Tampa Weekend Escape - Hotel w/nice pool

Question

Thinking of booking a quick weekend away from the cold here in Boston. Looking to spend 2 days laying in the sun at a pool. We stayed at Marriott Waterfront last year & loved it but looking for some place less expensive. Thoughts? Thanks!

Answer

Tampa is a great choice for a quick winter getaway from Boston, especially if your focus is relaxing by a pool and enjoying some sunshine. While the Tampa Marriott Water Street and other waterfront properties offer luxury experiences, there are several alternatives that provide a nice pool, good amenities, and a lower price point for a weekend escape.

When choosing a hotel, consider both downtown Tampa for easy access to restaurants and nightlife, or areas near Westshore and Harbour Island for quieter, more resort-style pool experiences. Many hotels in these areas have outdoor pools with loungers, poolside bars, and even cabanas.

Hyatt Regency Tampa – Located in downtown Tampa with a large outdoor pool, comfortable sunning areas, and views of the Hillsborough River. It’s often less expensive than Marriott and still offers upscale amenities.
Hilton Tampa Downtown – Offers a rooftop pool and convenient downtown location, providing a nice mix of relaxation and accessibility without a steep price tag.
Embassy Suites by Hilton Tampa Downtown Convention Center – Features a pool and free breakfast, giving you good value for a short stay.
Courtyard by Marriott Tampa Westshore/Airport – While slightly outside the downtown core, this hotel has a nice pool and offers modern rooms at lower rates than waterfront options.
Residence Inn Tampa Downtown – Includes a pool and full kitchen facilities, great for a longer stay or weekend getaway on a budget.

If your priority is a more resort-style pool experience, consider checking properties in the Clearwater Beach area, which is about a 30–40 minute drive from downtown Tampa. These properties often feature larger pools, poolside dining, and beach access, though you’d need transportation to explore downtown Tampa.

Opal Sands Resort (Clearwater Beach) – Oceanfront hotel with multiple pools, modern rooms, and direct beach access.
Hyatt Regency Clearwater Beach Resort – Offers a large pool with cabanas, great for lounging, plus easy access to nearby restaurants.
Sandpearl Resort – Slightly more upscale but sometimes has off-season deals; poolside service and ocean views make it a relaxing escape.

For a true weekend of poolside relaxation without a high cost, focusing on downtown Tampa hotels with pools or exploring Clearwater Beach resorts with deals can maximize both comfort and affordability. Booking mid-week or checking for package deals may also help you save while enjoying the Florida sun.

Tampa Weekend Escape - Hotel w/nice pool

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