Rotonda Oakland Hills vacation rentals

17Results

View Rotonda Oakland Hills vacation rentals. Search all Rotonda Oakland Hills FL rentals including homes and condos for rent. Michael Saunders & Company® the expert on monthly, winter, vacation and seasonal rentals in Rotonda Oakland Hills, Florida.

Newest
New Listing
295 Annapolis Lane Rotonda West FL 33947

$2,345/month

Rotonda West, FL

295 Annapolis Lane

  • 3 Beds
  • 2 Baths
  • 1,200 SqFt
  • 8 Days on Market
MLS#: A4709529
New Listing

$1,600/month

Rotonda West, FL

93 Boundary Boulevard, Unit 306

  • 2 Beds
  • 2 Baths
  • 1,312 SqFt
  • 13 Days on Market
MLS#: D6149101
New Listing

$1,690/month

Placida, FL

129 Boundary Boulevard, Unit 2

  • 3 Beds
  • 2 Baths
  • 1,330 SqFt
  • 15 Days on Market
MLS#: D6149086
New Listing

$2,800/month

Rotonda West, FL

93 Boundary Boulevard, Unit 303

  • 2 Beds
  • 2 Baths
  • 1,228 SqFt
  • 20 Days on Market
MLS#: S5158785

$1,895/month

Rotonda West, FL

57 Boundary Boulevard, Unit 2

  • 3 Beds
  • 2 Baths
  • 1,307 SqFt
  • 59 Days on Market
MLS#: A4703850

$1,200/month

Rotonda West, FL

77 Boundary Boulevard, Unit B

  • 2 Beds
  • 1 Bath
  • 825 SqFt
  • 77 Days on Market
MLS#: D6148326

$3,500/month

Rotonda West, FL

231 Caddy Road

  • 3 Beds
  • 2 Baths
  • 1,819 SqFt
  • 133 Days on Market
MLS#: C7527190

$900/month

Rotonda West, FL

146 Boundary Boulevard, Unit B 102

  • 1 Bed
  • 1 Bath
  • 815 SqFt
  • 138 Days on Market
MLS#: C7527014

$1,550

Rotonda West, FL

ROTONDA WEST

195 Rotonda Boulevard W, Unit A

  • 3 Beds
  • 2 Baths
  • 1,162 SqFt
  • 155 Days on Market
MLS#: 2026022838

$1,550

Rotonda West, FL

ROTONDA WEST

195 Rotonda Boulevard W, Unit B

  • 3 Beds
  • 2 Baths
  • 1,162 SqFt
  • 155 Days on Market
MLS#: 2026022855

$1,550

Rotonda West, FL

ROTONDA WEST

195 Rotonda Boulevard W, Unit C

  • 3 Beds
  • 2 Baths
  • 1,162 SqFt
  • 155 Days on Market
MLS#: 2026022856

$1,750/month

Rotonda West, FL

239 Annapolis Lane

  • 3 Beds
  • 2 Baths
  • 1,747 SqFt
  • 156 Days on Market
MLS#: TB8510276

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of October 21, 2026 11:31 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Based on information submitted to Gulf Coast as of October 22, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or Gulf Coast.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.