Now Booking Snowbird Season: Ask About 6–11 Month Rates 58 Residences Across Longboat Key & Lido Key New for 2025: Club Estate on Longboat Club Road Now Booking Snowbird Season: Ask About 6–11 Month Rates 58 Residences Across Longboat Key & Lido Key New for 2025: Club Estate on Longboat Club Road

Longboat Key, Florida

Rent for a week. Or a season. Live like the coast is yours.

Fifty-six privately owned homes and residences, personally managed across Florida's most coveted barrier islands, with concierge-level care from a local team, not a call center.

Club Estate on Longboat Club Road, private pool
58 Residences · 2 Islands · 1 Local Team

Where You'll Stay

Three islands. One coastline.

Every stay we manage sits inside a short drive of the other two, so a week on Longboat Key can still mean lunch in St. Armands and sunset on Lido.

Beachfront view near the Longboat Key Club

Longboat Key

Twelve miles of low-rise, no-billboard elegance: gated beachfront communities and the private Longboat Key Club at its center.

See Longboat Key Rentals
Lido Key luxury home exterior

Lido Key

Quiet, sugar-sand beaches a few minutes from the energy of St. Armands, favored by guests who want both calm and convenience.

See Lido Key Rentals
Bridge leading toward St. Armands Circle and downtown Sarasota

St. Armands Circle

Boutique shopping, celebrated restaurants, and a five-minute walk to the sand: the social heart of the barrier islands.

Explore St. Armands

On Island Time

More than a place to sleep

A few things our guests build their days around.

Beachfront view at sunset

Uncrowded Beaches

Powder-soft sand on Longboat and Lido, without the boardwalk crowds of the mainland beaches.

See the Beach Guide →
Bridge toward St. Armands Circle dining and shopping

Dining & St. Armands

From waterfront grills to French-inflected fine dining, all a short walk or bike ride from most stays.

See the Dining Guide →
Private boat dock and pool at Yardarm Dockhouse

Boating & Water

Sunset charters, fishing trips, and easy kayak paddles through the mangroves, with dolphin sightings a regular part of the trip.

See the Water Guide →
Ringling Bridge, Sarasota

Culture & Museums

The Ringling Museum, Sarasota Opera, and downtown all sit within twenty minutes of the islands.

See the Attractions Guide →
Browse the Full Area Guide →

The Collection

58 residences. Nine storied communities.

Every property we manage belongs to one of the coast's established gated communities, each with its own amenities, its own character, and its own returning guests.

30-Day Minimum Beachfront balcony view at sunset, Beachplace community on Longboat Key

Beachplace

A gated, resort-style community with direct beach access, pool, tennis, and over 30 residences in our collection alone.

South Longboat Key

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30-Day Minimum Heated pool at Club Longboat, a gated beachfront community

Club Longboat

A vibrant, beachfront community known for its active lifestyle: two heated pools, eight Har-Tru tennis courts, a fitness center, sauna, and clubhouse.

Longboat Key

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30-Day Minimum Promenade gated community gardens and pool, Longboat Key

The Promenade

One of the island's largest pools, 24-hour security, and a seven-day concierge on the south end of Longboat Key.

South Longboat Key

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3-Month Minimum Bay view near Grand Bay, a triple-gated community in Bay Isles

Grand Bay, Bay Isles

A quiet, triple-gated enclave with private Bay Isles Beach Club access, two heated pools, a fitness center, and clay tennis courts.

Longboat Key

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2-Month Minimum Seaplace gated condominium grounds on Longboat Key

Seaplace

42 acres, two mid-rise buildings, nine garden buildings, and twelve townhouses: one of the island's most popular family communities.

Longboat Key

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Gated Access Privateer condominium view behind the gates of the Longboat Key Club

Privateer

Behind the gates of the Longboat Key Club: Olympic-sized pool, tennis, pickleball, and a 24-hour secured lobby.

South Longboat Key

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Gated Access Inn on the Beach condominium, South Longboat Key

Inn on the Beach

A boutique, beachfront building behind the gates of the Longboat Key Club, with direct Gulf access and the quiet feel of a smaller association.

South Longboat Key

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Professionally Managed Residences
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Gated Communities Represented
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Barrier Islands, One Local Team
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Years of Hospitality Experience

Limited Time

15% off long summer stays (code SUMMER)

Book a stay of 29 nights or more with arrival between August 1 and September 30, 2026, and save 15% off your total. Enter code SUMMER in the Promo Code field when you request your reservation. See all current offers, including extended-stay rates, on our Specials page.

In Their Words

The pinnacle of Gulf Coast hospitality

Read more on our full testimonials page.

Rick and Katie are excellent hosts, and we'd recommend them for any property they represent. Excellent location for beach, groceries, shopping, and restaurants.

Janet, Winter Guest

We knew Beachplace well; we'd owned a unit there for twenty years. Dealing with Rick was easy from the paperwork through arrival, with hands-on help whenever we needed it.

Pat, Winter Guest

I've stayed here multiple times over the last few years. It is always perfect. I'll keep recommending Rick to everyone I know.

Sandy, Three-Month Stay

Our third time here. Beautiful apartment with great views and fully equipped. Excellent help from Rick, for whom nothing was too much trouble.

Christopher, Repeat Guest

Rick and Katie are excellent hosts, and we'd recommend them for any property they represent. Excellent location for beach, groceries, shopping, and restaurants.

Janet, Winter Guest

We knew Beachplace well; we'd owned a unit there for twenty years. Dealing with Rick was easy from the paperwork through arrival, with hands-on help whenever we needed it.

Pat, Winter Guest

I've stayed here multiple times over the last few years. It is always perfect. I'll keep recommending Rick to everyone I know.

Sandy, Three-Month Stay

Our third time here. Beautiful apartment with great views and fully equipped. Excellent help from Rick, for whom nothing was too much trouble.

Christopher, Repeat Guest

Property Owners

Own on the Gulf Coast? We manage it like it's ours.

We personally oversee more than fifty privately owned homes and residences across Longboat Key and Lido Key: full-service, hands-on, and local, with no call center between you and the person who answers the phone.