Search All Cottages in Siesta Key, FL

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Siesta Key, FL cottages
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71 Cottages at the best price in Siesta Key, FL

Handpicked Cottages for Families in Siesta Key, FL

Family-friendly cottages in Siesta Key, FL offer ample room and easy beach access for the whole group.

Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate - Siesta Key, FL
9.8 80 reviews
Siesta Key, FL
17/06 – 21/06
£256/nighttotal: £1024 (4 )

Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate

3 4
cottage , Southgate
This charming cottage is conveniently located in Southgate, just a short distance from Coconuts Family Entertainment Center, Sarasota Memorial Hospital, and Bee Ridge Park. The surrounding area offers a peaceful escape from the hustle and bustle of the city, with plenty of opportunities for relaxation and exploration. The cottage has consistently received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The cottage features two bedrooms, accommodating up to six guests, making it ideal for families or groups of friends. Amenities include a private pool, a spa tub, a fully equipped kitchen, and a terrace or balcony, ensuring a comfortable and enjoyable stay.

Best Siesta Key, FL cottages with a garden

Cottage Across The Street From #1 Beach - Siesta Key, FL
10 12 reviews
Siesta Key, FL
23/12 – 28/12
£226/nighttotal: £1130 (5 )

Cottage Across The Street From #1 Beach

1 2
cottage , Siesta Key
This renovated 56 square metre cottage, located directly across Beach Road from Siesta Key Beach, offers easy access to Beach Access #7 and is a short walk to Siesta Key Village's dining and live music.
Sleeping two guests, this 1-bedroom bungalow features air conditioning, Wi-Fi, a full kitchen, and complimentary beach cruiser bikes, with a private, fenced-in deck and parking available.
Pink Mango Cottage Steps From The Beach - Siesta Key, FL
Siesta Key, FL
10/07 – 12/07
£460/nighttotal: £920 (2 )

Pink Mango Cottage Steps From The Beach

2 2
cottage , Siesta Key
This Key West-style holiday home is situated in Siesta Key Village, merely 100 metres from Siesta Key Beach and a short drive from St. Armands Circle.
This 46 square metre bungalow offers two bedrooms accommodating up to four guests, featuring air conditioning, a kitchenette with a microwave, a private porch with a grill, and access to a shared jacuzzi pool.
Charming 2bd Bungalow Close To Crescent Beach! - Siesta Key, FL
10 1 review
Siesta Key, FL
01/01 – 31/03
£238/nighttotal: £21182 (89 )

Charming 2bd Bungalow Close To Crescent Beach!

2 2
cottage , Siesta Key
This pet-friendly Siesta Key holiday home is situated approximately 1.2 km from Siesta Key Marina and 1.1 km from Gulf Gate Mall in Sarasota.
The two-bedroom, one-bathroom property sleeps four guests and offers a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, a private garden with terrace, on-site parking, and a barbecue.

Frequently asked questions about cottages in Siesta Key, FL

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Browse Cottages with a Hot Tub in Siesta Key, FL

Relaxing in a private hot tub after a day at the seaside makes a cottage stay in Siesta Key, FL unforgettable.

Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate - Siesta Key, FL
9.8 80 reviews
Siesta Key, FL
17/06 – 21/06
£256/nighttotal: £1024 (4 )

Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate

3 4
cottage , Southgate
This charming cottage is conveniently located in Southgate, just a short distance from Coconuts Family Entertainment Center, Sarasota Memorial Hospital, and Bee Ridge Park. The surrounding area offers a peaceful escape from the hustle and bustle of the city, with plenty of opportunities for relaxation and exploration. The cottage has consistently received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The cottage features two bedrooms, accommodating up to six guests, making it ideal for families or groups of friends. Amenities include a private pool, a spa tub, a fully equipped kitchen, and a terrace or balcony, ensuring a comfortable and enjoyable stay.
Yellow Palm Cottage Steps From The Beach - Siesta Key, FL
10 1 review
Siesta Key, FL
16/07 – 19/07
£374/nighttotal: £1122 (3 )

Yellow Palm Cottage Steps From The Beach

2 2
cottage , Siesta Key
This Key West-style holiday home is situated in Siesta Key Village, a mere 100 metres from Siesta Key Beach, and within walking distance of Crescent Beach.
This 46 square metre holiday home offers accommodation for up to four guests in two bedrooms, featuring a kitchenette, air conditioning, a shared jacuzzi pool, and parking, with a check-out time of 10:00 AM.
Cozy Cottage Near Siesta Key Village! - Siesta Key, FL
9.0 2 reviews
Siesta Key, FL
06/07 – 13/07
£402/nighttotal: £2814 (7 )

Cozy Cottage Near Siesta Key Village!

1 3
cottage , Siesta Key
This cottage in Siesta Key is located just 150 metres from Siesta Beach and a short walk from Siesta Key Village.
This 51 square metre holiday home sleeps four guests and features two bedrooms, one bathroom, a private kitchen and living room, with access to a shared swimming pool and hot tub, plus complimentary bicycle rentals and beach equipment.
Pink Mango Cottage Steps From The Beach - Siesta Key, FL
Siesta Key, FL
10/07 – 12/07
£460/nighttotal: £920 (2 )

Pink Mango Cottage Steps From The Beach

2 2
cottage , Siesta Key
This Key West-style holiday home is situated in Siesta Key Village, merely 100 metres from Siesta Key Beach and a short drive from St. Armands Circle.
This 46 square metre bungalow offers two bedrooms accommodating up to four guests, featuring air conditioning, a kitchenette with a microwave, a private porch with a grill, and access to a shared jacuzzi pool.

Find the Best Pet-Friendly Cottages in Siesta Key, FL

Secure a dog-friendly cottage in Siesta Key, FL featuring outdoor washing stations and proximity to the shoreline.

All-new, Walk To Beach & Village, Private And Cozy - Siesta Key, FL
10 2 reviews
Siesta Key, FL
12/07 – 15/07
£284/nighttotal: £852 (3 )

All-new, Walk To Beach & Village, Private And Cozy

2 3
cottage , Siesta Key
This Siesta Key bungalow, located directly opposite Beach Access #7 and 200 metres from Siesta Key Village, offers convenient access to shops, restaurants, and entertainment.
The renovated 56 square metre property, accommodating up to four guests, features two bedrooms, a king-sized bed, a sofa bed, air conditioning, internet, and onsite laundry facilities, with beach chairs and an umbrella provided.
Lulu's Crescent Cottage #2 - Siesta Key, FL
Siesta Key, FL
24/10 – 03/11
£265/nighttotal: £2650 (10 )

Lulu's Crescent Cottage #2

1 2
cottage , Siesta Key
Lulu's Crescent Cottage #2 is located on Siesta Key, just six kilometres from the town centre, close to both Crescent Beach and Siesta Key Beach, and a short walk from Gulf Gate Mall. The cottage is a peaceful retreat, ideal for couples seeking a quiet escape.
The cottage has one bathroom and can accommodate up to two guests. It includes a fully equipped kitchen, a garden, and free parking, as well as air conditioning, internet access, and a barbecue area.
Charming Beach Bungalow With Private Pool And Steps Away From The Beach! - Siesta Key, FL
10 150 reviews
Siesta Key, FL
30/07 – 01/08
£601/nighttotal: £1202 (2 )

Charming Beach Bungalow With Private Pool And Steps Away From The Beach!

2 3
cottage , Sarasota
This pet-friendly holiday home in Sarasota offers a strategic waterfront position, just a 13-minute walk from the boutiques and eateries of St. Armands Circle and close to Lido Beach for watersports.
Guests can enjoy a well-equipped kitchen with a microwave and dishwasher, air conditioning, a swimming pool, spa, and on-site barbecue, with Wi-Fi, a TV, washer, dryer, linens, and towels provided.
Lil John Coastal Cottage Near Siesta Key Beach - Siesta Key, FL
9.6 4 reviews
Siesta Key, FL
09/07 – 11/07
£210/nighttotal: £420 (2 )

Lil John Coastal Cottage Near Siesta Key Beach

1 4
cottage , South Sarasota
Lil John Coastal Cottage is situated in South Sarasota, Florida, a short walk from local amenities and a 6.4km drive from Siesta Key Beach.
This two-bedroom, one-bathroom self-catering property sleeps four, boasting a screened porch, fire pit, fully equipped kitchen, and provision of beach chairs, umbrella, and cooler for guests' convenience.

Top-Rated Coastal Cottages in Siesta Key, FL

Book a refreshing coastal escape at comfortable seaside cottages in Siesta Key, FL near the shore.

93 M² Cottage ∙ 2 Bedrooms ∙ 6 Guests - Siesta Key, FL
Siesta Key, FL
16/07 – 19/07
£466/nighttotal: £1398 (3 )

93 M² Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 2
cottage , Siesta Key

Choose the Right Luxury Cottages in Siesta Key, FL

Discover coastal elegance at a luxury cottage near the water in Siesta Key, FL, where quality is paramount.

Charming Cottage Near Siesta Key Village! - Siesta Key, FL
9.6 4 reviews
Siesta Key, FL
03/10 – 10/10
£304/nighttotal: £2128 (7 )

Charming Cottage Near Siesta Key Village!

1 4
cottage , Siesta Key

Check Out Cottages with a Pool in Siesta Key, FL

A cottage in Siesta Key, FL with a pool offers a heated dip right alongside the beach.

Chic Peaceful 3bd Cottage - Walk To Siesta! - Siesta Key, FL
10 1 review
Siesta Key, FL
01/01 – 31/03
£268/nighttotal: £23852 (89 )

Chic Peaceful 3bd Cottage - Walk To Siesta!

2 2
cottage , Siesta Key

Popular Cottages with Parking in Siesta Key, FL

Forget parking stress; every coastal cottage in Siesta Key, FL provides free on-site spaces for your convenience.

Blue Dolphin Cottage Steps From The Beach - Siesta Key, FL
Siesta Key, FL
23/12 – 28/12
£375/nighttotal: £1875 (5 )

Blue Dolphin Cottage Steps From The Beach

2 2
cottage , Siesta Key

Search Holiday Cottages with Spa Facilities in Siesta Key, FL

Prioritise your well-being with exclusive spa facilities at these waterside cottages in Siesta Key, FL.

Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate - Siesta Key, FL
9.8 80 reviews
Siesta Key, FL
17/06 – 21/06
£256/nighttotal: £1024 (4 )

Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate

3 4
cottage , Southgate
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