Vacation Rentals & Apartments in Naples

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2,253 apartments

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.

Match: Shared outdoor pool (heated) Stereo system Pets allowed Car not required

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$227

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) Stereo system Pets allowed Car not required

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$485

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) Stereo system Pets allowed Car not required

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$189

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.

Match: Shared outdoor pool (heated) Stereo system Pets allowed Car not required

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$421

Reef Club Luxurious 1st Floor Condo

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Spring break” We actually visited last April for spring break ....had a wonderful time with family and friends....would definitely love to stay again sometime....the condo was beautiful

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$284

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.

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$165

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!

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$271

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Luxury Beach Condo built 2023

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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$341

Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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$481

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), Stereo system, Car not required

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$170

Naples 7min. to the beach - Play golf, tennis and pickle-ball 2 - WIFI

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Really nice, everything is new and immaculate.” The condo is perfect. It is immaculate, comfortable and pleasantly decorated. The owner made sure we had everything we needed, (well stocked kitchen, plenty of towels, laundry detergent etc.), for a wonderful vacation. The views from the balcony are beautiful and peaceful. The pool is just a few steps away from the condo where met very friendly residents.

Responds fast! avg. 1 hour 14 minutes

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

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$172

Sea Breeze Pavilion at the Avalon

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Most Perfect Stay Anywhere” Everything was perfect. Host was most accommodating. Highly recommend to everyone for perfect stay. Beautifully appointed condo. Everything worked perfectly. Great pool for warm afternoons. Friendly neighbors. Close to everything. Highly recommend to anyone who wants a stay to remember.

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

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$95

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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

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$2,054

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), Stereo system, Car not required

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$408

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), Stereo system, Car not required

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$490

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

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

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Price per night from

$257

2 Bedroom Penthouse Sanibel Gulf Front Condo

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect” Absolutely perfect experience! The view was amazing, the condo exquisitely decorated, and the weather cooperated throughout the week! I have rented many condos at Pointe Santo, and this one is definitely a 5 star! We will be back! Thank you, Renee, for being so easy to work with and more importantly, for sharing your lovely condo!

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

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$351

Bahia Beach Resort Little Harbor-Tampa, FL

Tampa studio

  • Studio
  • 1 bathroom
  • sleeps 4

“Perfect Vacation Relaxation Spot” The view from the room and balcony was gorgeous. Sitting on the balcony each morning sipping my coffee was heavenly. All of the amenities were close to the room and just short walks away. The property itself was well maintained and quiet while still being family friendly. The room was comfortable and a great home base at the end of our daily jaunts. Tampa, St. Petersburg, and Clearwater were very easy drives from the Inn. I can't wait to visit again.

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

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$137

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.

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

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$313

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), Stereo system, Car not required

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$101

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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$189

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), Stereo system, Car not required

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$172

“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), Stereo system, Car not required

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$143

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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

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$547

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Exceptional” We just returned from a 4 week stay at another/similar condo in this same building, same owner. The unit was clean, comfortable, spacious and located in close proximity to everything we needed (i.e. Beach, supermarket, restaurants, shops). John (owner) was more than accomodating with helping us get online (wifi) and being flexible with our schedule. The Gulf view was great and the building was relatively quiet considering it was Spring Break month. Will definitely be returning.

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

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$239

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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$240

Sunsets, Cocktails and Memories!

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Spacious and beautiful” My girlfriends and I just finished our stay for the third year in a row. This is an outstanding condo. With four or five of us, there is plenty of room. The private spiral staircase to the beach is great! No waiting for the elevator with everyone else. We love sitting on the porch early in the morning and again at sunset. Spectacular views! Also you can visit the Suncoast Seabird Sanctuary which is about 1/2 block to the south. Would highly recommend this condo. We hope to be back again next year.

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

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Price per night from

$380

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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$319

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

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$1,141

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

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Price per night from

$970

Luxury Penthouse Condo Overlooking Beach/Gulf

Treasure Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!

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

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Price per night from

$284

BEACHFRONT WING UNIT

Marco Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Resort feeling minus the all inclusive.” We loved the condo & the location. We didn't know what to expect but everything was as described. We loved that the condo was a end unit with the windows wrapping around the side. We had a few trees in front but could still see the ocean & the sun sets were beautiful! The condo was beautifully decorated & had everything you needed & then some; from the keurig coffee pot & coffee, beach towels & chairs even a cart for taking them to the beach, even kids beach toys. We liked that Doug supplied a binder with info about places to see & restaurants. We had no trouble finding our way around. Lots of areas to walk without going out of the community. Doug checked in with us regularly via cell checking if everything was ok or if we needed anything. This is the way to vacation, just like home & then some.

Responds fast! avg. 1 hour 34 minutes

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

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Price per night from

$327

Anna Maria The Pink Flamingo

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 41 minutes

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

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Price per night from

$457

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

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

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Price per night from

$507

Luxury Beach Front Villa with Pool, Captiva Island

Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Sunset Dreams - Tropical Paradise” What a wonderful place! We just returned and we miss it very much already. As my wife puts it, "it was like being in another world!" She's become an overnight ornithologist and marine biologist. The owners went well above the standard of what a normal property rental would be. From furnishings, to decor, to kitchen utensils, and appliances; they blow every rental property we've ever seen right out of the water. The home is immaculate. And the island itself has endless things to do. We've already booked for next year!

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

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$640

HOME AWAY FROM HOME ..

Indian Rocks Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful stay in Indian Rocks Beach” My wife and I celebrated our 31st anniversary and stayed in Sharif and Sabine's condo 202 Reef Club 1000 Gulf BLVD. They bent over backwards to make sure our stay was incredible. They asked us to do a quick run through of the unit and if there was anything dirty or needed repair to call immediately. We called on a toilet issue and over the phone we repaired it within minutes. They also had beach chairs umbrella and toys to play with so we did not need to bring anything with us. We are looking forward to our next stay. I have business in Tampa and usually stay at a hotel. if this unit is open, it was less expensive and had tons more room.

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

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Price per night from

$1,141

Spectacular Beachfront Condo-Private Beach/No Fees

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$354

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), Stereo system, Car not required

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Price per night from

$110

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