Vacation Rentals by Owner

Gasparilla Island Vacation Rentals Show this location only Back to top

•   Private, Newly-Furnished House with Heated Pool, Near Beach 3BR/2BA – Sleeps 8 – Boca Grande #208727
  32
  $207 - $564 per night

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•   Boca Grande - Placida - Luxury Condo Overlooking Marina/Gulf 2BR+/2BA – Sleeps 4-5 – Boca Grande #100344
  7
  $120 per night 4 night min stay

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•   Key West Style Home on Great Street 300 Feet from the Gulf of Mexico! 3BR+/3BA – Sleeps 4-8 – Boca Grande #251144ha
  0
  $2450 - $4500 per week 7 night min stay

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•   Spectacular Gulf Views, Exclusive Boca Grande Club 3BR/3BA – Sleeps 6 – Boca Grande #357094
  3
  From $1,580 to $3,750/wk

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•   Ocean Front- Sunsets Included 2BR/2BA – Sleeps 4 – Boca Grande #443176
  3
  $1085 - $1225 per week 7 night min stay

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•   Boca Grande Beach House - Great Price! Great Location! 4BR/2BA – Sleeps 8 – Boca Grande #25223
  16
  From $875/wk

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•   Florida'S Best Kept Secret with Heated Pool 4BR/2BA – Sleeps 6 – Boca Grande #258429
  36
  $264 - $414 per night

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•   New Waterfront Home, Deepwater Dock & Lift 2BR+/3BA – Sleeps 6 – Boca Grande #162203
  12
  $1600- $2000/wk

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•   Beautiful Beachfront Home - Relax - You're Here 2BR+/2.5BA – Sleeps 6-8 – Boca Grande #38205
  4
  $236 - $410 per night 2-7 night min stay

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•   Waterfront, Great Views Gulf & Bay,Boat Slips, Beaches, Fishing, 2BR+/2BA – Sleeps 6 – Boca Grande #69767
  17
  $795//wk - $1395/wk

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•   Cottage in Boca Grande's Famous Historic District 3BR+/2BA – Sleeps 6-8 – Boca Grande #110468
  7
  From $325/nt and $1550/wk

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•   Great Views Gulf & Bay! Bring Your Boat - Slip Rentals 2BR+/2BA – Sleeps 6 – Boca Grande #12664
  2
  $175 - $295 per night

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•   Breathtaking Seascapes, Sunsets & Serenity! Immaculate and Updated! 3BR/3BA – Sleeps 7 – Boca Grande #246054
  17
  From $275/nt - $1595/wk

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•   Adorable Home, Private Pool, Beach Access. Feb & March Availability. 3BR/2BA – Sleeps 6 – Boca Grande #252700
  5
  $230 per night 3 night min stay

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•   Boca Grande Club Beachfront 2 BR/2BA Just 50' from the Ocean 2BR/2BA – Sleeps 4 – Boca Grande #289623
  14
  $1800- $3200/wk

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•   Stay in Style: Near Town, Near Beach 3BR+/2BA – Sleeps 6 – Boca Grande #342775
  3
  $300 - $475 per night 2-5 night min stay

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•   Beachview-Sea Oats- Special Week in May 18-25 Open! Call Me Now. 2BR/2BA – Sleeps 6 – Boca Grande #43883
  13
  From $950/wk

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•   Spectacular Beachfront 1 Bd/1BA on the Gulf W/All Club Amenities 1BR/1BA – Sleeps 2 – Boca Grande #337383
  15
  $1350-$2360/wk ( $210-$370/nt) $US

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•   On the Beach - Boca Grande 4BR+/3.5BA – Sleeps 10 – Boca Grande #271757
  6
  $4000- $6500/wk

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•   Spectacular Fifth Floor Waterfront Panorama & Marina 2BR+/2BA – Sleeps 5-7 – Boca Grande #107666
  0
  $135/nt - $850- $1500/wk

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•   This is the One 4BR/4BA – Sleeps 8 – Boca Grande #199117
  11
  $1603 - $3010 per week 7 night min stay

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•   Beachfront Villa for Rent in Beautiful Boca Grande 2BR/2BA – Sleeps 4 – Boca Grande #49990
  0
  $260-$545/nt - $1660-$3480/wk

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•   Great Dates in May and June Open- Special Rates! Pls Call Now! 2BR+/2BA – Sleeps 6 – Boca Grande #223608
  4
  $750- $1400/wk

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•   Beautiful Gulf Views in Boca Grande North! 2BR/2BA – Sleeps 6 – Boca Grande #343795
  1
  $130 - $200 per night 2-3 night min stay

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•   Oceanfront Home with Pool! Best Value and Location on Boca! 3BR/2BA – Sleeps 6 – Boca Grande #373049
  0
  Weekly Rates Start at $1981 /3 Nt Min

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•   Paradise Found - Beachfront Villa, Gulf Waters, Beach, Sunsets 2BR+/2BA – Sleeps 6 – Boca Grande #275804
  6
  $216-$560/nt - $1368-$3595/wk

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•   Waterfront Condo, Secluded Beaches, Pool & Jacuzzi, and Docks 2BR+/2BA – Sleeps 6-8 – Boca Grande #218882
  0
  $800- $1750/wk

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•   Boca Grande-Placida-Beautiful Vacation Condo-Dock Available 2BR+/2BA – Sleeps 4-6 – Boca Grande #192894
  0
  $135- $250/nt

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•   Spectacular Beachfront Condo - Boca Grande 1BR/1BA, Sleeps 2-4 1BR+/1BA – Sleeps 2-4 – Boca Grande #195331
  0
  $108-$370/nt - $900- $2036/wk

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•   Boca Grande North-Gulf Unit Reduced Rates 2BR/2.5BA – Sleeps 4-6 – Boca Grande #344143
  0
  From $850- $1,500 VISA

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•   Waterfront Views from 3 Screened Lanais! - Bring Your Boat! 2BR+/2BA – Sleeps 4-6 – Boca Grande #223068
  5
  $900- $1750/wk

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•   Owner Summer Special! 2BR/2BA – Sleeps 4 – Boca Grande #300891
  1
  $750- $800/wk

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•   Beachfront House - Spectacular Ocean Views - Resort Amenities 4BR/3BA – Sleeps 8 – Boca Grande #317193
  7
  $1924- $5055/wk

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•   Newly Remodeled Beach Front-Corner Unit Sea Oats Boca Grande 2BR+/2BA – Sleeps 4-6 – Boca Grande #341120
  0
  Weekly from $1,450- $3,200

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•   Magnificent Ocean View- Rent One Week Get One Free July-September 2BR+/2BA – Sleeps 2-6 – Boca Grande #442521
  1
  $1400/wk - $2500/wk

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•   Luxury Beachfront 2BR/Wonderful Water View & Club Amenties 2BR+/2BA – Sleeps 6-8 – Boca Grande #392553
  0
  $1,576 - $3,150 per week

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•   Majestic Beauty on the Beach Boca Grande with Pool 4BR+/4.5BA – Sleeps 8-9 – Boca Grande #374765
  2
  From $4000 to $6500/wk

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•   Charming Home in the Heart of Historic Boca Grande! Handicap Friendly! 4BR+/3BA – Sleeps 10 – Boca Grande #421579
  8
  $2,400/wk to $13,000/mo US

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•   Steps to Beach & Village - Easy Going Place!!! Best Rates!!! 3BR/2BA – Sleeps 8-9 – Boca Grande #288564
  1
  $1450- 2350/wk

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•   Beachfront Villa on Quiet Island 3BR+/3BA – Sleeps 6-8 – Boca Grande #263720
  4
  $1820- $3,640/wk

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•   Remodeled Island Beach Front Condo-Boca Grande Paradise 2BR+/2BA – Sleeps 4-6 – Boca Grande #360435
  4
  From $899 to $2,799/wk

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•   Boca Grande, Direct Beachfront Home, Family Friendly 3BR/0BA – Sleeps 6 – Boca Grande #472523
  0
  $304 - $790 per night 5 night min stay

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•   Loveley Two Bedroon Ocean Front Condo in Boca Grande. 2BR/2BA – Sleeps 2-6 – Boca Grande #379157
  0
  From $1603 - $2786 wkly

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•   So221 - Sea Oats 221 2BR/2BA – Sleeps 6 – Port Boca Grande #3182523ha
  0
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• Special offer Need to GET AWAY? Save 20% on a week in Boca Grande! Jun 1, 2013 to Jun 9, 2013
    Tree House in the Lap of Luxury 3BR/3BA – Sleeps 6 – Boca Grande #314300
  4
  $1400 - $3000/wk

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•   "Snooker's Retreat" Breathtaking Waterfront Condo Boca/Placida 3BR/2BA – Sleeps 6-8 – Boca Grande #37546
  1
  $250/nt - $1200/wk - $4000/mo

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•   Tropic Ten - Beachfront Luxury - Pool - Amazing Remodel! 3BR+/3BA – Sleeps 6-8 – Boca Grande #33005
  3
  1876.00- 3640

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•   Tarpon Tales-Luxury Home/Pool & Hot Tub - Reserve 2013 Now! 5BR/5BA – Sleeps 14 – Boca Grande #182202
  2
  $2996- $5999/wk

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•   Cozy Corner Condo on Island Paradise-Sea Oats of Boca Grande 2BR+/2BA – Sleeps 4-6 – Boca Grande #341737
  4
  $1100/wk Low Season to $1500/wk HiSeason

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•   Charming Cottage in the Historic Village in Boca Grande 2BR/2BA – Sleeps 4 – Boca Grande #306690
  2
  From $300/nt - $1800/wk

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•   Breathtaking Views from This Gulf Front Unit 2BR+/2BA – Sleeps 4-6 – Boca Grande #394547
  0
  $1652 - $2702 per week 7 night min stay

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•   Luxurious House on Gasparilla Island on the Gulf of Mexico 4BR/4.5BA – Sleeps 8 – Boca Grande #267505
  1
  $1900- $3145/wk

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•   Boca Grande - Placida - Beautiful Views at Boca Vista 2BR+/2BA – Sleeps 4-6 – Boca Grande #317532
  0
  $3000/mo

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•   Beach Front, Gorgeous Sunsets, Pool, Fishing, Tennis, and More 1BR+/2BA – Sleeps 4 – Boca Grande #358873
  0
  From $140/nt.

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•   Beautiful Beachfront Retreat with Great Amenities 2BR+/2BA – Sleeps 4-6 – Boca Grande #368405
  0
  From $1,345/wk to $2,595/wk.

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•   So323 - Sea Oats 323 2BR/2BA – Sleeps 4 – Port Boca Grande #3182541ha
  0
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•   So224 - Sea Oats 224 2BR/2BA – Sleeps 6 – Port Boca Grande #3182525ha
  0
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•   Sea Oats 136 2BR/2BA – Sleeps 6 – Boca Grande #3182511ha
  0
  $199 - $355 per night

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•   Sea Oats 113 2BR/2BA – Sleeps 4 – Port Boca Grande #3182503ha
  0
  $236 - $386 per night

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•   Sea Oats 124 2BR/2BA – Sleeps 6 – Port Boca Grande #3182508ha
  0
  $199 - $355 per night

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•   Woodwind Beach 10 3BR/3BA – Sleeps 6 – Port Boca Grande #3182459ha
  0
  $313 per night

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•   Oceanfront Condo at the Water's Edge 2BR/2BA – Sleeps 4-5 – Boca Grande #202562
  4
  995/wk to 1950/wk

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•   For Secluded Beaches, Great Sunsets and Outstanding Fishing 2BR/2BA – Sleeps 6 – Boca Grande #1808
  0
  $750-$850/wk - $2300-$2700/mo

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•   Tranquil Beach Front Home 3BR/2BA – Sleeps 6 – Boca Grande #119573
  4
  $300 - $499 per night 2-7 night min stay

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•   Boca Grande Club Beachfront Condo 3BR/3BA – Sleeps 9 – Boca Grande #283986
  1
  $2355- $4940/wk

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•   Quiet Getaway 1BR+/1BA – Sleeps 2-3 – Boca Grande #111045
  0
  $900 - $2260/WEEK

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•   New Listing!! Boca Grande, Florida Beachfront Deluxe 2 BR/2 BA 2BR/2BA – Sleeps 4-6 – Boca Grande #292674
  1
  $300-$450/nt - $1600-$3000/wk

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•   Twelfth Street, 1240 3BR/1.5BA – Sleeps 6-8 – Boca Grande #430848
  0
  $1700 - $2500 Weekly

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•   Boca Grande Beach Club 1c 2BR/2BA – Sleeps 4 – Boca Grande #430850
  0
  $1400 - $1800 Weekly

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•   Seeing is Believing! Incredible Boca Vista Harbor Waterfront Condo! 2BR/2BA – Sleeps 4-5 – Boca Grande #430935
  1
  Rates from $800/wk and $2300/mo

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•   Boca Grande Club Village Home - Steps to the Beach 2BR+/2.5BA – Sleeps 4-6 – Boca Grande #311277
  0
  $3500 per week 7 night min stay

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•   Island Paradise Living! Your Home Away from Home!! 3BR/2.5BA – Sleeps 6-7 – Boca Grande #450912
  0
  $165 - $348 per night 8-14 night min stay

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•   Gulf-Front, 3 Bdr, Charming Decor. Walk to Town. Sunsets! 3BR/2BA – Sleeps 6 – Boca Grande #414522
  2
  Starting at $1450/week

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•   Boca Bay North Village Home 4BR/4BA – Sleeps 8-12 – Boca Grande #439457
  0
  $13000 per month 30 night min stay

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•   Sea Oats of Boca Grande Condo 2BR/2BA – Sleeps 4-6 – Boca Grande #410433
  0
  $1,350-2,350/wk or $5,300-9,500/mth

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•   Stay and Play At Angler's Club/Boca Grande 3BR/3BA – Sleeps 6 – Boca Grande #197161
  1
  From $1200 - $3500/mo

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•   Boca on a Budget, Great Location. Near the Inn and Beach. 3BR+/2BA – Sleeps 6 – Boca Grande #351759
  0
  From $950 to $1500/wk

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•   Boca Grande Home - Just Steps to the Beach (Willing to Swap) 3BR+/3BA – Sleeps 8-10 – Boca Grande #81883
  1
  From $335/nt - $3210/wk

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•   Boca Grande Island Private Beach Front~ Club Amenitites Condo 1BR/1BA – Sleeps 2-4 – Boca Grande #410786
  4
  $140- $370/nt

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•   Beach Front - Sunset Views - Boca Grande Fl 2BR/2.5BA – Sleeps 4 – Boca Grande #432953
  1
  $1,650-$3,015 - per week

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•   Beachside Condo on Beautiful Quiet and Exclusive Gulf Island 2BR+/2BA – Sleeps 4-6 – Boca Grande #388951
  1
  From $1100 to $2000/wk

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•   Large 1 Bedroom, 2 Bath Condo - Spectacular Sunsets - Club Amenities 1BR/2BA – Sleeps 4-5 – Boca Grande #472271
  0
  $140 - $370 per night 2 night min stay

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•   Wow! Newly Remodeled Beachfront Corner Unit Boca Grande, Fl Sea Oats 2BR+/2BA – Sleeps 4-6 – Boca Grande #435256
  1
  $1350 - $3200 Weekly

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•   Boca Grande Single Family Home, Walk to Beach, Pool, Private Yard! 3BR+/3BA – Sleeps 7-9 – Boca Grande #434440
  0
  $2,000- $3,500/week

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•   Great Sunsets and Sunrises at Boca Grande North 2BR/2BA – Sleeps 4 – Boca Grande #459345
  0
  from $950- $1500 a week

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•   Idyllic Gulf Coast Condo Boca Grande Florida 3BR+/3BA – Sleeps 6-7 – Boca Grande #294325
  1
  From $1750/wk

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•   Golden Beach Pool Home 4BR/2BA – Sleeps 8-10 – Boca Grande #417270
  0
  $1,800- $2,800/week or $5,500-$10,500/mth

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•   On the Beach, Boca Grande, Florida - an Island Paradise 2BR+/2.5BA – Sleeps 4-6 – Boca Grande #318529
  0
  $1603- $2870/wk

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•   Grande Quay II Home 3BR/2BA – Sleeps 6 – Boca Grande #381567
  1
  1800/wk

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•   Beautiful Grouper Hole Home and Guest Cottage 4BR+/3.5BA – Sleeps 8-10 – Boca Grande #339625
  6
  $2950- 3950/week

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•   Spectacular View, Beach & Pool Just a Few Steps Away! 2BR+/2BA – Sleeps 6 – Boca Grande #390050
  5
  $1,368.00 - $3,595.00 (Negotiable Rates)

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•   Beautiful Pool Home Close to Town 4BR/4BA – Sleeps 8 – Boca Grande #449449
  0
  $2100 - $4200 per week 7 night min stay

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•   Shore Lane - a Classic Beachfront Boca Grande Home 4BR+/4.5BA – Sleeps 10-12 – Boca Grande #394118
  0
  From $3495/wk to $5495/wk

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•   Gulf Front Seawatch Villa 3BR/3BA – Sleeps 8 – Boca Grande #3478077ha
  0
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•   Sea Oats 334 2BR/2BA – Sleeps 4 – Port Boca Grande #3182545ha
  0
  $199 - $355 per night

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•   Sea Oats 341 2BR/2BA – Sleeps 4-6 – Port Boca Grande #3182546ha
  0
  $199 - $355 per night

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•   Sea Oats 312 2BR/2BA – Sleeps 4 – Port Boca Grande #3182537ha
  0
  $236 - $386 per night

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•   Sea Oats 213 2BR/2BA – Sleeps 4 – Port Boca Grande #3182520ha
  0
  $236 - $386 per night

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•   Sea Oats 242 2BR/2BA – Sleeps 4 – Port Boca Grande #3182531ha
  0
  $199 - $355 per night

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•   Sea Oats 237 2BR/2BA – Sleeps 6 – Port Boca Grande #3182530ha
  0
  $199 - $355 per night

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