
Waterfront holiday rentals in South Pasadena
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in South Pasadena

Total holiday rentals
Explore 110 holiday rentals in South Pasadena

Nightly prices starting at
South Pasadena holiday rentals start at €78 per night before taxes and fees

Verified guest reviews
Over 3,830 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of South Pasadena holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Pasadena rentals

4.8 Average rating
South Pasadena stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated waterfront rentals in South Pasadena
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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

Sunsets on the Island
Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!

Waterfront Oasis, Hot Tub, Sauna
Welcome to our beautiful waterfront home nestled between St Pete Beach & Gulfport, FL, where you'll experience the joys of the quintessential Florida lifestyle! Relax in the large outdoor living space, fish off the dock, boat on the pristine waters of the Gulf of Mexico and take in the ocean breeze. ☑ 2 mi to St. Pete Beach, 2.5 mi to Gulfport & 5 mi to John's Pass ☑ On the Intracoastal Waterway w/boat access out to the Gulf of Mexico ☑ Hot tub, Sauna, Outdoor kitchen, bar, dock, boat lift

Treasure Island 1 BR condo intercoastal waterfront
Beautiful 1 BR 1 bath condo with awesome water view of the intercoastal located in Westwinds Waterfront Resort 800 square feet with large living area including 65 in tv, queen sofa sleeper, full kitchen, king bed in master. Short walk to beach of Treasure Island. Grocery store, restaurants and bars all within walking distance. The Resort has heated pool, two gas grills, elevators and 3 docks and peaceful area to just sit and look at the water. Boats up to 24’ welcome with reservation.

Waterfront Condo With Pool and Multiple Views!
Enjoy the beach and the bay while staying in this upscale 3rd-floor condo unit just steps away from the beach! This beautiful unit offers 1 king bedroom plus 1 queen sleeper sofa. The 758 sq ft condo features a large waterfront pool with docks, outdoor grills, dining areas, free wifi, beach toys, and a full-size updated kitchen with everything you need for an enjoyable experience. Shops, restaurants, grocery stores, and entertainment are all nearby. Come enjoy paradise on Treasure Island!

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

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.

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.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

Rincón Divino MB 2 Balconies, Ocean & Marina Views
This luxury 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.
Popular amenities for waterfront rentals in South Pasadena
Waterfront apartment rentals

Welcome to Gulf-Front Paradise!

Beach-steps away! Waterfront Pool View!5

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

Complete Renovation-everything new! Amazing views

Freshly Remodeled Oceanfront Condo!

Forever Sunshine - Fully Renovated

The Oasis

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach
Waterfront house rentals

Boardwalk Bungalow - Johns Pass & beach steps away

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

Waterfront Condo with Boat Slip & Fishing Dock

Summer Bayfront + Guest Suite | Pool/Spa/Boat Lift

Piece of paradise in Indian Rocks Beach.

Waterfront Heated Pool + Private Dock + Near Beach

Waterfront Paradise• Pool, Hot Tub, Dock & Games

Waterfront Views at Dolphin Watch with Heated Pool
Waterfront apartment rentals

Resort Complex is Directly on St. Pete Beach

Sunset Nest: Two Bedroom Condo with Sunset Views

2 Story Penthouse | Pool | Balcony | Gulf View 602

Gulf Strand Beach Resort

Sea La Vie- Studio by the bay!

Beachfront Treasure Island | Pool | Penthouse

King Oceanfront Suite • Kitchenette & Balcony

Tropical Courtyard Paradise on St. Pete Beach
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €140 | €199 | €230 | €165 | €139 | €131 | €135 | €116 | €111 | €134 | €135 | €145 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Destinations to explore
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- Pet-friendly rentals South Pasadena
- Beachfront rentals South Pasadena
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- Rentals with a hot tub South Pasadena
- Rentals with beach access South Pasadena
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- 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
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- Lido Key Beach
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- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy





