Vacation Rentals & Apartments in Naples

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4,046 apartments

Beautiful 2 Bedroom Condo on the Lake

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Boat available Safe Pets allowed Car not required

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Price per night from

$343

Weekly 2 bedroom Apartment for 8 guest all amenities included

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 17 minutes

Match: Boat available Safe Pets allowed Car not required

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Price per night from

$121

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Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Pets allowed, Boat available, Safe, Car not required

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Price per night from

$860

Beautiful Large Studio Condo on the Lake

Orlando apartment

  • 1 bathroom
  • sleeps 4

3 of 4 match: Pets allowed, Boat available, Safe, Car not required

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Price per night from

$229

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

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Boat available, Safe, Pets allowed, Car not required

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$482

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Pets allowed, Boat available, Safe, Car not required

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$1,148

VIP island vacation home

Grant-Valkaria house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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$431

Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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$286

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially Deb who I mostly communicated with. My family and I enjoyed our stay in Key West immensely, we had so much fun! We met many very friendly people out and about town. We would love to visit again, if we do, we would like to stay in this condo or the Bella Vita, the owner's other condo.

Responds fast! avg. 14 minutes

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$287

Fun Baywatch Loft , Pets OK, Steps to Beach, Sleeps 6

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$281

River Island - North - East - West Villages at Orange Lake

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Boat available, Safe, Car not required

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Price per night from

$246

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Boat available, Safe, Car not required

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Price per night from

$743

The Tree House Old Town 2 Bedroom MONTHLY Rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!

3 of 4 match: Boat available, Safe, Pets allowed, Car not required

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$134

Conch Haven Cottage Old Town Studio MONTHLY Rental

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Boat available, Safe, Pets allowed, Car not required

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Price per night from

$108

Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Boat available, Safe, Pets allowed, Car not required

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Price per night from

$259

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$446

Treehouse Old Homosassa/River Safaris (waterfront)

Homosassa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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$258

Miami haven by airport

Olympia Heights house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Boat available, Safe, Pets allowed, Car not required

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Price per night from

$102

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 4 match: Boat available, Safe, Pets allowed, Car not required

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Price per night from

$549

Wyndham Ocean Walk - 3 Bedroom Ocean Front

Holly Hill condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Pets allowed, Boat available, Safe, Car not required

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Price per night from

$787

Wyndham Ocean Walk - 2 Bedroom Ocean Front

Holly Hill condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Boat available, Safe, Car not required

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Price per night from

$787

Wyndham Ocean Walk - Wyndham Ocean Walk 2 Br

Holly Hill condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Pets allowed, Boat available, Safe, Car not required

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Price per night from

$510

LUXURY Town Center Villa Disney Studio APT

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Boat available, Safe, Pets allowed, Car not required

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Price per night from

$199

Walk to Indian Rocks Beach Exclusive Use of Hot Tub, Pool, BBQ with Privacy*#!!!

Indian Rocks Beach house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

3 of 4 match: Boat available, Safe, Pets allowed, Car not required

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Price per night from

$114

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$488

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: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$273

INTRACOASTAL GETAWAY HOME

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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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: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$688

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$424

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: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$332

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$298

“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: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$298

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!

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$487

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

St. Pete Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$333

WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK

Redington Shores house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$254

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$377

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: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$189

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: Safe, Boat available, Pets allowed, Car not required

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Price per night from

$228

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