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Sheraton Resort on Sand Key Clearwater Beach, Florida
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Hotel comparison guide

Sheraton Resort on Sand Key vs Fenway Hotel Autograph Collection

Sheraton Resort on Sand Key is a large, family-friendly Marriott beachfront resort on Sand Key with private Gulf-front beach and multiple on-site restaurants — a fit for families and groups who want resort amenities and easy beach access. Fenway Hotel Autograph Collection is a 4-star historic boutique Autograph Collection hotel in downtown Dunedin that attracts Marriott-loyal travelers and visitors seeking a compact, characterful base north of Clearwater Beach.

Updated · about 12 mi apart

Ground-level hotel lobby seating area at Sheraton Resort on Sand Key with couches and armchairs.

Sheraton Resort on Sand Key

Private beach · Family-friendly · Large resort

Best for families or groups who want private Gulf-front beach access and multiple on-site dining and event spaces.

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Fenway Hotel Autograph Collection, Dunedin, Florida

Fenway Hotel Autograph Collection

Historic boutique · Downtown Dunedin · Autograph Collection

Best for travelers who prefer a smaller, historic boutique hotel in downtown Dunedin within easy reach of the marina and local restaurants.

Quick Verdict: Sheraton Resort on Sand Key vs Fenway Hotel Autograph Collection

When Sheraton Resort on Sand Key wins: choose Sheraton if you want a full-service beachfront resort with a heated beachfront pool, a separate children's pool and whirlpool, multiple casual and full-service dining outlets, extensive meeting/wedding space, and easy beach and water-activity access for families.

When Fenway Hotel Autograph Collection wins: choose Fenway if you want a compact, historic Autograph Collection property in Dunedin with boutique character, onsite HEW Parlor & Chophouse and a walkable downtown/marina location for restaurants, ballpark events, and local sightseeing.

Bottom line: pick Sheraton for a traditional, amenity-rich seaside resort experience and Fenway Hotel for a smaller historic-boutique stay north of Clearwater Beach that’s better suited to adults or couples seeking a downtown base.

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Sheraton Resort on Sand Key vs Fenway Hotel Autograph Collection – At a Glance

Side-by-side facts for Sheraton Resort on Sand Key and Fenway Hotel Autograph Collection
CategorySheraton Resort on Sand KeyFenway Hotel Autograph Collection
Overall vibeLarge beachfront resort, family-focused and activity-richHistoric boutique hotel with downtown Dunedin character
LocationSand Key / Clearwater Beach, private Gulf-front beachDowntown Dunedin, near the marina and local shops
Size~375–390 rooms across multiple buildings83 rooms
Ages / audienceAll ages; family resort (children welcome)All ages welcome; not adults-only (family-friendly listing)
Pools & beachHeated outdoor beachfront pool, children's pool, whirlpool/hot tubOne outdoor pool; near the beach (not listed as private beachfront)
Restaurants & barsMultiple on-site venues (Rusty's Bistro, Mainstay Tavern, Slo Joe's Turtle Bar, Poolside Café)HEW Parlor & Chophouse plus a snack bar/deli and a bar/lounge
Spa & wellnessNo verified on-site spa (nearby salons noted)Not published
Meeting & eventsExtensive event space (roughly 20K–24K sq ft) plus large beach event capacitiesConference space ~9,560 sq ft and 3 meeting rooms
Signature features13 acres private Gulf-front beach, family activities, large ballrooms for weddingsHistoric Autograph Collection property, rooftop garden/terrace and proximity to TD Ballpark
Nearby airportsSt. Pete-Clearwater Intl. (PIE) ~20–27 min drive; Tampa Intl. ~30–40 minSt. Pete-Clearwater Intl. (PIE) 13.1 mi / 21.1 km; Tampa Intl. ~33.9 km / 21.1 mi

A Look Inside Sheraton Resort on Sand Key

Sheraton Resort on Sand Key: rooms & suitesRooms & suitesSheraton Resort on Sand Key: pools & beachPools & beachSheraton Resort on Sand Key: diningDiningSheraton Resort on Sand Key: spa & wellnessSpa & wellness
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Location: Sand Key resort vs downtown Dunedin

Sheraton Resort on Sand Key – Location

Sheraton Resort on Sand Key sits on Sand Key with its own private Gulf-front beach and short links to Clearwater Beach and local nature trails.

  • Private Gulf-front beach on roughly 13 acres of beachfront
  • Short walk to Sand Key Park and a short drive or trolley ride to Pier 60/Clearwater Beach
  • Jolley Trolley stop on-site; shuttle options and nearby marina/boat tours

Sheraton is for travelers prioritizing direct beach access and resort-side activities.

Fenway Hotel Autograph Collection – Location

Fenway Hotel is located on Edgewater Drive in downtown Dunedin near the marina, ballpark and local restaurants.

  • Within easy reach of Dunedin Marina and TD Ballpark
  • Walkable downtown location with local shops and waterfront access
  • Short drive south to Clearwater Beach and area attractions

Fenway suits guests who want a compact downtown base with access to Dunedin’s waterfront and venues.

Rooms: resort rooms vs historic guest rooms

Sheraton Resort on Sand Key – Rooms

Sheraton has many room types across a large property, with many rooms offering private balconies or patio views.

  • Room categories include Room, Room, Balcony, Room, Balcony, Resort View, Room, Pool View, and an accessible Room (Mobility/Hearing Access, Roll-In Shwr)
  • Roughly 375–390 rooms total; many with Gulf or Intracoastal views
  • Rooms commonly offer balconies, and mobile/digital key check-in is available

Sheraton offers a wide selection of room types for families and groups needing space and views.

Fenway Hotel Autograph Collection – Rooms

Fenway has 83 air-conditioned rooms and suites with standard boutique-hotel comforts.

  • Room types listed include Room, 1 King Bed; Room, 2 Queen Beds; Suite, 1 Bedroom; and variants with sofa beds or views
  • Rooms feature refrigerators, Smart TVs, complimentary wired and wireless internet, and safes
  • Smaller, more intimate inventory compared with larger beachfront resorts

Fenway is better for travelers who prefer a smaller set of guestrooms in a restored historic building.

Dining & drinks: multiple casual venues vs single signature restaurant

Sheraton Resort on Sand Key – Dining & drinks

Sheraton has several on-site dining options covering breakfast, casual poolside snacks and full dinners.

  • Rusty's Bistro (beachfront American/seafood) offers breakfast and dinner with a resort-casual dress code
  • Mainstay Tavern (gastropub) and Slo Joe's Turtle Bar (poolside tropical drinks) plus Poolside Café for quick bites
  • In-room dining is available and several venues are walk-in friendly

Sheraton is convenient for families and guests who want variety and pool-to-plate options without leaving property.

Fenway Hotel Autograph Collection – Dining & drinks

Fenway offers an on-site signature restaurant plus lighter on-property food options.

  • HEW Parlor & Chophouse serves guests and is the hotel’s primary restaurant
  • Snack bar/deli and a bar/lounge provide casual, grab-and-go or drink options
  • Continental breakfast is available (surcharge)

Fenway is for travelers who expect a focused dining program and want to explore Dunedin’s restaurants.

Pools & beach or signature amenity

Sheraton Resort on Sand Key – Pools & beach or signature amenity

The Sheraton’s headline amenity is its private Gulf-front beach plus multiple pool options.

  • Heated outdoor beachfront pool and a separate children's pool
  • Whirlpool/hot tub, pool sun loungers and umbrellas, pool hoist and accessible pool features
  • Pool hours commonly listed as ~7:00 AM–11:00 PM

The Sheraton is a beach-and-pool resort built around family-friendly water access.

Fenway Hotel Autograph Collection – Pools & beach or signature amenity

Fenway has one outdoor pool and is described as being near the beach rather than directly beachfront.

  • One outdoor pool and pool sun loungers listed
  • Hotel is close to the Dunedin Marina and beaches within a short drive
  • Bicycle rentals on site to help explore nearby waterfront

Fenway provides a compact pool offering and relies on nearby waterfronts for beach time.

Wellness & nightlife

Sheraton Resort on Sand Key – Wellness & nightlife

Sheraton supports activity with a 24-hour fitness center and beachside bars for casual evening options.

  • 24-hour Sheraton Fitness center on property
  • Evening and late-night options at Mainstay Tavern and beachside Slo Joe's Turtle Bar
  • Nearby outdoor activities and water sports rentals for active travelers

Sheraton suits guests wanting fitness options plus casual resort nightlife and easy access to outdoor activities.

Fenway Hotel Autograph Collection – Wellness & nightlife

Fenway offers a 24-hour fitness center and an on-site bar/lounge but no published full-service spa in supplier listing.

  • 24-hour fitness facilities listed
  • Rooftop garden/terrace and bar/lounge for evening drinks
  • Concierge and local nightlife/dining options in walking distance

Fenway fits travelers who want compact fitness/wine-and-dine options and to explore Dunedin after dark.

Who Wins? Best Pick by Travel Style

Best for private beach access
Hotel front desk and circular sectional sofa in the lobby of Sheraton Resort on Sand Key.

Sheraton Resort on Sand Key

Sheraton Resort on Sand Key — private Gulf-front beach and direct beach access from the property.

Best for boutique, historic character
Fenway Hotel Autograph Collection, Dunedin, Florida

Fenway Hotel Autograph Collection

Fenway Hotel Autograph Collection — historic Autograph Collection property with downtown Dunedin charm.

Best for events & weddings
Hotel meeting registration area at Sheraton Resort on Sand Key with tables and chairs.

Sheraton Resort on Sand Key

Sheraton Resort on Sand Key — extensive meeting and ballroom space plus large outdoor beach venues for weddings.

Best for a compact downtown stay
Fenway Hotel Autograph Collection, Dunedin, Florida

Fenway Hotel Autograph Collection

Fenway Hotel Autograph Collection — smaller footprint, walkable to the marina, TD Ballpark and downtown Dunedin dining.

Frequently asked questions

Sheraton Resort on Sand Key vs Fenway Hotel Autograph Collection: FAQs

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Which hotel is better for a family with kids?

Sheraton Resort on Sand Key — it’s marketed as family-friendly, has a children’s pool, family-friendly dining and kids-stays-free policies.

Which hotel is closer to Clearwater Beach?

Sheraton Resort on Sand Key is on Sand Key with direct beach access and a short ride to Clearwater Beach; Fenway is in Dunedin, a drive north of Clearwater Beach.

Is Fenway Hotel adults-only?

No — Fenway’s supplier listing indicates it welcomes guests of all sexual orientations and gender identities; it is not listed as adults-only.

Does Sheraton have a spa on-site?

No verified on-site spa with a name and treatment menu was found for Sheraton; nearby salons and spas operate in the area.

More Sheraton Resort on Sand Key Comparison Guides

Explore how Sheraton Resort on Sand Key stacks up against other hotels nearby:

Wide sandy beach view to the ocean from the resort at Sheraton Resort on Sand Key
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The nightly rate shown is the lowest nightly rate we found for Sheraton Resort on Sand Key after searching every available night up to 12 months in advance, based on single occupancy (one guest). We compared that rate with publicly available rates on other online travel agencies (OTAs), such as Expedia, Hotels.com and similar sites, and show the price difference we found. We don't name the specific site each comparison came from.

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