Beach Boutique Rentals

10/18/2026

October beach check: warm Gulf water, open sand and no rush. 🌊

10/16/2026

BayFest is back for it's 25th year... Tomorrow! 🎉

Head to Pine Avenue in the City of Anna Maria for a full day of live music, local food, arts & crafts, the classic car show and plenty of island fun.

Be sure to stop by and say hi to us and try your luck on our Plinko for a prize🎯
Everyone's a winner, free swag!

📅 Saturday, October 17
⏰ 10 AM–9 PM
📍 Pine Avenue, Anna Maria

10/15/2026

https://www.facebook.com/share/p/1EcaTFiga6/

Everything about Anna Maria Island nudges you toward taking a deep breath and surrendering to the calm of vacation: bit.ly/3U1FB27

10/15/2026

Your own private slice of the bay. 🌊

No Tan Lines is made for the kind of Anna Maria Island vacation where the view is part of the experience.

Wake up to Tampa Bay, spend the afternoon by the private heated pool and spa, then settle in on the waterfront porch while the Sunshine Skyway lights up in the distance.

There’s also a game room, elevator access, plenty of space to spread out, and yes, it’s dog friendly too.

👙 See No Tan Lines:
beachboutiquerentals.com/rentals/no-tan-lines

10/13/2026

10/12/2026

Just ten minutes from Anna Maria Island, and an amazing backyard...

Tiki Time has a heated pool, firepit, co****le and a full tiki bar 🍹

Inside, four bedrooms sleep up to twelve, including a bunk room for the kids. The beaches of Anna Maria Island are less than five miles away, but this backyard makes staying home pretty tempting.

See Tiki Time:
www.beachboutiquerentals.com/rentals/tiki-time

10/10/2026

Just 5 houses from the beach, with plenty waiting for you back at the house. 🌴

Rollin’ with the Waves has three bedrooms, a private heated pool and spa, putting green, co****le and an outdoor TV.

Downstairs, there’s also a game room with ping pong and Pac-Man for the rare moments when everyone needs a break from the beach.

See Rollin’ with the Waves:
www.beachboutiquerentals.com/rentals/rollin-with-the-waves

10/08/2026

Rain getting you down? Anna Maria Island still has options. ☔️🌴

A few actually-good ways to spend a rainy day:

🎨 Paint pottery at Distractions in Holmes Beach
🖼️ Browse local art at the Artists Guild Gallery or Cove
🏛️ Duck into the Anna Maria Island Historical Museum
🔭 Head off-island to The Bishop for the planetarium, science exhibits and manatees
🎶 And tonight, Eric Von is playing at The Freckled Fin

Or take the hint from the weather and enjoy a lazy afternoon back at the house. Vacation counts even when you do absolutely nothing. 😂

We rounded up even more rainy-day ideas here:

A little Florida rain doesn’t have to wash away your vacation plans! While Anna Maria Island is best known for its sunny skies and white-sand beaches, the occasional afternoon shower or stormy day is part of island life, especially during the summer months. The good news? There are plenty of thing...

10/06/2026

Set the automatic reply to Out of Office 🌴

This 3-bedroom Holmes Beach home has a private heated pool and spa, mini golf, air hockey, ping pong, co****le, video games and an outdoor TV.

Oh, and the beach is two blocks away, although convincing everyone to leave the backyard may take some work.

See Out of Office:
www.beachboutiquerentals.com/rentals/out-of-office

10/02/2026

Four bedrooms, four bathrooms and three king suites. Cocktails and Dreams gives everyone room to spread out. 🙌

This remodeled, ground-level Holmes Beach home sleeps eight and is an easy walk to the beach.

Outside, there’s a private heated saltwater pool and spa, outdoor TV, dining area and a tropical backyard with plenty of room to spend the day. 🌴

See Cocktails and Dreams:
www.beachboutiquerentals.com/rentals/cocktails-and-dreams