Vacation Rentals & Apartments in Naples

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3,193 apartments

4Bed Spacious Home w/cocktail pool Minutes 2 dtwn St Pete!

St. Petersburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 9 minutes

Match: Shared outdoor pool (unheated) Water sports Pets allowed Car not required

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Price per night from

$326

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Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$320

X Alice's Beach Bungalows 2 bdrm 500' to Beach!

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$373

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$483

Close to everything. w/2 Bikes

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$80

NSS Pattam, custom 84 foot traditional motor yacht downtown.

St. Petersburg yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 42 minutes

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (unheated), Car not required

3 of 4 filters match

Price per night from

$1,376

Sea Club II - 1B: By Beachside Management

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (unheated), Car not required

3 of 4 filters match

Price per night from

$240

Tropical Bliss: Lazy River, 5 Pools, Bar, 2 Restaurants, Cabanas!

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (unheated), Car not required

3 of 4 filters match

Price per night from

$459

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: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$172

Brand New Tropical Paradise Home - Walk to Beach and Downtown

Fort Myers Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$918

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$172

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$683

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$402

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: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$287

Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$332

Steps from Beach, Pets OK, Sleeps 6, Clearwater Beach. 2 Bedrooms

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$378

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$501

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$343

Hidden Paradise - Bungalow 2; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$286

Hidden Paradise - Bungalow 1; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$286

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$975

Castnetter Beach Resort 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pets allowed, Shared outdoor pool (unheated), Water sports, Car not required

2 of 4 filters match

Price per night from

$316

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$488

Gorgeous views,spectacular home!

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$631

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: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$273

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$297

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$423

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$172

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.❤

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$190

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$343

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$297

Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Pets allowed, Water sports, Shared outdoor pool (unheated), Car not required

3 of 4 filters match

Price per night from

$402

BEACH BEAUTY

Fort Myers Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 53 minutes

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$258

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$172

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$516

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: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$166

INTRACOASTAL GETAWAY HOME

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Shared outdoor pool (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$293

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 (unheated), Water sports, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$687

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