay Pines
Find and book unique waterfront rentals on Airbnb
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 €87 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.

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, 243 reviews
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.
4.87 out of 5 average rating, 122 reviews
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, 239 reviews
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, 312 reviews
Queen 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.
4.9 out of 5 average rating, 176 reviews
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.
4.93 out of 5 average rating, 216 reviews
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
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.
4.86 out of 5 average rating, 672 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.
4.79 out of 5 average rating, 236 reviews
Waterfront condo on top floor, pool and hottub
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, 110 reviews
Waterfront studio! Heated pool and hottub
Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!
4.95 out of 5 average rating, 149 reviews
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, 199 reviewsPopular amenities for waterfront rentals in Bay Pines
Waterfront apartment rentals

Beach-steps away! Waterfront Pool View!5
4.75 out of 5 average rating, 216 reviews
Beachside Escape | 2 min walk to Shore · Sleeps 7
4.91 out of 5 average rating, 110 reviews
Direct Beachfront Condo, Ocean balcony view!
4.93 out of 5 average rating, 230 reviews
Oceanfront Luxury paradise
4.92 out of 5 average rating, 103 reviews
MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach
4.88 out of 5 average rating, 146 reviews
Beach & Bay 1 Bdrm Condo Boat/Fish Dock with Patio
4.9 out of 5 average rating, 290 reviews
Million Dollar Gulf-Front View!
4.9 out of 5 average rating, 129 reviews
Bay & Blvd | Steps to Beach, Pool & John's Pass
4.79 out of 5 average rating, 164 reviewsWaterfront house rentals

Boardwalk Bungalow - Johns Pass & beach steps away
4.95 out of 5 average rating, 126 reviews
Stunning Lakefront-King bed - 10 min to beaches
4.91 out of 5 average rating, 185 reviews
Waterfront Oasis, Hot Tub, Sauna
4.71 out of 5 average rating, 116 reviews
Creamsicle Dreamsicle- Saltwater Pool- Near Beach!
4.94 out of 5 average rating, 161 reviews
Ocean Dreaming: Waterfront Home with Heated Pool,
4.97 out of 5 average rating, 145 reviews
Waterfront house w/ dock, Walk to Beach, Dogs OK!
4.91 out of 5 average rating, 106 reviews
Luxury waterfront | Walk to beach • Private dock
4.89 out of 5 average rating, 165 reviews
Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms
4.94 out of 5 average rating, 340 reviewsWaterfront apartment rentals

Spectacular beach to bay views from this resort.
4.99 out of 5 average rating, 231 reviews
Beach Front at “The Shore”
4.95 out of 5 average rating, 112 reviews
Beachfront building across from Johns Pass Village
4.93 out of 5 average rating, 113 reviews
Steps to beach with Marina Sunsets – 3 -Bed condo
4.84 out of 5 average rating, 131 reviews
Penthouse Condo on Water Steps to Beach+Johns Pass
4.97 out of 5 average rating, 103 reviews
Beach Place Bliss on Madeira Beach by John's Pass
4.87 out of 5 average rating, 113 reviews
Beach Front Gulf View at John’s Pass Medeira Beach
4.9 out of 5 average rating, 135 reviews
Beachfront 2/2 Condo, Treasure Island,305W Oceana
4.93 out of 5 average rating, 163 reviewsDestinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Miramar Beach Holiday rentals
- House rentals Bay Pines
- Apartment rentals Bay Pines
- Rentals with pools Bay Pines
- Flat rentals Bay Pines
- Rentals with a hot tub Bay Pines
- Cottage rentals Bay Pines
- Pet-friendly rentals Bay Pines
- Rentals with beach access Bay Pines
- Family-friendly rentals Bay Pines
- Waterfront rentals Pinellas County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Dunedin Beach
- Epperson Lagoon
- John's Pass
- Tropicana Field
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach





