
Waterfront holiday rentals in Bay Pines
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Bay Pines
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach
Maderia Beach WATERFRONT & 2-3 minutes' walk to the beach. A great LOCIATION! A short drive from John's Pass Boardwalk & Johns' Pass Village. Feel the breeze, relaxing & enjoy the fishing on the docks right at our back yard! Everything you need, including 2 beds (1 Queen bed in bedroom & 1 twin sofa bed), well-equipped kitchen, parking permit, WIFI, Roku TVs, beach towels & chairs, umbrella. Restaurants, bars, shopping, Dolphin tours, fishing tours, boat & ski rentals ...are in walking distance.

King Bed Studio| Clean & Private |Central Location
Welcome to a thoughtfully designed private studio—efficient and exceptionally clean. If your priority is a comfortable king bed, a well-maintained space, and easy access to both downtown St. Petersburg and the beaches (about a 20-minute drive), this is a reliable choice. This is one of two private studios within a tiny house setup, ideal for solo travelers or couples. Guests also have access to a shared outdoor gazebo with seating, hammocks, greenery, dining space, and a fully equipped kitchen.

Queen Studio | Clean & Private | Central Location
Welcome to our thoughtfully designed private studio—efficient and exceptionally clean. If your priority is a comfortable queen bed, a well-maintained space, and access to downtown St. Petersburg and the beaches (about a 20-minute drive), this is a reliable choice. One of two private studios in a tiny house setup, ideal for solo travelers or couples. The space is compact and designed for comfort. Guests have access to a shared gazebo with seating, hammocks, greenery, dining space, and a kitchen.

Queen Studio | Clean & Private | Central Location
Welcome to our thoughtfully designed private studio—efficient and exceptionally clean. If your priority is a comfortable queen bed, a well-maintained space, and access to downtown St. Petersburg and the beaches (about a 20-minute drive), this is a reliable choice. One of two private studios in a tiny house setup, ideal for solo travelers or couples. The space is compact and designed for comfort. Guests have access to a shared gazebo with seating, hammocks, greenery, dining space, and a kitchen.

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.

Sparkling Modern Pool Home with Guest Bungalow!
Presented by "ST PETE VACATION HOMES". Explore our 15 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

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Stunning views! Spot dolphins from the pool!
BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

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.

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.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

🏝🏝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.
Popular amenities for waterfront rentals in Bay Pines
Waterfront apartment rentals

“Beach Walk Retreat • Free Parking

#3-Sea Turtle Bungalows@John's Pass 1B/1B

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

Complete Renovation-everything new! Amazing views

Ocean Front Condo!

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Anchors UP #4, WALK to Beach; WATER VIEW; Sleeps 8

Popular Beachside Studio w Relaxing Patio & Palms!
Waterfront house rentals

Stars by the Sea - Cozy home close to beaches

Azule|Waterfront | Walk to Beach-Dock-Bikes-Kayaks

Red Key Beach | Redington Beach Heated Pool

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

Waterfront, Pool & Dock | Bayfront Oasis

Waterfront Duplex: 3 Blocks to Beach, Hot Tub, SUP

Piece of paradise in Indian Rocks Beach.

Redington Beach near beach on ICW w/pool & dock
Waterfront apartment rentals

COASTAL CHIC! Luxury Apartment with Oceanviews

Sunset Nest: Two Bedroom Condo with Sunset Views

Waterside Studio in the heart of TI, walk to beach

Beach Front Gulf View at John’s Pass Medeira Beach

Indian Shores Gulf Front Rental

The Seascape Premier Beachfront Cottage-Gulf View

Guest Favorite | Beach • Pool • Intracoastal

Seaside Condo: 2bed/2bath beach condo on the water
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 £74 per night before taxes and fees

Verified guest reviews
Over 1,500 verified reviews to help you choose

Family-friendly holiday rentals
30 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
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