Siesta Key Pet-Friendly 
Monthly Rentals, 
Siesta Bungalows

(941) 586-4554

  • Home
  • Cottages
    • Canal Place 2 Bed 2 Bath
    • Lily Patch 2 Bed 2 Bath
    • Blue Lagoon 2 Bed 2 Bath
    • Tropical Hideaway 2 B 1.5
    • Fern Haven - Studio
    • Garden Terrace - Studio
    • Granada 3 Bed 2 Bath
    • Craftsman 2 Bed 1 Bath
  • About us
  • Siesta key
  • Blog
  • FAVORITES
  • Map
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  • More
    • Home
    • Cottages
      • Canal Place 2 Bed 2 Bath
      • Lily Patch 2 Bed 2 Bath
      • Blue Lagoon 2 Bed 2 Bath
      • Tropical Hideaway 2 B 1.5
      • Fern Haven - Studio
      • Garden Terrace - Studio
      • Granada 3 Bed 2 Bath
      • Craftsman 2 Bed 1 Bath
    • About us
    • Siesta key
    • Blog
    • FAVORITES
    • Map
    • Blank

(941) 586-4554

Siesta Key Pet-Friendly 
Monthly Rentals, 
Siesta Bungalows
  • Home
  • Cottages
    • Canal Place 2 Bed 2 Bath
    • Lily Patch 2 Bed 2 Bath
    • Blue Lagoon 2 Bed 2 Bath
    • Tropical Hideaway 2 B 1.5
    • Fern Haven - Studio
    • Garden Terrace - Studio
    • Granada 3 Bed 2 Bath
    • Craftsman 2 Bed 1 Bath
  • About us
  • Siesta key
  • Blog
  • FAVORITES
  • Map
  • Blank

Pet-Friendly Bungalows Near Siesta Beach & Village

Welcome to Siesta Bungalows

Welcome to Siesta BungalowsWelcome to Siesta BungalowsWelcome to Siesta Bungalows

Monthly beach rentals just steps from the Village and the world's finest sand.

About Us

happy dog walking around 
Siesta Key

100% Pet-Welcoming

30-year Locals, Attentive Hosts
100% Pet-Welcoming

Every bungalow features a private backyard or secure screened patio. The Palm Island residential loop is an idyllic, low-speed neighborhood where local dog walkers welcome you into their pack  for their evening stroll.

Flip-flops in a heart shape in the sand

Easily Close

30-year Locals, Attentive Hosts
100% Pet-Welcoming

Our cottages sit in a quiet residential pocket that is an easy, flat walk to both the world-famous white sands of Siesta Key Beach and the vibrant outdoor dining scene in Siesta Village.

Siesta Key sign on the beach

Charming Island Oasis

30-year Locals, Attentive Hosts
30-year Locals, Attentive Hosts

Skip the crowded, generic multi-story hotels. Our collection preserves the nostalgic, peaceful charm of 'Old Siesta Key' with lush tropical landscaping, pure privacy, and quiet spaces tucked away from the main road noise.

30-year Locals, Attentive Hosts

30-year Locals, Attentive Hosts
30-year Locals, Attentive Hosts

Enjoy peace of mind knowing that Rich and Ali live a couple of houses away. From welcoming you at arrival to sharing insider recommendations or handling any property needs immediately, we ensure your stay feels just like home.

Click here to call us now to book your vacation

seasonal and monthly escapes - your home away from home

Pet-friendly 2-bedroom Canal Place vacation rental in Siesta Key, Florida featuring a private patio,

Canal Place

3 bed / 2 bath

Monthly Rental


2026 Availability

December

$6,900 +tax +utilities


2027 Availability

March

$8,900 +tax +utilities


April

$7,900 +tax +utilities


May - December 

7mo lease

$2,900/m + utilities


Cozy Fern Haven pet-friendly studio cottage monthly rental in Siesta Key, Florida with queen bedding

Fern Haven

Studio Cottage

Monthly Rental


2027 Availability

March

$6,900 +tax +utilities


Easter week

March 27 - April 3

$1,750/wk +tax +clean


April

$1,750/wk +tax +clean

Pet-friendly 2-bedroom Tropical Hideaway cottage rental in Siesta Key, Florida featuring a private s

Tropical Hideaway

2 bed / 1.5 bath

Monthly Rental


2026 Availability

November 

$3,000 +tax +utilities


December

$6,000 +tax +utilities


2027 Availability

January 

$6,900 +tax +utilities


March

$8,900 +tax +utilities


June - December 

7mo lease

$2,900/m + utilities

Pet-friendly Garden Terrace studio beach cottage rental on Siesta Key featuring a quiet residential

Garden Terrace

Garden Terrace

Studio Cottage

Monthly Rental


2026/27 Availability

January

$4,900/m +utilities


May - November

7mo lease

$2,000/m + utilities






Pet-friendly Lily Patch 2-bedroom beach house rental on Island Circle in Siesta Key, FL with private

Lily Patch

Garden Terrace
Blue Lagoon

2 bed / 2 bath

Monthly Rental


2027 Availability

May - November 2027 

7mo lease

$3,000/m + utilities


May - December 

7mo lease

$2,900/m + utilities

Cozy Blue Lagoon 2-bedroom vacation bungalow in the quiet Palm Island neighborhood of Siesta Key, st

Blue Lagoon

Garden Terrace
Blue Lagoon

2 bed / 2 bath

Monthly Rental


2027 Availability

May - November 

7mo lease

$2,900/m + utilities

long term annual rentals

Spacious 3-bedroom Granada Bungalow annual rental in Siesta Key with a tropical private backyard.

Granada Bungalow

3 Bed / 2 Bath

Monthly Rental


2027 Availability

Annual lease starting in January

Furnished

$3,900/m + utilities




Pet-friendly 2-bedroom Craftsman Bungalow annual vacation rental in Siesta Key, Florida with a priva

Craftsman Bungalow

2 Bed / 2 Bath

Annual Rental


Booked for 2027

Ready to take the next step?

Let's get started here...

Get Started

About Us

A dog is waiting to go on a walk around Palm Island Cir or Siesta Village!

Stay in the heart of Siesta Key with your favorite furry friend.

Each bungalow has a private backyard, situated on 25 mph residential roads, and screened in porches/patios. The neighbors welcome new dog walkers to their pack every evening.

A dog on vacation on Siesta Key, Florida. He is enjoying time swimming in the water.

Have questions about traveling with pets?

No problem! Our website is here to help! From airplane guides, pet friendly (or not so friendly) fauna and flora, and places to go - all of your questions can be solved here, and you can always call us at 941.586.4554!


    Contact Us

    Let us help you plan your get-away! 


    If you have a question about your vacation rental on Siesta Key,  just ask. We look forward to hearing from you.


    Message us on WhatsApp

    Siesta Key Pet Friendly Rentals, Siesta Bungalows

    Siesta Key, Florida 34242, United States

    (941) 586-4554

    Reviews

    Connected in Paradise

    Siesta Key Chamber of Commerce: Member Since 2002

    See their website for things-to-do, upcoming events and local information.

    https://www.siestakeychamber.com

    Siesta Key Chamber of Commerce Logo "World's Finest, Whitest Sand"

    Copyright © 2024 Siesta Bungalows: Pet Friendly Vacation Rentals on Siesta Key - All Rights Reserved.

    (941) 586-4554

    5310 Calle Florida, Sarasota, FL 34242

    siestabungalows@gmail.com

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