Vacation Rentals & Apartments in Naples

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2,172 apartments

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Staffed property Pets allowed Car not required

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Price per night from

$343

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Staffed property Pets allowed Car not required

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Price per night from

$320

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120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

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Price per night from

$424

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$171

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

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Price per night from

$858

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$315

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$409

Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$492

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Shared outdoor pool (heated), Pets allowed, Car not required

3 of 4 filters match

Price per night from

$2,061

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$144

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$274

#1 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#2 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#5 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#7 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#10 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$458

#8 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#4 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#9 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#6 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#3 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$344

#11 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$458

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$343

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$286

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$950

Ten35 Seaside - Island View: Residence 404

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$549

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$171

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$377

BEACH RESIDENCES on Siesta, aka The Hyatt – 3 Bed/3 Bath Luxury Penthouse

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$515

Luxurious Penthouse Oasis - Beachfront/Oceanfront

Redington Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$687

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$778

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$858

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$274

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$560

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$629

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$629

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Shared outdoor pool (heated), Staffed property, Car not required

3 of 4 filters match

Price per night from

$778

Viewing 38 of 2,172
rentals in Naples

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