Sunnyside Properties

(20 rentals)
Sunnyside Properties
Phone number: +1 (940) 455-7361
3
We offer a unique collection of family-owned and operated premier rental units. From Gulf-front units on Crescent Beach and at Turtle Beach, to a townhouse across from the powder-white sands of Siesta Key Public Beach, to some terrific properties in the heart of Siesta Village. One-bedroom units for a romantic getaway or 14-bedrooms for a family vacation. Key West style ...
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We offer a unique collection of family-owned and operated premier rental units. From Gulf-front units on Crescent Beach and at Turtle Beach, to a townhouse across from the powder-white sands of Siesta Key Public Beach, to some terrific properties in the heart of Siesta Village. One-bedroom units for a romantic getaway or 14-bedrooms for a family vacation. Key West style units, luxury beachfront condos, and elegant townhomes. From the southern to the northern ends of Siesta Key and a couple in between. Whatever you need...chances are we can help!

Our philosophy

We provide a premier - top value vacation rental experience (from budget to luxury) on Siesta Key.

Services

Top shelf amenities. All of our units include, large flat panel HDTV's, Free WIFI, Heated Pool, fully equipped kitchens, beach chairs, beach wagons (except beachfront units)... Almost all have washer/dryers in the unit. We strive to have the best equipped units on Siesta Key.
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SEA SHELL - Siesta Key Beach View Vacation Condo - 2 BR - on Crescent Beach

$179

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront

About this property

Sea Shell Condominium Complex: Located directly on world famous Crescent Beach this Siesta Key beachfront condo is right across the street from South Village with fast access on/off the island. This vacation condo is located in the Sea Shell Condominium Complex. Sea Shell is a smaller, more intimate, ...

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Property Type

Siesta Key Condo

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Deluxe 6-Bedroom Siesta Key Townhouse Vacation Rental - With Heated Pool

$469

avg/night

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Key Amenities

  • Air Conditioning

About this property

SEASIDE VILLAS: This Siesta Key combination of two deluxe 3-Bedroom townhouse rentals is located in the heart of Siesta Village – just steps to all the shops and restaurants and only a three minute walk to world famous Siesta Key Crescent Beach! Siesta Village has dozens of shops, fine or casual ...

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Property Type

Siesta Key Townhome

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Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks –Upscale –Siesta Key 304A

$235

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront

About this property

Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on ...

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Property Type

Siesta Key Condo

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Deluxe 3-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village 3BR 5239

$235

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

SEASIDE VILLAS: This Siesta Key deluxe 3-Bedroom townhouse rental is located in the heart of Siesta Village – just steps to all the shops and restaurants and only a three minute walk to world famous Siesta Key Crescent Beach! Siesta Village has dozens of shops, fine or casual dining, pubs and clubs, ...

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Property Type

Siesta Key Townhome

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Beachwalk - Siesta Key Beach - 3BR Townhouse - Heated Pool - upscale - elevator

$235

avg/night

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Key Amenities

  • Air Conditioning

About this property

BEACHWALK Townhomes; Three bedrooms, two and a half baths, garage, heated pool (shared with BeachWalk townhome guests only), private elevator, en suite Jacuzzi tub, beach view, sleeps up to eight, steps to world famous Siesta Key - Crescent Beach... and so much more... We have two units (Unit A & ...

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Property Type

Siesta Key Townhome

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Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Ground Floor 104B

$188

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on ...

View all property information

Property Type

Siesta Key Condo

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Crescent Beach - 2 Bedroom - Beachfront Condo Complex - Heated Pool 305S

$167

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront

About this property

Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront condos are walking distance to South Village. Crescent Arms has one-story villas as well as two seven-story towers that are directly on the beach. Our vacation condos are located in the South ...

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Property Type

Siesta Key Condo

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One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village Unit 102

$104

avg/night

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Key Amenities

  • Air Conditioning

About this property

VILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village - just steps to all the shops and restaurants and only a three minute walk to world famous Siesta Key Crescent Beach! Siesta Village has dozens of shops, fine or casual dining, ...

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Property Type

Siesta Key Condo

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Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach 404N

$224

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront

About this property

Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront condos are walking distance to South Village. Crescent Arms has one-story villas as well as two seven-story towers that are directly on the beach. Our vacation condos are located in the North ...

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Property Type

Siesta Key Condo

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Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks –Upscale –Siesta Key 304B

$235

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront

About this property

Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on ...

View all property information

Property Type

Siesta Key Condo

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Deluxe 2-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village 2BR 5239

$226

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

SEASIDE VILLAS: This Siesta Key deluxe 2-Bedroom townhouse rental is located in the heart of Siesta Village – just steps to all the shops and restaurants and only a three minute walk to world famous Siesta Key Crescent Beach! Siesta Village has dozens of shops, fine or casual dining, pubs and clubs, ...

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Property Type

Siesta Key Townhome

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BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS -RENOVATED 310B

$235

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront

About this property

op beachfront unit at Fisherman's Cove!! Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront ...

View all property information

Property Type

Siesta Key Condo

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Siesta Key -2BR -Beachfront Condo on Crescent Beach -Heated Pool -Tennis Cts 515

$197

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront

About this property

BEAUTIFUL NEW LISTING: This beautiful, two bedroom, two bath, luxury Villa is located directly on the world famous Crescent Beach in the desirable Siesta Breakers Condo, notable for its resort-style amenities. Very stylish and contemporary in design with high end amenities inside and out. The exterior ...

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Property Type

Siesta Key Condo

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Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Upscale -Renovated 205B

$188

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront

About this property

Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on ...

View all property information

Property Type

Siesta Key Condo

"A Beachfront Dream"
Reviewed December 21, 2020

A slice of paradise. This unit was well equipped and designed for comfort at the beach. The flawless sunsets and the intoxicating motion music of the waves will make us return often. A very homey unit...lovely ...

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Garden Apartment of Siesta Key Townhouse - Heated Pool -Siesta Key Unit 1BR 5241

$115

avg/night

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Key Amenities

  • Full Kitchen

About this property

SEASIDE VILLAS: This Siesta Key one bedroom garden apartment vacation rental is located in the heart of Siesta Village – just steps to all the shops and restaurants and only a three minute walk to world famous Siesta Key Crescent Beach! Siesta Village has dozens of shops, fine or casual dining, ...

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Property Type

Siesta Key Apartment

"Nice place & convenient location"
Reviewed January 25, 2021

This condo is a 4-plex and is steps away from the village with groceries, shopping, restaurants, and bars. It is a quick 1 1/2 block walk to the beach. We had access to beach chairs, beach towels, coolers, ...

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Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key 212B

$188

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on ...

View all property information

Property Type

Siesta Key Condo

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Upscale 3-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village 3BR 5241

$235

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

SEASIDE VILLAS: This Siesta Key deluxe 3-Bedroom townhouse rental is located in the heart of Siesta Village – just steps to all the shops and restaurants and only a three minute walk to world famous Siesta Key Crescent Beach! Siesta Village has dozens of shops, fine or casual dining, pubs and clubs, ...

View all property information

Property Type

Siesta Key Townhome

Show less

Garden Apartment of Siesta Key Townhouse - Heated Pool -Siesta key Unit 1BR 5239

$115

avg/night

View Details

Key Amenities

  • Full Kitchen

About this property

SEASIDE VILLAS: This Siesta Key one bedroom garden apartment vacation rental is located in the heart of Siesta Village – just steps to all the shops and restaurants and only a three minute walk to world famous Siesta Key Crescent Beach! Siesta Village has dozens of shops, fine or casual dining, ...

View all property information

Property Type

Siesta Key Apartment

"Sunnyside properties"
Reviewed October 21, 2020

Beautiful week! Apartment was very clean!! We met Tina the cleaning machina! She was very helpful and gave us some beach towels

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Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale 311B

$188

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront

About this property

Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on ...

View all property information

Property Type

Siesta Key Condo

Show less

Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach 402S

$224

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront

About this property

Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront condos are walking distance to South Village. Crescent Arms has one-story villas as well as two seven-story towers that are directly on the beach. Our vacation condos are located in the South ...

View all property information

Property Type

Siesta Key Condo

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