Vacation Rentals & Apartments in Naples

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2,081 apartments

PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet

Indian Shores house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!

Match: Shared outdoor pool (heated) Games room Pets allowed Car not required

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Price per night from

$487

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

Indian Shores cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤

Match: Shared outdoor pool (heated) Games room Pets allowed Car not required

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Price per night from

$189

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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), Games room, Car not required

3 of 4 filters match

Price per night from

$171

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

3 of 4 filters match

Price per night from

$101

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

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

3 of 4 filters match

Price per night from

$172

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$2,061

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$182

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$916

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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

3 of 4 filters match

Price per night from

$549

The Ultimate Florida Vacation

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” Very cozy, out in suburbs. Neighborhood clean and friendly. Pools and outdoor basketball courts and activities for the kids.

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

3 of 4 filters match

Price per night from

$110

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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

3 of 4 filters match

Price per night from

$117

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$109

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$320

***WINTER AND SPRING SEASON FILLING FAST!!! BOOK YOUR ESCAPE FROM THE COLD!!***

North Captiva Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$745

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$287

La Buena Vida II at Captains Cove, Indian Shores, Florida - Come, relax, enjoy!

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very clean and comfortable. Walking distance to everywhere and a great view” Great place to stay. I felt very comfortable and relaxed, this place has a very beachy relaxing vibe in a prime location. You literally do not have to drive anywhere while you're here, everything I wanted was in walking distance!

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

3 of 4 filters match

Price per night from

$172

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

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

3 of 4 filters match

Price per night from

$165

"Aqua Villa" 3 bed 2 bath w/ Heated Pool by TPA Airport

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$955

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$343

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$400

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$172

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$172

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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

3 of 4 filters match

Price per night from

$457

A Somewhere Is Here - Changes in Attitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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

3 of 4 filters match

Price per night from

$411

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$343

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$103

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

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

3 of 4 filters match

Price per night from

$272

BEACHFRONT BUNGALOW Marlin Hideaway *Htd Pool*Pets

Indian Shores house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazing!” Second time back and even better. Everything we needed to escape the craziness of COVID-19. Got to meet some new friends in the other bungalows and enjoy the beautiful beech! Can’t wait to return.

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

3 of 4 filters match

Price per night from

$423

BEACHSIDE BUNGALOW Dolphin 2BR*HTD POOL*PETS OK

Indian Shores cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Thanksgiving Getaway” Beautiful location and our pet was able to come along. We enjoyed the beach, fire pit and weather. The one negative is that our unit was very close to a busy road.

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

3 of 4 filters match

Price per night from

$228

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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

3 of 4 filters match

Price per night from

$682

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$401

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$1,145

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Water, water everywhere” So very, very close to the beach. Very helpful agent. Had 11 people with plenty of room .awesome time.

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

3 of 4 filters match

Price per night from

$686

escape to paradise

Madeira Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Pets allowed, Games room, Shared outdoor pool (heated), Car not required

2 of 4 filters match

Price per night from

$206

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$320

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$172

Beachfront Condo With Weekly Rentals

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Estero Sands was PERFECT!!” Estero Sands was a great place for our family! We've stayed in Ft. Myers many times and this stay was one of the best. The owners that were on site were very nice. The grounds were very well kept. Literally steps to the beach!!! Loved it!!

2 of 4 match: Pets allowed, Games room, Shared outdoor pool (heated), Car not required

2 of 4 filters match

Price per night from

$327

231A Madeira Beach Yacht Club

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Pets allowed, Games room, Shared outdoor pool (heated), Car not required

2 of 4 filters match

Price per night from

$148

Viewing 38 of 2,081
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