Aerial view of Bayport Beach and Tennis Club, home to our Bayport Longboat Key rentals, from Sarasota Bay to the Gulf

LONGBOAT KEY, FLORIDA

Bayport Longboat Key Rentals by the Month

Two furnished condos at Bayport Beach and Tennis Club, a short walk from the Gulf beach.

27

acres from bay to Gulf

2

furnished condos

4

Har-Tru tennis courts

30

day minimum stay

Welcome to Bayport Condos. We offer Bayport Longboat Key rentals by the month in two condos we know well: 618 and 737 Bayport Way. Each one sits inside Bayport Beach and Tennis Club, a community of 27 landscaped acres that runs from Sarasota Bay to the Gulf of Mexico on Longboat Key, Florida.

Our Bayport Condos

618 Bayport Way living and dining room, a monthly rental at Bayport Longboat Key

618 Bayport Way

2 bedrooms, 2 baths, sleeps 5. Recently remodeled, with an office nook and Wi-Fi up to 500 Mbps. From $3,500 a month plus tax.

737 Bayport Way

3 bedrooms, 2 baths, sleeps 6, on the ground floor. Fully renovated, with unobstructed Gulf views and a two-minute walk to the beach. From $4,000 a month plus tax.

Why Bayport Beach and Tennis Club

Bayport is a quiet stretch of Longboat Key between the bay and the Gulf. Renters get full access to the amenities, so a month here feels less like a hotel stay and more like living on the island:

  • White-sand Gulf beach with chairs and umbrellas
  • Heated Junior Olympic pool and sun deck
  • Four Har-Tru clay tennis courts
  • Fishing pier and kayak launch on Sarasota Bay, where manatees often visit in season
  • Fitness center and clubhouse
  • Walking and bike trails around the ponds

Renters pay a one-time $150 HOA registration fee. More about Bayport and Longboat Key

How Monthly Rentals Work on Longboat Key

The Town of Longboat Key requires a minimum stay of 30 days for residential rentals, so all of our Bayport Longboat Key rentals are monthly. That suits snowbirds, remote workers and families who want time to settle in rather than a rushed week.

Rates are quoted by the month and change with the season. Florida sales tax and Sarasota County tourist tax, 13% combined, are added to the rent. Each condo holds a Town of Longboat Key rental certificate, listed on its page.

Rates

Monthly rates by season. 618 runs from $3,500 to $9,715 per month and 737 from $4,000 to $12,000, plus 13% tax.

See all rates

Availability

Month-by-month openings for both condos through December 2027.

Check availability

Winter on Longboat Key

January through April is our busiest season. Snowbirds trade snow for warm days, long beach walks and sunsets over the Gulf, with St. Armands Circle and downtown Sarasota a short drive south for dinner and shopping. Those months book first, so if you are planning a winter on Longboat Key, call early to hold your dates.

Questions About Bayport Longboat Key Rentals

Can I rent at Bayport for less than a month?

No. Town of Longboat Key rules set a 30-day minimum for residential rentals, so we rent by the month.

What does a month at Bayport cost?

618 Bayport Way runs $3,500 to $6,300 a month May through December and $7,500 to $9,715 a month January through April. 737 Bayport Way runs from $4,000 a month to $12,000 a month January through April. Florida and Sarasota County taxes of 13% are added, plus a one-time $150 HOA registration fee and $225 cleaning fee.

Which Bayport condo is right for me?

618 suits couples and small families who want a remodeled 2-bedroom with a home office. 737 is our largest, with three bedrooms, Gulf views and room for six.

How far is the beach?

From 737 Bayport Way, the Gulf beach is about a two-minute walk. From 618 Bayport Way, it is about four minutes.

Book your stay at Bayport

Call or send an inquiry with your dates, and we will confirm availability and your rate. Stays start any day, at least 30 nights in a row.