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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Waterfront Vacation Rental With Private Boat Dock and Beach Access

Bedrooms 3
Half Baths1
Space 1,100 sq. ft.
Property type apartment
Minimum Stay 3 nights


About the property

2 Bedroom and 1 Bedroom Adjoining Apartments on the Water with Private Dock

Before proceeding any further, please make sure our “house rules” meet with your vacation expectations so as not to affect the return of your security deposit:

1) The responsible renter must be at least 30 years old

2) No children under 12 years of age

3) No pets

4) No smoking

5) No parties

6) No extra guests—both day use and overnight

Stylish waterfront one and two bedroom accommodations--THESE ARE 2 APARTMENTS SIDE-BY-SIDE (same building).

Our ground floor, side-by-side apartments totaling 3 bedrooms and 2 bathrooms are offered exclusively to guests (no owner's belongings to navigate around). We provide a welcome "starter" of complimentary coffee, tea, creamer, condiments, spices, and more.

These are two ground floor apartments side-by-side. The 2 bedroom + 1 bathroom apartment is approximately 600 square feet of living area near the main building entrance. There is one queen bed in bedroom 1, and two twin beds in bedroom 2. USB plugins for your electronics are provided in both bedrooms and the living area. The apartment accommodates up to 4 guests (no children under 12 please).

The 1 bedroom + 1 bathroom apartment is approximately 450 square feet of living area just off the center courtyard. There is one queen bed in the bedroom and USB plugins for your electronics are provided in both the bedroom and living area. The apartment accommodates up to 2 guests (no children under 12 please).

PLEASE NOTE: there are no water views from inside either apartment, but the tranquil inter-coastal backyard is just through the adjoining breezeway and the beach is directly across the street.

The property is secured by a large, access controlled wooden gate which is near the front doors of the apartments; each apartment has a smart lock with keyless entry. Guests are provided access codes the morning of their scheduled arrival via text and email.

The apartments are equipped with "Smart" TV's that have cable and internet streaming services (Netflix, Amazon, Hulu, etc) -- guests must have their own accounts for internet streaming services. High speed Wi-Fi internet is provided throughout the property (yes--even outside on the grounds!) at no charge.

We provide toiletries, linens, towels, beach accessories (chairs, umbrellas, towels, coolers), paddle boards, fishing poles and tackle, bait buckets, firewood (for the fire pit), gas BBQ grill, complimentary clothes washer/dryer. The large smart key controlled shed holds many of the goodies--you will be provided the code upon check in. Some of the above mentioned items are available on a first come first served basis.

The 2 bedroom apartment has a semi-open kitchen with dishwasher, and is equipped with all the basics a guest needs to dine in. You will find a K-cup and French Press coffee maker, toaster oven, blender, pots and pans, etc. The full size refrigerator has an ice maker.

The 1 bedroom apartment has an open kitchen (no dishwasher), and is equipped with all the basics a guest needs to dine in. You will find a K-cup coffee maker, toaster, blender, pots and pans, etc. The full size refrigerator has an ice maker.

Both apartments have central air-conditioning (no wall units or mini-splits) which provides guests with consistent climate comfort and very little background noise.

About the property: there are 4 apartments on the property (2/2, 2/1, 1/1, and a Single). The spacious grounds, beach and fishing accessories, and other "toys" are shared by all guests. The property affords multiple seating areas for our guest's comfort. There is also a backyard bathroom available to guests, a hot/cold outdoor shower with a privacy door that you won't want to miss, and a spectacular outdoor kitchen and bar.

The beach is literally across the street! Also directly across the street is the Island Inn Resort which has a great little Tiki Bar on the beach and is open to the public. You can rent bikes, kayaks, paddleboards and more on the beach in front of the Island Inn.

A short walk to the south of us is a liquor store, surf shop (with paddle board rentals), 7-11 store with gas, Caddy's on the Beach, and Sea Hags restaurant. About a 10 minute walk to the north of us is Publix grocery store and many restaurants and bars.

Close to Tyrone Square Shopping Mall, Salvador Dali Museum, Sunken Gardens, St. Petersburg Downtown, Fort De Soto Park. Tampa International Airport is about a 35 minute drive. Busch Gardens and Tampa Bay Aquarium are about a 45 minute drive. Clearwater Beach and Marine Aquarium are about 25 minutes north of us. We are approximately 2 hours from Disney World, Sea World & Universal Studios-Orlando.

One car parking per apartment is available directly in front of our building--please pull straight in towards the building. Additional guest parking is also available next door in the Island Inn parking lot (we own 2 units at the Island Inn); just let the front desk know you are with Tom Riley. Laundry room is located next to the center courtyard and there is no charge to use the machines.

We offer a unique property for guests looking for an upgraded, yet still affordable Florida vacation. Please note the house rules: the responsible renter must be at least 30 years of age, no children under 12, no pets, no smoking, no parties or extra guests.

What can you expect? A clean, stylishly furnished apartment; high end outdoor furniture in a beautifully serene waterfront setting; convenient beach access; close proximity to great restaurants, bars and nightlife!

More Details

Tom Riley
Member since: 2015
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
March 19, 2018

About Tom Riley

Born and raised in Los Angeles, I moved to Florida over a decade ago. I love to travel and I like clean, comfortable accommodations. I fell in love with the beauty of the Gulf Coast, with its clear warm water and powdery beaches.

Tom Riley purchased this apartment in 2014

Why Tom Riley chose Treasure Island

Waterfront and directly across the street from a 5 mile stretch of gorgeous beach. Walking distance to restaurants and nightlife. Relax on the dock while enjoying your favorite drink; the excitement of dolphin and manatee sightings never gets old. Sunrise on our dock, and sunsets on the beach!

What makes this apartment unique

The best of both worlds--bayside waterfront location, just steps from the beach. We have a private boat dock available to guests and the fishing is outstanding. Grill your catch of the day on the barbeque, or throw it back and head out to one of the many great restaurants nearby. A gorgeous beach and Rick's Tiki Bar are directly across the street (cross walk at our property), and public transportation (the Trolley) is just steps away.


Treasure Island Apartment Accommodation and Amenities

Property Type:
  • apartment
  • floor 1
Building Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1100 sq. ft.
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 6
  • Min. age of primary renter: 30
  • Not suitable for children ...
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only ...
  • No extra guests; both daytime and overnight.
Location Type:
  • Beach View
  • Beachfront ...
  • Water View ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Free Wifi
  • Coffee Maker ...
  • Dishes & Utensils
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 - toilet , shower , Shampoo/Body Wash Dispenser
    Outdoor Bathroom - toilet , toilet and sink
    Bathroom 2 - combination tub/shower , Shampoo / Body Wash Dispenser
    Outdoor Shower - outdoor shower , Hot / Cold Water, Soap Dispenser, and Privacy Door
  • Each apartment has 1 bathroom. There is an outdoor bathroom and outdoor shower.
  • 3 Bedrooms, Sleeps 6
  • Queen Bedroom - 1 queen , Queen Bed, Side Tables, USB chargers, Dresser, Closet
    Twin Bedroom - 2 twin/ single , Twin Beds, Side Table, USB chargers, Dresser, Closet
    Queen Bedroom - 1 queen , Queen bed, Side Tables, USB chargers, Dresser, Closet
  • There are 2 adjoining apartments on the property (side by side). #1 has 2 bedrooms and 1 bathroom (queen bed and 2 twins--sleeps up to 4 guests). #2 has 1 bedroom and 1 bathroom (queen bed--sleeps up to 2 guests).
  • Game Room ...
  • Satellite / Cable ...
  • Television ...
  • Bicycles ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Tennis ...
  • Water Sports Gear ...
  • 6 bicycles
  • Long-term Renters Welcome
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • synagogues
  • water parks
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • miniature golf
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • hunting
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • racquetball
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • skiing
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Waterfront backyard and dock are popular with guests. This is a relaxing property close to all the action. Please note our strict NO ADDITIONAL GUESTS policy.


Wonderful! 4.8/5 -
(10 traveler reviews)

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Waterfront Vacation Rental With Private Boat Dock and Beach Access
average rating of 4.8 based on 10 reviews

Comfortable, clean, Just an overall beautiful place

  • 5 of 5

Tom is a great host What a great place We will be back

  • Submitted: Feb 28, 2017
  • Stayed: February 2017
  • Source: VRBO, from HomeAway
Owner's Response: Nan and Tom were lovely guests. Any host would be lucky to have them!
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1 0

Great Place

  • 5 of 5

This is a really nice rental (we had both the two-bedroom and adjoining 1-bedroom). Everything is clean, and Tom has clearly made a great effort to make things easy and fun for guests. When the description mentioned an outdoor grill and shed with water toys, I pictured the sort of cheap stuff that is typical of rentals, but man was I wrong. This outdoor setup is the real deal! Between the upscale covered grilling/eating area, pond, hammock, dock, and enough fishing gear that my friends and I had our lines in the water in minutes and about 8 different species a couple hours later, we wanted to spend the whole trip in the back yard! While on the dock we also saw maybe a dozen dolphins (very close!), some rays, and lots of different birds - I got the sense that it's that neat all the time.

  • Submitted: May 28, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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1 0
Clarksville, TN


  • 5 of 5

We very much enjoyed our stay @ Riley's Retreat. It was immaculate, and had all the amenities ready and waiting. That was very much appreciated. It was very comfortable and spacious. Tom is a very nice and accommodating person. I wish we could have spent more time sitting out by the dock at the back of the property and maybe doing a little fishing. It was beautiful out back and Tom had fishing poles and equipment for our use, but we were down in Treasure Island for our daughter's wedding and did not have much "spare" time. We did make time to go to the beach once, and we used the boogie/surf boards and beach chairs. There is Publix close by and it was great for all our grocery needs. Thanks again Tom for a wonderful stay!

  • Submitted: May 19, 2017
  • Stayed: May 2017
  • Source: HomeAway
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0 0


  • 5 of 5

Beautiful and wonderful place to stay. Very convenient and easy to get around. Great security too! Loved the pool and Tiki Bar each day. Owner made great restaurant suggestions when we asked. Can't wait to stay again!

  • Submitted: Aug 9, 2016
  • Stayed: August 2016
  • Source: HomeAway
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0 0

Great beach vacation with fishing dock and toys

  • 3 of 5

Location was nice though not all that walkable with small kids. Beach across the street was fantastic. The pool, located at the property across the street was small and quite crowded but it kept the kids happy and there is a tiki bar. The storage shed is fully equipped with fishing poles, gear, boogie boards, life jackets, beach chairs and umbrellas, and even a couple of wet suits. The kids loved fishing off the docks. The shared washer and dryer, located in the courtyard were top notch! The owner was accessible and answered all of our questions. He even offered fishing tips, restaurant and jet ski rental recommendations. Overall we had a very nice time, however, I found the description on Home Away a bit misleading. I thought we were getting one house/unit with three bedrooms. When we got there I got an e-mail with two key codes to one 2 bedroom and one one bedroom unit. The units were clean and cutely decorated but the kithchens and bathrooms were tiny, especially in the one bedroom. Only the two bedroom unit had a dishwasher. There was no place for 5 of us to sit down to eat together so we ended up eating out more often than we anticipated. There was a larger unit on property that we did not see. Make sure you know which unit you are getting.

  • Submitted: Apr 12, 2016
  • Stayed: April 2016
  • Source: HomeAway
Owner's Response: Thank you Carol for taking the time to write a review. We appreciate all reviews and sincerely want our guests to have a wonderful experience. We agree with you that our property is not a good fit for young children (the sea wall and dock, as well as Gulf Blvd can be dangerous for young children) and we have added language to our listing letting potential guests know that 12 years old and up would be a better fit. Regarding the description of our property, we state multiple times in our listing that we offer 2 adjoining units (side by side), a 2 bedroom and a 1 bedroom, which can be rented together for up to 6 guests. We don't understand how this could be misleading, but we are certainly sorry for the confusion. The units are small and tastefully furnished, but both kitchens offer full size ranges for cooking and baking, all the pans and utensils needed, and full size refrigerators. The 1 bedroom unit does not have a dishwasher since it only accommodates 2 guests. We offer 2 beautiful outdoor dining table sets, one of which overlooks the bay and can seat up to 8 guests; plenty of room for a family to dine together! Inside the units, dining tables are designed to accommodate up to the maximum guests allowed in each unit. In conclusion, while we do not feel a 3 star rating is truly reflective of the quality of our vacation rental, we will continue to improve where we can. Thank you for taking the time to read this.
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3 0

Best Vacation Spot on Treasure Island

  • 5 of 5

We thoroughly enjoyed are stay at Riley's Retreat. Tom, our host, was very accommodating and helpful. Our two bedroom unit was exceptionally clean and spacious and contained everything we needed for a very comfortable stay. Grocery store was just down the street as well as many, various, restaurants. The beach is directly across the street from the unit with miles and miles of white sand. The dock out the back of the property was amazing and we found it so relaxing to sit out and watch the dolphins while we enjoyed our morning coffee. There was nothing there that Tom didn't think of for the guests comfort and he is always making improvements. We beached, golfed, enjoyed NHL hockey games and much more during our 2 week stay. Tom graciously took us on a boat tour of the inter coastal waterway and the gulf around Treasure Island and St. Pete's. We loved our stay so much we will definitely be returning. Thank you Tom!

  • Submitted: Jan 3, 2016
  • Stayed: December 2015
  • Source: HomeAway
Owner's Response: What a great family. Enjoyed our nighttime cocktail hour and varied discussions. Guests like Robin, Karen, and Shawn make owning a vacation rental a joy!
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2 0


John's Pass
Great place for restaurants, charters and rentals, and novelty items.
Caddy's on the Beach
Just a short walk down the beach from our place. Great place for casual food and drinks on ...
Ricks Tiki Bar
Directly across the street from Riley's Retreat. Outside pool bar with a variety of snacks....
Publix Super Market® on Treasure Island
Great full service market and deli. About a `10 minute walk from Riley's Retreat.
Ted Peters Famous Smoked Fish
Local favorite. All the smoked fish is great.
VIP Lounge & Restaurant
Always popular. About a 10 minute walk from Riley's Retreat.
Verducci's Pizzeria Trattoria
Great food, large portions. Old style family Italian.
Larry's Olde Fashioned Ice Cream & Gelato
Great ice-cream. So many choices!
Sea Hag's Bar and Grill
Great grouper sandwich. Paddle board or short walk from Riley's Retreat.
Foxys Cafe
Local favorite for breakfast.
Pia's Trattoria
Love this place. Great setting in Gulfport. Food is outstanding. Great date place.
Pei Wei Asian Diner
Staple in for our family. Fresh, healthy, our kids love it.
Willy's Burger and Booze
Local's hangout. Best burgers in St. Pete Beach.
Nearest Airport
27 Miles
Tampa International
Nearest Barpub
Rick's Tiki Bar
Nearest Ferry
3 Miles
John's Pass
Nearest Golf
2 Miles
Paradise Golf Course
Nearest Train
30 Miles
Amtrak Tampa Station
Nearest Motorway
8 Miles
Interstate 275
Nearest Restaurant
0.1 Miles
Nearest Beach
Sunset Beach
Car: not necessary

The beach trolley stops right next to our property. Great access to all of the beaches and towns up and down the coast.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $100
Damage Deposit $1,000

Pricing is for BOTH the 1 and 2 Bedroom Units combined. Lower prices are available for just the renting of one unit. Rates are subject to change until reservation confirmed. No pets, no overnight or additional guests on property, no parties or loud noise, no children under the age of 12. Guest must be 30 years of age or older to sign the Rental Agreement. Very strict NO ADDITIONAL GUESTS and AGE RESTRICTION policy (both in apartments and on the property at any time)--violators will lose their security deposit! We offer a quiet, well maintained vacation property exclusively for our paying guests only.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.