Book Direct. Book Local. Discover professionally managed vacation rentals from trusted local experts.
Find your vacation rental
Search destinations, vacation rentals, or local property managers

Dos Casitas Retreat Pet Friendly 4 Bedroom Short Term Rental in Siesta Key, FL

Duplex Rental in Siesta Key Florida

Four Bedroom vacation rental in Siesta Key, FL with two side-by-side units rented together, offering 4 bedrooms, two kitchens, and separate living areas for groups near Siesta Key Beach and Siesta Key Village.

Book Direct
Siesta Key Luxury Rental Properties
Connect directly with the local vacation rental manager.
Rates from
$225 / night
Additional fees may apply
Book Direct
Rental overview

Why You'll Love This Rental

Dos Casitas Retreat is a 4-bedroom, 2-bath duplex in Siesta Key, Florida that sleeps up to 8 guests in 1,362 square feet. The home is rented as a private duplex made up of two side-by-side casitas, giving groups the advantage of two separate living areas and two full kitchens while staying together. The setting is listed as waterfront nearby, and the property is described as a short walk or drive to Siesta Key Beach and close to Siesta Key Village.

The layout is split evenly: each casita has two bedrooms and one full bathroom, plus its own private entrance. Sleeping is arranged as two queen beds and four twin beds total. Included amenities cover air conditioning, internet access, televisions, towels/linens, and fully equipped kitchens with cookware, dishes, and utensils. Outdoor space includes patios plus a shared yard with a grill and seating. Practical features include keyless entry, contactless check-in, smoke and carbon monoxide detectors, and a fire extinguisher. Dogs are allowed with host approval and restrictions, and on-site parking is available with a two-car maximum.

Good fit for
Pet-friendly stays Long-term stays
Two Casitas Included Private duplex rented together with two entrances, two living areas, and two full kitchens.
Sleeps 8 Four bedrooms with 2 queen beds and 4 twin beds.
Outdoor Grill Area Shared yard includes a grill and seating plus outdoor patios.
Dog Friendly Dogs allowed with host approval and stated restrictions.
Keyless Entry Keyless lock and contactless check-in are provided.
At a glance

Property Highlights

Waterfront - NearbyLocation Setting
4 BedroomsBedrooms
2 Full BathroomsBathrooms
Sleeps 8Guest Capacity
1362 sq. ft.Living Space
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesPet Friendly
Location & nearby Explore the Area

Dos Casitas Retreat is in Siesta Key, Florida, in the South Gulf Coast region. The setting is listed as waterfront nearby. The description notes the home is a short walk or drive to Siesta Key Beach and close to Siesta Key Village for dining and shopping. It is located on a residential street, with a reminder to keep noise at a respectful level.

Plan your stay

Rates & Availability (USD)

Rates from
$225 per night
2-day minimum stay
Check current rates & availability

Live booking details are maintained by Siesta Key Luxury Rental Properties.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked

Other Availability Information

Place to stay on Siesta Key, FL that allows pets, is 4 bedrooms in 2 side by side units.
About this rental

About This Rental

Dos Casitas Retreat is a duplex rental in Siesta Key that combines two separate casitas into one reservation. With 4 bedrooms and 2 full bathrooms total, it accommodates up to 8 guests and is organized for groups who want shared time along with built-in separation. The property is described as being a short walk or drive to Siesta Key Beach and close to Siesta Key Village, with a location setting noted as waterfront nearby.

Each side of the duplex—Casita East and Casita West—has its own private entrance, living room, and full kitchen. This setup creates two independent “home bases,” which can be useful for coordinating different schedules or meal plans. Kitchens include essentials such as a refrigerator, coffee maker, cookware, and dishes/utensils. Living areas include televisions, and the home provides internet access, air conditioning, heating, hot water, and towels/linens.

Bedroom and bath space is evenly divided: each casita has two bedrooms and one full bathroom. Across the full duplex, the sleeping arrangement is two queen beds and four twin beds. Outdoor features include patios plus a shared yard with a grill and seating area, and outdoor showers are noted for rinsing off after beach days.

Operational details include keyless lock entry and contactless check-in, along with safety items such as smoke and carbon monoxide detectors and a fire extinguisher. Dogs are permitted with host approval and specific restrictions, and on-site parking is available with a maximum of two cars. Long-term stays are allowed, and the home is located on a residential street with a request to keep noise respectful.

Dos Casitas Retreat by Siesta Key Luxury Rental Properties

Welcome to Dos Casitas Retreat, a charming four-bedroom, two-bath duplex tucked along beautiful Siesta Key. Ideal for families or friends traveling together, this coastal hideaway offers the perfect balance of comfort and convenience with two side by side homes. With Casita East and Casita West, each with its own private entrance, living area, and kitchen. Located just minutes from Siesta Key Beach and the vibrant Siesta Key Village, guests can enjoy sun-soaked days on the sand followed by evenings exploring local shops, restaurants, and live entertainment.

Highlights
• 4 Bedrooms / 2 Bathrooms (Each side = 2 bedrooms / 1 bath)
• 2 Queen beds and 4 Twin beds
• Private duplex rented together
• Short walk or drive to Siesta Key Beach
• Close to Siesta Key Village dining and shopping
• Outdoor patio and grill area
• Beach chairs and essentials included
• Washer and dryer in each unit
• Complimentary Wi-Fi and cable TV
• Pet friendly with host approval
• On-site parking available

Dos Casitas Retreat combines the comfort of home with the laid back charm of island living. Each side of this duplex features a cozy outdoor patio where you can sip morning coffee beneath swaying palms or unwind with evening cocktails after a day on the beach. The shared yard includes a grill and seating area perfect for casual meals in the coastal breeze. With two full kitchens and two living spaces, guests traveling together can enjoy time as a group while still having their own private retreats.

Both Casita East and Casita West feature bright, open living rooms furnished with plush sofas and flat-screen TVs for relaxing movie nights. The fully equipped kitchens include everything you need for effortless meal prep. From modern appliances, cookware, and dining space for family meals or quick snacks before heading to the shore. The interiors are tastefully decorated with coastal accents that reflect Siesta Key’s relaxed, upscale atmosphere.

Each side of Dos Casitas Retreat offers two inviting bedrooms and one full bathroom. The primary bedrooms feature queen-sized beds, soft linens, and storage space for extended stays. The guest rooms include two twin beds, ideal for children or additional guests. Bathrooms are clean and well appointed with shower/tub combinations, plush towels, and bright, beachy decor.

If you’re traveling with a larger group, renting both sides together provides added comfort and privacy, creating the perfect setup for extended families or two families vacationing together.

Room Details
Casita East
• Primary Bedroom: Queen bed
• Second Bedroom: Two Twin beds
Casita West
• Primary Bedroom: Queen bed
• Second Bedroom: Two Twin beds

Each casita includes a shared washer and dryer, Wi-Fi, cable TV, air conditioning, and beach gear for guest use. Outdoor showers make rinsing off after beach days a breeze, and the home’s central Siesta Key location provides quick access to bike rentals, kayak tours, and the island’s free trolley.

Dos Casitas Retreat offers the best of both worlds, two comfortable coastal homes in one convenient Siesta Key location. Whether you’re planning a family vacation or a couples’ getaway, you’ll love the easy access to Siesta Key Beach, local restaurants, and island adventures.

Book your stay with Siesta Key Luxury Rental Properties today and start planning your perfect island retreat.

-
This home is managed by Siesta Key Luxury Rental Properties.

With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Siesta Key Luxury Rental Properties Policies for full details.

2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Beach
Biking
Boating
Canoeing
Deep Sea Fishing
Family Vacations
Fishing
Fly Fishing
Golfing
Kayaking
Ocean
Pet Friendly
Sailing
Scuba Diving
State National Parks
Surfing
Wind Surfing

Other Activities and Special Interests

Marina Nearby
Laundromat Close By
Health Beauty Spa Nearby
Museums
Bird Watching Nearby
Boating Nearby
Shopping Nearby
Wildlife Viewing Nearby
Jet Skiing Nearby
Kayaking Nearby
Parasailing Nearby
Sailing Nearby
Swimming Nearby
Water Sports Nearby
What's included

Property Amenities

Featured Amenities

Air Conditioning
Internet Access
Pets Allowed
Television

Property Features

Coffee Maker
Full Kitchen
Hair Dryer
Refrigerator
Towels/Linens

Other Property Amenities

Carbon Monoxide Detector
Living Room
Keyless Lock
Residential Street
Pots and Pans
Contactless Check-In
Dishes and Utensils
Fire Extinguisher
Clothes Hangers
Heating
Hot Water
Long Term Stays Allowed
Smoke Detector
Hospital Close By
Private Entrance
Siesta Key
Helpful details

Frequently Asked Questions

Dos Casitas Retreat is located in Siesta Key, Florida.

Dos Casitas Retreat accommodates up to 8 guests.

4 Bedrooms and 2 Full Bathrooms.

Yes. Dos Casitas Retreat is listed as pet friendly. Review the manager's policies for any pet restrictions or fees.

The property lists a 2-night minimum stay.

Dos Casitas Retreat is professionally managed by Siesta Key Luxury Rental Properties.
Local management

Professionally Managed By

Siesta Key Luxury Rental Properties
In business since 2022
View Manager Profile

Questions about this rental?

Connect directly with Siesta Key Luxury Rental Properties for current rates, availability, and local assistance.

Contact Reservations and Guest Services Siesta Key Luxury Rental Properties
Daytime Phone
Property reference
#192477 · Dos Casitas Retreat
Keep exploring

Similar Rentals from Siesta Key Luxury Rental Properties

More rentals from the same manager, prioritized by location, property type, size, and setting.