Holiday rentals near Tails and Scales Charters
We found 4,775 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Tails and Scales Charters that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, including Wi-Fi and parking. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Tails and Scales Charters
Showing deals for:18 Jul - 25 Jul
Image gallery for TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
1010 out of 10 rating
Exceptional
(46 reviews)
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
Captiva, FL
7% off
Price is NZ$6,686
NZ$6,686
NZ$955 per night
includes taxes & fees
Image gallery for SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
1010 out of 10 rating
Exceptional
(5 reviews)
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Captiva, FL
7% off
Price is NZ$5,812
NZ$5,812
NZ$830 per night
includes taxes & fees
Image gallery for Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!
Captiva, FL
8% off
Price is NZ$9,279
NZ$9,279
NZ$1,326 per night
includes taxes & fees
Image gallery for Oceanfront Luxury Home with Secluded Private Beach
1010 out of 10 rating
Exceptional
(89 reviews)
Oceanfront Luxury Home with Secluded Private Beach
Captiva, FL
8% off
Price is NZ$8,485
NZ$8,485
NZ$1,212 per night
includes taxes & fees
Image gallery for WATERFRONT, Private Dock, Short ride to Gulf of Mexico, Private Pool, 3/2/2
9.69.6 out of 10 rating
Exceptional
(23 reviews)
WATERFRONT, Private Dock, Short ride to Gulf of Mexico, Private Pool, 3/2/2
Englewood, FL
7% off
Price is NZ$3,458
NZ$3,458
NZ$494 per night
includes taxes & fees
Image gallery for Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
1010 out of 10 rating
Exceptional
(6 reviews)
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Placida, FL
8% off
Price is NZ$6,408
NZ$6,408
NZ$915 per night
includes taxes & fees
Image gallery for Newly Renovated Modern Coastal Waterfront Vacation Home
1010 out of 10 rating
Exceptional
(16 reviews)
Newly Renovated Modern Coastal Waterfront Vacation Home
Punta Gorda, FL
8% off
Price is NZ$2,818
NZ$2,818
NZ$403 per night
includes taxes & fees
Image gallery for Canal Waterfront home just minutes from Charlotte Harbor, Saltwater Pool!
1010 out of 10 rating
Exceptional
(12 reviews)
Canal Waterfront home just minutes from Charlotte Harbor, Saltwater Pool!
Punta Gorda, FL
8% off
Price is NZ$8,373
NZ$8,373
NZ$1,196 per night
includes taxes & fees
Image gallery for 10 Minutes to Beach Bliss, with Heated Privet Poolside Haven!
1010 out of 10 rating
Exceptional
(8 reviews)
10 Minutes to Beach Bliss, with Heated Privet Poolside Haven!
Englewood, FL
7% off
Price is NZ$4,189
NZ$4,189
NZ$598 per night
includes taxes & fees
Image gallery for Punta Gorda Home w/ Lanai < 1 Mi to Downtown!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Punta Gorda Home w/ Lanai < 1 Mi to Downtown!
Punta Gorda, FL
7% off
Price is NZ$3,014
NZ$3,014
NZ$431 per night
includes taxes & fees
Image gallery for Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
1010 out of 10 rating
Exceptional
(7 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva, FL
12% off
Price is NZ$5,693
NZ$5,693
NZ$813 per night
includes taxes & fees
Image gallery for GORGEOUS HOME 5 MIN FROM THE BEACH
9.69.6 out of 10 rating
Exceptional
(25 reviews)
GORGEOUS HOME 5 MIN FROM THE BEACH
Englewood, FL
7% off
Price is NZ$1,864
NZ$1,864
NZ$266 per night
includes taxes & fees
Image gallery for Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
1010 out of 10 rating
Exceptional
(62 reviews)
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
Englewood, FL
7% off
Price is NZ$3,578
NZ$3,578
NZ$511 per night
includes taxes & fees
Image gallery for Charlotte House Waterfront Getaway - 3 Min Walk to the Beach!
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Charlotte House Waterfront Getaway - 3 Min Walk to the Beach!
Port Charlotte, FL
8% off
Price is NZ$8,373
NZ$8,373
NZ$1,196 per night
includes taxes & fees
Image gallery for Stunning 1+ acre Paradise Cove Villa
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Stunning 1+ acre Paradise Cove Villa
Port Charlotte, FL
8% off
Price is NZ$4,992
NZ$4,992
NZ$713 per night
includes taxes & fees
Image gallery for Waterfront! Immaculate & Serene 3/2 Heated pool at home on saltwater sailboat canal
1010 out of 10 rating
Exceptional
(56 reviews)
Waterfront! Immaculate & Serene 3/2 Heated pool at home on saltwater sailboat canal
Port Charlotte, FL
8% off
Price is NZ$3,505
NZ$3,505
NZ$501 per night
includes taxes & fees
Image gallery for Spectacular beach front views with a short walk to members only beach
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Spectacular beach front views with a short walk to members only beach
Captiva, FL
8% off
Price is NZ$6,204
NZ$6,204
NZ$886 per night
includes taxes & fees
Image gallery for Villa with swimming pool & spa - Poolside Grill, Family-friendly, Water-view
9.29.2 out of 10 rating
Wonderful
(14 reviews)
Villa with swimming pool & spa - Poolside Grill, Family-friendly, Water-view
Rotonda West, FL
5% off
Price is NZ$5,367
NZ$5,367
NZ$767 per night
includes taxes & fees
Image gallery for Charming Lemon Bay Cottage in Historic Englewood Village
9.69.6 out of 10 rating
Exceptional
(41 reviews)
Charming Lemon Bay Cottage in Historic Englewood Village
Englewood, FL
7% off
Price is NZ$1,816
NZ$1,816
NZ$259 per night
includes taxes & fees
Image gallery for The Waterfront White House
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Waterfront White House
Port Charlotte, FL
8% off
Price is NZ$3,627
NZ$3,627
NZ$518 per night
includes taxes & fees
Image gallery for Sunset Escape: Outdoor Oasis, Heated Pool, BBQ, Fire Pit, 8 miles to the Beach
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Sunset Escape: Outdoor Oasis, Heated Pool, BBQ, Fire Pit, 8 miles to the Beach
Rotonda West, FL
8% off
Price is NZ$3,782
NZ$3,782
NZ$540 per night
includes taxes & fees
Image gallery for Brand New Luxury One Of A Kind Waterfront Home With Pool, Spa & Tiki Hut!
1010 out of 10 rating
Exceptional
(15 reviews)
Brand New Luxury One Of A Kind Waterfront Home With Pool, Spa & Tiki Hut!
Port Charlotte, FL
8% off
Price is NZ$5,030
NZ$5,030
NZ$719 per night
includes taxes & fees
Image gallery for It's always a beautiful day in SW Florida! Sizzling hot summer deals!!
1010 out of 10 rating
Exceptional
(59 reviews)
It's always a beautiful day in SW Florida! Sizzling hot summer deals!!
Port Charlotte, FL
7% off
Price is NZ$2,228
NZ$2,228
NZ$318 per night
includes taxes & fees
Image gallery for New Rotonda 3 Bedrooms, 3 Bathrooms, Single-Family Pool Home
9.69.6 out of 10 rating
Exceptional
(53 reviews)
New Rotonda 3 Bedrooms, 3 Bathrooms, Single-Family Pool Home
Rotonda West, FL
7% off
Price is NZ$3,014
NZ$3,014
NZ$431 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Tails and Scales Charters
The Suites at Fishermen’s Village- 2 Bedroom Suites
Sleeps 4 · 2 bedrooms
9.89.8 out of 10
Exceptionalexceptional
846 reviews(846 reviews)
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Tropical paradise near the beach with enclosed private pool & lanai
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Bird's Nest has a birds eye view! PRIVATE ISLAND
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Welcome to THE HIVE. A hub for peace and relaxation. DIRECT GULF views
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value