Vacation Rentals & Apartments in Naples

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566 apartments

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Golf course on site or within 15 min walk Walking trips Smoking allowed

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Price per night from

$149

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Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$258

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$194

Bella Vista | Pool | Spa | Lakefront | outdoor Lounge

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

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Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$235

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

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Price per night from

$216

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$163

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$250

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

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Price per night from

$227

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 45 minutes

2 of 3 match: Walking trips, Golf course on site or within 15 min walk, Smoking allowed

2 of 3 filters match

Price per night from

$138

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

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Price per night from

$115

Family Golf Resort 'Villa Bonita' Southern Dunes

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“nice house” everything was updated and nice ,except for the mattress they are very old every time we when to sleep and got up we had back paint everybody, and everyroom they need to updated...other then that it was very nice

Responds fast! avg. 1 hour 17 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

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Price per night from

$121

Island Paradise. 1st Fl. Water views WiFi, HDTV

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Vacation in Paradise!” Our vacation in Sanibel Island at Maggi's condo was a vacation in Paradise! This was our first time in Sanibel Island and it was a great vacation and I hope to come back and stay at Maggi's condo. What a beautiful island! There was everything we needed in the condo and sitting in the lanai in the morning and at night having our coffee or drinks watching the dolphins was amazing. The information and directions that Maggi gave us were great and she was always available if we had any questions. Our preference was the lighthouse beach. We did go visit Bowman Beach and that was also very nice. Captiva Island is beautiful but you must get there early or there is no parking. I would recommend the thriller boat ride it was great and what an amazing dolphin show! There is something to do for everyone beaches, bike rides and nature! There are many restaurants on the island and they were all good and many shops for shopping. It was very hard to leave Sanibel paradise!

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

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Price per night from

$197

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$228

2 bed/2 bath Naples Condo(Gated Commun.)- sleeps 6

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$123

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$1,503

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$780

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$150

Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$292

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.

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$446

White Sands | Modern Lakefront | Golf Course View | Pool | Spa

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$236

Aloha Shores - Pet friendly | Pool | fenced yard

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$197

Close to all with a King-bed! Bikes included

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 9 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$79

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$476

Amazing outdoor living on a freshwater canal, 4 bedrooms, pet-friendly

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$117

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$288

Anna Maria Island Beach Sands

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$331

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$273

Anna Maria Island Beach Bay Breeze

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$192

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$189

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$190

Anna Maria Island Beach Palms 8B

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$194

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

  • Studio
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$153

Anna Maria Island Beach Waves

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$217

Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$228

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$215

Anna Maria Island Beach View 208

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Walking trips

2 of 3 filters match

Price per night from

$242

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